4a-Methylzymosterol
type: SmallMoleculeReference
xref: Reference/BioCyc 4-METHYL-824-CHOLESTADIENOL
xref: Reference/ChEBI CHEBI 1949
xref: Reference/CAS 7448-03-5
xref: Reference/PubChem-compound 22212495
xref: Reference/HMDB HMDB0001217
xref: Reference/ChemSpider 20036827
xref: Reference/KEGG Compound C05103
chemical formula: C28H46O
molecular weight: 398.35486
structure: ChemicalStructure/PW C000946

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

Reference/ChemSpider 388357
type: UnificationXref
id: 388357
db: ChemSpider

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

Farnesyl pyrophosphate
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Farnesyl pyrophosphate

Acetyl-CoA
type: SmallMoleculeReference
xref: Reference/BioCyc ACETYL-COA
xref: Reference/PubChem-compound 444493
xref: Reference/HMDB HMDB0001206
xref: Reference/ChemSpider 392413
xref: Reference/CAS 72-89-9
xref: Reference/ChEBI CHEBI 15351
xref: Reference/KEGG Compound C00024
chemical formula: C23H38N7O17P3S
molecular weight: 809.1258
structure: ChemicalStructure/PW C000940

Reference/UniProt P04035
type: UnificationXref
id: P04035
db: UniProt

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

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

Squalene monooxygenase
type: ProteinReference
xref: Reference/UniProt Q14534
organism: Homo sapiens

Compound/PW C000924 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: (S)-2,3-Epoxysqualene
stoichiometric coefficient: 1.0

Reference/ChemSpider 388353
type: UnificationXref
id: 388353
db: ChemSpider

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

Reference/KEGG Compound C15808
type: UnificationXref
id: C15808
db: KEGG Compound

Reference/HMDB HMDB0001188
type: UnificationXref
id: HMDB0001188
db: HMDB

Reference/KEGG Compound C00448
type: UnificationXref
id: C00448
db: KEGG Compound

Reference/ChemSpider 389458
type: UnificationXref
id: 389458
db: ChemSpider

Reference/HMDB HMDB0061374
type: UnificationXref
id: HMDB0061374
db: HMDB

Reference/PathWhiz PW000054
type: UnificationXref
id: PW000054
db: PathWhiz

Reference/HMDB HMDB0061373
type: UnificationXref
id: HMDB0061373
db: HMDB

Lanosterol 14-alpha demethylase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Lanosterol 14-alpha demethylase

Compound/PW C002963 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4,4-Dimethyl-5a-cholesta-8-en-3b-ol
stoichiometric coefficient: 1.0

Reference/CAS 111-02-4
type: UnificationXref
id: 111-02-4
db: CAS

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

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

Reference/PathWhiz PW000051
type: UnificationXref
id: PW000051
db: PathWhiz

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

Reference/KEGG Compound C15816
type: UnificationXref
id: C15816
db: KEGG Compound

Compound/PW C040705 Lysosome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Fatty acid
stoichiometric coefficient: 1.0

3.1.1.13
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040705 Lysosome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000047 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040704 Lysosome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040705 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000047 Lysosome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040704 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Lysosome/Stoichiometry/1.0
right: Cholesterol Ester
right: Water
spontaneous: false
EC number: 3.1.1.13
left: Cholesterol
left: Fatty acid
name: Cholesterol + Fatty acid → Cholesterol Ester + Water
conversion direction: LEFT_TO_RIGHT

4a-Methylzymosterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 4a-Methylzymosterol

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

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

Mevalonic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Mevalonic acid

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

Fatty acid
type: SmallMolecule
cellular location: Peroxisome
entity reference: Fatty acid

Reference/ChEBI CHEBI 28113
type: UnificationXref
id: CHEBI:28113
db: ChEBI

Reference/KEGG Compound C11455
type: UnificationXref
id: C11455
db: KEGG Compound

(S)-2,3-Epoxysqualene
type: SmallMoleculeReference
xref: Reference/BioCyc EPOXYSQUALENE
xref: Reference/CAS 9029-62-3
xref: Reference/ChemSpider 30776536
xref: Reference/PubChem-compound 53477723
xref: Reference/KEGG Compound C01054
xref: Reference/HMDB HMDB0001188
xref: Reference/ChEBI CHEBI 15441
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C000924

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

Cholesterol
type: SmallMolecule
cellular location: Lysosome
entity reference: Cholesterol

Reference/KEGG Compound C03845
type: UnificationXref
id: C03845
db: KEGG Compound

Compound/PW C040705 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Fatty acid
stoichiometric coefficient: 1.0

Reference/UniProt P56937
type: UnificationXref
id: P56937
db: UniProt

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

4,4-Dimethylcholesta-8,14,24-trienol
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 17813
xref: Reference/ChemSpider 391478
xref: Reference/BioCyc 44-DIMETHYL-CHOLESTA-812-24-TRIENOL
xref: Reference/CAS 64284-64-6
xref: Reference/PubChem-compound 443212
xref: Reference/HMDB HMDB0001023
xref: Reference/KEGG Compound C11455
chemical formula: C29H46O
molecular weight: 410.35486
structure: ChemicalStructure/PW C000809

Reference/PathWhiz PW000163
type: UnificationXref
id: PW000163
db: PathWhiz

Compound/PW C000768 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: Farnesyl pyrophosphate
stoichiometric coefficient: 2.0

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

Reference/KEGG Compound C00332
type: UnificationXref
id: C00332
db: KEGG Compound

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

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

Carbon dioxide
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Carbon dioxide

Compound/PW C000908 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Lathosterol
stoichiometric coefficient: 1.0

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

Hydroxymethylglutaryl-CoA synthase, mitochondrial
type: Complex
component stoichiometry: Protein/38 Cytoplasm/Stoichiometry/2.0
cellular location: Cytoplasm
component: Hydroxymethylglutaryl-CoA synthase, mitochondrial

(S)-2,3-Epoxysqualene
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: (S)-2,3-Epoxysqualene

Reference/HMDB HMDB0001090
type: UnificationXref
id: HMDB0001090
db: HMDB

Protein/853 Endoplasmic Reticulum/Stoichiometry/2.0
type: Stoichiometry
physical entity: 3-Hydroxy-3-methylglutaryl-coenzyme A reductase
stoichiometric coefficient: 2.0

Reference/ChemSpider 389550
type: UnificationXref
id: 389550
db: ChemSpider

Reference/KEGG Compound C00341
type: UnificationXref
id: C00341
db: KEGG Compound

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

Reference/ChEBI CHEBI 17211
type: UnificationXref
id: CHEBI:17211
db: ChEBI

Reference/PubChem-compound 445713
type: UnificationXref
id: 445713
db: PubChem-compound

ChemicalStructure/PW C001099
type: ChemicalStructure
structure format: SMILES

Compound/PW C002964 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5a-Cholest-8-en-3b-ol
stoichiometric coefficient: 1.0

Protein/38 Cytoplasm/Stoichiometry/2.0
type: Stoichiometry
physical entity: Hydroxymethylglutaryl-CoA synthase, mitochondrial
stoichiometric coefficient: 2.0

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

Compound/PW C000874 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Dimethylallylpyrophosphate
stoichiometric coefficient: 1.0

Lanosterol
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Lanosterol

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

Compound/PW C001039 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Isopentenyl pyrophosphate
stoichiometric coefficient: 1.0

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

ChemicalStructure/PW C000809
type: ChemicalStructure
structure format: SMILES

SubPathwayInteraction92
type: Interaction
name: SubPathway92Reaction
name: SubPathwayReaction
participant: Acetoacetyl-CoA

Sterol O-acyltransferase 1
type: Protein
cellular location: Peroxisome
entity reference: Sterol O-acyltransferase 1

SubPathwayInteraction91
type: Interaction
name: SubPathway91Reaction
name: SubPathwayReaction
participant: Acetoacetyl-CoA

SubPathwayInteraction96
type: Interaction
name: SubPathwayReaction
name: SubPathway96Reaction
participant: Acetyl-CoA

Reference/KEGG Compound C00235
type: UnificationXref
id: C00235
db: KEGG Compound

ChemicalStructure/PW C000924
type: ChemicalStructure
structure format: SMILES
structure data: CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CC[C@@H]1OC1(C)C

Reference/KEGG Compound C00356
type: UnificationXref
id: C00356
db: KEGG Compound

SubPathwayInteraction95
type: Interaction
name: SubPathway95Reaction
name: SubPathwayReaction
participant: Acetyl-CoA

Reference/ChEBI CHEBI 16057
type: UnificationXref
id: CHEBI:16057
db: ChEBI

SubPathwayInteraction94
type: Interaction
name: SubPathway94Reaction
name: SubPathwayReaction
participant: Acetyl-CoA

SubPathwayInteraction93
type: Interaction
name: SubPathwayReaction
name: SubPathway93Reaction
participant: Acetyl-CoA

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

Reference/ChEBI CHEBI 16290
type: UnificationXref
id: CHEBI:16290
db: ChEBI

Geranyl-PP
type: SmallMoleculeReference
xref: Reference/BioCyc GERANYL-PP
xref: Reference/CAS 763-10-0
xref: Reference/KEGG Compound C00341
xref: Reference/PubChem-compound 445995
xref: Reference/HMDB HMDB0001285
xref: Reference/ChEBI CHEBI 17211
xref: Reference/ChemSpider 393471
chemical formula: C10H20O7P2
molecular weight: 314.06842
structure: ChemicalStructure/PW C000993

3-Keto-4-methylzymosterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3-Keto-4-methylzymosterol

Reference/UniProt Q9BWD1
type: UnificationXref
id: Q9BWD1
db: UniProt

4.1.1.33
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001039 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001316 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001104 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000857 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Cytoplasm/Stoichiometry/1.0
right: Carbon dioxide
right: Isopentenyl pyrophosphate
right: Adenosine diphosphate
right: Phosphate
spontaneous: false
EC number: 4.1.1.33
left: Adenosine triphosphate
left: (R)-5-Diphosphomevalonic acid
name: (R)-5-Diphosphomevalonic acid + Adenosine triphosphate → Adenosine diphosphate + Carbon dioxide + Isopentenyl pyrophosphate + Phosphate
conversion direction: LEFT_TO_RIGHT

