3'-AMP
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 28931
xref: Reference/PubChem-compound 41211
xref: Reference/ChemSpider 37610
xref: Reference/CAS 84-21-9
xref: Reference/KEGG Compound C01367
xref: Reference/HMDB HMDB0003540
chemical formula: C10H14N5O7P
molecular weight: 347.06308
structure: ChemicalStructure/PW C001918

Reference/ChemSpider 389566
type: UnificationXref
id: 389566
db: ChemSpider

Reference/CAS 20380-11-4
type: UnificationXref
id: 20380-11-4
db: CAS

3a,7a,12a-Trihydroxy-5b-cholestan-26-al
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 16466
xref: Reference/ChemSpider 388578
xref: Reference/PubChem-compound 439479
xref: Reference/HMDB HMDB0003533
xref: Reference/BioCyc ALPHA-N-DIACETYLNEURAMINYL-23-BETA-D-ETC
xref: Reference/CAS 3836-01-9
xref: Reference/KEGG Compound C01301
chemical formula: C27H46O4
molecular weight: 434.3396
structure: ChemicalStructure/PW C001913

Reference/ChEBI CHEBI 16496
type: UnificationXref
id: CHEBI:16496
db: ChEBI

Reference/ChEBI CHEBI 18431
type: UnificationXref
id: CHEBI:18431
db: ChEBI

Reference/HMDB HMDB0002159
type: UnificationXref
id: HMDB0002159
db: HMDB

Compound/PW C000170 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Pyrophosphate
stoichiometric coefficient: 1.0

Reference/PubChem-compound 439153
type: UnificationXref
id: 439153
db: PubChem-compound

Reference/CAS 474-73-7
type: UnificationXref
id: 474-73-7
db: CAS

Reference/ChEBI CHEBI 27393
type: UnificationXref
id: CHEBI:27393
db: ChEBI

Compound/PW C002990/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5b-Cyprinol sulfate
stoichiometric coefficient: 1.0

Reference/BioCyc CPD-3743
type: UnificationXref
id: CPD-3743
db: BioCyc

NADPH
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: NADPH

Peroxisomal acyl-coenzyme A oxidase 2
type: ProteinReference
xref: Reference/UniProt Q99424
organism: BiologicalState26

Reference/PubChem-compound 53477893
type: UnificationXref
id: 53477893
db: PubChem-compound

Compound/PW C001420/Stoichiometry/3.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 3.0

Reference/ChEBI CHEBI 28477
type: UnificationXref
id: CHEBI:28477
db: ChEBI

Reference/ChemSpider 559142
type: UnificationXref
id: 559142
db: ChemSpider

(24R)-Cholest-5-ene-3-β,7-α,24-triol
type: SmallMolecule
entity reference: (24R)-Cholest-5-ene-3-β,7-α,24-triol

Transport125
type: Transport
participant stoichiometry: Compound/PW C002900 Extracellular Space/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002900/Stoichiometry/1.0
right: CE(22:2(13Z,16Z))
spontaneous: false
left: CE(22:2(13Z,16Z))
name: CE(22:2(13Z,16Z)) (→) Transport: Homo sapiens, Extracellular Space to Homo sapiens, Liver, Cell
conversion direction: LEFT_TO_RIGHT

Transport124
type: Transport
participant stoichiometry: Compound/PW C000047 Extracellular Space/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000047/Stoichiometry/1.0
right: Cholesterol
spontaneous: false
left: Cholesterol
name: Cholesterol (→) Transport: Homo sapiens, Extracellular Space to Homo sapiens, Liver, Cell
conversion direction: LEFT_TO_RIGHT

NAD
type: SmallMolecule
cellular location: Peroxisome
entity reference: NAD

(24R)-Cholest-5-ene-3-β,7-α,24-triol
type: SmallMoleculeReference
xref: Reference/BioCyc 5-ALPHA-CHOLESTA-724-DIEN-3-BETA-OL
xref: Reference/HMDB HMDB0011644
xref: Reference/PubChem-compound 53481010
chemical formula: C27H46O3
molecular weight: 418.3447
structure: ChemicalStructure/PW C007230

Reference/BRENDA TISSUE ONTOLOGY BTO 0000759
type: UnificationXref
id: BTO:0000759
db: BRENDA TISSUE ONTOLOGY

Alpha-methylacyl-CoA racemase
type: Protein
cellular location: Peroxisome
entity reference: Alpha-methylacyl-CoA racemase

Choloyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: Choloyl-CoA

Reference/ChemSpider 5742
type: UnificationXref
id: 5742
db: ChemSpider

Reference/KEGG Compound C01301
type: UnificationXref
id: C01301
db: KEGG Compound

Reference/ChEBI CHEBI 16474
type: UnificationXref
id: CHEBI:16474
db: ChEBI

Reference/KEGG Compound C00695
type: UnificationXref
id: C00695
db: KEGG Compound

Compound/PW C001062/Stoichiometry/1.0
type: Stoichiometry
physical entity: Choloyl-CoA
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 27379
type: UnificationXref
id: CHEBI:27379
db: ChEBI

Compound/PW C000480 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cholic acid
stoichiometric coefficient: 1.0

3'-AMP
type: SmallMolecule
entity reference: 3'-AMP

Reference/ChemSpider 389556
type: UnificationXref
id: 389556
db: ChemSpider

Reference/SMPDB SMP0000316
type: UnificationXref
id: SMP0000316
db: SMPDB

Reference/KEGG Compound C01794
type: UnificationXref
id: C01794
db: KEGG Compound

3a,7a,12a-Trihydroxy-5b-cholestan-26-al
type: SmallMolecule
entity reference: 3a,7a,12a-Trihydroxy-5b-cholestan-26-al

Reference/UniProt Q9Y6A2
type: UnificationXref
id: Q9Y6A2
db: UniProt

Reference/ChemSpider 389554
type: UnificationXref
id: 389554
db: ChemSpider

3β,7α-Dihydroxy-5-cholestenoate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3β,7α-Dihydroxy-5-cholestenoate

7a-Hydroxycholesterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 7a-Hydroxycholesterol

ChemicalStructure/PW C001099
type: ChemicalStructure
structure format: SMILES

Compound/PW C002997 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3a,7a-Dihydroxy-5b-cholest-24-enoyl-CoA
stoichiometric coefficient: 1.0

Reference/PubChem-compound 439164
type: UnificationXref
id: 439164
db: PubChem-compound

Reference/ChemSpider 37610
type: UnificationXref
id: 37610
db: ChemSpider

Compound/PW C002709 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Chenodeoxycholoyl-CoA
stoichiometric coefficient: 1.0

ChemicalStructure/PW C001095
type: ChemicalStructure
structure format: SMILES

Compound/PW C000146/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADPH
stoichiometric coefficient: 1.0

A
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: A

3α,7α,12α-Trihydroxy-5β-cholestanoic acid
type: SmallMolecule
entity reference: 3α,7α,12α-Trihydroxy-5β-cholestanoic acid

Adenosine triphosphate
type: SmallMolecule
entity reference: Adenosine triphosphate

Reference/KEGG Compound C03990
type: UnificationXref
id: C03990
db: KEGG Compound

Compound/PW C001144 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

Compound/PW C007983 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3 α,7 α,24-Trihydroxy-5β-cholestanoyl-CoA
stoichiometric coefficient: 1.0

Cholesterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cholesterol

AH2
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: AH2

Reference/HMDB HMDB0002197
type: UnificationXref
id: HMDB0002197
db: HMDB

Reference/PubChem-compound 2733768
type: UnificationXref
id: 2733768
db: PubChem-compound

Reference/ChEBI CHEBI 28047
type: UnificationXref
id: CHEBI:28047
db: ChEBI

Reference/KEGG Compound C00008
type: UnificationXref
id: C00008
db: KEGG Compound

Reference/KEGG Compound C00007
type: UnificationXref
id: C00007
db: KEGG Compound

Reference/KEGG Compound C00249
type: UnificationXref
id: C00249
db: KEGG Compound

Reference/KEGG Compound C00006
type: UnificationXref
id: C00006
db: KEGG Compound

Reference/ChEBI CHEBI 18009
type: UnificationXref
id: CHEBI:18009
db: ChEBI

Reference/KEGG Compound C00001
type: UnificationXref
id: C00001
db: KEGG Compound

Compound/Generic55 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: AH2
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00005
type: UnificationXref
id: C00005
db: KEGG Compound

Taurine
type: SmallMolecule
cellular location: Cytosol
entity reference: Taurine

Reference/KEGG Compound C00004
type: UnificationXref
id: C00004
db: KEGG Compound

Reference/KEGG Compound C00003
type: UnificationXref
id: C00003
db: KEGG Compound

NADPH
type: SmallMolecule
cellular location: Cytosol
entity reference: NADPH

Reference/KEGG Compound C00245
type: UnificationXref
id: C00245
db: KEGG Compound

Reference/KEGG Compound C00002
type: UnificationXref
id: C00002
db: KEGG Compound

Reference/ChEBI CHEBI 83036
type: UnificationXref
id: CHEBI:83036
db: ChEBI

Reference/KEGG Compound C13550
type: UnificationXref
id: C13550
db: KEGG Compound

Reference/PubChem-compound 5284239
type: UnificationXref
id: 5284239
db: PubChem-compound

Coenzyme A
type: SmallMolecule
cellular location: Cytosol
entity reference: Coenzyme A

Reference/ChemSpider 388658
type: UnificationXref
id: 388658
db: ChemSpider

Reference/KEGG Compound C00010
type: UnificationXref
id: C00010
db: KEGG Compound

Lithocholic acid
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000761
xref: Reference/ChEBI CHEBI 16325
xref: Reference/KEGG Compound C03990
xref: Reference/ChemSpider 9519
xref: Reference/PubChem-compound 9903
xref: Reference/CAS 434-13-9
chemical formula: C24H40O3
molecular weight: 376.29776
structure: ChemicalStructure/PW C000608

Oxygen
type: SmallMolecule
cellular location: Mitochondrion
entity reference: Oxygen

Reference/KEGG Compound C00013
type: UnificationXref
id: C00013
db: KEGG Compound

3a,7a,12a-Trihydroxy-5b-cholest-24-enoyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3a,7a,12a-Trihydroxy-5b-cholest-24-enoyl-CoA

Compound/PW C001095/Stoichiometry/1.0
type: Stoichiometry
physical entity: 24-Hydroxycholesterol
stoichiometric coefficient: 1.0

Compound/PW C000259 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3α,7α-Dihydroxycoprostanic acid
stoichiometric coefficient: 1.0

Peroxisomal multifunctional enzyme type 2
type: Protein
cellular location: Peroxisome
entity reference: Peroxisomal multifunctional enzyme type 2

Cholic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cholic acid

Coenzyme A
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Coenzyme A

Reference/CAS 56-65-5
type: UnificationXref
id: 56-65-5
db: CAS

Reference/ChemSpider 5775
type: UnificationXref
id: 5775
db: ChemSpider

Reference/CAS 53-84-9
type: UnificationXref
id: 53-84-9
db: CAS

Reference/PathWhiz PW000195
type: UnificationXref
id: PW000195
db: PathWhiz

Reference/KEGG Compound C15519
type: UnificationXref
id: C15519
db: KEGG Compound

Reference/CAS 317-66-8
type: UnificationXref
id: 317-66-8
db: CAS

NADP
type: SmallMolecule
cellular location: Cytosol
entity reference: NADP

BiologicalState26
type: BioSource
cell type: Hepatocyte
xref: Reference/TAXONOMY 9606
name: Homo sapiens, Liver, Hepatocyte
tissue: Liver

Compound/PW C007986 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7 α,26-Dihydroxy-4-cholesten-3-one
stoichiometric coefficient: 1.0

Reference/CAS 3862-25-7
type: UnificationXref
id: 3862-25-7
db: CAS

Reference/KEGG Compound C00037
type: UnificationXref
id: C00037
db: KEGG Compound

Reference/KEGG Compound C01367
type: UnificationXref
id: C01367
db: KEGG Compound

BiologicalState29
type: BioSource
xref: Reference/TAXONOMY 9606
name: Homo sapiens, Liver
tissue: Liver

Reference/HMDB HMDB0000138
type: UnificationXref
id: HMDB0000138
db: HMDB

Reference/KEGG Compound C15520
type: UnificationXref
id: C15520
db: KEGG Compound

ChemicalStructure/PW C000171
type: ChemicalStructure
structure format: SMILES
structure data: NCCS(O)(=O)=O

ChemicalStructure/PW C000170
type: ChemicalStructure
structure format: SMILES
structure data: OP(O)(=O)OP(O)(O)=O

24-Hydroxycholesterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 24-Hydroxycholesterol

Reference/KEGG Compound C04644
type: UnificationXref
id: C04644
db: KEGG Compound

5-b-Cholestane-3a ,7a ,12a-triol
type: SmallMolecule
cellular location: Cytosol
entity reference: 5-b-Cholestane-3a ,7a ,12a-triol

Reference/UniProt Q9H2F3
type: UnificationXref
id: Q9H2F3
db: UniProt

ChemicalStructure/PW C001034
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 9410
type: UnificationXref
id: CHEBI:9410
db: ChEBI

Reference/PubChem-compound 3081084
type: UnificationXref
id: 3081084
db: PubChem-compound

Reference/PubChem-compound 3081085
type: UnificationXref
id: 3081085
db: PubChem-compound

Reference/HMDB HMDB0001231
type: UnificationXref
id: HMDB0001231
db: HMDB

Propionyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: Propionyl-CoA

Reference/ChemSpider 193196
type: UnificationXref
id: 193196
db: ChemSpider

Compound/PW C001336 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7a-Hydroxy-cholestene-3-one
stoichiometric coefficient: 1.0

CE(22:2(13Z,16Z))
type: SmallMolecule
cellular location: Extracellular Space
entity reference: CE(22:2(13Z,16Z))

Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0001487
type: UnificationXref
id: HMDB0001487
db: HMDB

ChemicalStructure/PW C001482
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000397
type: ChemicalStructure
structure format: SMILES

Compound/PW C002996/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3a,7a-Dihydroxy-5b-cholestan-26-al
stoichiometric coefficient: 1.0

Reference/CAS 57-10-3
type: UnificationXref
id: 57-10-3
db: CAS

Adenosine triphosphate
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15422
xref: Reference/PubChem-compound 5957
xref: Reference/HMDB HMDB0000538
xref: Reference/CAS 56-65-5
xref: Reference/ChemSpider 5742
xref: Reference/BioCyc ATP
xref: Reference/KEGG Compound C00002
chemical formula: C10H16N5O13P3
molecular weight: 506.99576
structure: ChemicalStructure/PW C000414

3α,7α,12α-Trihydroxy-5β-cholestanoic acid
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 18402
xref: Reference/HMDB HMDB0000601
xref: Reference/KEGG Compound C04722
xref: Reference/PubChem-compound 122312
xref: Reference/CAS 547-98-8
xref: Reference/ChemSpider 109066
chemical formula: C27H46O5
molecular weight: 450.33453
structure: ChemicalStructure/PW C001985

3a,7a-Dihydroxy-5b-cholestanoyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3a,7a-Dihydroxy-5b-cholestanoyl-CoA

Reference/HMDB HMDB0002103
type: UnificationXref
id: HMDB0002103
db: HMDB

Reference/PubChem-compound 41211
type: UnificationXref
id: 41211
db: PubChem-compound

Reference/HMDB HMDB0001496
type: UnificationXref
id: HMDB0001496
db: HMDB

Reference/UniProt P38571
type: UnificationXref
id: P38571
db: UniProt

Reference/KEGG Compound C15557
type: UnificationXref
id: C15557
db: KEGG Compound

Reference/PubChem-compound 962
type: UnificationXref
id: 962
db: PubChem-compound

25-hydroxycholesterol 7-alpha-hydroxylase
type: ProteinReference
xref: Reference/UniProt O75881
organism: BiologicalState26

3α,7α-Dihydroxycoprostanic acid
type: SmallMolecule
entity reference: 3α,7α-Dihydroxycoprostanic acid

Compound/PW C002703 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7-a,27-Dihydroxycholesterol
stoichiometric coefficient: 1.0

Reference/ChemSpider 110306
type: UnificationXref
id: 110306
db: ChemSpider

ChemicalStructure/PW C001065
type: ChemicalStructure
structure format: SMILES
structure data: O=O

