C-24 sterol reductase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: C-24 sterol reductase

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

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

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

Ergosterol
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 16933
xref: Reference/HMDB HMDB0000878
xref: Reference/KEGG Compound C01694
xref: Reference/BioCyc ERGOSTEROL
xref: Reference/PubChem-compound 21775588
xref: Reference/ChemSpider 10477914
xref: Reference/CAS 57-87-4
chemical formula: C28H44O
molecular weight: 396.3392
structure: ChemicalStructure/PW C000701

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

Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 1.0

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

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

CE(16:0)
type: SmallMoleculeReference
xref: Reference/CAS 601-34-3
xref: Reference/PubChem-compound 246520
xref: Reference/BioCyc Cholesterol-esters
xref: Reference/HMDB HMDB0000885
xref: Reference/ChEBI CHEBI 3663
xref: Reference/KEGG Compound C11251
xref: Reference/ChemSpider 215725
chemical formula: C43H76O2
molecular weight: 624.58453
structure: ChemicalStructure/PW C000706

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

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

Reference/HMDB HMDB0001185
type: UnificationXref
id: HMDB0001185
db: HMDB

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

Reference/UniProt P08524
type: UnificationXref
id: P08524
db: UniProt

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

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

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

Palmitoyl-CoA
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Palmitoyl-CoA

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/UniProt P25087
type: UnificationXref
id: P25087
db: UniProt

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

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

Reference/PubChem-compound 440371
type: UnificationXref
id: 440371
db: PubChem-compound

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

Reference/UniProt P54781
type: UnificationXref
id: P54781
db: UniProt

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

Sterol 24-C-methyltransferase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Sterol 24-C-methyltransferase

S-Adenosylmethionine
type: SmallMoleculeReference
xref: Reference/PubChem-compound 24762165
xref: Reference/KEGG Compound C00019
xref: Reference/ChemSpider 31983
xref: Reference/ChEBI CHEBI 15414
xref: Reference/CAS 485-80-3
xref: Reference/BioCyc S-ADENOSYLMETHIONINE
xref: Reference/HMDB HMDB0001185
chemical formula: C15H23N6O5S
molecular weight: 399.14505
structure: ChemicalStructure/PW C000921

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

Reference/PubChem-compound 90657655
type: UnificationXref
id: 90657655
db: PubChem-compound

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

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

Compound/PW C044574 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
stoichiometric coefficient: 1.0

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

Hydrogen Ion
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Hydrogen Ion

Reference/UniProt P10614
type: UnificationXref
id: P10614
db: UniProt

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

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

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

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

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

ChemicalStructure/PW C044610
type: ChemicalStructure
structure format: SMILES

Compound/PW C044579 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5α-cholesta-8,24-dien-3-one
stoichiometric coefficient: 1.0

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

BiologicalState212
type: BioSource
xref: Reference/TAXONOMY 4932
name: Saccharomyces cerevisiae, Liver
tissue: Liver

Isopentenyl pyrophosphate
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Isopentenyl pyrophosphate

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

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

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

Reference/ChemSpider 1010
type: UnificationXref
id: 1010
db: ChemSpider

Compound/PW C044580 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Zymosterol
stoichiometric coefficient: 1.0

Saccharomyces cerevisiae
type: BioSource
xref: Reference/TAXONOMY 4932

ChemicalStructure/PW C001099
type: ChemicalStructure
structure format: SMILES

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

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

Reference/UniProt P41338
type: UnificationXref
id: P41338
db: UniProt

ReactionCatalysis6485
type: Catalysis
controller: Acetyl-CoA acetyltransferase
controlled: 2.3.1.9
control type: ACTIVATION

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

Reference/CAS 57-87-4
type: UnificationXref
id: 57-87-4
db: CAS

Reference/PubChem-compound 23724571
type: UnificationXref
id: 23724571
db: PubChem-compound

ReactionCatalysis6891
type: Catalysis
controller: Methylsterol monooxygenase
controlled: Reaction6919
control type: ACTIVATION

ReactionCatalysis6890
type: Catalysis
controller: 3-keto sterol reductase
controlled: 1.1.1.270
control type: ACTIVATION

ChemicalStructure/PW C000809
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000921
type: ChemicalStructure
structure format: SMILES