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

Reference/KEGG Compound C00009
type: UnificationXref
id: C00009
db: KEGG Compound

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

Reference/KEGG Compound C00129
type: UnificationXref
id: C00129
db: KEGG Compound

Reference/ChemSpider 1158
type: UnificationXref
id: 1158
db: ChemSpider

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

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

Diphosphomevalonate decarboxylase
type: Protein
cellular location: Cytoplasm
entity reference: Diphosphomevalonate decarboxylase

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

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

Dimethylallylpyrophosphate
type: SmallMoleculeReference
xref: Reference/BioCyc CPD-4211
xref: Reference/PubChem-compound 647
xref: Reference/CAS 358-72-5
xref: Reference/ChemSpider 627
xref: Reference/HMDB HMDB0001120
xref: Reference/KEGG Compound C00235
xref: Reference/ChEBI CHEBI 16057
chemical formula: C5H12O7P2
molecular weight: 246.00583
structure: ChemicalStructure/PW C000874

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

4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
type: SmallMoleculeReference
xref: Reference/CAS 7448-02-4
xref: Reference/BioCyc 44-DIMETHYL-5ALPHA-CHOLEST-7-EN-3BET
xref: Reference/ChemSpider 25994967
xref: Reference/PubChem-compound 50990081
xref: Reference/KEGG Compound C05108
xref: Reference/ChEBI CHEBI 18364
xref: Reference/HMDB HMDB0001286
chemical formula: C29H48O
molecular weight: 412.3705
structure: ChemicalStructure/PW C000994

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

Reference/UniProt P54868
type: UnificationXref
id: P54868
db: UniProt

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

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

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

Reference/ChEBI CHEBI 18367
type: UnificationXref
id: CHEBI:18367
db: ChEBI

Hydroxymethylglutaryl-CoA synthase, mitochondrial
type: ProteinReference
xref: Reference/UniProt P54868
organism: Homo sapiens

Reference/ChemSpider 1032
type: UnificationXref
id: 1032
db: ChemSpider

Reference/ChEBI CHEBI 18364
type: UnificationXref
id: CHEBI:18364
db: ChEBI

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

Reference/CAS 150-97-0
type: UnificationXref
id: 150-97-0
db: CAS

Reference/UniProt P37268
type: UnificationXref
id: P37268
db: UniProt

Reference/CAS 434-16-2
type: UnificationXref
id: 434-16-2
db: CAS

Geranyl-PP
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Geranyl-PP

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

ReactionCatalysis610
type: Catalysis
controller: Sterol O-acyltransferase 1
controlled: 3.1.1.13
control type: ACTIVATION

ReactionCatalysis611
type: Catalysis
controller: Lysosomal acid lipase/cholesteryl ester hydrolase
controlled: 3.1.1.13
control type: ACTIVATION

Reference/ChemSpider 388534
type: UnificationXref
id: 388534
db: ChemSpider

Reference/KEGG Compound C01107
type: UnificationXref
id: C01107
db: KEGG Compound

Lanosterol
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 16521
xref: Reference/KEGG Compound C01724
xref: Reference/PubChem-compound 246983
xref: Reference/BioCyc LANOSTEROL
xref: Reference/HMDB HMDB0001251
xref: Reference/ChemSpider 216175
xref: Reference/CAS 79-63-0
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C000966

ReactionCatalysis530
type: Catalysis
controller: Diphosphomevalonate decarboxylase
controlled: 4.1.1.33
control type: ACTIVATION

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

Reference/CAS 763-10-0
type: UnificationXref
id: 763-10-0
db: CAS

ChemicalStructure/PW C000908
type: ChemicalStructure
structure format: SMILES

Adenosine triphosphate
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Adenosine triphosphate

Reference/KEGG Compound C00011
type: UnificationXref
id: C00011
db: KEGG Compound

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

24,25-Dihydrolanosterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 24,25-Dihydrolanosterol

Reference/ChemSpider 388531
type: UnificationXref
id: 388531
db: ChemSpider

Squalene monooxygenase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Squalene monooxygenase

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

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

Compound/PW C000170 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: Pyrophosphate
stoichiometric coefficient: 2.0

Delta(24)-sterol reductase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Delta(24)-sterol reductase

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

Reference/BioCyc 3-HYDROXY-3-METHYL-GLUTARYL-COA
type: UnificationXref
id: 3-HYDROXY-3-METHYL-GLUTARYL-COA
db: BioCyc

Sterol O-acyltransferase 1
type: ProteinReference
xref: Reference/UniProt P35610
organism: Homo sapiens

ReactionCatalysis527
type: Catalysis
controller: Phosphomevalonate kinase
controlled: 2.7.4.2
control type: ACTIVATION

Lathosterol oxidase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Lathosterol oxidase

Acetyl-CoA acetyltransferase, cytosolic
type: ProteinReference
xref: Reference/UniProt Q9BWD1
organism: Homo sapiens

(R)-5-Diphosphomevalonic acid
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001090
xref: Reference/BioCyc CPD-641
xref: Reference/ChEBI CHEBI 15899
xref: Reference/PubChem-compound 439418
xref: Reference/KEGG Compound C01143
xref: Reference/ChemSpider 388531
chemical formula: C6H14O10P2
molecular weight: 308.00623
structure: ChemicalStructure/PW C000857

Zymosterol intermediate 2
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Zymosterol intermediate 2

Compound/PW C002962 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 24,25-Dihydrolanosterol
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 1949
type: UnificationXref
id: CHEBI:1949
db: ChEBI

Reference/PubChem-compound 445995
type: UnificationXref
id: 445995
db: PubChem-compound

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

Reference/PubChem-compound 443212
type: UnificationXref
id: 443212
db: PubChem-compound

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

Lanosterol 14-alpha demethylase
type: ProteinReference
xref: Reference/UniProt Q16850
organism: Homo sapiens

Reference/ChemSpider 388662
type: UnificationXref
id: 388662
db: ChemSpider

Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating
type: ProteinReference
xref: Reference/UniProt Q15738
organism: Homo sapiens

Reference/KEGG Compound C00024
type: UnificationXref
id: C00024
db: KEGG Compound

Squalene synthase
type: ProteinReference
xref: Reference/UniProt P37268
organism: Homo sapiens

Methylsterol monooxygenase 1
type: ProteinReference
xref: Reference/UniProt Q15800
organism: Homo sapiens

SubPathwayInteraction98
type: Interaction
name: SubPathwayReaction
name: SubPathway98Reaction
participant: Cholesterol

Delta(14)-sterol reductase
type: ProteinReference
xref: Reference/UniProt O76062
organism: Homo sapiens

SubPathwayInteraction97
type: Interaction
name: SubPathway97Reaction
name: SubPathwayReaction
participant: Cholesterol

Acetyl-CoA acetyltransferase, cytosolic
type: Complex
component stoichiometry: Protein/13 Cytoplasm/Stoichiometry/4.0
cellular location: Cytoplasm
component: Acetyl-CoA acetyltransferase, cytosolic

Lathosterol oxidase
type: ProteinReference
xref: Reference/UniProt O75845
organism: Homo sapiens

Reference/BioCyc 44-DIMETHYL-CHOLESTA-812-24-TRIENOL
type: UnificationXref
id: 44-DIMETHYL-CHOLESTA-812-24-TRIENOL
db: BioCyc

ReactionCatalysis517
type: Catalysis
controller: Acetyl-CoA acetyltransferase, cytosolic
controlled: 2.3.1.9
control type: ACTIVATION

Compound/PW C000940 Cytoplasm/Stoichiometry/2.0
type: Stoichiometry
physical entity: Acetyl-CoA
stoichiometric coefficient: 2.0

Reference/PubChem-compound 65728
type: UnificationXref
id: 65728
db: PubChem-compound

ReactionCatalysis2089
type: Catalysis
controller: Hydroxymethylglutaryl-CoA synthase, mitochondrial
controlled: 2.3.3.10
control type: ACTIVATION

Reference/UniProt Q15800
type: UnificationXref
id: Q15800
db: UniProt

Reference/BioCyc CPD-499
type: UnificationXref
id: CPD-499
db: BioCyc

Reference/PubChem-compound 647
type: UnificationXref
id: 647
db: PubChem-compound

Reference/ChemSpider 388517
type: UnificationXref
id: 388517
db: ChemSpider

Reference/UniProt P53602
type: UnificationXref
id: P53602
db: UniProt

4,4-Dimethyl-5a-cholesta-8-en-3b-ol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C15915
xref: Reference/PubChem-compound 23724604
xref: Reference/ChemSpider 30792004
xref: Reference/HMDB HMDB0006840
chemical formula: C29H50O
molecular weight: 414.38617
structure: ChemicalStructure/PW C002963

Reference/CAS 372-97-4
type: UnificationXref
id: 372-97-4
db: CAS

5a-Cholest-8-en-3b-ol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 101770
xref: Reference/KEGG Compound C03845
xref: Reference/ChemSpider 91952
xref: Reference/CAS 566-97-2
xref: Reference/HMDB HMDB0006841
xref: Reference/ChEBI CHEBI 16608
xref: Reference/BioCyc CPD-8621
chemical formula: C27H46O
molecular weight: 386.35486
structure: ChemicalStructure/PW C002964

5a-Cholesta-7,24-dien-3b-ol
type: SmallMoleculeReference
xref: Reference/BioCyc 5-ALPHA-CHOLESTA-724-DIEN-3-BETA-OL
xref: Reference/PubChem-compound 440670
xref: Reference/ChEBI CHEBI 16290
xref: Reference/ChemSpider 389550
xref: Reference/CAS 651-54-7
xref: Reference/KEGG Compound C05439
xref: Reference/HMDB HMDB0006842
chemical formula: C27H44O
molecular weight: 384.3392
structure: ChemicalStructure/PW C002965

Reference/ChemSpider 59151
type: UnificationXref
id: 59151
db: ChemSpider

Reference/HMDB HMDB0001343
type: UnificationXref
id: HMDB0001343
db: HMDB

ChemicalStructure/PW C000175
type: ChemicalStructure
structure format: SMILES
structure data: CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C