Reference/KEGG Compound C03594
type: UnificationXref
id: C03594
db: KEGG Compound

Chenodeoxycholic acid glycine conjugate
type: SmallMolecule
entity reference: Chenodeoxycholic acid glycine conjugate
name: SubPathwayInput

Reference/BioCyc CHENODEOXYCHOLOYLTAURINE
type: UnificationXref
id: CHENODEOXYCHOLOYLTAURINE
db: BioCyc

Compound/PW C000143 Mitochondrion/Stoichiometry/3.0
type: Stoichiometry
physical entity: NADP
stoichiometric coefficient: 3.0

Reference/HMDB HMDB0002111
type: UnificationXref
id: HMDB0002111
db: HMDB

ChemicalStructure/PW C001062
type: ChemicalStructure
structure format: SMILES

7a,12a-Dihydroxy-cholestene-3-one
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 7a,12a-Dihydroxy-cholestene-3-one

Reference/ChEBI CHEBI 34310
type: UnificationXref
id: CHEBI:34310
db: ChEBI

Deoxycholic acid
type: SmallMolecule
cellular location: Extracellular Space
entity reference: Deoxycholic acid
name: SubPathwayOutput

NADP
type: SmallMolecule
cellular location: Mitochondrion
entity reference: NADP

Cholic acid
type: SmallMolecule
entity reference: Cholic acid
name: SubPathwayInput

Reference/ChEBI CHEBI 76591
type: UnificationXref
id: CHEBI:76591
db: ChEBI

Deoxycholic acid
type: SmallMoleculeReference
xref: Reference/KEGG Compound C04483
xref: Reference/CAS 83-44-3
xref: Reference/ChEBI CHEBI 28834
xref: Reference/ChemSpider 193196
xref: Reference/HMDB HMDB0000626
xref: Reference/PubChem-compound 222528
chemical formula: C24H40O4
molecular weight: 392.29266
structure: ChemicalStructure/PW C000487

Compound/PW C001452 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3a,7a-Dihydroxy-5b-cholestanoyl-CoA
stoichiometric coefficient: 1.0

Compound/PW C001420 Mitochondrion/Stoichiometry/4.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 4.0

Reference/HMDB HMDB0001275
type: UnificationXref
id: HMDB0001275
db: HMDB

Cholic acid
type: SmallMoleculeReference
xref: Reference/ChemSpider 192176
xref: Reference/PubChem-compound 221493
xref: Reference/ChEBI CHEBI 16359
xref: Reference/HMDB HMDB0000619
xref: Reference/CAS 81-25-4
xref: Reference/KEGG Compound C00695
chemical formula: C24H40O5
molecular weight: 408.28757
structure: ChemicalStructure/PW C000480

Compound/PW C001452 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3a,7a-Dihydroxy-5b-cholestanoyl-CoA
stoichiometric coefficient: 1.0

Reference/PubChem-compound 985
type: UnificationXref
id: 985
db: PubChem-compound

3a,7a-Dihydroxy-5b-cholestane
type: SmallMolecule
cellular location: Cytosol
entity reference: 3a,7a-Dihydroxy-5b-cholestane

Reference/PubChem-compound 644102
type: UnificationXref
id: 644102
db: PubChem-compound

Reference/BioCyc 27-HYDROXYCHOLESTEROL
type: UnificationXref
id: 27-HYDROXYCHOLESTEROL
db: BioCyc

Compound/PW C000953/Stoichiometry/1.0
type: Stoichiometry
physical entity: 27-Deoxy-5b-cyprinol
stoichiometric coefficient: 1.0

3-oxo-5-beta-steroid 4-dehydrogenase
type: ProteinReference
xref: Reference/UniProt P51857
organism: BiologicalState26

Reference/HMDB HMDB0006737
type: UnificationXref
id: HMDB0006737
db: HMDB

Compound/PW C001420 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

Bile acid-CoA:amino acid N-acyltransferase
type: ProteinReference
xref: Reference/UniProt Q14032
organism: BiologicalState26

Compound/PW C001336 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7a-Hydroxy-cholestene-3-one
stoichiometric coefficient: 1.0

Reference/PubChem-compound 123976
type: UnificationXref
id: 123976
db: PubChem-compound

Reference/BioCyc NADH
type: UnificationXref
id: NADH
db: BioCyc

Reference/PubChem-compound 53477807
type: UnificationXref
id: 53477807
db: PubChem-compound

Reference/PubChem-compound 977
type: UnificationXref
id: 977
db: PubChem-compound

NADPH
type: SmallMolecule
cellular location: Mitochondrion
entity reference: NADPH

Choloyl-CoA
type: SmallMolecule
cellular location: Cytosol
entity reference: Choloyl-CoA

Reference/PubChem-compound 123743
type: UnificationXref
id: 123743
db: PubChem-compound

Reference/ChemSpider 17215925
type: UnificationXref
id: 17215925
db: ChemSpider

Reference/ChEBI CHEBI 37998
type: UnificationXref
id: CHEBI:37998
db: ChEBI

Compound/PW C007982/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3 α,7 α,26-Trihydroxy-5β-cholestane
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 2290
type: UnificationXref
id: CHEBI:2290
db: ChEBI

Reference/KEGG Compound C04483
type: UnificationXref
id: C04483
db: KEGG Compound

Compound/PW C001153/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7a-Hydroxycholesterol
stoichiometric coefficient: 1.0

5-b-Cholestane-3a ,7a ,12a-triol
type: SmallMoleculeReference
xref: Reference/ChemSpider 141053
xref: Reference/HMDB HMDB0001457
xref: Reference/BioCyc 5-BETA-CHOLESTANE-3-ALPHA7-TETRAOL
xref: Reference/KEGG Compound C05454
xref: Reference/CAS 547-96-6
xref: Reference/PubChem-compound 160520
xref: Reference/ChEBI CHEBI 16496
chemical formula: C27H48O3
molecular weight: 420.36035
structure: ChemicalStructure/PW C001125

Reference/CAS 64907-22-8
type: UnificationXref
id: 64907-22-8
db: CAS

Reference/HMDB HMDB0000538
type: UnificationXref
id: HMDB0000538
db: HMDB

Reference/PubChem-compound 1123
type: UnificationXref
id: 1123
db: PubChem-compound

Reference/KEGG Compound C05337
type: UnificationXref
id: C05337
db: KEGG Compound

Cholesterol
type: SmallMolecule
entity reference: Cholesterol
name: SubPathwayOutput

Reference/PubChem-compound 6816
type: UnificationXref
id: 6816
db: PubChem-compound

Cholesterol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000067
xref: Reference/ChEBI CHEBI 16113
xref: Reference/BioCyc CHOLESTEROL
xref: Reference/KEGG Compound C00187
xref: Reference/ChemSpider 5775
xref: Reference/PubChem-compound 5997
xref: Reference/CAS 57-88-5
chemical formula: C27H46O
molecular weight: 386.35486
structure: ChemicalStructure/PW C000047

Chenodeoxycholoyl-CoA
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Chenodeoxycholoyl-CoA

Reference/CELL TYPE ONTOLOGY CL 0000182
type: UnificationXref
id: CL:0000182
db: CELL TYPE ONTOLOGY

Reference/KEGG Compound C17333
type: UnificationXref
id: C17333
db: KEGG Compound

Compound/PW C002991 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3a,7a,12a-Trihydroxy-5b-cholest-24-enoyl-CoA
stoichiometric coefficient: 1.0

7a-Hydroxy-cholestene-3-one
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001993
xref: Reference/ChEBI CHEBI 17899
xref: Reference/PubChem-compound 123743
xref: Reference/ChemSpider 110306
xref: Reference/KEGG Compound C05455
xref: Reference/CAS 3862-25-7
chemical formula: C27H44O2
molecular weight: 400.33414
structure: ChemicalStructure/PW C001336

Reference/PubChem-compound 5997
type: UnificationXref
id: 5997
db: PubChem-compound

Reference/CAS 17974-66-2
type: UnificationXref
id: 17974-66-2
db: CAS

Chenodeoxycholic acid glycine conjugate
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000637
xref: Reference/CAS 640-79-9
xref: Reference/KEGG Compound C05466
xref: Reference/PubChem-compound 22833540
xref: Reference/ChemSpider 17215984
chemical formula: C26H43NO5
molecular weight: 449.31412
structure: ChemicalStructure/PW C000496

Reference/CAS 547-98-8
type: UnificationXref
id: 547-98-8
db: CAS

Deoxycholic acid glycine conjugate
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000631
xref: Reference/CAS 360-65-6
xref: Reference/PubChem-compound 22833539
xref: Reference/KEGG Compound C05464
xref: Reference/ChEBI CHEBI 27471
xref: Reference/ChemSpider 17215983
chemical formula: C26H43NO5
molecular weight: 449.31412
structure: ChemicalStructure/PW C000491

3α,7α-Dihydroxycoprostanic acid
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 16577
xref: Reference/ChemSpider 4447327
xref: Reference/HMDB HMDB0000359
xref: Reference/PubChem-compound 5284239
xref: Reference/CAS 17974-66-2
chemical formula: C27H46O4
molecular weight: 434.3396
structure: ChemicalStructure/PW C000259

Compound/PW C007980/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3 β-Hydroxy-5-cholestenoate
stoichiometric coefficient: 1.0

3'-AMP
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3'-AMP

3 beta-hydroxysteroid dehydrogenase type 7
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3 beta-hydroxysteroid dehydrogenase type 7

Reference/CAS 2461-62-3
type: UnificationXref
id: 2461-62-3
db: CAS

Reference/ChemSpider 167758
type: UnificationXref
id: 167758
db: ChemSpider

Taurocholic acid
type: SmallMolecule
entity reference: Taurocholic acid
name: SubPathwayInput

Compound/PW C002994 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7a-Hydroxy-5b-cholestan-3-one
stoichiometric coefficient: 1.0

Reference/KEGG Compound C05122
type: UnificationXref
id: C05122
db: KEGG Compound

Reference/ChEBI CHEBI 2288
type: UnificationXref
id: CHEBI:2288
db: ChEBI

25-Hydroxycholesterol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C15519
xref: Reference/ChEBI CHEBI 37616
xref: Reference/HMDB HMDB0006247
xref: Reference/CAS 2140-46-7
xref: Reference/PubChem-compound 53477807
xref: Reference/BioCyc CPD-7241
chemical formula: C27H46O2
molecular weight: 402.3498
structure: ChemicalStructure/PW C002687

Taurocholic acid
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000036
xref: Reference/KEGG Compound C05122
xref: Reference/ChEBI CHEBI 28865
xref: Reference/BioCyc CPD-3743
xref: Reference/ChemSpider 6423
xref: Reference/CAS 81-24-3
xref: Reference/PubChem-compound 6675
chemical formula: C26H45NO7S
molecular weight: 515.2917
structure: ChemicalStructure/PW C000025

Peroxisomal acyl-coenzyme A oxidase 2
type: Protein
cellular location: Peroxisome
entity reference: Peroxisomal acyl-coenzyme A oxidase 2

Reference/KEGG Compound C17335
type: UnificationXref
id: C17335
db: KEGG Compound

Reference/KEGG Compound C17336
type: UnificationXref
id: C17336
db: KEGG Compound

Reference/PubChem-compound 53481010
type: UnificationXref
id: 53481010
db: PubChem-compound

Reference/KEGG Compound C17337
type: UnificationXref
id: C17337
db: KEGG Compound

Reference/BioCyc NADPH
type: UnificationXref
id: NADPH
db: BioCyc

Compound/Generic40 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Reduced acceptor
stoichiometric coefficient: 1.0

Compound/PW C001099 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Coenzyme A
stoichiometric coefficient: 1.0

ChemicalStructure/PW C001336
type: ChemicalStructure
structure format: SMILES

Reference/BioCyc CPD-6641
type: UnificationXref
id: CPD-6641
db: BioCyc

Reference/HMDB HMDB0001419
type: UnificationXref
id: HMDB0001419
db: HMDB

Reference/PubChem-compound 440985
type: UnificationXref
id: 440985
db: PubChem-compound

Reference/CAS 58-68-4
type: UnificationXref
id: 58-68-4
db: CAS

Reference/HMDB HMDB0001423
type: UnificationXref
id: HMDB0001423
db: HMDB

ChemicalStructure/PW C000496
type: ChemicalStructure
structure format: SMILES

Glycine
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000123
xref: Reference/BioCyc GLY
xref: Reference/ChemSpider 730
xref: Reference/PubChem-compound 5257127
xref: Reference/CAS 56-40-6
xref: Reference/ChEBI CHEBI 15428
xref: Reference/KEGG Compound C00037
chemical formula: C2H5NO2
molecular weight: 75.03203
structure: ChemicalStructure/PW C000078

Reference/ChEBI CHEBI 15519
type: UnificationXref
id: CHEBI:15519
db: ChEBI

ChemicalStructure/PW C000491
type: ChemicalStructure
structure format: SMILES

3 α,7 α,24-Trihydroxy-5β-cholestanoyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3 α,7 α,24-Trihydroxy-5β-cholestanoyl-CoA

ChemicalStructure/PW C000259
type: ChemicalStructure
structure format: SMILES

Liver
type: TissueVocabulary
xref: Reference/BRENDA TISSUE ONTOLOGY BTO 0000759

ChemicalStructure/PW C002687
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000025
type: ChemicalStructure
structure format: SMILES

Glycocholic acid
type: SmallMolecule
entity reference: Glycocholic acid
name: SubPathwayInput

Reference/ChEBI CHEBI 28834
type: UnificationXref
id: CHEBI:28834
db: ChEBI

Reference/ChEBI CHEBI 27505
type: UnificationXref
id: CHEBI:27505
db: ChEBI

Compound/PW C001482 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7a,12a-Dihydroxy-cholestene-3-one
stoichiometric coefficient: 1.0

Glycocholic acid
type: SmallMoleculeReference
xref: Reference/KEGG Compound C01921
xref: Reference/ChemSpider 24747221
xref: Reference/HMDB HMDB0000138
xref: Reference/PubChem-compound 23617285
xref: Reference/ChEBI CHEBI 29746
xref: Reference/CAS 475-31-0
xref: Reference/BioCyc GLYCOCHOLIC ACID
chemical formula: C26H43NO6
molecular weight: 465.30905
structure: ChemicalStructure/PW C000089

Reference/CAS 516-90-5
type: UnificationXref
id: 516-90-5
db: CAS

NADH
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001487
xref: Reference/CAS 58-68-4
xref: Reference/PubChem-compound 439153
xref: Reference/BioCyc NADH
xref: Reference/ChemSpider 388299
xref: Reference/KEGG Compound C00004
xref: Reference/ChEBI CHEBI 16908
chemical formula: C21H29N7O14P2
molecular weight: 665.12476
structure: ChemicalStructure/PW C001144

Reference/HMDB HMDB0000359
type: UnificationXref
id: HMDB0000359
db: HMDB

Reference/PubChem-compound 5957
type: UnificationXref
id: 5957
db: PubChem-compound

Compound/PW C001153 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7a-Hydroxycholesterol
stoichiometric coefficient: 1.0

Reference/CAS 640-79-9
type: UnificationXref
id: 640-79-9
db: CAS

Hepatocyte
type: CellVocabulary
xref: Reference/CELL TYPE ONTOLOGY CL 0000182

Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADP
stoichiometric coefficient: 1.0

Reference/BioCyc CPD-202
type: UnificationXref
id: CPD-202
db: BioCyc

Compound/PW C001913/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3a,7a,12a-Trihydroxy-5b-cholestan-26-al
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 15756
type: UnificationXref
id: CHEBI:15756
db: ChEBI

25-hydroxycholesterol 7-alpha-hydroxylase
type: Protein
entity reference: 25-hydroxycholesterol 7-alpha-hydroxylase

Reference/HMDB HMDB0000123
type: UnificationXref
id: HMDB0000123
db: HMDB

7a-Hydroxycholesterol
type: SmallMoleculeReference
xref: Reference/ChemSpider 30776546
xref: Reference/PubChem-compound 53477732
xref: Reference/KEGG Compound C03594
xref: Reference/ChEBI CHEBI 17500
xref: Reference/BioCyc CPD-266
xref: Reference/HMDB HMDB0001496
chemical formula: C27H46O2
molecular weight: 402.3498
structure: ChemicalStructure/PW C001153

Reference/GENE ONTOLOGY GO 0005739
type: UnificationXref
id: GO:0005739
db: GENE ONTOLOGY

Reference/HMDB HMDB0001457
type: UnificationXref
id: HMDB0001457
db: HMDB

ChemicalStructure/PW C000487
type: ChemicalStructure
structure format: SMILES

7a-Hydroxycholesterol
type: SmallMolecule
entity reference: 7a-Hydroxycholesterol

7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: 7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase

ChemicalStructure/PW C000480
type: ChemicalStructure
structure format: SMILES

Chenodeoxycholoyl-CoA
type: SmallMolecule
cellular location: Cytosol
entity reference: Chenodeoxycholoyl-CoA

ChemicalStructure/PW C000608
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 17500
type: UnificationXref
id: CHEBI:17500
db: ChEBI

Reference/PubChem-compound 53481407
type: UnificationXref
id: 53481407
db: PubChem-compound

ReactionCatalysis1280
type: Catalysis
controller: Sterol 26-hydroxylase, mitochondrial
controlled: 1.14.13.15
control type: ACTIVATION

25-Hydroxycholesterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 25-Hydroxycholesterol

Reference/PubChem-compound 53481409
type: UnificationXref
id: 53481409
db: PubChem-compound

Reference/ChemSpider 5682
type: UnificationXref
id: 5682
db: ChemSpider

7α-Hydroxy-3-oxo-4-cholestenoate
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0012458
xref: Reference/ChemSpider 2338765
xref: Reference/CAS 115538-85-7
xref: Reference/ChEBI CHEBI 83036
xref: Reference/PubChem-compound 3081085
xref: Reference/KEGG Compound C17337
chemical formula: C27H42O4
molecular weight: 430.30832
structure: ChemicalStructure/PW C007985

Reference/ChemSpider 343282
type: UnificationXref
id: 343282
db: ChemSpider

3 α,7 α,24-Trihydroxy-5β-cholestanoyl-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 440675
xref: Reference/HMDB HMDB0012456
xref: Reference/ChEBI CHEBI 27403
xref: Reference/KEGG Compound C05448
xref: Reference/ChemSpider 389554
chemical formula: C48H80N7O20P3S
molecular weight: 1199.4392
structure: ChemicalStructure/PW C007983

3 α,7 α,26-Trihydroxy-5β-cholestane
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0012455
xref: Reference/CAS 15313-69-6
xref: Reference/KEGG Compound C05444
xref: Reference/PubChem-compound 53481409
xref: Reference/ChEBI CHEBI 28540
chemical formula: C27H48O3
molecular weight: 420.36035
structure: ChemicalStructure/PW C007982

Reference/ChemSpider 1091
type: UnificationXref
id: 1091
db: ChemSpider

7 α,26-Dihydroxy-4-cholesten-3-one
type: SmallMoleculeReference
xref: Reference/PubChem-compound 53481412
xref: Reference/HMDB HMDB0012459
xref: Reference/CAS 4675-38-1
xref: Reference/KEGG Compound C17336
chemical formula: C27H44O3
molecular weight: 416.32904
structure: ChemicalStructure/PW C007986

Aldo-keto reductase family 1 member C4
type: ProteinReference
xref: Reference/UniProt P17516
organism: BiologicalState26

Zellweger Syndrome
type: Pathway
pathway order: PathwayEnzymeReaction/2516151
pathway order: PathwayEnzymeReaction/2516150
pathway order: PathwayEnzymeReaction/2516159
pathway order: PathwayEnzymeReaction/2516158
pathway order: PathwayEnzymeReaction/2516157
pathway order: PathwayEnzymeReaction/2516156
pathway order: PathwayEnzymeReaction/2516155
pathway order: PathwayEnzymeReaction/2516154
pathway order: PathwayEnzymeReaction/2516153
pathway order: PathwayEnzymeReaction/2516152
pathway order: PathwaySubPathway/118963
pathway order: PathwaySubPathway/118962
pathway order: PathwaySubPathway/118964
pathway order: PathwayEnzymeReaction/2516162
pathway order: PathwayEnzymeReaction/2516161
pathway order: PathwayEnzymeReaction/2516160
pathway order: PathwayEnzymeReaction/2516126
pathway order: PathwayEnzymeReaction/2516125
pathway order: PathwayEnzymeReaction/2516124
pathway order: PathwayEnzymeReaction/2516123
pathway order: PathwayEnzymeReaction/2516122
pathway order: PathwayEnzymeReaction/2516165
pathway order: PathwayEnzymeReaction/2516164
pathway order: PathwayEnzymeReaction/2516163
pathway order: PathwayEnzymeReaction/2516129
pathway order: PathwayEnzymeReaction/2516128
pathway order: PathwayEnzymeReaction/2516127
pathway order: PathwayEnzymeReaction/2516137
pathway order: PathwayEnzymeReaction/2516136
pathway order: PathwayEnzymeReaction/2516135
pathway order: PathwayEnzymeReaction/2516134
pathway order: PathwayEnzymeReaction/2516133
pathway order: PathwayEnzymeReaction/2516132
pathway order: PathwayEnzymeReaction/2516131
pathway order: PathwayEnzymeReaction/2516130
pathway order: PathwayEnzymeReaction/2516139
pathway order: PathwayEnzymeReaction/2516138
pathway order: PathwayEnzymeReaction/2516140
pathway order: PathwayTransport/2516167
pathway order: PathwayTransport/2516166
pathway order: PathwayEnzymeReaction/2516148
pathway order: PathwayEnzymeReaction/2516147
pathway order: PathwayEnzymeReaction/2516146
pathway order: PathwayEnzymeReaction/2516145
pathway order: PathwayEnzymeReaction/2516144
pathway order: PathwayEnzymeReaction/2516143
pathway order: PathwayEnzymeReaction/2516142
pathway order: PathwayEnzymeReaction/2516141
pathway order: PathwayEnzymeReaction/2516149
pathway component: ReactionCatalysis1280
pathway component: 1.17.99.3
pathway component: ReactionCatalysis1326
pathway component: ReactionCatalysis1325
pathway component: ReactionCatalysis1282
pathway component: ReactionCatalysis1285
pathway component: Reaction1578
pathway component: ReactionCatalysis1284
pathway component: 6.2.1.7
pathway component: 2.3.1.176
pathway component: ReactionCatalysis1287
pathway component: ReactionCatalysis1286
pathway component: Reaction1577
pathway component: ReactionCatalysis1289
pathway component: ReactionCatalysis1288
pathway component: Reaction1575
pathway component: ReactionCatalysis2058
pathway component: ReactionCatalysis1290
pathway component: ReactionCatalysis1292
pathway component: ReactionCatalysis1291
pathway component: 1.3.1.3
pathway component: ReactionCatalysis1335
pathway component: 1.14.13.15
pathway component: ReactionCatalysis1334
pathway component: ReactionCatalysis1337
pathway component: 3.1.1.13
pathway component: ReactionCatalysis1336
pathway component: ReactionCatalysis1339
pathway component: ReactionCatalysis1338
pathway component: ReactionCatalysis1294

ReactionCatalysis1282
type: Catalysis
controller: Bile acyl-CoA synthetase
controlled: 6.2.1.7
control type: ACTIVATION

ReactionCatalysis1285
type: Catalysis
controller: Alpha-methylacyl-CoA racemase
controlled: 5.1.99.4
control type: ACTIVATION

ReactionCatalysis1284
type: Catalysis
controller: Sterol 26-hydroxylase, mitochondrial
controlled: 1.14.13.15
control type: ACTIVATION

3β,7α-Dihydroxy-5-cholestenoate
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0012454
xref: Reference/ChemSpider 2338764
xref: Reference/PubChem-compound 3081084
xref: Reference/CAS 115538-84-6
xref: Reference/KEGG Compound C17335
xref: Reference/ChEBI CHEBI 81015
chemical formula: C27H44O4
molecular weight: 432.32397
structure: ChemicalStructure/PW C007981

ReactionCatalysis1287
type: Catalysis
controller: Peroxisomal multifunctional enzyme type 2
controlled: Reaction1551
control type: ACTIVATION

ReactionCatalysis1286
type: Catalysis
controller: Peroxisomal acyl-coenzyme A oxidase 2
controlled: 1.17.99.3
control type: ACTIVATION

Reference/BioCyc GLYCOCHOLIC ACID
type: UnificationXref
id: GLYCOCHOLIC_ACID
db: BioCyc

3 β-Hydroxy-5-cholestenoate
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0012453
xref: Reference/KEGG Compound C17333
xref: Reference/PubChem-compound 53481407
xref: Reference/CAS 6561-58-6
chemical formula: C27H44O3
molecular weight: 416.32904
structure: ChemicalStructure/PW C007980

ReactionCatalysis1289
type: Catalysis
controller: Non-specific lipid-transfer protein
controlled: 2.3.1.176
control type: ACTIVATION

Reference/CAS 14000-31-8
type: UnificationXref
id: 14000-31-8
db: CAS

ReactionCatalysis1288
type: Catalysis
controller: Peroxisomal multifunctional enzyme type 2
controlled: Reaction1552
control type: ACTIVATION

ReactionCatalysis1290
type: Catalysis
controller: Bile acid-CoA:amino acid N-acyltransferase
controlled: Reaction1554
control type: ACTIVATION

Reference/BioCyc CO-A
type: UnificationXref
id: CO-A
db: BioCyc

ReactionCatalysis1292
type: Catalysis
controller: Bile acyl-CoA synthetase
controlled: 6.2.1.7
control type: ACTIVATION

Reference/ChEBI CHEBI 15339
type: UnificationXref
id: CHEBI:15339
db: ChEBI

ReactionCatalysis1291
type: Catalysis
controller: Bile acid-CoA:amino acid N-acyltransferase
controlled: Reaction1555
control type: ACTIVATION

Reference/BioCyc CPD-8475
type: UnificationXref
id: CPD-8475
db: BioCyc

Reference/ChemSpider 5675
type: UnificationXref
id: 5675
db: ChemSpider

Reference/ChEBI CHEBI 36259
type: UnificationXref
id: CHEBI:36259
db: ChEBI

Reference/PubChem-compound 160520
type: UnificationXref
id: 160520
db: PubChem-compound

Water
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Water

Reference/CAS 862-53-3
type: UnificationXref
id: 862-53-3
db: CAS

NAD
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: NAD

ReactionCatalysis1294
type: Catalysis
controller: 7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase
controlled: 1.14.13.95
control type: ACTIVATION

Compound/PW C000721 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

ReactionCatalysis1293
type: Catalysis
controller: 3 beta-hydroxysteroid dehydrogenase type 7
controlled: Reaction1557
control type: ACTIVATION

ReactionCatalysis1296
type: Catalysis
controller: Lysosomal acid lipase/cholesteryl ester hydrolase
controlled: 3.1.1.13
control type: ACTIVATION

Reference/HMDB HMDB0006247
type: UnificationXref
id: HMDB0006247
db: HMDB

ReactionCatalysis1295
type: Catalysis
controller: Cholesterol 7-alpha-monooxygenase
controlled: 1.14.13.17
control type: ACTIVATION

ReactionCatalysis1298
type: Catalysis
controller: Sterol 26-hydroxylase, mitochondrial
controlled: 1.14.13.15
control type: ACTIVATION

ReactionCatalysis1297
type: Catalysis
controller: 3-oxo-5-beta-steroid 4-dehydrogenase
controlled: 1.3.1.3
control type: ACTIVATION

3a,7a-Dihydroxy-5b-cholestanoyl-CoA
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3a,7a-Dihydroxy-5b-cholestanoyl-CoA

Compound/PW C000171 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Taurine
stoichiometric coefficient: 1.0

ReactionCatalysis1299
type: Catalysis
controller: Aldo-keto reductase family 1 member C4
controlled: Reaction1563
control type: ACTIVATION

ChemicalStructure/PW C001918
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 10128492
type: UnificationXref
id: 10128492
db: ChemSpider

Reference/CAS 516-50-7
type: UnificationXref
id: 516-50-7
db: CAS

Compound/PW C002995 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3a,7a-Dihydroxy-5b-cholestane
stoichiometric coefficient: 1.0

Reference/ChemSpider 6557
type: UnificationXref
id: 6557
db: ChemSpider

Reference/ChemSpider 103116
type: UnificationXref
id: 103116
db: ChemSpider

Reference/UniProt P22680
type: UnificationXref
id: P22680
db: UniProt

Reference/UniProt Q02318
type: UnificationXref
id: Q02318
db: UniProt

Cholesterol 24-hydroxylase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cholesterol 24-hydroxylase

ChemicalStructure/PW C001913
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 28865
type: UnificationXref
id: CHEBI:28865
db: ChEBI

Reference/HMDB HMDB0000951
type: UnificationXref
id: HMDB0000951
db: HMDB

Reference/GENE ONTOLOGY GO 0005789
type: UnificationXref
id: GO:0005789
db: GENE ONTOLOGY

3 α,7 α,26-Trihydroxy-5β-cholestane
type: SmallMolecule
entity reference: 3 α,7 α,26-Trihydroxy-5β-cholestane

Reference/PubChem-compound 439573
type: UnificationXref
id: 439573
db: PubChem-compound

Reference/ChEBI CHEBI 15539
type: UnificationXref
id: CHEBI:15539
db: ChEBI

7a,12a-Dihydroxy-cholestene-3-one
type: SmallMolecule
cellular location: Cytosol
entity reference: 7a,12a-Dihydroxy-cholestene-3-one

3 β-Hydroxy-5-cholestenoate
type: SmallMolecule
entity reference: 3 β-Hydroxy-5-cholestenoate

Compound/PW C007981 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3β,7α-Dihydroxy-5-cholestenoate
stoichiometric coefficient: 1.0

Reference/SMPDB SMP0000023
type: UnificationXref
id: SMP0000023
db: SMPDB

Bile acid-CoA:amino acid N-acyltransferase
type: Protein
cellular location: Cytosol
entity reference: Bile acid-CoA:amino acid N-acyltransferase

Reference/GENE ONTOLOGY GO 0005783
type: UnificationXref
id: GO:0005783
db: GENE ONTOLOGY

Reference/CAS 107-35-7
type: UnificationXref
id: 107-35-7
db: CAS

Reference/PubChem-compound 53481412
type: UnificationXref
id: 53481412
db: PubChem-compound

Compound/PW C001099/Stoichiometry/1.0
type: Stoichiometry
physical entity: Coenzyme A
stoichiometric coefficient: 1.0

Reference/CAS 7782-44-7
type: UnificationXref
id: 7782-44-7
db: CAS

Reference/PubChem-compound 6675
type: UnificationXref
id: 6675
db: PubChem-compound

Reference/HMDB HMDB0000722
type: UnificationXref
id: HMDB0000722
db: HMDB

Reference/GENE ONTOLOGY GO 0005777
type: UnificationXref
id: GO:0005777
db: GENE ONTOLOGY

ChemicalStructure/PW C007230
type: ChemicalStructure
structure format: SMILES

Reference/TAXONOMY 9606
type: UnificationXref
id: 9606
db: TAXONOMY

Reference/ChemSpider 4444355
type: UnificationXref
id: 4444355
db: ChemSpider

Reference/UniProt Q9NYL5
type: UnificationXref
id: Q9NYL5
db: UniProt

Compound/PW C000721 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

Cholesterol 7-alpha-monooxygenase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Cholesterol 7-alpha-monooxygenase

Reference/ChemSpider 4444354
type: UnificationXref
id: 4444354
db: ChemSpider

Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

Non-specific lipid-transfer protein
type: Protein
cellular location: Peroxisome
entity reference: Non-specific lipid-transfer protein

Reference/CAS 115538-84-6
type: UnificationXref
id: 115538-84-6
db: CAS

Compound/PW C001065/Stoichiometry/3.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 3.0

Reference/ChEBI CHEBI 15377
type: UnificationXref
id: CHEBI:15377
db: ChEBI

Reference/ChEBI CHEBI 16466
type: UnificationXref
id: CHEBI:16466
db: ChEBI

Compound/PW C002993/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0006281
type: UnificationXref
id: HMDB0006281
db: HMDB

Reference/ChemSpider 30776546
type: UnificationXref
id: 30776546
db: ChemSpider

Reference/ChEBI CHEBI 15379
type: UnificationXref
id: CHEBI:15379
db: ChEBI

Reference/ChEBI CHEBI 18402
type: UnificationXref
id: CHEBI:18402
db: ChEBI

Reference/HMDB HMDB0006280
type: UnificationXref
id: HMDB0006280
db: HMDB

Reference/KEGG Compound C05464
type: UnificationXref
id: C05464
db: KEGG Compound