ChemicalStructure/PW C001142
type: ChemicalStructure
structure format: SMILES

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

Reference/HMDB HMDB0000256
type: UnificationXref
id: HMDB0000256
db: HMDB

Lanosterol synthase
type: ProteinReference
xref: Reference/UniProt P48449
organism: Homo sapiens

Mevalonic acid-5P
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Mevalonic acid-5P

Vitamin D3
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Vitamin D3

Reference/HMDB HMDB0001347
type: UnificationXref
id: HMDB0001347
db: HMDB

Compound/PW C001316 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Carbon dioxide
stoichiometric coefficient: 1.0

Reference/ChemSpider 114943
type: UnificationXref
id: 114943
db: ChemSpider

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

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

Compound/PW C003009 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4a-Methylzymosterol-4-carboxylic acid
stoichiometric coefficient: 1.0

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

Reference/BioCyc GERANYL-PP
type: UnificationXref
id: GERANYL-PP
db: BioCyc

Farnesyl pyrophosphate synthase
type: Complex
component stoichiometry: Protein/875 Cytoplasm/Stoichiometry/2.0
cellular location: Cytoplasm
component: Farnesyl pyrophosphate synthase

ChemicalStructure/PW C001034
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 10148626
type: UnificationXref
id: 10148626
db: ChemSpider

3-keto-steroid reductase
type: ProteinReference
xref: Reference/UniProt P56937
organism: Homo sapiens

Reference/HMDB HMDB0006927
type: UnificationXref
id: HMDB0006927
db: HMDB

Reference/HMDB HMDB0003896
type: UnificationXref
id: HMDB0003896
db: HMDB

3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase

ChemicalStructure/PW C001036
type: ChemicalStructure
structure format: SMILES
structure data: C[C@@](O)(CCOP(O)(O)=O)CC(O)=O

Protein/874 Cytoplasm/Stoichiometry/6.0
type: Stoichiometry
physical entity: Geranylgeranyl pyrophosphate synthase
stoichiometric coefficient: 6.0

Mevalonic acid
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Mevalonic acid

Compound/PW C002965 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5a-Cholesta-7,24-dien-3b-ol
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0000142
type: UnificationXref
id: HMDB0000142
db: HMDB

Farnesyl pyrophosphate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00448
xref: Reference/HMDB HMDB0000961
xref: Reference/ChemSpider 393270
xref: Reference/ChEBI CHEBI 17407
xref: Reference/CAS 372-97-4
xref: Reference/BioCyc FARNESYL-PP
xref: Reference/PubChem-compound 445713
chemical formula: C15H28O7P2
molecular weight: 382.13104
structure: ChemicalStructure/PW C000768

Reference/PubChem-compound 53477723
type: UnificationXref
id: 53477723
db: PubChem-compound

Reference/CAS 7448-02-4
type: UnificationXref
id: 7448-02-4
db: CAS

Compound/PW C000022 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7-Dehydrocholesterol
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 18252
type: UnificationXref
id: CHEBI:18252
db: ChEBI

Reference/KEGG Compound C01143
type: UnificationXref
id: C01143
db: KEGG Compound

Reference/UniProt Q15392
type: UnificationXref
id: Q15392
db: UniProt

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

Reference/ChEBI CHEBI 17168
type: UnificationXref
id: CHEBI:17168
db: ChEBI

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

Reference/KEGG Compound C00058
type: UnificationXref
id: C00058
db: KEGG Compound

Reference/ChemSpider 436
type: UnificationXref
id: 436
db: ChemSpider

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

Reference/CAS 9029-62-3
type: UnificationXref
id: 9029-62-3
db: CAS

ChemicalStructure/PW C002697
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000152
type: ChemicalStructure
structure format: SMILES
structure data: CC(O)(CCO)CC(O)=O

Reference/BioCyc 44-DIMETHYL-5ALPHA-CHOLEST-7-EN-3BET
type: UnificationXref
id: 44-DIMETHYL-5ALPHA-CHOLEST-7-EN-3BET
db: BioCyc

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

Adenosine diphosphate
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Adenosine diphosphate

Reference/HMDB HMDB0001120
type: UnificationXref
id: HMDB0001120
db: HMDB

ChemicalStructure/PW C001360
type: ChemicalStructure
structure format: SMILES

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

3-Hydroxy-3-methylglutaryl-coenzyme A reductase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: 3-Hydroxy-3-methylglutaryl-coenzyme A reductase

Reference/HMDB HMDB0001484
type: UnificationXref
id: HMDB0001484
db: HMDB

Reference/HMDB HMDB0000032
type: UnificationXref
id: HMDB0000032
db: HMDB

Reference/PubChem-compound 101770
type: UnificationXref
id: 101770
db: PubChem-compound

Reference/BioCyc CPD-4211
type: UnificationXref
id: CPD-4211
db: BioCyc

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

Reference/BioCyc CPD-4578
type: UnificationXref
id: CPD-4578
db: BioCyc

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

Reference/BioCyc FARNESYL-PP
type: UnificationXref
id: FARNESYL-PP
db: BioCyc

7-Dehydrodesmosterol
type: SmallMoleculeReference
xref: Reference/ChemSpider 389458
xref: Reference/HMDB HMDB0003896
xref: Reference/ChEBI CHEBI 27910
xref: Reference/KEGG Compound C05107
xref: Reference/CAS 1715-86-2
xref: Reference/PubChem-compound 440558
chemical formula: C27H42O
molecular weight: 382.32358
structure: ChemicalStructure/PW C001989

Pyrophosphate
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Pyrophosphate

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

Reference/CAS 70741-38-7
type: UnificationXref
id: 70741-38-7
db: CAS

ChemicalStructure/PW C000047
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 30792004
type: UnificationXref
id: 30792004
db: ChemSpider

3-Keto-4-methylzymosterol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C15816
xref: Reference/HMDB HMDB0006838
xref: Reference/ChEBI CHEBI 505093
xref: Reference/BioCyc CPD-4578
xref: Reference/PubChem-compound 53477900
chemical formula: C28H44O
molecular weight: 396.3392
structure: ChemicalStructure/PW C002961

24,25-Dihydrolanosterol
type: SmallMoleculeReference
xref: Reference/BioCyc CPD-8606
xref: Reference/HMDB HMDB0006839
xref: Reference/PubChem-compound 440560
xref: Reference/CAS 79-62-9
xref: Reference/KEGG Compound C05109
xref: Reference/ChemSpider 389460
xref: Reference/ChEBI CHEBI 28113
chemical formula: C30H52O
molecular weight: 428.40182
structure: ChemicalStructure/PW C002962

Reference/HMDB HMDB0001251
type: UnificationXref
id: HMDB0001251
db: HMDB

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

Reference/HMDB HMDB0001375
type: UnificationXref
id: HMDB0001375
db: HMDB

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

Reference/CAS 7448-03-5
type: UnificationXref
id: 7448-03-5
db: CAS

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

Reference/PubChem-compound 53477900
type: UnificationXref
id: 53477900
db: PubChem-compound

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

ChemicalStructure/PW C040705
type: ChemicalStructure
structure format: SMILES
structure data: CCCCCCCCCCCCCCCC(O)=O

ChemicalStructure/PW C040704
type: ChemicalStructure
structure format: SMILES

3-Hydroxy-3-methylglutaryl-CoA
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 3-Hydroxy-3-methylglutaryl-CoA

Carbon dioxide
type: SmallMoleculeReference
xref: Reference/PubChem-compound 280
xref: Reference/ChEBI CHEBI 16526
xref: Reference/ChemSpider 274
xref: Reference/HMDB HMDB0001967
xref: Reference/CAS 124-38-9
xref: Reference/KEGG Compound C00011
chemical formula: CO2
molecular weight: 43.98983
structure: ChemicalStructure/PW C001316

Reference/KEGG Compound C01164
type: UnificationXref
id: C01164
db: KEGG Compound

Compound/PW C000993 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Geranyl-PP
stoichiometric coefficient: 1.0

Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 2.0

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

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

Reference/HMDB HMDB0006838
type: UnificationXref
id: HMDB0006838
db: HMDB

Compound/PW C002697 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Zymosterol intermediate 2
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0006839
type: UnificationXref
id: HMDB0006839
db: HMDB

Compound/PW C000857 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: (R)-5-Diphosphomevalonic acid
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 27910
type: UnificationXref
id: CHEBI:27910
db: ChEBI

Butyrate Metabolism
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway91
pathway component: SubPathwayInteraction91
xref: Reference/SMPDB SMP0000073
xref: Reference/PathWhiz PW000014
name: SubPathway

Compound/PW C000699 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Vitamin D3
stoichiometric coefficient: 1.0

Compound/PW C001142 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Acetoacetyl-CoA
stoichiometric coefficient: 1.0

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

ChemicalStructure/PW C001063
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0001023
type: UnificationXref
id: HMDB0001023
db: HMDB

Reference/PubChem-compound 53477909
type: UnificationXref
id: 53477909
db: PubChem-compound

ChemicalStructure/PW C000092
type: ChemicalStructure
structure format: SMILES
structure data: OC=O

Reference/CAS 14265-44-2
type: UnificationXref
id: 14265-44-2
db: CAS

Isopentenyl-diphosphate Delta-isomerase 1
type: Protein
cellular location: Peroxisome
entity reference: Isopentenyl-diphosphate Delta-isomerase 1

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

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

Reference/UniProt P14324
type: UnificationXref
id: P14324
db: UniProt

Reference/KEGG Compound C01054
type: UnificationXref
id: C01054
db: KEGG Compound

Farnesyl pyrophosphate synthase
type: ProteinReference
xref: Reference/UniProt P14324
organism: Homo sapiens

Hydroxymethylglutaryl-CoA synthase, mitochondrial
type: Protein
cellular location: Cytoplasm
entity reference: Hydroxymethylglutaryl-CoA synthase, mitochondrial

Geranylgeranyl pyrophosphate synthase
type: ProteinReference
xref: Reference/UniProt O95749
organism: Homo sapiens