ChemicalStructure/PW C000414
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C001985
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 13193
type: UnificationXref
id: CHEBI:13193
db: ChEBI

Reference/BioCyc Cholesterol-esters
type: UnificationXref
id: Cholesterol-esters
db: BioCyc

Lithocholyltaurine
type: SmallMolecule
cellular location: Extracellular Space
entity reference: Lithocholyltaurine
name: SubPathwayOutput

Intestinal Microflora
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway118963
pathway component: SubPathwayInteraction118963
name: SubPathway

Intestinal Microflora
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway118964
pathway component: SubPathwayInteraction118964
name: SubPathway

Reference/ChEBI CHEBI 81015
type: UnificationXref
id: CHEBI:81015
db: ChEBI

Reference/HMDB HMDB0006292
type: UnificationXref
id: HMDB0006292
db: HMDB

Taurochenodesoxycholic acid
type: SmallMolecule
cellular location: Cytosol
entity reference: Taurochenodesoxycholic acid

Compound/PW C001985/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3α,7α,12α-Trihydroxy-5β-cholestanoic acid
stoichiometric coefficient: 1.0

25-Hydroxycholesterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 25-Hydroxycholesterol

Reference/HMDB HMDB0011644
type: UnificationXref
id: HMDB0011644
db: HMDB

Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

Chenodeoxycholic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Chenodeoxycholic acid

Compound/PW C001099 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Coenzyme A
stoichiometric coefficient: 1.0

Reference/BioCyc TAUROLITHOCHOLATE-SULFATE
type: UnificationXref
id: TAUROLITHOCHOLATE-SULFATE
db: BioCyc

Reference/ChemSpider 13628315
type: UnificationXref
id: 13628315
db: ChemSpider

Reference/PubChem-compound 9903
type: UnificationXref
id: 9903
db: PubChem-compound

Reference/HMDB HMDB0000518
type: UnificationXref
id: HMDB0000518
db: HMDB

Reference/HMDB HMDB0000761
type: UnificationXref
id: HMDB0000761
db: HMDB

ReactionCatalysis1279
type: Catalysis
controller: Sterol 26-hydroxylase, mitochondrial
controlled: 1.14.13.15
control type: ACTIVATION

Reference/ChEBI CHEBI 29746
type: UnificationXref
id: CHEBI:29746
db: ChEBI

Reference/PubChem-compound 11966205
type: UnificationXref
id: 11966205
db: PubChem-compound

Reference/CAS 85-61-0
type: UnificationXref
id: 85-61-0
db: CAS

Reference/CAS 434-13-9
type: UnificationXref
id: 434-13-9
db: CAS

ReactionCatalysis1278
type: Catalysis
controller: 3-oxo-5-beta-steroid 4-dehydrogenase
controlled: 1.3.1.3
control type: ACTIVATION

ReactionCatalysis1277
type: Catalysis
controller: Aldo-keto reductase family 1 member C4
controlled: Reaction1541
control type: ACTIVATION

Reference/PubChem-compound 6022
type: UnificationXref
id: 6022
db: PubChem-compound

Compound/PW C000047 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cholesterol
stoichiometric coefficient: 1.0

Reference/ChemSpider 937
type: UnificationXref
id: 937
db: ChemSpider

3α,7α-Dihydroxycoprostanic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3α,7α-Dihydroxycoprostanic acid

Bile acyl-CoA synthetase
type: Protein
entity reference: Bile acyl-CoA synthetase

7-a,27-Dihydroxycholesterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 7-a,27-Dihydroxycholesterol

Reference/BioCyc CHOLESTEROL
type: UnificationXref
id: CHOLESTEROL
db: BioCyc

Compound/PW C001065/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

3-oxo-5-beta-steroid 4-dehydrogenase
type: Protein
cellular location: Cytosol
entity reference: 3-oxo-5-beta-steroid 4-dehydrogenase

Reference/ChemSpider 2338356
type: UnificationXref
id: 2338356
db: ChemSpider

Taurodeoxycholic acid
type: SmallMoleculeReference
xref: Reference/ChemSpider 2015539
xref: Reference/CAS 516-50-7
xref: Reference/KEGG Compound C05463
xref: Reference/ChEBI CHEBI 9410
xref: Reference/HMDB HMDB0000896
xref: Reference/PubChem-compound 2733768
chemical formula: C26H45NO6S
molecular weight: 499.29675
structure: ChemicalStructure/PW C000715

7a-Hydroxy-cholestene-3-one
type: SmallMolecule
cellular location: Cytosol
entity reference: 7a-Hydroxy-cholestene-3-one

Compound/PW C001062 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Choloyl-CoA
stoichiometric coefficient: 1.0

27-Deoxy-5b-cyprinol
type: SmallMoleculeReference
xref: Reference/CAS 862-53-3
xref: Reference/BioCyc 5-BETA-CHOLESTANE-3-ALPHA7-TETRAOL
xref: Reference/PubChem-compound 193321
xref: Reference/ChemSpider 167758
xref: Reference/ChEBI CHEBI 17278
xref: Reference/KEGG Compound C05446
xref: Reference/HMDB HMDB0001231
chemical formula: C27H48O4
molecular weight: 436.35526
structure: ChemicalStructure/PW C000953

CE(22:2(13Z,16Z))
type: SmallMolecule
entity reference: CE(22:2(13Z,16Z))

Reference/PubChem-compound 122312
type: UnificationXref
id: 122312
db: PubChem-compound

Reference/BioCyc ATP
type: UnificationXref
id: ATP
db: BioCyc

Compound/PW C002993 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA
stoichiometric coefficient: 1.0

Reference/PathWhiz PW000050
type: UnificationXref
id: PW000050
db: PathWhiz

Reference/HMDB HMDB0006887
type: UnificationXref
id: HMDB0006887
db: HMDB

Reference/CAS 360-65-6
type: UnificationXref
id: 360-65-6
db: CAS

Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADPH
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0006888
type: UnificationXref
id: HMDB0006888
db: HMDB

Reference/HMDB HMDB0006889
type: UnificationXref
id: HMDB0006889
db: HMDB

24-hydroxycholesterol 7-alpha-hydroxylase
type: Protein
entity reference: 24-hydroxycholesterol 7-alpha-hydroxylase

Reference/ChemSpider 388578
type: UnificationXref
id: 388578
db: ChemSpider

Reference/ChEBI CHEBI 16113
type: UnificationXref
id: CHEBI:16113
db: ChEBI

7-a,25-Dihydroxycholesterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 7-a,25-Dihydroxycholesterol

Lithocholic acid glycine conjugate
type: SmallMolecule
cellular location: Extracellular Space
entity reference: Lithocholic acid glycine conjugate
name: SubPathwayOutput

Reference/ChEBI CHEBI 16359
type: UnificationXref
id: CHEBI:16359
db: ChEBI

Compound/PW C007980 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3 β-Hydroxy-5-cholestenoate
stoichiometric coefficient: 1.0

Compound/PW C001034/Stoichiometry/1.0
type: Stoichiometry
physical entity: Adenosine diphosphate
stoichiometric coefficient: 1.0

Reduced acceptor
type: SmallMolecule
cellular location: Peroxisome
entity reference: Reduced acceptor

Compound/PW C001099 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Coenzyme A
stoichiometric coefficient: 1.0

Reference/UniProt O75881
type: UnificationXref
id: O75881
db: UniProt

Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

Reference/ChemSpider 109066
type: UnificationXref
id: 109066
db: ChemSpider

27-Deoxy-5b-cyprinol
type: SmallMolecule
entity reference: 27-Deoxy-5b-cyprinol

Reference/ChEBI CHEBI 15022
type: UnificationXref
id: CHEBI:15022
db: ChEBI

Reference/ChemSpider 952
type: UnificationXref
id: 952
db: ChemSpider

Reference/CAS 474-74-8
type: UnificationXref
id: 474-74-8
db: CAS

ChemicalStructure/PW C007985
type: ChemicalStructure
structure format: SMILES

Reference/CAS 6561-58-6
type: UnificationXref
id: 6561-58-6
db: CAS

ChemicalStructure/PW C007986
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C007983
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0006894
type: UnificationXref
id: HMDB0006894
db: HMDB

ChemicalStructure/PW C007981
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C007982
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0006895
type: UnificationXref
id: HMDB0006895
db: HMDB

ChemicalStructure/PW C007980
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0006890
type: UnificationXref
id: HMDB0006890
db: HMDB

Reference/HMDB HMDB0006891
type: UnificationXref
id: HMDB0006891
db: HMDB

Reference/HMDB HMDB0006892
type: UnificationXref
id: HMDB0006892
db: HMDB

Reference/HMDB HMDB0006893
type: UnificationXref
id: HMDB0006893
db: HMDB

25-hydroxycholesterol 7-alpha-hydroxylase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: 25-hydroxycholesterol 7-alpha-hydroxylase

Reference/KEGG Compound C02528
type: UnificationXref
id: C02528
db: KEGG Compound

Reference/KEGG Compound C00100
type: UnificationXref
id: C00100
db: KEGG Compound

Cholesterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Cholesterol

Compound/PW C000078 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Glycine
stoichiometric coefficient: 1.0

Compound/PW C001420/Stoichiometry/4.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 4.0

Compound/PW C000047 Extracellular Space/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cholesterol
stoichiometric coefficient: 1.0

Reference/BioCyc PPI
type: UnificationXref
id: PPI
db: BioCyc

Pyrophosphate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Pyrophosphate

Reference/CAS 81-24-3
type: UnificationXref
id: 81-24-3
db: CAS

Reference/PubChem-compound 11954197
type: UnificationXref
id: 11954197
db: PubChem-compound

7a-Hydroxy-5b-cholestan-3-one
type: SmallMolecule
cellular location: Cytosol
entity reference: 7a-Hydroxy-5b-cholestan-3-one

Propionyl-CoA
type: SmallMoleculeReference
xref: Reference/CAS 317-66-8
xref: Reference/PubChem-compound 439164
xref: Reference/KEGG Compound C00100
xref: Reference/ChEBI CHEBI 15539
xref: Reference/BioCyc PROPIONYL-COA
xref: Reference/ChemSpider 388310
xref: Reference/HMDB HMDB0001275
chemical formula: C24H40N7O17P3S
molecular weight: 823.1414
structure: ChemicalStructure/PW C000988

Compound/PW C000146 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADPH
stoichiometric coefficient: 1.0

Water
type: SmallMolecule
cellular location: Peroxisome
entity reference: Water

Cytosol
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005829

Reference/ChemSpider 388310
type: UnificationXref
id: 388310
db: ChemSpider

Reference/CAS 4675-38-1
type: UnificationXref
id: 4675-38-1
db: CAS

Reference/KEGG Compound C02530
type: UnificationXref
id: C02530
db: KEGG Compound

Compound/PW C002989 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7a,12a-Dihydroxy-5b-cholestan-3-one
stoichiometric coefficient: 1.0

Lysosomal acid lipase/cholesteryl ester hydrolase
type: ProteinReference
xref: Reference/UniProt P38571
organism: BiologicalState29

Reference/PubChem-compound 221493
type: UnificationXref
id: 221493
db: PubChem-compound

Compound/PW C001062 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Choloyl-CoA
stoichiometric coefficient: 1.0

ReactionCatalysis2058
type: Catalysis
controller: Peroxisomal multifunctional enzyme type 2
controlled: Reaction2209
control type: ACTIVATION

Taurochenodesoxycholic acid
type: SmallMoleculeReference
xref: Reference/ChemSpider 343282
xref: Reference/ChEBI CHEBI 16525
xref: Reference/HMDB HMDB0000951
xref: Reference/BioCyc CHENODEOXYCHOLOYLTAURINE
xref: Reference/PubChem-compound 387316
xref: Reference/CAS 516-35-8
xref: Reference/KEGG Compound C05465
chemical formula: C26H45NO6S
molecular weight: 499.29675
structure: ChemicalStructure/PW C000759

3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA

Reference/PubChem-compound 53477732
type: UnificationXref
id: 53477732
db: PubChem-compound

Reference/BioCyc 5-ALPHA-CHOLESTA-724-DIEN-3-BETA-OL
type: UnificationXref
id: 5-ALPHA-CHOLESTA-724-DIEN-3-BETA-OL
db: BioCyc

Reference/KEGG Compound C04722
type: UnificationXref
id: C04722
db: KEGG Compound

Reference/BioCyc PROPIONYL-COA
type: UnificationXref
id: PROPIONYL-COA
db: BioCyc

Reference/ChEBI CHEBI 18361
type: UnificationXref
id: CHEBI:18361
db: ChEBI

Reference/ChEBI CHEBI 17278
type: UnificationXref
id: CHEBI:17278
db: ChEBI

Sterol 26-hydroxylase, mitochondrial
type: Protein
cellular location: Mitochondrion
entity reference: Sterol 26-hydroxylase, mitochondrial

Oxygen
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Oxygen

Reference/CAS 57-88-5
type: UnificationXref
id: 57-88-5
db: CAS

Reference/ChemSpider 110495
type: UnificationXref
id: 110495
db: ChemSpider

Taurochenodesoxycholic acid
type: SmallMolecule
entity reference: Taurochenodesoxycholic acid
name: SubPathwayInput

NAD
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15846
xref: Reference/HMDB HMDB0000902
xref: Reference/CAS 53-84-9
xref: Reference/KEGG Compound C00003
xref: Reference/PubChem-compound 5893
xref: Reference/BioCyc NAD
xref: Reference/ChemSpider 5682
chemical formula: C21H27N7O14P2
molecular weight: 663.10913
structure: ChemicalStructure/PW C000721

Compound/PW C002709 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Chenodeoxycholoyl-CoA
stoichiometric coefficient: 1.0

Reference/BioCyc 5-BETA-CHOLESTANE-3-ALPHA7-TETRAOL
type: UnificationXref
id: 5-BETA-CHOLESTANE-3-ALPHA7-TETRAOL
db: BioCyc

Reference/HMDB HMDB0000902
type: UnificationXref
id: HMDB0000902
db: HMDB

CE(22:2(13Z,16Z))
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0006737
xref: Reference/BioCyc Cholesterol-esters
xref: Reference/KEGG Compound C02530
xref: Reference/PubChem-compound 53477893
chemical formula: C49H84O2
molecular weight: 704.64716
structure: ChemicalStructure/PW C002900

Extracellular Space
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005615

Reference/CAS 60731-52-4
type: UnificationXref
id: 60731-52-4
db: CAS

Reference/BioCyc NAD(P)
type: UnificationXref
id: NAD(P)
db: BioCyc

Cholesterol 7-alpha-monooxygenase
type: ProteinReference
xref: Reference/UniProt P22680
organism: BiologicalState29

Reference/ChemSpider 192176
type: UnificationXref
id: 192176
db: ChemSpider

Reference/PubChem-compound 10133
type: UnificationXref
id: 10133
db: PubChem-compound

27-Hydroxycholesterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 27-Hydroxycholesterol

Reference/ChEBI CHEBI 17499
type: UnificationXref
id: CHEBI:17499
db: ChEBI

Compound/PW C000397 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Chenodeoxycholic acid
stoichiometric coefficient: 1.0

Compound/PW C000480/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cholic acid
stoichiometric coefficient: 1.0

Compound/PW C002995/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3a,7a-Dihydroxy-5b-cholestane
stoichiometric coefficient: 1.0

Compound/PW C000143/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADP
stoichiometric coefficient: 1.0

3a,7a-Dihydroxy-5b-cholestane
type: SmallMolecule
entity reference: 3a,7a-Dihydroxy-5b-cholestane

3a,7a-Dihydroxy-5b-cholestan-26-al
type: SmallMolecule
entity reference: 3a,7a-Dihydroxy-5b-cholestan-26-al

ChemicalStructure/PW C001144
type: ChemicalStructure
structure format: SMILES

Water
type: SmallMolecule
entity reference: Water

Peroxisome
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005777

3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA
type: SmallMolecule
entity reference: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA

Compound/PW C002702 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7-a,25-Dihydroxycholesterol
stoichiometric coefficient: 1.0

Reference/PubChem-compound 22833539
type: UnificationXref
id: 22833539
db: PubChem-compound

5b-Cyprinol sulfate
type: SmallMolecule
entity reference: 5b-Cyprinol sulfate

Lithocholic acid glycine conjugate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 115245
xref: Reference/CAS 474-74-8
xref: Reference/HMDB HMDB0000698
xref: Reference/ChemSpider 103116
xref: Reference/ChEBI CHEBI 37998
xref: Reference/KEGG Compound C15557
chemical formula: C26H43NO4
molecular weight: 433.3192
structure: ChemicalStructure/PW C000550

Reference/HMDB HMDB0000251
type: UnificationXref
id: HMDB0000251
db: HMDB

Reference/HMDB HMDB0000250
type: UnificationXref
id: HMDB0000250
db: HMDB

Adenosine triphosphate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Adenosine triphosphate

Reference/HMDB HMDB0001341
type: UnificationXref
id: HMDB0001341
db: HMDB

Reference/BioCyc CPD-266
type: UnificationXref
id: CPD-266
db: BioCyc

Reference/UniProt P17516
type: UnificationXref
id: P17516
db: UniProt

Compound/PW C001482 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7a,12a-Dihydroxy-cholestene-3-one
stoichiometric coefficient: 1.0

NADH
type: SmallMolecule
cellular location: Peroxisome
entity reference: NADH

27-Hydroxycholesterol
type: SmallMolecule
entity reference: 27-Hydroxycholesterol

Non-specific lipid-transfer protein
type: ProteinReference
xref: Reference/UniProt P22307
organism: BiologicalState26

ChemicalStructure/PW C001153
type: ChemicalStructure
structure format: SMILES

Reference/KEGG Compound C02592
type: UnificationXref
id: C02592
db: KEGG Compound

Compound/PW C001065 Mitochondrion/Stoichiometry/3.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 3.0

Reference/HMDB HMDB0003533
type: UnificationXref
id: HMDB0003533
db: HMDB

Compound/PW C000170/Stoichiometry/1.0
type: Stoichiometry
physical entity: Pyrophosphate
stoichiometric coefficient: 1.0

Reference/ChemSpider 2338764
type: UnificationXref
id: 2338764
db: ChemSpider

Reference/ChemSpider 2338765
type: UnificationXref
id: 2338765
db: ChemSpider

Reference/UniProt Q9UHK6
type: UnificationXref
id: Q9UHK6
db: UniProt

Compound/PW C001144 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

Chenodeoxycholoyl-CoA
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0006292
xref: Reference/ChemSpider 10128154
xref: Reference/CAS 60731-52-4
xref: Reference/ChEBI CHEBI 28701
xref: Reference/PubChem-compound 11966205
xref: Reference/KEGG Compound C05337
chemical formula: C45H74N7O19P3S
molecular weight: 1141.3973
structure: ChemicalStructure/PW C002709

Glycocholic acid
type: SmallMolecule
cellular location: Cytosol
entity reference: Glycocholic acid

Reference/BioCyc ALPHA-N-DIACETYLNEURAMINYL-23-BETA-D-ETC
type: UnificationXref
id: ALPHA-N-DIACETYLNEURAMINYL-23-BETA-D-ETC
db: BioCyc

Compound/PW C000143/Stoichiometry/3.0
type: Stoichiometry
physical entity: NADP
stoichiometric coefficient: 3.0

Compound/PW C000025 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Taurocholic acid
stoichiometric coefficient: 1.0

7-a,25-Dihydroxycholesterol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 11954197
xref: Reference/ChemSpider 10128492
xref: Reference/HMDB HMDB0006280
xref: Reference/CAS 64907-22-8
xref: Reference/BioCyc CPD-7243
xref: Reference/KEGG Compound C15520
xref: Reference/ChEBI CHEBI 37623
chemical formula: C27H46O3
molecular weight: 418.3447
structure: ChemicalStructure/PW C002702

Reference/CAS 7732-18-5
type: UnificationXref
id: 7732-18-5
db: CAS

7-a,27-Dihydroxycholesterol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0006281
xref: Reference/CAS 4725-24-0
xref: Reference/ChemSpider 389810
xref: Reference/KEGG Compound C06341
xref: Reference/BioCyc CPD-7243
xref: Reference/PubChem-compound 440985
xref: Reference/ChEBI CHEBI 18431
chemical formula: C27H46O3
molecular weight: 418.3447
structure: ChemicalStructure/PW C002703

Reference/CAS 3862-26-8
type: UnificationXref
id: 3862-26-8
db: CAS

Water
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Water

Reference/HMDB HMDB0000036
type: UnificationXref
id: HMDB0000036
db: HMDB

ChemicalStructure/PW C001125
type: ChemicalStructure
structure format: SMILES

Compound/PW C000047/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cholesterol
stoichiometric coefficient: 1.0

Reference/CAS 516-35-8
type: UnificationXref
id: 516-35-8
db: CAS

Reference/HMDB HMDB0003540
type: UnificationXref
id: HMDB0003540
db: HMDB

NAD
type: SmallMolecule
cellular location: Cytosol
entity reference: NAD

Reference/PubChem-compound 23617285
type: UnificationXref
id: 23617285
db: PubChem-compound

Reference/CAS 56-40-6
type: UnificationXref
id: 56-40-6
db: CAS

Reference/KEGG Compound C00187
type: UnificationXref
id: C00187
db: KEGG Compound

Peroxisomal multifunctional enzyme type 2
type: ProteinReference
xref: Reference/UniProt P51659
organism: BiologicalState26

7a,12a-Dihydroxy-5b-cholestan-3-one
type: SmallMolecule
cellular location: Cytosol
entity reference: 7a,12a-Dihydroxy-5b-cholestan-3-one

Reference/HMDB HMDB0001377
type: UnificationXref
id: HMDB0001377
db: HMDB

Cholesterol 25-hydroxylase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Cholesterol 25-hydroxylase

Reference/UniProt P51659
type: UnificationXref
id: P51659
db: UniProt

ChemicalStructure/PW C000047
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 53477716
type: UnificationXref
id: 53477716
db: PubChem-compound

Reference/PubChem-compound 22833540
type: UnificationXref
id: 22833540
db: PubChem-compound

Reference/UniProt Q9UNU6
type: UnificationXref
id: Q9UNU6
db: UniProt

Compound/PW C007985 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7α-Hydroxy-3-oxo-4-cholestenoate
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0001374
type: UnificationXref
id: HMDB0001374
db: HMDB

Reference/ChemSpider 5800
type: UnificationXref
id: 5800
db: ChemSpider

Reference/ChemSpider 730
type: UnificationXref
id: 730
db: ChemSpider

Reference/PubChem-compound 387316
type: UnificationXref
id: 387316
db: PubChem-compound

Lithocholic acid
type: SmallMolecule
cellular location: Extracellular Space
entity reference: Lithocholic acid
name: SubPathwayOutput

Compound/PW C000145/Stoichiometry/1.0
type: Stoichiometry
physical entity: Palmitic acid
stoichiometric coefficient: 1.0

Reference/PubChem-compound 53477903
type: UnificationXref
id: 53477903
db: PubChem-compound

Reference/PubChem-compound 53477905
type: UnificationXref
id: 53477905
db: PubChem-compound

Reference/PubChem-compound 53477904
type: UnificationXref
id: 53477904
db: PubChem-compound

Reference/PubChem-compound 53477906
type: UnificationXref
id: 53477906
db: PubChem-compound

Reference/ChemSpider 389810
type: UnificationXref
id: 389810
db: ChemSpider

Reference/CAS 58-64-0
type: UnificationXref
id: 58-64-0
db: CAS

Reference/HMDB HMDB0000067
type: UnificationXref
id: HMDB0000067
db: HMDB

Reference/ChemSpider 24747221
type: UnificationXref
id: 24747221
db: ChemSpider

Reference/UniProt Q99424
type: UnificationXref
id: Q99424
db: UniProt

Reference/ChemSpider 960
type: UnificationXref
id: 960
db: ChemSpider

3a,7a-Dihydroxy-5b-cholestanoyl-CoA
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0002159
xref: Reference/PubChem-compound 440420
xref: Reference/KEGG Compound C04644
xref: Reference/CAS 2461-62-3
xref: Reference/ChEBI CHEBI 15494
xref: Reference/ChemSpider 389367
chemical formula: C48H80N7O19P3S
molecular weight: 1183.4442
structure: ChemicalStructure/PW C001452

5-b-Cholestane-3a ,7a ,12a-triol
type: SmallMolecule
cellular location: Mitochondrion
entity reference: 5-b-Cholestane-3a ,7a ,12a-triol

Reference/UniProt Q9Y2P5
type: UnificationXref
id: Q9Y2P5
db: UniProt

Bile acyl-CoA synthetase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Bile acyl-CoA synthetase

Compound/PW C000988 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Propionyl-CoA
stoichiometric coefficient: 1.0

27-Hydroxycholesterol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0002103
xref: Reference/CAS 20380-11-4
xref: Reference/KEGG Compound C06340
xref: Reference/BioCyc 27-HYDROXYCHOLESTEROL
xref: Reference/ChEBI CHEBI 76591
xref: Reference/PubChem-compound 123976
xref: Reference/ChemSpider 110495
chemical formula: C27H46O2
molecular weight: 402.3498
structure: ChemicalStructure/PW C001414

7a,12a-Dihydroxy-5b-cholestan-3-one
type: SmallMoleculeReference
xref: Reference/KEGG Compound C05453
xref: Reference/HMDB HMDB0006887
xref: Reference/ChEBI CHEBI 2288
xref: Reference/PubChem-compound 53477903
chemical formula: C27H46O3
molecular weight: 418.3447
structure: ChemicalStructure/PW C002989

Reference/CAS 2140-46-7
type: UnificationXref
id: 2140-46-7
db: CAS

Reference/PubChem-compound 22833512
type: UnificationXref
id: 22833512
db: PubChem-compound

Glycine
type: SmallMolecule
cellular location: Cytosol
entity reference: Glycine

5b-Cyprinol sulfate
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0006888
xref: Reference/PubChem-compound 53477904
xref: Reference/ChEBI CHEBI 2149
xref: Reference/KEGG Compound C05468
chemical formula: C27H48O8S
molecular weight: 532.307
structure: ChemicalStructure/PW C002990

3a,7a,12a-Trihydroxy-5b-cholest-24-enoyl-CoA
type: SmallMoleculeReference
xref: Reference/ChemSpider 4444355
xref: Reference/PubChem-compound 5280797
xref: Reference/HMDB HMDB0006889
xref: Reference/KEGG Compound C05460
xref: Reference/ChEBI CHEBI 27505
chemical formula: C48H78N7O20P3S
molecular weight: 1197.4235
structure: ChemicalStructure/PW C002991

3a,7a,12a,24-Tetrahydroxy-5b-cholestanoyl-CoA
type: SmallMoleculeReference
xref: Reference/KEGG Compound C05450
xref: Reference/ChemSpider 389556
xref: Reference/ChEBI CHEBI 27458
xref: Reference/HMDB HMDB0006890
xref: Reference/PubChem-compound 440677
chemical formula: C48H80N7O21P3S
molecular weight: 1215.4341
structure: ChemicalStructure/PW C002992

Reference/CAS 83-44-3
type: UnificationXref
id: 83-44-3
db: CAS

Water
type: SmallMoleculeReference
xref: Reference/PubChem-compound 962
xref: Reference/ChEBI CHEBI 15377
xref: Reference/KEGG Compound C00001
xref: Reference/ChemSpider 937
xref: Reference/HMDB HMDB0002111
xref: Reference/CAS 7732-18-5
chemical formula: H2O
molecular weight: 18.010565
structure: ChemicalStructure/PW C001420

3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 27379
xref: Reference/ChemSpider 389566
xref: Reference/PubChem-compound 440690
xref: Reference/HMDB HMDB0006891
xref: Reference/KEGG Compound C05467
chemical formula: C48H78N7O21P3S
molecular weight: 1213.4185
structure: ChemicalStructure/PW C002993

7a-Hydroxy-5b-cholestan-3-one
type: SmallMoleculeReference
xref: Reference/KEGG Compound C05451
xref: Reference/PubChem-compound 53477905
xref: Reference/ChEBI CHEBI 2290
xref: Reference/HMDB HMDB0006892
chemical formula: C27H46O2
molecular weight: 402.3498
structure: ChemicalStructure/PW C002994

3a,7a-Dihydroxy-5b-cholestane
type: SmallMoleculeReference
xref: Reference/KEGG Compound C05452
xref: Reference/PubChem-compound 3080603
xref: Reference/ChemSpider 2338356
xref: Reference/HMDB HMDB0006893
xref: Reference/CAS 3862-26-8
xref: Reference/ChEBI CHEBI 28047
chemical formula: C27H48O2
molecular weight: 404.36542
structure: ChemicalStructure/PW C002995

ChemicalStructure/PW C000078
type: ChemicalStructure
structure format: SMILES
structure data: NCC(O)=O

Lithocholyltaurine
type: SmallMoleculeReference
xref: Reference/KEGG Compound C02592
xref: Reference/HMDB HMDB0000722
xref: Reference/PubChem-compound 53477716
xref: Reference/BioCyc TAUROLITHOCHOLATE-SULFATE
xref: Reference/ChEBI CHEBI 36259
xref: Reference/CAS 516-90-5
chemical formula: C26H45NO5S
molecular weight: 483.30185
structure: ChemicalStructure/PW C000573

Reference/ChemSpider 17215983
type: UnificationXref
id: 17215983
db: ChemSpider

Reference/ChemSpider 17215984
type: UnificationXref
id: 17215984
db: ChemSpider

Reference/CAS 547-96-6
type: UnificationXref
id: 547-96-6
db: CAS

Reference/BioCyc NAD
type: UnificationXref
id: NAD
db: BioCyc

Compound/PW C000047 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cholesterol
stoichiometric coefficient: 1.0

3a,7a-Dihydroxy-5b-cholestan-26-al
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 27428
xref: Reference/HMDB HMDB0006894
xref: Reference/PubChem-compound 53477906
xref: Reference/KEGG Compound C05445
chemical formula: C27H46O3
molecular weight: 418.3447
structure: ChemicalStructure/PW C002996

3a,7a-Dihydroxy-5b-cholest-24-enoyl-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 5280796
xref: Reference/ChemSpider 4444354
xref: Reference/HMDB HMDB0006895
xref: Reference/KEGG Compound C05447
xref: Reference/ChEBI CHEBI 27393
chemical formula: C48H78N7O19P3S
molecular weight: 1181.4286
structure: ChemicalStructure/PW C002997

Reference/UniProt P51857
type: UnificationXref
id: P51857
db: UniProt

ChemicalStructure/PW C000089
type: ChemicalStructure
structure format: SMILES

Sterol 26-hydroxylase, mitochondrial
type: Protein
entity reference: Sterol 26-hydroxylase, mitochondrial

Deoxycholic acid glycine conjugate
type: SmallMolecule
cellular location: Extracellular Space
entity reference: Deoxycholic acid glycine conjugate
name: SubPathwayOutput

Reference/KEGG Compound C05448
type: UnificationXref
id: C05448
db: KEGG Compound

Reference/PubChem-compound 3080603
type: UnificationXref
id: 3080603
db: PubChem-compound

Reference/KEGG Compound C05447
type: UnificationXref
id: C05447
db: KEGG Compound

ChemicalStructure/PW C001414
type: ChemicalStructure
structure format: SMILES

Reference/KEGG Compound C05444
type: UnificationXref
id: C05444
db: KEGG Compound

Reference/ChemSpider 108790
type: UnificationXref
id: 108790
db: ChemSpider

Taurodeoxycholic acid
type: SmallMolecule
cellular location: Extracellular Space
entity reference: Taurodeoxycholic acid
name: SubPathwayOutput

Reference/KEGG Compound C05446
type: UnificationXref
id: C05446
db: KEGG Compound

Reference/KEGG Compound C05445
type: UnificationXref
id: C05445
db: KEGG Compound

ChemicalStructure/PW C002989
type: ChemicalStructure
structure format: SMILES

Reference/KEGG Compound C05451
type: UnificationXref
id: C05451
db: KEGG Compound

ChemicalStructure/PW C002993
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002994
type: ChemicalStructure
structure format: SMILES

7a,12a-Dihydroxy-cholestene-3-one
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 28477
xref: Reference/PubChem-compound 21252277
xref: Reference/HMDB HMDB0002197
xref: Reference/KEGG Compound C05457
xref: Reference/ChemSpider 13628315
chemical formula: C27H44O3
molecular weight: 416.32904
structure: ChemicalStructure/PW C001482