ChemicalStructure/PW C003009
type: ChemicalStructure
structure format: SMILES

Desmosterol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C01802
xref: Reference/PubChem-compound 439577
xref: Reference/ChEBI CHEBI 17737
xref: Reference/CAS 313-04-2
xref: Reference/ChemSpider 388662
xref: Reference/HMDB HMDB0002719
xref: Reference/BioCyc CPD-4141
chemical formula: C27H44O
molecular weight: 384.3392
structure: ChemicalStructure/PW C001690

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

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

Mevalonate kinase
type: ProteinReference
xref: Reference/UniProt Q03426
organism: Homo sapiens

Compound/PW C001039 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Isopentenyl pyrophosphate
stoichiometric coefficient: 1.0

Compound/PW C000874 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Dimethylallylpyrophosphate
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0006840
type: UnificationXref
id: HMDB0006840
db: HMDB

Reference/HMDB HMDB0006841
type: UnificationXref
id: HMDB0006841
db: HMDB

Reference/HMDB HMDB0006842
type: UnificationXref
id: HMDB0006842
db: HMDB

Compound/PW C000946 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4a-Methylzymosterol
stoichiometric coefficient: 1.0

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

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

Reference/PubChem-compound 444493
type: UnificationXref
id: 444493
db: PubChem-compound

Reference/KEGG Compound C01189
type: UnificationXref
id: C01189
db: KEGG Compound

ChemicalStructure/PW C001039
type: ChemicalStructure
structure format: SMILES
structure data: CC(=C)CCOP(O)(=O)OP(O)(O)=O

Reference/CAS 64-18-6
type: UnificationXref
id: 64-18-6
db: CAS

4,4-Dimethylcholesta-8,14,24-trienol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 4,4-Dimethylcholesta-8,14,24-trienol

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

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

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

Compound/PW C000946 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4a-Methylzymosterol
stoichiometric coefficient: 1.0

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

Reference/PubChem-compound 22212495
type: UnificationXref
id: 22212495
db: PubChem-compound

Compound/PW C000152 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Mevalonic acid
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0001285
type: UnificationXref
id: HMDB0001285
db: HMDB

Reference/HMDB HMDB0001286
type: UnificationXref
id: HMDB0001286
db: HMDB

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

Isopentenyl-diphosphate Delta-isomerase 1
type: ProteinReference
xref: Reference/UniProt Q13907
organism: Homo sapiens

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

Vitamin D3
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 28940
xref: Reference/PubChem-compound 5280795
xref: Reference/ChemSpider 4444353
xref: Reference/HMDB HMDB0000876
xref: Reference/CAS 67-97-0
xref: Reference/KEGG Compound C05443
chemical formula: C27H44O
molecular weight: 384.3392
structure: ChemicalStructure/PW C000699

Reference/KEGG Compound C05437
type: UnificationXref
id: C05437
db: KEGG Compound

Reference/KEGG Compound C05439
type: UnificationXref
id: C05439
db: KEGG Compound

Reference/ChemSpider 627
type: UnificationXref
id: 627
db: ChemSpider

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

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

Reference/HMDB HMDB0002027
type: UnificationXref
id: HMDB0002027
db: HMDB

3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
type: ProteinReference
xref: Reference/UniProt Q15125
organism: Homo sapiens

8-Dehydrocholesterol
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 8-Dehydrocholesterol

Reference/UniProt Q13907
type: UnificationXref
id: Q13907
db: UniProt

Reference/UniProt P48449
type: UnificationXref
id: P48449
db: UniProt

Reference/HMDB HMDB0001170
type: UnificationXref
id: HMDB0001170
db: HMDB

Isopentenyl pyrophosphate
type: SmallMolecule
cellular location: Peroxisome
entity reference: Isopentenyl pyrophosphate

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

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

Reference/BioCyc CPD-8621
type: UnificationXref
id: CPD-8621
db: BioCyc

Reference/KEGG Compound C05443
type: UnificationXref
id: C05443
db: KEGG Compound

Reference/BioCyc CPD-4141
type: UnificationXref
id: CPD-4141
db: BioCyc

8-Dehydrocholesterol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0002027
xref: Reference/CAS 70741-38-7
xref: Reference/PubChem-compound 129846
xref: Reference/ChemSpider 114943
chemical formula: C27H44O
molecular weight: 384.3392
structure: ChemicalStructure/PW C001360

Reference/CAS 80-99-9
type: UnificationXref
id: 80-99-9
db: CAS

5a-Cholesta-7,24-dien-3b-ol
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 5a-Cholesta-7,24-dien-3b-ol

Valine, Leucine, and Isoleucine Degradation
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway93
pathway component: SubPathwayInteraction93
xref: Reference/SMPDB SMP0000032
xref: Reference/PathWhiz PW000051
name: SubPathway

4a-Methylzymosterol-4-carboxylic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 4a-Methylzymosterol-4-carboxylic acid

Zymosterol intermediate 2
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0006271
xref: Reference/ChemSpider 83724
xref: Reference/KEGG Compound C05437
xref: Reference/ChEBI CHEBI 18252
xref: Reference/CAS 128-33-6
xref: Reference/PubChem-compound 92746
chemical formula: C27H44O
molecular weight: 384.3392
structure: ChemicalStructure/PW C002697

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

Reaction995
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000699 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000022 Cytoplasm/Stoichiometry/1.0
right: Vitamin D3
spontaneous: true
left: 7-Dehydrocholesterol
name: 7-Dehydrocholesterol → Vitamin D3
conversion direction: LEFT_TO_RIGHT

Reaction996
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001360 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000022 Cytoplasm/Stoichiometry/1.0
right: 8-Dehydrocholesterol
spontaneous: true
left: 7-Dehydrocholesterol
name: 7-Dehydrocholesterol → 8-Dehydrocholesterol
conversion direction: LEFT_TO_RIGHT

1.3.1.72
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001690 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
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 C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Cholesterol
right: NADP
spontaneous: false
EC number: 1.3.1.72
left: Desmosterol
left: NADPH
name: Desmosterol + NADPH ↔ Cholesterol + NADP
conversion direction: REVERSIBLE

Mevalonic acid
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 25351
xref: Reference/PubChem-compound 449
xref: Reference/CAS 150-97-0
xref: Reference/KEGG Compound C00418
xref: Reference/HMDB HMDB0000227
xref: Reference/BioCyc MEVALONATE
xref: Reference/ChemSpider 436
chemical formula: C6H12O4
molecular weight: 148.07356
structure: ChemicalStructure/PW C000152

1.3.1.72
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001989 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000022 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 7-Dehydrocholesterol
right: NADP
spontaneous: false
EC number: 1.3.1.72
left: 7-Dehydrodesmosterol
left: NADPH
name: 7-Dehydrodesmosterol + NADPH ↔ 7-Dehydrocholesterol + NADP
conversion direction: REVERSIBLE

Bile Acid Biosynthesis
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway98
pathway component: SubPathwayInteraction98
xref: Reference/PathWhiz PW000145
xref: Reference/SMPDB SMP0000035
name: SubPathway

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

Fatty acid
type: SmallMolecule
cellular location: Lysosome
entity reference: Fatty acid

Delta(24)-sterol reductase
type: ProteinReference
xref: Reference/UniProt Q15392
organism: Homo sapiens

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

Phosphomevalonate kinase
type: ProteinReference
xref: Reference/UniProt Q15126
organism: Homo sapiens

Protein/13 Cytoplasm/Stoichiometry/4.0
type: Stoichiometry
physical entity: Acetyl-CoA acetyltransferase, cytosolic
stoichiometric coefficient: 4.0

ChemicalStructure/PW C000699
type: ChemicalStructure
structure format: SMILES

Acetyl-CoA acetyltransferase, cytosolic
type: Protein
cellular location: Cytoplasm
entity reference: Acetyl-CoA acetyltransferase, cytosolic

Reference/PubChem-compound 92746
type: UnificationXref
id: 92746
db: PubChem-compound

Diphosphomevalonate decarboxylase
type: ProteinReference
xref: Reference/UniProt P53602
organism: Homo sapiens

Reference/HMDB HMDB0002719
type: UnificationXref
id: HMDB0002719
db: HMDB

Compound/PW C000966 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Lanosterol
stoichiometric coefficient: 1.0

Desmosterol
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Desmosterol

Reference/ChemSpider 393270
type: UnificationXref
id: 393270
db: ChemSpider

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

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

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

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

Reference/BioCyc 7-DEHYDRO-CHOLESTEROL
type: UnificationXref
id: 7-DEHYDRO-CHOLESTEROL
db: BioCyc

ReactionCatalysis258
type: Catalysis
controller: Lanosterol synthase
controlled: 5.4.99.7
control type: ACTIVATION

Dimethylallylpyrophosphate
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Dimethylallylpyrophosphate

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

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

Lysosome
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005764

Reference/CAS 1553-55-5
type: UnificationXref
id: 1553-55-5
db: CAS

Reference/CAS 358-72-5
type: UnificationXref
id: 358-72-5
db: CAS

Reference/KEGG Compound C05107
type: UnificationXref
id: C05107
db: KEGG Compound

Compound/PW C000175 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Squalene
stoichiometric coefficient: 1.0

Reference/KEGG Compound C05109
type: UnificationXref
id: C05109
db: KEGG Compound

Reference/KEGG Compound C05108
type: UnificationXref
id: C05108
db: KEGG Compound

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

Reference/KEGG Compound C05103
type: UnificationXref
id: C05103
db: KEGG Compound

ChemicalStructure/PW C002964
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002965
type: ChemicalStructure
structure format: SMILES

Cholesterol Ester
type: SmallMolecule
cellular location: Peroxisome
entity reference: Cholesterol Ester

Reference/CAS 79-63-0
type: UnificationXref
id: 79-63-0
db: CAS

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

(R)-5-Diphosphomevalonic acid
type: SmallMolecule
cellular location: Peroxisome
entity reference: (R)-5-Diphosphomevalonic acid

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

Reference/ChemSpider 278
type: UnificationXref
id: 278
db: ChemSpider

Reference/ChemSpider 91952
type: UnificationXref
id: 91952
db: ChemSpider

Fatty Acid Metabolism
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway96
pathway component: SubPathwayInteraction96
xref: Reference/SMPDB SMP0000051
xref: Reference/PathWhiz PW000023
name: SubPathway