Acceptor
type: SmallMolecule
cellular location: Peroxisome
entity reference: Acceptor

Reference/KEGG Compound C05450
type: UnificationXref
id: C05450
db: KEGG Compound

ChemicalStructure/PW C002995
type: ChemicalStructure
structure format: SMILES

Reference/KEGG Compound C05453
type: UnificationXref
id: C05453
db: KEGG Compound

ReactionCatalysis1326
type: Catalysis
controller: 25-hydroxycholesterol 7-alpha-hydroxylase
controlled: 1.14.13.100
control type: ACTIVATION

Reference/KEGG Compound C05452
type: UnificationXref
id: C05452
db: KEGG Compound

ChemicalStructure/PW C002996
type: ChemicalStructure
structure format: SMILES

ReactionCatalysis1325
type: Catalysis
controller: 25-hydroxycholesterol 7-alpha-hydroxylase
controlled: 1.14.13.100
control type: ACTIVATION

Compound/PW C000414 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Adenosine triphosphate
stoichiometric coefficient: 1.0

ChemicalStructure/PW C002990
type: ChemicalStructure
structure format: SMILES

Compound/PW C002900 Extracellular Space/Stoichiometry/1.0
type: Stoichiometry
physical entity: CE(22:2(13Z,16Z))
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0000896
type: UnificationXref
id: HMDB0000896
db: HMDB

Reference/CAS 475-31-0
type: UnificationXref
id: 475-31-0
db: CAS

Lysosomal acid lipase/cholesteryl ester hydrolase
type: Protein
entity reference: Lysosomal acid lipase/cholesteryl ester hydrolase

ChemicalStructure/PW C002991
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C001420
type: ChemicalStructure
structure format: SMILES
structure data: O

ChemicalStructure/PW C002992
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000573
type: ChemicalStructure
structure format: SMILES

Chenodeoxycholic acid
type: SmallMoleculeReference
xref: Reference/PubChem-compound 10133
xref: Reference/ChemSpider 9728
xref: Reference/ChEBI CHEBI 16755
xref: Reference/KEGG Compound C02528
xref: Reference/HMDB HMDB0000518
xref: Reference/CAS 474-25-9
chemical formula: C24H40O4
molecular weight: 392.29266
structure: ChemicalStructure/PW C000397

Compound/PW C000146 Mitochondrion/Stoichiometry/3.0
type: Stoichiometry
physical entity: NADPH
stoichiometric coefficient: 3.0

3a,7a,12a-Trihydroxy-5b-cholestan-26-al
type: SmallMolecule
cellular location: Mitochondrion
entity reference: 3a,7a,12a-Trihydroxy-5b-cholestan-26-al

Pyrophosphate
type: SmallMolecule
entity reference: Pyrophosphate

Compound/PW C001414/Stoichiometry/1.0
type: Stoichiometry
physical entity: 27-Hydroxycholesterol
stoichiometric coefficient: 1.0

3a,7a,12a,24-Tetrahydroxy-5b-cholestanoyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3a,7a,12a,24-Tetrahydroxy-5b-cholestanoyl-CoA

Reference/ChemSpider 9519
type: UnificationXref
id: 9519
db: ChemSpider

Compound/PW C000143 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADP
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 37623
type: UnificationXref
id: CHEBI:37623
db: ChEBI

Reference/KEGG Compound C05455
type: UnificationXref
id: C05455
db: KEGG Compound

ChemicalStructure/PW C002997
type: ChemicalStructure
structure format: SMILES

Reference/KEGG Compound C05454
type: UnificationXref
id: C05454
db: KEGG Compound

Reference/KEGG Compound C05457
type: UnificationXref
id: C05457
db: KEGG Compound

Compound/PW C000089 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Glycocholic acid
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0001993
type: UnificationXref
id: HMDB0001993
db: HMDB

ReactionCatalysis1335
type: Catalysis
controller: 3 beta-hydroxysteroid dehydrogenase type 7
controlled: Reaction1594
control type: ACTIVATION

ReactionCatalysis1334
type: Catalysis
controller: Cholesterol 7-alpha-monooxygenase
controlled: 1.14.13.17
control type: ACTIVATION

Compound/PW C000414/Stoichiometry/1.0
type: Stoichiometry
physical entity: Adenosine triphosphate
stoichiometric coefficient: 1.0

ReactionCatalysis1337
type: Catalysis
controller: Sterol 26-hydroxylase, mitochondrial
controlled: 1.14.13.15
control type: ACTIVATION

ReactionCatalysis1336
type: Catalysis
controller: 25-hydroxycholesterol 7-alpha-hydroxylase
controlled: 1.14.13.100
control type: ACTIVATION

Reference/KEGG Compound C05463
type: UnificationXref
id: C05463
db: KEGG Compound

ReactionCatalysis1339
type: Catalysis
controller: 3 beta-hydroxysteroid dehydrogenase type 7
controlled: Reaction1598
control type: ACTIVATION

ReactionCatalysis1338
type: Catalysis
controller: 25-hydroxycholesterol 7-alpha-hydroxylase
controlled: 1.14.13.100
control type: ACTIVATION

Reference/KEGG Compound C05460
type: UnificationXref
id: C05460
db: KEGG Compound

Reference/ChEBI CHEBI 37616
type: UnificationXref
id: CHEBI:37616
db: ChEBI

Reference/ChEBI CHEBI 15846
type: UnificationXref
id: CHEBI:15846
db: ChEBI

Compound/PW C002687 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 25-Hydroxycholesterol
stoichiometric coefficient: 1.0

Reference/BioCyc ADP
type: UnificationXref
id: ADP
db: BioCyc

Chenodeoxycholoyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: Chenodeoxycholoyl-CoA

Reference/CAS 53-59-8
type: UnificationXref
id: 53-59-8
db: CAS

Reference/KEGG Compound C05466
type: UnificationXref
id: C05466
db: KEGG Compound

Reference/KEGG Compound C05465
type: UnificationXref
id: C05465
db: KEGG Compound

Reference/KEGG Compound C05468
type: UnificationXref
id: C05468
db: KEGG Compound

Reference/KEGG Compound C05467
type: UnificationXref
id: C05467
db: KEGG Compound

ChemicalStructure/PW C000550
type: ChemicalStructure
structure format: SMILES

Reference/GENE ONTOLOGY GO 0005829
type: UnificationXref
id: GO:0005829
db: GENE ONTOLOGY

Cholesterol 7-alpha-monooxygenase
type: Protein
entity reference: Cholesterol 7-alpha-monooxygenase

Chenodeoxycholic acid
type: SmallMolecule
entity reference: Chenodeoxycholic acid
name: SubPathwayInput

Compound/PW C000953 Mitochondrion/Stoichiometry/1.0
type: Stoichiometry
physical entity: 27-Deoxy-5b-cyprinol
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 16908
type: UnificationXref
id: CHEBI:16908
db: ChEBI

Compound/PW C002709 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Chenodeoxycholoyl-CoA
stoichiometric coefficient: 1.0

Compound/PW C001125 Mitochondrion/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5-b-Cholestane-3a ,7a ,12a-triol
stoichiometric coefficient: 1.0

3 beta-hydroxysteroid dehydrogenase type 7
type: ProteinReference
xref: Reference/UniProt Q9H2F3
organism: BiologicalState26

NADPH
type: SmallMolecule
entity reference: NADPH

3a,7a-Dihydroxy-5b-cholest-24-enoyl-CoA
type: SmallMolecule
cellular location: Peroxisome
entity reference: 3a,7a-Dihydroxy-5b-cholest-24-enoyl-CoA

Cholesterol 24-hydroxylase
type: ProteinReference
xref: Reference/UniProt Q9Y6A2
organism: BiologicalState26

Sterol 26-hydroxylase, mitochondrial
type: ProteinReference
xref: Reference/UniProt Q02318
organism: BiologicalState29

Compound/PW C001095 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 24-Hydroxycholesterol
stoichiometric coefficient: 1.0

Palmitic acid
type: SmallMolecule
entity reference: Palmitic acid

NADP
type: SmallMolecule
entity reference: NADP

27-Deoxy-5b-cyprinol
type: SmallMolecule
cellular location: Mitochondrion
entity reference: 27-Deoxy-5b-cyprinol

NADPH
type: SmallMoleculeReference
xref: Reference/CAS 53-57-6
xref: Reference/HMDB HMDB0000221
xref: Reference/PubChem-compound 22833512
xref: Reference/BioCyc NADPH
xref: Reference/ChemSpider 17215925
xref: Reference/KEGG Compound C00005
xref: Reference/ChEBI CHEBI 16474
chemical formula: C21H30N7O17P3
molecular weight: 745.0911
structure: ChemicalStructure/PW C000146

Palmitic acid
type: SmallMoleculeReference
xref: Reference/PubChem-compound 985
xref: Reference/KEGG Compound C00249
xref: Reference/ChemSpider 960
xref: Reference/ChEBI CHEBI 15756
xref: Reference/BioCyc CPD-8475
xref: Reference/CAS 57-10-3
xref: Reference/HMDB HMDB0000220
chemical formula: C16H32O2
molecular weight: 256.24023
structure: ChemicalStructure/PW C000145

NADP
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00006
xref: Reference/CAS 53-59-8
xref: Reference/BioCyc NAD(P)
xref: Reference/HMDB HMDB0000217
xref: Reference/ChEBI CHEBI 18009
xref: Reference/PubChem-compound 5886
xref: Reference/ChemSpider 5675
chemical formula: C21H28N7O17P3
molecular weight: 743.07544
structure: ChemicalStructure/PW C000143

Mitochondrion
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005739

Reference/CAS 474-25-9
type: UnificationXref
id: 474-25-9
db: CAS

Reference/ChemSpider 10128154
type: UnificationXref
id: 10128154
db: ChemSpider

Reference/BioCyc GLY
type: UnificationXref
id: GLY
db: BioCyc

Reference/ChemSpider 141053
type: UnificationXref
id: 141053
db: ChemSpider

Compound/Generic41 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Acceptor
stoichiometric coefficient: 1.0

Water
type: SmallMolecule
cellular location: Mitochondrion
entity reference: Water

Reference/KEGG Compound C06341
type: UnificationXref
id: C06341
db: KEGG Compound

Choloyl-CoA
type: SmallMolecule
entity reference: Choloyl-CoA

Reference/KEGG Compound C06340
type: UnificationXref
id: C06340
db: KEGG Compound

Reference/HMDB HMDB0000698
type: UnificationXref
id: HMDB0000698
db: HMDB

Reference/HMDB HMDB0000217
type: UnificationXref
id: HMDB0000217
db: HMDB

Oxygen
type: SmallMolecule
entity reference: Oxygen

NADH
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: NADH

Oxygen
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Oxygen

Bile acyl-CoA synthetase
type: ProteinReference
xref: Reference/UniProt Q9Y2P5
organism: BiologicalState26

Cholesterol 25-hydroxylase
type: ProteinReference
xref: Reference/UniProt O95992
organism: Homo sapiens

Compound/PW C000721 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 15891
type: UnificationXref
id: CHEBI:15891
db: ChEBI

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0000221
type: UnificationXref
id: HMDB0000221
db: HMDB

Reference/PubChem-compound 5280796
type: UnificationXref
id: 5280796
db: PubChem-compound

Chenodeoxycholic acid glycine conjugate
type: SmallMolecule
cellular location: Cytosol
entity reference: Chenodeoxycholic acid glycine conjugate

Reference/PubChem-compound 5257127
type: UnificationXref
id: 5257127
db: PubChem-compound

Reference/PubChem-compound 5280797
type: UnificationXref
id: 5280797
db: PubChem-compound

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000145
type: ChemicalStructure
structure format: SMILES
structure data: CCCCCCCCCCCCCCCC(O)=O

Reference/ChEBI CHEBI 2149
type: UnificationXref
id: CHEBI:2149
db: ChEBI

Reference/PubChem-compound 121948
type: UnificationXref
id: 121948
db: PubChem-compound

Reference/HMDB HMDB0000220
type: UnificationXref
id: HMDB0000220
db: HMDB

Reference/CAS 53-57-6
type: UnificationXref
id: 53-57-6
db: CAS

Reference/HMDB HMDB0012453
type: UnificationXref
id: HMDB0012453
db: HMDB

Reference/HMDB HMDB0012454
type: UnificationXref
id: HMDB0012454
db: HMDB

Reference/HMDB HMDB0012455
type: UnificationXref
id: HMDB0012455
db: HMDB

Reference/ChemSpider 4447327
type: UnificationXref
id: 4447327
db: ChemSpider

Reference/HMDB HMDB0012456
type: UnificationXref
id: HMDB0012456
db: HMDB

Reference/HMDB HMDB0012458
type: UnificationXref
id: HMDB0012458
db: HMDB

Reference/HMDB HMDB0012459
type: UnificationXref
id: HMDB0012459
db: HMDB

24-hydroxycholesterol 7-alpha-hydroxylase
type: ProteinReference
xref: Reference/UniProt Q9NYL5
organism: BiologicalState29

Taurine
type: SmallMoleculeReference
xref: Reference/CAS 107-35-7
xref: Reference/ChemSpider 1091
xref: Reference/PubChem-compound 1123
xref: Reference/HMDB HMDB0000251
xref: Reference/KEGG Compound C00245
xref: Reference/ChEBI CHEBI 15891
chemical formula: C2H7NO3S
molecular weight: 125.01466
structure: ChemicalStructure/PW C000171

ReactionCatalysis1302
type: Catalysis
controller: Bile acyl-CoA synthetase
controlled: 6.2.1.7
control type: ACTIVATION

Pyrophosphate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 644102
xref: Reference/BioCyc PPI
xref: Reference/ChemSpider 559142
xref: Reference/ChEBI CHEBI 18361
xref: Reference/HMDB HMDB0000250
xref: Reference/CAS 14000-31-8
xref: Reference/KEGG Compound C00013
chemical formula: H4O7P2
molecular weight: 177.94322
structure: ChemicalStructure/PW C000170

ReactionCatalysis1301
type: Catalysis
controller: Sterol 26-hydroxylase, mitochondrial
controlled: 1.14.13.15
control type: ACTIVATION

ReactionCatalysis1304
type: Catalysis
controller: Peroxisomal acyl-coenzyme A oxidase 2
controlled: 1.17.99.3
control type: ACTIVATION

Taurocholic acid
type: SmallMolecule
cellular location: Cytosol
entity reference: Taurocholic acid

ReactionCatalysis1303
type: Catalysis
controller: Alpha-methylacyl-CoA racemase
controlled: 5.1.99.4
control type: ACTIVATION

Compound/PW C007230/Stoichiometry/1.0
type: Stoichiometry
physical entity: (24R)-Cholest-5-ene-3-β,7-α,24-triol
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 28701
type: UnificationXref
id: CHEBI:28701
db: ChEBI

ReactionCatalysis1306
type: Catalysis
controller: Peroxisomal multifunctional enzyme type 2
controlled: Reaction1575
control type: ACTIVATION

ReactionCatalysis1308
type: Catalysis
controller: Bile acid-CoA:amino acid N-acyltransferase
controlled: Reaction1577
control type: ACTIVATION

ReactionCatalysis1307
type: Catalysis
controller: Non-specific lipid-transfer protein
controlled: 2.3.1.176
control type: ACTIVATION

ReactionCatalysis1300
type: Catalysis
controller: Sterol 26-hydroxylase, mitochondrial
controlled: 1.14.13.15
control type: ACTIVATION

Reference/UniProt Q14032
type: UnificationXref
id: Q14032
db: UniProt

ReactionCatalysis1309
type: Catalysis
controller: Bile acid-CoA:amino acid N-acyltransferase
controlled: Reaction1578
control type: ACTIVATION

Compound/PW C000496 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Chenodeoxycholic acid glycine conjugate
stoichiometric coefficient: 1.0

7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase
type: ProteinReference
xref: Reference/UniProt Q9UNU6
organism: BiologicalState26

ChemicalStructure/PW C001452
type: ChemicalStructure
structure format: SMILES

ReactionCatalysis1313
type: Catalysis
controller: Cholesterol 25-hydroxylase
controlled: 1.14.99.38
control type: ACTIVATION

Steroid Biosynthesis
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway118962
pathway component: SubPathwayInteraction118962
xref: Reference/SMPDB SMP0000023
xref: Reference/PathWhiz PW000050
name: SubPathway

Adenosine diphosphate
type: SmallMolecule
entity reference: Adenosine diphosphate

ReactionCatalysis1312
type: Catalysis
controller: 24-hydroxycholesterol 7-alpha-hydroxylase
controlled: 1.14.13.99
control type: ACTIVATION

Reference/ChEBI CHEBI 28931
type: UnificationXref
id: CHEBI:28931
db: ChEBI

Adenosine diphosphate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00008
xref: Reference/PubChem-compound 6022
xref: Reference/ChemSpider 5800
xref: Reference/CAS 58-64-0
xref: Reference/BioCyc ADP
xref: Reference/ChEBI CHEBI 16761
xref: Reference/HMDB HMDB0001341
chemical formula: C10H15N5O10P2
molecular weight: 427.02942
structure: ChemicalStructure/PW C001034

Reference/GENE ONTOLOGY GO 0005615
type: UnificationXref
id: GO:0005615
db: GENE ONTOLOGY

Compound/PW C002992 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3a,7a,12a,24-Tetrahydroxy-5b-cholestanoyl-CoA
stoichiometric coefficient: 1.0

ReactionCatalysis1311
type: Catalysis
controller: Cholesterol 24-hydroxylase
controlled: 1.14.13.98
control type: ACTIVATION

ReactionCatalysis1310
type: Catalysis
controller: Bile acyl-CoA synthetase
controlled: 6.2.1.7
control type: ACTIVATION

Reference/UniProt O95992
type: UnificationXref
id: O95992
db: UniProt

Reference/KEGG Compound C01921
type: UnificationXref
id: C01921
db: KEGG Compound

Compound/PW C000146/Stoichiometry/3.0
type: Stoichiometry
physical entity: NADPH
stoichiometric coefficient: 3.0

Endoplasmic Reticulum
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005783

Endoplasmic Reticulum Membrane
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005789

ChemicalStructure/PW C000721
type: ChemicalStructure
structure format: SMILES

Compound/Generic56 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: A
stoichiometric coefficient: 1.0

Reference/CAS 15313-69-6
type: UnificationXref
id: 15313-69-6
db: CAS

SubPathwayInteraction118962
type: Interaction
name: SubPathway118962Reaction
name: SubPathwayReaction
participant: Cholesterol

ChemicalStructure/PW C002900
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 1146900
type: UnificationXref
id: CHEBI:1146900
db: ChEBI

Reference/PubChem-compound 440420
type: UnificationXref
id: 440420
db: PubChem-compound

Reference/UniProt P22307
type: UnificationXref
id: P22307
db: UniProt

7α-Hydroxy-3-oxo-4-cholestenoate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 7α-Hydroxy-3-oxo-4-cholestenoate

A
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 13193

AH2
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 17499

Coenzyme A
type: SmallMolecule
entity reference: Coenzyme A

Coenzyme A
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 1146900
xref: Reference/HMDB HMDB0001423
xref: Reference/PubChem-compound 6816
xref: Reference/BioCyc CO-A
xref: Reference/ChemSpider 6557
xref: Reference/CAS 85-61-0
xref: Reference/KEGG Compound C00010
chemical formula: C21H36N7O16P3S
molecular weight: 767.11523
structure: ChemicalStructure/PW C001099

24-Hydroxycholesterol
type: SmallMolecule
entity reference: 24-Hydroxycholesterol

Reference/ChEBI CHEBI 27428
type: UnificationXref
id: CHEBI:27428
db: ChEBI

Reference/CAS 84-21-9
type: UnificationXref
id: 84-21-9
db: CAS

Reference/PubChem-compound 21252277
type: UnificationXref
id: 21252277
db: PubChem-compound

24-Hydroxycholesterol
type: SmallMoleculeReference
xref: Reference/CAS 474-73-7
xref: Reference/BioCyc CPD-7239
xref: Reference/KEGG Compound C13550
xref: Reference/HMDB HMDB0001419
xref: Reference/ChemSpider 108790
xref: Reference/PubChem-compound 121948
xref: Reference/ChEBI CHEBI 34310
chemical formula: C27H46O2
molecular weight: 402.3498
structure: ChemicalStructure/PW C001095

Reference/ChEBI CHEBI 15422
type: UnificationXref
id: CHEBI:15422
db: ChEBI

Reference/ChEBI CHEBI 16755
type: UnificationXref
id: CHEBI:16755
db: ChEBI

Homo sapiens
type: BioSource
xref: Reference/TAXONOMY 9606

Reference/CAS 115538-85-7
type: UnificationXref
id: 115538-85-7
db: CAS

Reference/ChemSpider 388299
type: UnificationXref
id: 388299
db: ChemSpider

Acceptor
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15339

Reduced acceptor
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15022

1.17.99.3
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001452 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002997 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Peroxisome/Stoichiometry/1.0
right: 3a,7a-Dihydroxy-5b-cholest-24-enoyl-CoA
spontaneous: false
EC number: 1.17.99.3
left: 3a,7a-Dihydroxy-5b-cholestanoyl-CoA
left: Water
name: 3a,7a-Dihydroxy-5b-cholestanoyl-CoA + Water → 3a,7a-Dihydroxy-5b-cholest-24-enoyl-CoA
conversion direction: LEFT_TO_RIGHT

Reaction1551
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002997 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C007983 Peroxisome/Stoichiometry/1.0
right: 3 α,7 α,24-Trihydroxy-5β-cholestanoyl-CoA
spontaneous: false
left: Water
left: 3a,7a-Dihydroxy-5b-cholest-24-enoyl-CoA
name: 3a,7a-Dihydroxy-5b-cholest-24-enoyl-CoA + Water → 3 α,7 α,24-Trihydroxy-5β-cholestanoyl-CoA
conversion direction: LEFT_TO_RIGHT

Oxygen
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001377
xref: Reference/ChemSpider 952
xref: Reference/KEGG Compound C00007
xref: Reference/ChEBI CHEBI 15379
xref: Reference/PubChem-compound 977
xref: Reference/BioCyc CPD-6641
xref: Reference/CAS 7782-44-7
chemical formula: O2
molecular weight: 31.98983
structure: ChemicalStructure/PW C001065

1.14.13.95
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001336 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001482 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: 7a,12a-Dihydroxy-cholestene-3-one
right: NADP
spontaneous: false
EC number: 1.14.13.95
left: Oxygen
left: 7a-Hydroxy-cholestene-3-one
left: NADPH
name: 7a-Hydroxy-cholestene-3-one + NADPH + Oxygen → 7a,12a-Dihydroxy-cholestene-3-one + NADP + Water
conversion direction: LEFT_TO_RIGHT

1.14.13.17
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001153/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000047/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143/Stoichiometry/1.0
right: Water
right: NADP
right: 7a-Hydroxycholesterol
spontaneous: false
EC number: 1.14.13.17
left: Oxygen
left: Cholesterol
left: NADPH
name: Cholesterol + NADPH + Oxygen → 7a-Hydroxycholesterol + NADP + Water
conversion direction: LEFT_TO_RIGHT

6.2.1.7
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000170 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002709 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000480 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000397 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001918 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Chenodeoxycholic acid
right: 3'-AMP
right: Pyrophosphate
spontaneous: false
EC number: 6.2.1.7
left: Cholic acid
left: Chenodeoxycholoyl-CoA
left: Adenosine triphosphate
name: Adenosine triphosphate + Chenodeoxycholoyl-CoA + Cholic acid → 3'-AMP + Chenodeoxycholic acid + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

Reaction1557
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001336 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001153 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: NADH
right: 7a-Hydroxy-cholestene-3-one
spontaneous: false
left: NAD
left: 7a-Hydroxycholesterol
name: 7a-Hydroxycholesterol + NAD → 7a-Hydroxy-cholestene-3-one + NADH
conversion direction: LEFT_TO_RIGHT

Reference/PubChem-compound 193321
type: UnificationXref
id: 193321
db: PubChem-compound

Reaction1554
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000759 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002709 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000171 Cytosol/Stoichiometry/1.0
right: Taurochenodesoxycholic acid
spontaneous: false
left: Taurine
left: Chenodeoxycholoyl-CoA
name: Chenodeoxycholoyl-CoA + Taurine → Taurochenodesoxycholic acid
conversion direction: LEFT_TO_RIGHT

Reaction1555
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002709 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000496 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000078 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000089 Cytosol/Stoichiometry/1.0
right: Chenodeoxycholic acid glycine conjugate
right: Glycocholic acid
spontaneous: false
left: Glycine
left: Chenodeoxycholoyl-CoA
name: Chenodeoxycholoyl-CoA + Glycine → Chenodeoxycholic acid glycine conjugate + Glycocholic acid
conversion direction: LEFT_TO_RIGHT

Reaction1552
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C007983 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002709 Peroxisome/Stoichiometry/1.0
right: Chenodeoxycholoyl-CoA
right: Water
spontaneous: false
left: 3 α,7 α,24-Trihydroxy-5β-cholestanoyl-CoA
name: 3 α,7 α,24-Trihydroxy-5β-cholestanoyl-CoA → Chenodeoxycholoyl-CoA + Water
conversion direction: LEFT_TO_RIGHT

Compound/PW C001918 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3'-AMP
stoichiometric coefficient: 1.0

2.3.1.176
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000988 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002709 Peroxisome/Stoichiometry/1.0
right: Chenodeoxycholoyl-CoA
right: Propionyl-CoA
spontaneous: false
EC number: 2.3.1.176
left: Chenodeoxycholoyl-CoA
left: Coenzyme A
name: Chenodeoxycholoyl-CoA + Coenzyme A → Chenodeoxycholoyl-CoA + Propionyl-CoA
conversion direction: LEFT_TO_RIGHT

Choloyl-CoA
type: SmallMoleculeReference
xref: Reference/BioCyc CPD-202
xref: Reference/PubChem-compound 439573
xref: Reference/ChemSpider 388658
xref: Reference/KEGG Compound C01794
xref: Reference/ChEBI CHEBI 15519
xref: Reference/HMDB HMDB0001374
chemical formula: C45H74N7O20P3S
molecular weight: 1157.3922
structure: ChemicalStructure/PW C001062

Compound/PW C001125 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5-b-Cholestane-3a ,7a ,12a-triol
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 16525
type: UnificationXref
id: CHEBI:16525
db: ChEBI

5.1.99.4
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001452 Peroxisome/Stoichiometry/1.0
right: 3a,7a-Dihydroxy-5b-cholestanoyl-CoA
spontaneous: false
EC number: 5.1.99.4
left: 3a,7a-Dihydroxy-5b-cholestanoyl-CoA
name: 3a,7a-Dihydroxy-5b-cholestanoyl-CoA → 3a,7a-Dihydroxy-5b-cholestanoyl-CoA
conversion direction: LEFT_TO_RIGHT

Reference/ChemSpider 6423
type: UnificationXref
id: 6423
db: ChemSpider

ChemicalStructure/PW C000953
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000715
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 16761
type: UnificationXref
id: CHEBI:16761
db: ChEBI

Reference/PubChem-compound 440677
type: UnificationXref
id: 440677
db: PubChem-compound

Reference/PubChem-compound 440675
type: UnificationXref
id: 440675
db: PubChem-compound

SubPathwayInteraction118964
type: Interaction
name: SubPathwayReaction
name: SubPathway118964Reaction
participant: Cholic acid
participant: Glycocholic acid
participant: Deoxycholic acid glycine conjugate
participant: Taurocholic acid
participant: Taurodeoxycholic acid
participant: Deoxycholic acid

7a-Hydroxy-cholestene-3-one
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 7a-Hydroxy-cholestene-3-one

SubPathwayInteraction118963
type: Interaction
name: SubPathwayReaction
name: SubPathway118963Reaction
participant: Lithocholic acid glycine conjugate
participant: Taurochenodesoxycholic acid
participant: Lithocholyltaurine
participant: Chenodeoxycholic acid glycine conjugate
participant: Chenodeoxycholic acid
participant: Lithocholic acid

Reference/ChEBI CHEBI 27403
type: UnificationXref
id: CHEBI:27403
db: ChEBI

Reference/HMDB HMDB0000601
type: UnificationXref
id: HMDB0000601
db: HMDB

1.14.13.15
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000259/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002996/Stoichiometry/1.0
right: 3α,7α-Dihydroxycoprostanic acid
spontaneous: false
EC number: 1.14.13.15
left: 3a,7a-Dihydroxy-5b-cholestan-26-al
name: 3a,7a-Dihydroxy-5b-cholestan-26-al → 3α,7α-Dihydroxycoprostanic acid
conversion direction: LEFT_TO_RIGHT

Reference/ChEBI CHEBI 15428
type: UnificationXref
id: CHEBI:15428
db: ChEBI

6.2.1.7
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000170 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000259 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001452 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001918 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 3'-AMP
right: Pyrophosphate
right: 3a,7a-Dihydroxy-5b-cholestanoyl-CoA
spontaneous: false
EC number: 6.2.1.7
left: Coenzyme A
left: 3α,7α-Dihydroxycoprostanic acid
left: Adenosine triphosphate
name: 3α,7α-Dihydroxycoprostanic acid + Adenosine triphosphate + Coenzyme A → 3'-AMP + 3a,7a-Dihydroxy-5b-cholestanoyl-CoA + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

1.14.13.15
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000143/Stoichiometry/3.0
participant stoichiometry: Compound/PW C001065/Stoichiometry/3.0
participant stoichiometry: Compound/PW C002995/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146/Stoichiometry/3.0
participant stoichiometry: Compound/PW C007982/Stoichiometry/1.0
right: Water
right: NADP
right: 3 α,7 α,26-Trihydroxy-5β-cholestane
spontaneous: false
EC number: 1.14.13.15
left: Oxygen
left: NADPH
left: 3a,7a-Dihydroxy-5b-cholestane
name: 3a,7a-Dihydroxy-5b-cholestane + 3 NADPH + 3 Oxygen → 3 α,7 α,26-Trihydroxy-5β-cholestane + 3 NADP + 3 Water
conversion direction: LEFT_TO_RIGHT

1.14.13.15
type: BiochemicalReaction
participant stoichiometry: Compound/PW C007982/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002996/Stoichiometry/1.0
right: 3a,7a-Dihydroxy-5b-cholestan-26-al
spontaneous: false
EC number: 1.14.13.15
left: 3 α,7 α,26-Trihydroxy-5β-cholestane
name: 3 α,7 α,26-Trihydroxy-5β-cholestane → 3a,7a-Dihydroxy-5b-cholestan-26-al
conversion direction: LEFT_TO_RIGHT

Reaction1541
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002994 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002995 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Cytosol/Stoichiometry/1.0
right: 3a,7a-Dihydroxy-5b-cholestane
right: NADP
spontaneous: false
left: 7a-Hydroxy-5b-cholestan-3-one
left: NAD
name: 7a-Hydroxy-5b-cholestan-3-one + NAD → 3a,7a-Dihydroxy-5b-cholestane + NADP
conversion direction: LEFT_TO_RIGHT

3 β-Hydroxy-5-cholestenoate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3 β-Hydroxy-5-cholestenoate

1.3.1.3
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002994 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001336 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Cytosol/Stoichiometry/1.0
right: 7a-Hydroxy-5b-cholestan-3-one
right: NADP
spontaneous: false
EC number: 1.3.1.3
left: 7a-Hydroxy-cholestene-3-one
left: NADPH
name: 7a-Hydroxy-cholestene-3-one + NADPH ← 7a-Hydroxy-5b-cholestan-3-one + NADP
conversion direction: RIGHT_TO_LEFT

Coenzyme A
type: SmallMolecule
cellular location: Peroxisome
entity reference: Coenzyme A

Compound/PW C000759 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Taurochenodesoxycholic acid
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 16577
type: UnificationXref
id: CHEBI:16577
db: ChEBI

Reference/ChemSpider 9728
type: UnificationXref
id: 9728
db: ChemSpider

ChemicalStructure/PW C002709
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 389367
type: UnificationXref
id: 389367
db: ChemSpider

Reference/PubChem-compound 5893
type: UnificationXref
id: 5893
db: PubChem-compound

ChemicalStructure/PW C002702
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002703
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 115245
type: UnificationXref
id: 115245
db: PubChem-compound

Reference/PubChem-compound 439479
type: UnificationXref
id: 439479
db: PubChem-compound