Reference/ChemSpider 274
type: UnificationXref
id: 274
db: ChemSpider

Reference/ChEBI CHEBI 505093
type: UnificationXref
id: CHEBI:505093
db: ChEBI

3-keto-steroid reductase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3-keto-steroid reductase

Reference/BioCyc CPD-641
type: UnificationXref
id: CPD-641
db: BioCyc

Phosphate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00009
xref: Reference/PubChem-compound 1061
xref: Reference/CAS 14265-44-2
xref: Reference/HMDB HMDB0001429
xref: Reference/BioCyc CPD-8587
xref: Reference/ChEBI CHEBI 18367
xref: Reference/ChemSpider 1032
chemical formula: H3O4P
molecular weight: 97.9769
structure: ChemicalStructure/PW C001104

3-Hydroxy-3-methylglutaryl-coenzyme A reductase
type: ProteinReference
xref: Reference/UniProt P04035
organism: Homo sapiens

Adenosine triphosphate
type: SmallMolecule
cellular location: Peroxisome
entity reference: Adenosine triphosphate

7-Dehydrocholesterol
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 7-Dehydrocholesterol

Tryptophan Metabolism
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway94
pathway component: SubPathwayInteraction94
xref: Reference/PathWhiz PW000163
xref: Reference/SMPDB SMP0000063
name: SubPathway

Reference/ChemSpider 25994967
type: UnificationXref
id: 25994967
db: ChemSpider

Pyruvate Metabolism
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway92
pathway order: SubPathwayInteractionSteps/SubPathway95
pathway component: SubPathwayInteraction92
pathway component: SubPathwayInteraction95
xref: Reference/SMPDB SMP0000060
xref: Reference/PathWhiz PW000054
name: SubPathway

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

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

7-Dehydrocholesterol
type: SmallMoleculeReference
xref: Reference/ChemSpider 388534
xref: Reference/PubChem-compound 439423
xref: Reference/ChEBI CHEBI 17759
xref: Reference/CAS 434-16-2
xref: Reference/KEGG Compound C01164
xref: Reference/BioCyc 7-DEHYDRO-CHOLESTEROL
xref: Reference/HMDB HMDB0000032
chemical formula: C27H44O
molecular weight: 384.3392
structure: ChemicalStructure/PW C000022

Acetyl-CoA
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Acetyl-CoA
name: SubPathwayOutput

Reaction957
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001039 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000874 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000993 Cytoplasm/Stoichiometry/1.0
right: Geranyl-PP
right: Pyrophosphate
spontaneous: false
left: Dimethylallylpyrophosphate
left: Isopentenyl pyrophosphate
name: Dimethylallylpyrophosphate + Isopentenyl pyrophosphate → Geranyl-PP + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

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

Reference/PubChem-compound 449
type: UnificationXref
id: 449
db: PubChem-compound

Mevalonic acid-5P
type: SmallMolecule
cellular location: Peroxisome
entity reference: Mevalonic acid-5P

Reference/PubChem-compound 50990081
type: UnificationXref
id: 50990081
db: PubChem-compound

Isopentenyl pyrophosphate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00129
xref: Reference/ChemSpider 1158
xref: Reference/PubChem-compound 1195
xref: Reference/CAS 358-71-4
xref: Reference/HMDB HMDB0001347
xref: Reference/ChEBI CHEBI 16584
chemical formula: C5H12O7P2
molecular weight: 246.00583
structure: ChemicalStructure/PW C001039

Compound/PW C001690 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Desmosterol
stoichiometric coefficient: 1.0

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

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

ChemicalStructure/PW C001104
type: ChemicalStructure
structure format: SMILES
structure data: OP(O)(O)=O

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

Reference/CAS 124-38-9
type: UnificationXref
id: 124-38-9
db: CAS

Reference/ChEBI CHEBI 16608
type: UnificationXref
id: CHEBI:16608
db: ChEBI

Reference/GENE ONTOLOGY GO 0005764
type: UnificationXref
id: GO:0005764
db: GENE ONTOLOGY

Compound/PW C000994 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
stoichiometric coefficient: 1.0

Compound/PW C001036 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Mevalonic acid-5P
stoichiometric coefficient: 1.0

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

1.14.13.72
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/4.0
participant stoichiometry: Compound/PW C000994 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C003009 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
right: Water
right: 4a-Methylzymosterol-4-carboxylic acid
right: NADP
spontaneous: false
EC number: 1.14.13.72
left: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
left: Oxygen
left: NADPH
name: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + 3 NADPH + 3 Oxygen → 4a-Methylzymosterol-4-carboxylic acid + 3 NADP + 4 Water
conversion direction: LEFT_TO_RIGHT

1.1.1.170
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002961 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C003009 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001316 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Carbon dioxide
right: NADPH
right: 3-Keto-4-methylzymosterol
spontaneous: false
EC number: 1.1.1.170
left: 4a-Methylzymosterol-4-carboxylic acid
left: NADP
name: 4a-Methylzymosterol-4-carboxylic acid + NADP → 3-Keto-4-methylzymosterol + Carbon dioxide + NADPH
conversion direction: LEFT_TO_RIGHT

1.3.1.70
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000809 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000994 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
right: NADP
spontaneous: false
EC number: 1.3.1.70
left: NADPH
left: 4,4-Dimethylcholesta-8,14,24-trienol
name: 4,4-Dimethylcholesta-8,14,24-trienol + NADPH → 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + NADP
conversion direction: LEFT_TO_RIGHT

1.3.1.72
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002963 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000994 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 4,4-Dimethyl-5a-cholesta-8-en-3b-ol
right: NADP
spontaneous: false
EC number: 1.3.1.72
left: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
left: NADPH
name: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + NADPH → 4,4-Dimethyl-5a-cholesta-8-en-3b-ol + NADP
conversion direction: LEFT_TO_RIGHT

1.3.1.72
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002962 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000966 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 24,25-Dihydrolanosterol
right: NADP
spontaneous: false
EC number: 1.3.1.72
left: Lanosterol
left: NADPH
name: Lanosterol + NADPH ↔ 24,25-Dihydrolanosterol + NADP
conversion direction: REVERSIBLE

Reference/ChEBI CHEBI 15899
type: UnificationXref
id: CHEBI:15899
db: ChEBI

1.14.13.70
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000092 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/4.0
participant stoichiometry: Compound/PW C000809 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000966 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
right: Water
right: Formic acid
right: 4,4-Dimethylcholesta-8,14,24-trienol
right: NADP
spontaneous: false
EC number: 1.14.13.70
left: Lanosterol
left: Oxygen
left: NADPH
name: Lanosterol + 3 NADPH + 3 Oxygen → 4,4-Dimethylcholesta-8,14,24-trienol + Formic acid + 3 NADP + 4 Water
conversion direction: LEFT_TO_RIGHT

Reference/HMDB HMDB0001429
type: UnificationXref
id: HMDB0001429
db: HMDB

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

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000022
type: ChemicalStructure
structure format: SMILES

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

Reference/SMPDB SMP0000051
type: UnificationXref
id: SMP0000051
db: SMPDB

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

Reference/UniProt O76062
type: UnificationXref
id: O76062
db: UniProt

Reference/PubChem-compound 5280795
type: UnificationXref
id: 5280795
db: PubChem-compound

Zymosterol intermediate 2
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Zymosterol intermediate 2

Reference/HMDB HMDB0000227
type: UnificationXref
id: HMDB0000227
db: HMDB

Reference/ChemSpider 393471
type: UnificationXref
id: 393471
db: ChemSpider

Reaction739
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001039 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000768 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000993 Cytoplasm/Stoichiometry/1.0
right: Farnesyl pyrophosphate
right: Pyrophosphate
spontaneous: false
left: Isopentenyl pyrophosphate
left: Geranyl-PP
name: Geranyl-PP + Isopentenyl pyrophosphate → Farnesyl pyrophosphate + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

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

Reference/BioCyc CPD-8606
type: UnificationXref
id: CPD-8606
db: BioCyc

Compound/PW C001989 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7-Dehydrodesmosterol
stoichiometric coefficient: 1.0

5a-Cholesta-7,24-dien-3b-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 5a-Cholesta-7,24-dien-3b-ol

1.3.1.72
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000908 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002965 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Lathosterol
right: NADP
spontaneous: false
EC number: 1.3.1.72
left: 5a-Cholesta-7,24-dien-3b-ol
left: NADPH
name: 5a-Cholesta-7,24-dien-3b-ol + NADPH ↔ Lathosterol + NADP
conversion direction: REVERSIBLE

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

Reaction978
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002965 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001989 Cytoplasm/Stoichiometry/1.0
right: 7-Dehydrodesmosterol
spontaneous: false
left: 5a-Cholesta-7,24-dien-3b-ol
name: 5a-Cholesta-7,24-dien-3b-ol → 7-Dehydrodesmosterol
conversion direction: LEFT_TO_RIGHT

Compound/PW C001063 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Hydroxy-3-methylglutaryl-CoA
stoichiometric coefficient: 1.0

1.1.1.34
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001063 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000152 Endoplasmic Reticulum/Stoichiometry/1.0
right: NADP
right: Mevalonic acid
right: Coenzyme A
spontaneous: false
EC number: 1.1.1.34
left: 3-Hydroxy-3-methylglutaryl-CoA
left: NADPH
name: 3-Hydroxy-3-methylglutaryl-CoA + NADPH → Coenzyme A + Mevalonic acid + NADP
conversion direction: LEFT_TO_RIGHT

2.7.1.36
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001036 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000152 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Cytoplasm/Stoichiometry/1.0
right: Mevalonic acid-5P
right: Adenosine diphosphate
spontaneous: false
EC number: 2.7.1.36
left: Adenosine triphosphate
left: Mevalonic acid
name: Adenosine triphosphate + Mevalonic acid → Adenosine diphosphate + Mevalonic acid-5P
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C001316
type: ChemicalStructure
structure format: SMILES
structure data: O=C=O

Cholesterol Ester
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0061374
chemical formula: C43H74O2
molecular weight: 622.5689
structure: ChemicalStructure/PW C040704

Compound/PW C002697 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Zymosterol intermediate 2
stoichiometric coefficient: 1.0