1.17.99.3
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002991 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/Generic40 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/Generic41 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002993 Peroxisome/Stoichiometry/1.0
right: Reduced acceptor
right: 3a,7a,12a-Trihydroxy-5b-cholest-24-enoyl-CoA
spontaneous: false
EC number: 1.17.99.3
left: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA
left: Acceptor
left: Water
name: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA + Acceptor + Water → 3a,7a,12a-Trihydroxy-5b-cholest-24-enoyl-CoA + Reduced acceptor
conversion direction: LEFT_TO_RIGHT

Compound/PW C002900/Stoichiometry/1.0
type: Stoichiometry
physical entity: CE(22:2(13Z,16Z))
stoichiometric coefficient: 1.0

Compound/PW C000259/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3α,7α-Dihydroxycoprostanic acid
stoichiometric coefficient: 1.0

Reaction1578
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001099 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001062 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000078 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000089 Cytosol/Stoichiometry/1.0
right: Glycocholic acid
right: Coenzyme A
spontaneous: false
left: Glycine
left: Choloyl-CoA
name: Choloyl-CoA + Glycine → Coenzyme A + Glycocholic acid
conversion direction: LEFT_TO_RIGHT

6.2.1.7
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001062/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000480/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001918/Stoichiometry/1.0
right: Coenzyme A
right: Cholic acid
right: Adenosine triphosphate
spontaneous: false
EC number: 6.2.1.7
left: 3'-AMP
left: Choloyl-CoA
left: Pyrophosphate
name: 3'-AMP + Choloyl-CoA + Pyrophosphate → Adenosine triphosphate + Cholic acid + Coenzyme A
conversion direction: LEFT_TO_RIGHT

Reference/ChEBI CHEBI 27471
type: UnificationXref
id: CHEBI:27471
db: ChEBI

2.3.1.176
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001062 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000988 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002993 Peroxisome/Stoichiometry/1.0
right: Propionyl-CoA
right: Choloyl-CoA
spontaneous: false
EC number: 2.3.1.176
left: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA
left: Coenzyme A
name: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA + Coenzyme A → Choloyl-CoA + Propionyl-CoA
conversion direction: LEFT_TO_RIGHT

Reaction1577
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001099 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000025 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001062 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000171 Cytosol/Stoichiometry/1.0
right: Taurocholic acid
right: Coenzyme A
spontaneous: false
left: Choloyl-CoA
left: Taurine
name: Choloyl-CoA + Taurine → Coenzyme A + Taurocholic acid
conversion direction: LEFT_TO_RIGHT

Reaction1575
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001144 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002992 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002993 Peroxisome/Stoichiometry/1.0
right: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA
right: NADH
spontaneous: false
left: NAD
left: 3a,7a,12a,24-Tetrahydroxy-5b-cholestanoyl-CoA
name: 3a,7a,12a,24-Tetrahydroxy-5b-cholestanoyl-CoA + NAD → 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA + NADH
conversion direction: LEFT_TO_RIGHT

Compound/PW C001414 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 27-Hydroxycholesterol
stoichiometric coefficient: 1.0

Reference/PubChem-compound 5886
type: UnificationXref
id: 5886
db: PubChem-compound

Reference/ChEBI CHEBI 15494
type: UnificationXref
id: CHEBI:15494
db: ChEBI

Reference/HMDB HMDB0000619
type: UnificationXref
id: HMDB0000619
db: HMDB

Alpha-methylacyl-CoA racemase
type: ProteinReference
xref: Reference/UniProt Q9UHK6
organism: BiologicalState26

1.3.1.3
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002989 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001482 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Cytosol/Stoichiometry/1.0
right: NADP
right: 7a,12a-Dihydroxy-5b-cholestan-3-one
spontaneous: false
EC number: 1.3.1.3
left: 7a,12a-Dihydroxy-cholestene-3-one
left: NADPH
name: 7a,12a-Dihydroxy-cholestene-3-one + NADPH → 7a,12a-Dihydroxy-5b-cholestan-3-one + NADP
conversion direction: LEFT_TO_RIGHT

Reference/ChemSpider 2015539
type: UnificationXref
id: 2015539
db: ChemSpider

1.14.13.15
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001065 Mitochondrion/Stoichiometry/3.0
participant stoichiometry: Compound/PW C001125 Mitochondrion/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Mitochondrion/Stoichiometry/3.0
participant stoichiometry: Compound/PW C001420 Mitochondrion/Stoichiometry/4.0
participant stoichiometry: Compound/PW C000146 Mitochondrion/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000953 Mitochondrion/Stoichiometry/1.0
right: Water
right: 27-Deoxy-5b-cyprinol
right: NADP
spontaneous: false
EC number: 1.14.13.15
left: NADPH
left: 5-b-Cholestane-3a ,7a ,12a-triol
left: Oxygen
name: 5-b-Cholestane-3a ,7a ,12a-triol + 3 NADPH + 3 Oxygen → 27-Deoxy-5b-cyprinol + 3 NADP + 4 Water
conversion direction: LEFT_TO_RIGHT

Aldo-keto reductase family 1 member C4
type: Protein
cellular location: Cytosol
entity reference: Aldo-keto reductase family 1 member C4

Compound/PW C001420/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

3.1.1.13
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002900/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000047/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000145/Stoichiometry/1.0
right: Palmitic acid
right: Cholesterol
spontaneous: false
EC number: 3.1.1.13
left: Water
left: CE(22:2(13Z,16Z))
name: CE(22:2(13Z,16Z)) + Water → Cholesterol + Palmitic acid
conversion direction: LEFT_TO_RIGHT

Compound/PW C001913 Mitochondrion/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3a,7a,12a-Trihydroxy-5b-cholestan-26-al
stoichiometric coefficient: 1.0

Reference/PubChem-compound 440690
type: UnificationXref
id: 440690
db: PubChem-compound

5.1.99.4
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002993 Peroxisome/Stoichiometry/1.0
right: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA
spontaneous: false
EC number: 5.1.99.4
left: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA
name: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA → 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA
conversion direction: LEFT_TO_RIGHT

1.14.13.15
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001913/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001985/Stoichiometry/1.0
right: 3α,7α,12α-Trihydroxy-5β-cholestanoic acid
spontaneous: false
EC number: 1.14.13.15
left: 3a,7a,12a-Trihydroxy-5b-cholestan-26-al
name: 3a,7a,12a-Trihydroxy-5b-cholestan-26-al → 3α,7α,12α-Trihydroxy-5β-cholestanoic acid
conversion direction: LEFT_TO_RIGHT

6.2.1.7
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002993/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001985/Stoichiometry/1.0
right: Adenosine diphosphate
right: 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA
right: Pyrophosphate
spontaneous: false
EC number: 6.2.1.7
left: Coenzyme A
left: 3α,7α,12α-Trihydroxy-5β-cholestanoic acid
left: Adenosine triphosphate
name: 3α,7α,12α-Trihydroxy-5β-cholestanoic acid + Adenosine triphosphate + Coenzyme A → 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA + Adenosine diphosphate + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

Reference/CAS 81-25-4
type: UnificationXref
id: 81-25-4
db: CAS

1.14.13.15
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001065 Mitochondrion/Stoichiometry/3.0
participant stoichiometry: Compound/PW C001913 Mitochondrion/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Mitochondrion/Stoichiometry/3.0
participant stoichiometry: Compound/PW C001420 Mitochondrion/Stoichiometry/4.0
participant stoichiometry: Compound/PW C000146 Mitochondrion/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000953 Mitochondrion/Stoichiometry/1.0
right: Water
right: 3a,7a,12a-Trihydroxy-5b-cholestan-26-al
right: NADP
spontaneous: false
EC number: 1.14.13.15
left: NADPH
left: 27-Deoxy-5b-cyprinol
left: Oxygen
name: 27-Deoxy-5b-cyprinol + 3 NADPH + 3 Oxygen → 3a,7a,12a-Trihydroxy-5b-cholestan-26-al + 3 NADP + 4 Water
conversion direction: LEFT_TO_RIGHT

Reaction1563
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002989 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001125 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Cytosol/Stoichiometry/1.0
right: 5-b-Cholestane-3a ,7a ,12a-triol
right: NADPH
spontaneous: false
left: NADP
left: 7a,12a-Dihydroxy-5b-cholestan-3-one
name: 7a,12a-Dihydroxy-5b-cholestan-3-one + NADP → 5-b-Cholestane-3a ,7a ,12a-triol + NADPH
conversion direction: LEFT_TO_RIGHT

Compound/PW C002687 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 25-Hydroxycholesterol
stoichiometric coefficient: 1.0

Reaction1564
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000953/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002990/Stoichiometry/1.0
right: 5b-Cyprinol sulfate
spontaneous: false
left: 27-Deoxy-5b-cyprinol
name: 27-Deoxy-5b-cyprinol → 5b-Cyprinol sulfate
conversion direction: LEFT_TO_RIGHT

Reaction2209
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002991 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002992 Peroxisome/Stoichiometry/1.0
right: 3a,7a,12a,24-Tetrahydroxy-5b-cholestanoyl-CoA
spontaneous: false
left: Water
left: 3a,7a,12a-Trihydroxy-5b-cholest-24-enoyl-CoA
name: 3a,7a,12a-Trihydroxy-5b-cholest-24-enoyl-CoA + Water → 3a,7a,12a,24-Tetrahydroxy-5b-cholestanoyl-CoA
conversion direction: LEFT_TO_RIGHT

Reference/BioCyc CPD-7239
type: UnificationXref
id: CPD-7239
db: BioCyc

Reference/HMDB HMDB0000626
type: UnificationXref
id: HMDB0000626
db: HMDB

Cholesterol
type: SmallMolecule
cellular location: Extracellular Space
entity reference: Cholesterol

Compound/PW C001918/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3'-AMP
stoichiometric coefficient: 1.0

Reference/PubChem-compound 222528
type: UnificationXref
id: 222528
db: PubChem-compound

ChemicalStructure/PW C000988
type: ChemicalStructure
structure format: SMILES

Reaction1594
type: BiochemicalReaction
participant stoichiometry: Compound/PW C007986 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002703 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 7 α,26-Dihydroxy-4-cholesten-3-one
right: NADPH
spontaneous: false
left: 7-a,27-Dihydroxycholesterol
left: NADP
name: 7-a,27-Dihydroxycholesterol + NADP → 7 α,26-Dihydroxy-4-cholesten-3-one + NADPH
conversion direction: LEFT_TO_RIGHT

Reference/CAS 4725-24-0
type: UnificationXref
id: 4725-24-0
db: CAS

1.14.13.100
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001414 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002703 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 7-a,27-Dihydroxycholesterol
right: Water
right: NADP
spontaneous: false
EC number: 1.14.13.100
left: 27-Hydroxycholesterol
left: Oxygen
left: NADPH
name: 27-Hydroxycholesterol + NADPH + Oxygen → 7-a,27-Dihydroxycholesterol + NADP + Water
conversion direction: LEFT_TO_RIGHT

7 α,26-Dihydroxy-4-cholesten-3-one
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 7 α,26-Dihydroxy-4-cholesten-3-one

Reference/HMDB HMDB0000631
type: UnificationXref
id: HMDB0000631
db: HMDB

1.14.13.17
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001414 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002703 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 7-a,27-Dihydroxycholesterol
right: Water
right: NADP
spontaneous: false
EC number: 1.14.13.17
left: 27-Hydroxycholesterol
left: Oxygen
left: NADPH
name: 27-Hydroxycholesterol + NADPH + Oxygen → 7-a,27-Dihydroxycholesterol + NADP + Water
conversion direction: LEFT_TO_RIGHT

Reference/ChEBI CHEBI 27458
type: UnificationXref
id: CHEBI:27458
db: ChEBI

1.14.13.100
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/4.0
participant stoichiometry: Compound/PW C000143/Stoichiometry/3.0
participant stoichiometry: Compound/PW C001065/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000047/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146/Stoichiometry/3.0
participant stoichiometry: Compound/PW C001414/Stoichiometry/1.0
right: Water
right: NADP
right: 27-Hydroxycholesterol
spontaneous: false
EC number: 1.14.13.100
left: Oxygen
left: Cholesterol
left: NADPH
name: Cholesterol + 3 NADPH + 3 Oxygen → 27-Hydroxycholesterol + 3 NADP + 4 Water
conversion direction: LEFT_TO_RIGHT

Reaction1598
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C007981 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C007985 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: NADH
right: 7α-Hydroxy-3-oxo-4-cholestenoate
spontaneous: false
left: NAD
left: 3β,7α-Dihydroxy-5-cholestenoate
name: 3β,7α-Dihydroxy-5-cholestenoate + NAD → 7α-Hydroxy-3-oxo-4-cholestenoate + NADH
conversion direction: LEFT_TO_RIGHT

Reference/ChEBI CHEBI 28540
type: UnificationXref
id: CHEBI:28540
db: ChEBI

1.14.13.15
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/4.0
participant stoichiometry: Compound/PW C007980/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143/Stoichiometry/3.0
participant stoichiometry: Compound/PW C001065/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000146/Stoichiometry/3.0
participant stoichiometry: Compound/PW C001414/Stoichiometry/1.0
right: Water
right: NADP
right: 3 β-Hydroxy-5-cholestenoate
spontaneous: false
EC number: 1.14.13.15
left: Oxygen
left: NADPH
left: 27-Hydroxycholesterol
name: 27-Hydroxycholesterol + 3 NADPH + 3 Oxygen → 3 β-Hydroxy-5-cholestenoate + 3 NADP + 4 Water
conversion direction: LEFT_TO_RIGHT

NADP
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: NADP

1.14.13.100
type: BiochemicalReaction
participant stoichiometry: Compound/PW C007980 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C007981 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: 3β,7α-Dihydroxy-5-cholestenoate
right: NADP
spontaneous: false
EC number: 1.14.13.100
left: Oxygen
left: NADPH
left: 3 β-Hydroxy-5-cholestenoate
name: 3 β-Hydroxy-5-cholestenoate + NADPH + Oxygen → 3β,7α-Dihydroxy-5-cholestenoate + NADP + Water
conversion direction: LEFT_TO_RIGHT

Reference/ChEBI CHEBI 16325
type: UnificationXref
id: CHEBI:16325
db: ChEBI

Reference/ChEBI CHEBI 17899
type: UnificationXref
id: CHEBI:17899
db: ChEBI

Reference/CAS 3836-01-9
type: UnificationXref
id: 3836-01-9
db: CAS

Reference/HMDB HMDB0000637
type: UnificationXref
id: HMDB0000637
db: HMDB

Reference/BioCyc CPD-7243
type: UnificationXref
id: CPD-7243
db: BioCyc

ChemicalStructure/PW C000759
type: ChemicalStructure
structure format: SMILES

Reference/BioCyc CPD-7241
type: UnificationXref
id: CPD-7241
db: BioCyc

1.14.13.99
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C007230/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001095/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143/Stoichiometry/1.0
right: Water
right: NADP
right: (24R)-Cholest-5-ene-3-β,7-α,24-triol
spontaneous: false
EC number: 1.14.13.99
left: 24-Hydroxycholesterol
left: Oxygen
left: NADPH
name: 24-Hydroxycholesterol + NADPH + Oxygen → (24R)-Cholest-5-ene-3-β,7-α,24-triol + NADP + Water
conversion direction: LEFT_TO_RIGHT

1.14.99.38
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000047 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002687 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/Generic56 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/Generic55 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: 25-Hydroxycholesterol
right: A
spontaneous: false
EC number: 1.14.99.38
left: Oxygen
left: Cholesterol
left: AH2
name: AH2 + Cholesterol + Oxygen → 25-Hydroxycholesterol + A + Water
conversion direction: LEFT_TO_RIGHT

1.14.13.98
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000047 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001095 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: 24-Hydroxycholesterol
right: NADP
spontaneous: false
EC number: 1.14.13.98
left: Oxygen
left: NADPH
left: Cholesterol
name: Cholesterol + NADPH + Oxygen → 24-Hydroxycholesterol + NADP + Water
conversion direction: LEFT_TO_RIGHT

1.14.13.100
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002702 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002687 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: 7-a,25-Dihydroxycholesterol
right: NADP
spontaneous: false
EC number: 1.14.13.100
left: Oxygen
left: 25-Hydroxycholesterol
left: NADPH
name: 25-Hydroxycholesterol + NADPH + Oxygen → 7-a,25-Dihydroxycholesterol + NADP + Water
conversion direction: LEFT_TO_RIGHT