Fatty acid
type: SmallMoleculeReference
xref: Reference/PubChem-compound 985
xref: Reference/KEGG Compound C00249
xref: Reference/ChemSpider 960
xref: Reference/HMDB HMDB0061373
xref: Reference/ChEBI CHEBI 15756
xref: Reference/CAS 57-10-3
chemical formula: C16H32O2
molecular weight: 256.24023
structure: ChemicalStructure/PW C040705

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

Reference/ChEBI CHEBI 28940
type: UnificationXref
id: CHEBI:28940
db: ChEBI

Acetoacetyl-CoA
type: SmallMoleculeReference
xref: Reference/BioCyc ACETOACETYL-COA
xref: Reference/PubChem-compound 439214
xref: Reference/ChEBI CHEBI 15345
xref: Reference/CAS 1420-36-6
xref: Reference/HMDB HMDB0001484
xref: Reference/KEGG Compound C00332
xref: Reference/ChemSpider 388353
chemical formula: C25H40N7O18P3S
molecular weight: 851.13635
structure: ChemicalStructure/PW C001142

Reference/BioCyc 4-METHYL-824-CHOLESTADIENOL
type: UnificationXref
id: 4-METHYL-824-CHOLESTADIENOL
db: BioCyc

Compound/PW C001063 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Hydroxy-3-methylglutaryl-CoA
stoichiometric coefficient: 1.0

Reference/SMPDB SMP0000060
type: UnificationXref
id: SMP0000060
db: SMPDB

Steroidogenesis
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway97
pathway component: SubPathwayInteraction97
xref: Reference/PathWhiz PW000141
xref: Reference/SMPDB SMP0000130
name: SubPathway

Acetoacetyl-CoA
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Acetoacetyl-CoA
name: SubPathwayOutput

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

Reference/HMDB HMDB0001206
type: UnificationXref
id: HMDB0001206
db: HMDB

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

Compound/PW C001989 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7-Dehydrodesmosterol
stoichiometric coefficient: 1.0

Reference/PubChem-compound 439418
type: UnificationXref
id: 439418
db: PubChem-compound

Reaction971
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002697 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000946 Cytoplasm/Stoichiometry/1.0
right: Zymosterol intermediate 2
spontaneous: true
left: 4a-Methylzymosterol
name: 4a-Methylzymosterol → Zymosterol intermediate 2
conversion direction: LEFT_TO_RIGHT

1.3.1.72
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002964 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002697 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 5a-Cholest-8-en-3b-ol
right: NADP
spontaneous: false
EC number: 1.3.1.72
left: Zymosterol intermediate 2
left: NADPH
name: NADPH + Zymosterol intermediate 2 → 5a-Cholest-8-en-3b-ol + NADP
conversion direction: LEFT_TO_RIGHT

Squalene
type: SmallMoleculeReference
xref: Reference/ChemSpider 10148626
xref: Reference/HMDB HMDB0000256
xref: Reference/BioCyc SQUALENE
xref: Reference/CAS 111-02-4
xref: Reference/PubChem-compound 11975273
xref: Reference/KEGG Compound C00751
xref: Reference/ChEBI CHEBI 15440
chemical formula: C30H50
molecular weight: 410.39127
structure: ChemicalStructure/PW C000175

Reaction970
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000946 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002961 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 4a-Methylzymosterol
right: NADP
spontaneous: false
left: NADPH
left: 3-Keto-4-methylzymosterol
name: 3-Keto-4-methylzymosterol + NADPH → 4a-Methylzymosterol + NADP
conversion direction: LEFT_TO_RIGHT

Cholesterol
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Cholesterol
name: SubPathwayInput

Reference/SMPDB SMP0000063
type: UnificationXref
id: SMP0000063
db: SMPDB

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

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

Reference/UniProt Q15126
type: UnificationXref
id: Q15126
db: UniProt

Compound/PW C040704 Lysosome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cholesterol Ester
stoichiometric coefficient: 1.0

Reference/UniProt Q15125
type: UnificationXref
id: Q15125
db: UniProt

Compound/PW C002965 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5a-Cholesta-7,24-dien-3b-ol
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 17813
type: UnificationXref
id: CHEBI:17813
db: ChEBI

5.3.3.5
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 C000022 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Cholesterol
right: NADP
spontaneous: false
EC number: 5.3.3.5
left: NADPH
left: 7-Dehydrocholesterol
name: 7-Dehydrocholesterol + NADPH → Cholesterol + NADP
conversion direction: LEFT_TO_RIGHT

Reaction989
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001989 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001690 Cytoplasm/Stoichiometry/1.0
right: Desmosterol
spontaneous: false
left: 7-Dehydrodesmosterol
name: 7-Dehydrodesmosterol → Desmosterol
conversion direction: LEFT_TO_RIGHT

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

Compound/PW C001360 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 8-Dehydrocholesterol
stoichiometric coefficient: 1.0

(S)-2,3-Epoxysqualene
type: SmallMolecule
cellular location: Cytoplasm
entity reference: (S)-2,3-Epoxysqualene

Steroid Biosynthesis
type: Pathway
pathway order: PathwayEnzymeReaction/726
pathway order: PathwayEnzymeReaction/847
pathway order: PathwayEnzymeReaction/769
pathway order: PathwayEnzymeReaction/805
pathway order: PathwayEnzymeReaction/3392
pathway order: PathwayEnzymeReaction/722
pathway order: PathwayEnzymeReaction/768
pathway order: PathwayEnzymeReaction/745
pathway order: PathwayEnzymeReaction/767
pathway order: PathwayEnzymeReaction/800
pathway order: PathwayEnzymeReaction/784
pathway order: PathwayEnzymeReaction/783
pathway order: PathwayEnzymeReaction/785
pathway order: PathwayEnzymeReaction/780
pathway order: PathwayEnzymeReaction/782
pathway order: PathwayEnzymeReaction/3395
pathway order: PathwayEnzymeReaction/781
pathway order: PathwayEnzymeReaction/2513720
pathway order: PathwayEnzymeReaction/816
pathway order: PathwayEnzymeReaction/815
pathway order: PathwayEnzymeReaction/776
pathway order: PathwayEnzymeReaction/779
pathway order: PathwayEnzymeReaction/712
pathway order: PathwayEnzymeReaction/778
pathway order: PathwayEnzymeReaction/773
pathway order: PathwayEnzymeReaction/772
pathway order: PathwayEnzymeReaction/775
pathway order: PathwayEnzymeReaction/774
pathway order: PathwayEnzymeReaction/791
pathway order: PathwayEnzymeReaction/790
pathway order: PathwayEnzymeReaction/770
pathway order: PathwayEnzymeReaction/792
pathway order: PathwaySubPathway/98
pathway order: PathwaySubPathway/95
pathway order: PathwaySubPathway/94
pathway order: PathwaySubPathway/97
pathway order: PathwaySubPathway/96
pathway order: PathwaySubPathway/91
pathway order: PathwaySubPathway/93
pathway order: PathwaySubPathway/92
pathway order: PathwayEnzymeReaction/807
pathway order: PathwayEnzymeReaction/729
pathway order: PathwayEnzymeReaction/806
pathway order: PathwayEnzymeReaction/808
pathway component: ReactionCatalysis597
pathway component: Reaction957
pathway component: ReactionCatalysis595
pathway component: ReactionCatalysis596
pathway component: Valine, Leucine, and Isoleucine Degradation
pathway component: Butyrate Metabolism
pathway component: Reaction995
pathway component: Reaction996
pathway component: 1.3.1.72
pathway component: 4.1.1.33
pathway component: Bile Acid Biosynthesis
pathway component: ReactionCatalysis543
pathway component: 1.14.13.72
pathway component: ReactionCatalysis584
pathway component: 1.1.1.170
pathway component: 1.3.1.70
pathway component: 1.14.13.70
pathway component: 3.1.1.13
pathway component: ReactionCatalysis579
pathway component: 2.3.1.9
pathway component: ReactionCatalysis258
pathway component: 5.3.3.5
pathway component: ReactionCatalysis610
pathway component: ReactionCatalysis578
pathway component: ReactionCatalysis611
pathway component: 2.3.3.10
pathway component: Reaction739
pathway component: ReactionCatalysis257
pathway component: ReactionCatalysis254
pathway component: ReactionCatalysis573
pathway component: ReactionCatalysis530

Reference/PubChem-compound 439400
type: UnificationXref
id: 439400
db: PubChem-compound

Cholesterol Ester
type: SmallMolecule
cellular location: Lysosome
entity reference: Cholesterol Ester

Reference/SMPDB SMP0000073
type: UnificationXref
id: SMP0000073
db: SMPDB

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 0005737
type: UnificationXref
id: GO:0005737
db: GENE ONTOLOGY

5a-Cholest-8-en-3b-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 5a-Cholest-8-en-3b-ol

Mevalonic acid-5P
type: SmallMoleculeReference
xref: Reference/PubChem-compound 439400
xref: Reference/HMDB HMDB0001343
xref: Reference/ChEBI CHEBI 17436
xref: Reference/KEGG Compound C01107
xref: Reference/BioCyc CPD-499
xref: Reference/ChemSpider 388517
xref: Reference/CAS 73566-35-5
chemical formula: C6H13O7P
molecular weight: 228.03989
structure: ChemicalStructure/PW C001036

Reference/CAS 79-62-9
type: UnificationXref
id: 79-62-9
db: CAS

Reference/HMDB HMDB0001217
type: UnificationXref
id: HMDB0001217
db: HMDB

1.14.13.132
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000175 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924 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: (S)-2,3-Epoxysqualene
right: NADP
spontaneous: false
EC number: 1.14.13.132
left: Oxygen
left: Squalene
left: NADPH
name: NADPH + Oxygen + Squalene → (S)-2,3-Epoxysqualene + NADP + Water
conversion direction: LEFT_TO_RIGHT

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

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

5.4.99.7
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000966 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924 Cytoplasm/Stoichiometry/1.0
right: Lanosterol
spontaneous: false
EC number: 5.4.99.7
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → Lanosterol
conversion direction: LEFT_TO_RIGHT

1.14.21.6
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000908 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000022 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/2.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: 7-Dehydrocholesterol
right: NADP
spontaneous: false
EC number: 1.14.21.6
left: Oxygen
left: Lathosterol
left: NADPH
name: Lathosterol + NADPH + Oxygen ↔ 7-Dehydrocholesterol + NADP + 2 Water
conversion direction: REVERSIBLE

2.5.1.21
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000170 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000175 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000768 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Squalene
right: Pyrophosphate
right: NADP
spontaneous: false
EC number: 2.5.1.21
left: Farnesyl pyrophosphate
left: NADPH
name: 2 Farnesyl pyrophosphate + NADPH → NADP + 2 Pyrophosphate + Squalene
conversion direction: LEFT_TO_RIGHT

4,4-Dimethyl-5a-cholesta-8-en-3b-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 4,4-Dimethyl-5a-cholesta-8-en-3b-ol

ChemicalStructure/PW C001690
type: ChemicalStructure
structure format: SMILES

Reference/KEGG Compound C01802
type: UnificationXref
id: C01802
db: KEGG Compound

Reference/UniProt P35610
type: UnificationXref
id: P35610
db: UniProt

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

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

Reference/BioCyc CPD-8587
type: UnificationXref
id: CPD-8587
db: BioCyc

Geranylgeranyl pyrophosphate synthase
type: Protein
cellular location: Cytoplasm
entity reference: Geranylgeranyl pyrophosphate synthase

Reference/ChEBI CHEBI 15441
type: UnificationXref
id: CHEBI:15441
db: ChEBI

7-Dehydrodesmosterol
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 7-Dehydrodesmosterol

Protein/875 Cytoplasm/Stoichiometry/2.0
type: Stoichiometry
physical entity: Farnesyl pyrophosphate synthase
stoichiometric coefficient: 2.0

Reference/ChEBI CHEBI 15440
type: UnificationXref
id: CHEBI:15440
db: ChEBI

ChemicalStructure/PW C000966
type: ChemicalStructure
structure format: SMILES

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

Phosphomevalonate kinase
type: Protein
cellular location: Peroxisome
entity reference: Phosphomevalonate kinase

Delta(14)-sterol reductase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Delta(14)-sterol reductase

Compound/PW C002961 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-Keto-4-methylzymosterol
stoichiometric coefficient: 1.0

Compound/PW C001104 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Phosphate
stoichiometric coefficient: 1.0

Compound/PW C000857 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: (R)-5-Diphosphomevalonic acid
stoichiometric coefficient: 1.0

Reference/UniProt Q15738
type: UnificationXref
id: Q15738
db: UniProt

Lanosterol synthase
type: Protein
cellular location: Cytoplasm
entity reference: Lanosterol synthase

4a-Methylzymosterol
type: SmallMolecule
cellular location: Cytoplasm
entity reference: 4a-Methylzymosterol

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

ReactionCatalysis543
type: Catalysis
controller: Isopentenyl-diphosphate Delta-isomerase 1
controlled: 5.3.3.2
control type: ACTIVATION

Reference/ChEBI CHEBI 17759
type: UnificationXref
id: CHEBI:17759
db: ChEBI

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

Adenosine diphosphate
type: SmallMolecule
cellular location: Peroxisome
entity reference: Adenosine diphosphate

Compound/PW C000924 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: (S)-2,3-Epoxysqualene
stoichiometric coefficient: 1.0

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

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

Reference/CAS 72-89-9
type: UnificationXref
id: 72-89-9
db: CAS

Reference/ChemSpider 216175
type: UnificationXref
id: 216175
db: ChemSpider

ChemicalStructure/PW C000857
type: ChemicalStructure
structure format: SMILES
structure data: C[C@@](O)(CCOP(O)(=O)OP(O)(O)=O)CC(O)=O

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

Reference/PubChem-compound 439423
type: UnificationXref
id: 439423
db: PubChem-compound

Reference/PubChem-compound 18971002
type: UnificationXref
id: 18971002
db: PubChem-compound

Cytoplasm
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005737

Reference/UniProt Q14534
type: UnificationXref
id: Q14534
db: UniProt

Compound/PW C000940 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Acetyl-CoA
stoichiometric coefficient: 1.0

5.3.3.5
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002964 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000908 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 5a-Cholest-8-en-3b-ol
spontaneous: false
EC number: 5.3.3.5
left: Lathosterol
name: Lathosterol → 5a-Cholest-8-en-3b-ol
conversion direction: LEFT_TO_RIGHT

5.3.3.5
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002697 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002965 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 5a-Cholesta-7,24-dien-3b-ol
spontaneous: false
EC number: 5.3.3.5
left: Zymosterol intermediate 2
name: Zymosterol intermediate 2 → 5a-Cholesta-7,24-dien-3b-ol
conversion direction: LEFT_TO_RIGHT

Reference/SMPDB SMP0000130
type: UnificationXref
id: SMP0000130
db: SMPDB

4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol

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

Reference/ChemSpider 83724
type: UnificationXref
id: 83724
db: ChemSpider

Compound/PW C000092 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Formic acid
stoichiometric coefficient: 1.0

ReactionCatalysis573
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: 1.3.1.72
control type: ACTIVATION

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

ReactionCatalysis571
type: Catalysis
controller: 3-keto-steroid reductase
controlled: Reaction970
control type: ACTIVATION

ReactionCatalysis572
type: Catalysis
controller: 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
controlled: 5.3.3.5
control type: ACTIVATION

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

ReactionCatalysis570
type: Catalysis
controller: Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating
controlled: 1.1.1.170
control type: ACTIVATION

Homo sapiens
type: BioSource
xref: Reference/TAXONOMY 9606

ChemicalStructure/PW C000940
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000946
type: ChemicalStructure
structure format: SMILES

Compound/PW C040704 Peroxisome/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cholesterol Ester
stoichiometric coefficient: 1.0

3-Hydroxy-3-methylglutaryl-CoA
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15467
xref: Reference/ChemSpider 388357
xref: Reference/CAS 1553-55-5
xref: Reference/BioCyc 3-HYDROXY-3-METHYL-GLUTARYL-COA
xref: Reference/KEGG Compound C00356
xref: Reference/HMDB HMDB0001375
xref: Reference/PubChem-compound 439218
chemical formula: C27H44N7O20P3S
molecular weight: 911.1575
structure: ChemicalStructure/PW C001063

Reference/ChEBI CHEBI 25351
type: UnificationXref
id: CHEBI:25351
db: ChEBI

Reference/PubChem-compound 23724604
type: UnificationXref
id: 23724604
db: PubChem-compound

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

Formic acid
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 30751
xref: Reference/ChemSpider 278
xref: Reference/PubChem-compound 18971002
xref: Reference/BioCyc FORMATE
xref: Reference/CAS 64-18-6
xref: Reference/KEGG Compound C00058
xref: Reference/HMDB HMDB0000142
chemical formula: CH2O2
molecular weight: 46.005478
structure: ChemicalStructure/PW C000092

Reference/PubChem-compound 439214
type: UnificationXref
id: 439214
db: PubChem-compound

Reference/PubChem-compound 439577
type: UnificationXref
id: 439577
db: PubChem-compound

Reference/PubChem-compound 440560
type: UnificationXref
id: 440560
db: PubChem-compound

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

Compound/PW C000152 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Mevalonic acid
stoichiometric coefficient: 1.0

Isopentenyl pyrophosphate
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Isopentenyl pyrophosphate

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

ReactionCatalysis568
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: 1.3.1.72
control type: ACTIVATION

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

ReactionCatalysis569
type: Catalysis
controller: Methylsterol monooxygenase 1
controlled: 1.14.13.72
control type: ACTIVATION

ReactionCatalysis566
type: Catalysis
controller: Lanosterol 14-alpha demethylase
controlled: 1.14.13.70
control type: ACTIVATION

ReactionCatalysis567
type: Catalysis
controller: Delta(14)-sterol reductase
controlled: 1.3.1.70
control type: ACTIVATION

Reference/PubChem-compound 439218
type: UnificationXref
id: 439218
db: PubChem-compound

ReactionCatalysis564
type: Catalysis
controller: Geranylgeranyl pyrophosphate synthase
controlled: Reaction739
control type: ACTIVATION

Reference/ChEBI CHEBI 16521
type: UnificationXref
id: CHEBI:16521
db: ChEBI

ReactionCatalysis565
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: 1.3.1.72
control type: ACTIVATION

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

Reference/ChemSpider 391478
type: UnificationXref
id: 391478
db: ChemSpider

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

Reference/ChEBI CHEBI 17737
type: UnificationXref
id: CHEBI:17737
db: ChEBI

Reference/ChEBI CHEBI 16526
type: UnificationXref
id: CHEBI:16526
db: ChEBI

Farnesyl pyrophosphate synthase
type: Protein
cellular location: Cytoplasm
entity reference: Farnesyl pyrophosphate synthase

Reference/UniProt O95749
type: UnificationXref
id: O95749
db: UniProt

4a-Methylzymosterol-4-carboxylic acid
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0006927
xref: Reference/KEGG Compound C15808
xref: Reference/PubChem-compound 53477909
chemical formula: C29H46O3
molecular weight: 442.3447
structure: ChemicalStructure/PW C003009

Compound/PW C000966 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Lanosterol
stoichiometric coefficient: 1.0

Reference/PubChem-compound 440558
type: UnificationXref
id: 440558
db: PubChem-compound

Reference/CAS 73566-35-5
type: UnificationXref
id: 73566-35-5
db: CAS

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

Geranylgeranyl pyrophosphate synthase
type: Complex
component stoichiometry: Protein/874 Cytoplasm/Stoichiometry/6.0
cellular location: Cytoplasm
component: Geranylgeranyl pyrophosphate synthase

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

Compound/PW C001036 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Mevalonic acid-5P
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0000961
type: UnificationXref
id: HMDB0000961
db: HMDB

Reference/PubChem-compound 246983
type: UnificationXref
id: 246983
db: PubChem-compound

Reference/PubChem-compound 440670
type: UnificationXref
id: 440670
db: PubChem-compound

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

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

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

Reference/SMPDB SMP0000035
type: UnificationXref
id: SMP0000035
db: SMPDB

Reference/SMPDB SMP0000032
type: UnificationXref
id: SMP0000032
db: SMPDB

ReactionCatalysis555
type: Catalysis
controller: Farnesyl pyrophosphate synthase
controlled: Reaction957
control type: ACTIVATION

Compound/PW C001316 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Carbon dioxide
stoichiometric coefficient: 1.0

Mevalonate kinase
type: Protein
cellular location: Cytoplasm
entity reference: Mevalonate kinase

ReactionCatalysis556
type: Catalysis
controller: Geranylgeranyl pyrophosphate synthase
controlled: Reaction957
control type: ACTIVATION

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

ReactionCatalysis597
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: 1.3.1.72
control type: ACTIVATION

Reference/PathWhiz PW000145
type: UnificationXref
id: PW000145
db: PathWhiz

Farnesyl pyrophosphate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Farnesyl pyrophosphate

Reference/KEGG Compound C01724
type: UnificationXref
id: C01724
db: KEGG Compound

Reference/HMDB HMDB0006271
type: UnificationXref
id: HMDB0006271
db: HMDB

Reference/PathWhiz PW000023
type: UnificationXref
id: PW000023
db: PathWhiz

ReactionCatalysis595
type: Catalysis
controller: 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
controlled: 5.3.3.5
control type: ACTIVATION

ReactionCatalysis596
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: 1.3.1.72
control type: ACTIVATION

Reference/CAS 358-71-4
type: UnificationXref
id: 358-71-4
db: CAS

Reference/ChemSpider 4444353
type: UnificationXref
id: 4444353
db: ChemSpider

Reference/ChemSpider 392413
type: UnificationXref
id: 392413
db: ChemSpider

(R)-5-Diphosphomevalonic acid
type: SmallMolecule
cellular location: Cytoplasm
entity reference: (R)-5-Diphosphomevalonic acid

Lathosterol
type: SmallMoleculeReference
xref: Reference/CAS 80-99-9
xref: Reference/KEGG Compound C01189
xref: Reference/HMDB HMDB0001170
xref: Reference/PubChem-compound 65728
xref: Reference/ChemSpider 59151
xref: Reference/ChEBI CHEBI 17168
xref: Reference/BioCyc CPD-4186
chemical formula: C27H46O
molecular weight: 386.35486
structure: ChemicalStructure/PW C000908

Reference/CAS 1715-86-2
type: UnificationXref
id: 1715-86-2
db: CAS

Compound/PW C000022 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7-Dehydrocholesterol
stoichiometric coefficient: 1.0

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

Reference/PathWhiz PW000141
type: UnificationXref
id: PW000141
db: PathWhiz

Reference/UniProt Q03426
type: UnificationXref
id: Q03426
db: UniProt

Reference/KEGG Compound C00751
type: UnificationXref
id: C00751
db: KEGG Compound

Reference/BioCyc CPD-4186
type: UnificationXref
id: CPD-4186
db: BioCyc

ChemicalStructure/PW C000768
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 30751
type: UnificationXref
id: CHEBI:30751
db: ChEBI

Reference/CAS 128-33-6
type: UnificationXref
id: 128-33-6
db: CAS

3-Hydroxy-3-methylglutaryl-CoA
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 3-Hydroxy-3-methylglutaryl-CoA

Reference/CAS 1420-36-6
type: UnificationXref
id: 1420-36-6
db: CAS

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

Reference/ChEBI CHEBI 17436
type: UnificationXref
id: CHEBI:17436
db: ChEBI

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

ReactionCatalysis584
type: Catalysis
controller: Lathosterol oxidase
controlled: 1.14.21.6
control type: ACTIVATION

Reference/PathWhiz PW000014
type: UnificationXref
id: PW000014
db: PathWhiz

ChemicalStructure/PW C000414
type: ChemicalStructure
structure format: SMILES

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

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

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

Phosphate
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Phosphate

Reference/ChEBI CHEBI 16584
type: UnificationXref
id: CHEBI:16584
db: ChEBI

ChemicalStructure/PW C001989
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002961
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002962
type: ChemicalStructure
structure format: SMILES

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

ChemicalStructure/PW C002963
type: ChemicalStructure
structure format: SMILES

Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating

Reference/PubChem-compound 280
type: UnificationXref
id: 280
db: PubChem-compound

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

ReactionCatalysis579
type: Catalysis
controller: 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
controlled: 5.3.3.5
control type: ACTIVATION

2.3.1.9
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001099 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000940 Cytoplasm/Stoichiometry/2.0
participant stoichiometry: Compound/PW C001142 Cytoplasm/Stoichiometry/1.0
right: Acetoacetyl-CoA
right: Coenzyme A
spontaneous: false
EC number: 2.3.1.9
left: Acetyl-CoA
name: 2 Acetyl-CoA ↔ Acetoacetyl-CoA + Coenzyme A
conversion direction: REVERSIBLE

ReactionCatalysis578
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: 1.3.1.72
control type: ACTIVATION

2.3.3.10
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001099 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001063 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001142 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000940 Cytoplasm/Stoichiometry/1.0
right: 3-Hydroxy-3-methylglutaryl-CoA
right: Coenzyme A
spontaneous: false
EC number: 2.3.3.10
left: Water
left: Acetoacetyl-CoA
left: Acetyl-CoA
name: Acetoacetyl-CoA + Acetyl-CoA + Water → 3-Hydroxy-3-methylglutaryl-CoA + Coenzyme A
conversion direction: LEFT_TO_RIGHT

Carbon dioxide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Carbon dioxide

Compound/PW C001690 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Desmosterol
stoichiometric coefficient: 1.0

3-Hydroxy-3-methylglutaryl-coenzyme A reductase
type: Complex
component stoichiometry: Protein/853 Endoplasmic Reticulum/Stoichiometry/2.0
cellular location: Endoplasmic Reticulum
component: 3-Hydroxy-3-methylglutaryl-coenzyme A reductase

ReactionCatalysis257
type: Catalysis
controller: Squalene monooxygenase
controlled: 1.14.13.132
control type: ACTIVATION

ReactionCatalysis254
type: Catalysis
controller: Farnesyl pyrophosphate synthase
controlled: Reaction739
control type: ACTIVATION

Reference/ChemSpider 30776536
type: UnificationXref
id: 30776536
db: ChemSpider

Reference/ChEBI CHEBI 15467
type: UnificationXref
id: CHEBI:15467
db: ChEBI

Reference/ChEBI CHEBI 15345
type: UnificationXref
id: CHEBI:15345
db: ChEBI

Reference/PubChem-compound 1195
type: UnificationXref
id: 1195
db: PubChem-compound

ReactionCatalysis255
type: Catalysis
controller: Squalene synthase
controlled: 2.5.1.21
control type: ACTIVATION

Reference/UniProt O75845
type: UnificationXref
id: O75845
db: UniProt

Reference/ChEBI CHEBI 17407
type: UnificationXref
id: CHEBI:17407
db: ChEBI

Methylsterol monooxygenase 1
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Methylsterol monooxygenase 1

Reference/KEGG Compound C00418
type: UnificationXref
id: C00418
db: KEGG Compound

Compound/PW C000809 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4,4-Dimethylcholesta-8,14,24-trienol
stoichiometric coefficient: 1.0

Reference/CAS 566-97-2
type: UnificationXref
id: 566-97-2
db: CAS

Reference/ChemSpider 389460
type: UnificationXref
id: 389460
db: ChemSpider

ChemicalStructure/PW C000994
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000993
type: ChemicalStructure
structure format: SMILES

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

Reference/ChemSpider 20036827
type: UnificationXref
id: 20036827
db: ChemSpider

Reference/HMDB HMDB0000876
type: UnificationXref
id: HMDB0000876
db: HMDB

5.3.3.2
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001039 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000874 Peroxisome/Stoichiometry/1.0
right: Dimethylallylpyrophosphate
spontaneous: false
EC number: 5.3.3.2
left: Isopentenyl pyrophosphate
name: Isopentenyl pyrophosphate ↔ Dimethylallylpyrophosphate
conversion direction: REVERSIBLE

ReactionCatalysis249
type: Catalysis
controller: Mevalonate kinase
controlled: 2.7.1.36
control type: ACTIVATION

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

ReactionCatalysis248
type: Catalysis
controller: 3-Hydroxy-3-methylglutaryl-coenzyme A reductase
controlled: 1.1.1.34
control type: ACTIVATION

Reference/PubChem-compound 1061
type: UnificationXref
id: 1061
db: PubChem-compound

Compound/PW C000768 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Farnesyl pyrophosphate
stoichiometric coefficient: 1.0

Reference/PubChem-compound 129846
type: UnificationXref
id: 129846
db: PubChem-compound

Reference/UniProt Q16850
type: UnificationXref
id: Q16850
db: UniProt

Reference/HMDB HMDB0001967
type: UnificationXref
id: HMDB0001967
db: HMDB

Reference/CAS 651-54-7
type: UnificationXref
id: 651-54-7
db: CAS

Reference/CAS 64284-64-6
type: UnificationXref
id: 64284-64-6
db: CAS

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

ChemicalStructure/PW C000874
type: ChemicalStructure
structure format: SMILES
structure data: CC(C)=CCO[P@](O)(=O)OP(O)(O)=O

Reference/ChEBI CHEBI 15351
type: UnificationXref
id: CHEBI:15351
db: ChEBI

Reference/KEGG Compound C15915
type: UnificationXref
id: C15915
db: KEGG Compound

Squalene synthase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Squalene synthase

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

Reference/CAS 313-04-2
type: UnificationXref
id: 313-04-2
db: CAS

Reference/CAS 67-97-0
type: UnificationXref
id: 67-97-0
db: CAS

2.7.4.2
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001036 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000857 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Peroxisome/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Peroxisome/Stoichiometry/1.0
right: (R)-5-Diphosphomevalonic acid
right: Adenosine diphosphate
spontaneous: false
EC number: 2.7.4.2
left: Adenosine triphosphate
left: Mevalonic acid-5P
name: Adenosine triphosphate + Mevalonic acid-5P → (R)-5-Diphosphomevalonic acid + Adenosine diphosphate
conversion direction: LEFT_TO_RIGHT

Reference/PubChem-compound 11975273
type: UnificationXref
id: 11975273
db: PubChem-compound