Reference/CAS 979-92-0
type: UnificationXref
id: 979-92-0
db: CAS

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

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

S-Adenosylhomocysteine
type: SmallMoleculeReference
xref: Reference/PubChem-compound 25246222
xref: Reference/ChemSpider 388301
xref: Reference/BioCyc ADENOSYL-HOMO-CYS
xref: Reference/CAS 979-92-0
xref: Reference/KEGG Compound C00021
xref: Reference/ChEBI CHEBI 16680
xref: Reference/HMDB HMDB0000939
chemical formula: C14H20N6O5S
molecular weight: 384.12158
structure: ChemicalStructure/PW C000749

Compound/PW C044583 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: ergosta-5,7,22,24(28)-tetraen-3-β-ol
stoichiometric coefficient: 1.0

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

ReactionCatalysis6895
type: Catalysis
controller: 3-keto sterol reductase
controlled: Reaction6923
control type: ACTIVATION

ReactionCatalysis6894
type: Catalysis
controller: C-3 sterol dehydrogenase
controlled: Reaction6922
control type: ACTIVATION

ReactionCatalysis6893
type: Catalysis
controller: Methylsterol monooxygenase
controlled: Reaction6921
control type: ACTIVATION

ReactionCatalysis6892
type: Catalysis
controller: Methylsterol monooxygenase
controlled: Reaction6920
control type: ACTIVATION

ReactionCatalysis6899
type: Catalysis
controller: C-22 sterol desaturase
controlled: 1.14.19.41
control type: ACTIVATION

ReactionCatalysis6898
type: Catalysis
controller: C-5 sterol desaturase
controlled: 1.14.19.20
control type: ACTIVATION

C-22 sterol desaturase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: C-22 sterol desaturase

ReactionCatalysis6897
type: Catalysis
controller: C-8 sterol isomerase
controlled: 5.-.-.-
control type: ACTIVATION

ReactionCatalysis6896
type: Catalysis
controller: Sterol 24-C-methyltransferase
controlled: 2.1.1.41
control type: ACTIVATION

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/HMDB HMDB0062389
type: UnificationXref
id: HMDB0062389
db: HMDB

Compound/PW C000749 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: S-Adenosylhomocysteine
stoichiometric coefficient: 1.0

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

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

7-dehydrodesmosterol
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 27910
chemical formula: C39H76O16P2
molecular weight: 862.4609
structure: ChemicalStructure/PW C044610

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

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

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/KEGG Compound C01694
type: UnificationXref
id: C01694
db: KEGG Compound

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

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

S-Adenosylhomocysteine
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: S-Adenosylhomocysteine

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

Compound/PW C044577 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4α-formyl-5α-cholesta-8,24-dien-3β-ol
stoichiometric coefficient: 1.0

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

Reference/ChemSpider 10477914
type: UnificationXref
id: 10477914
db: ChemSpider

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

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/UniProt P15496
type: UnificationXref
id: P15496
db: UniProt

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

C-3 sterol dehydrogenase
type: ProteinReference
xref: Reference/UniProt P53199
organism: Saccharomyces cerevisiae

Reference/KEGG Compound C11251
type: UnificationXref
id: C11251
db: KEGG Compound

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

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

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

Isopentenyl-diphosphate Delta-isomerase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Isopentenyl-diphosphate Delta-isomerase

Methylsterol monooxygenase
type: ProteinReference
xref: Reference/UniProt P53045
organism: Saccharomyces cerevisiae

4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol

Hydroxymethylglutaryl-CoA synthase
type: ProteinReference
xref: Reference/UniProt P54839
organism: Saccharomyces cerevisiae

Reference/KEGG Compound C00019
type: UnificationXref
id: C00019
db: KEGG Compound

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

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

Compound/PW C044583 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: ergosta-5,7,22,24(28)-tetraen-3-β-ol
stoichiometric coefficient: 1.0

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

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

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

Reference/UniProt P54839
type: UnificationXref
id: P54839
db: UniProt

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

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

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

2.7.1.36
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000152 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001036 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Endoplasmic Reticulum/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

4.1.1.33
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001316 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001104 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000857 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001039 Endoplasmic Reticulum/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

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

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

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

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

Hydrogen Ion
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00080
xref: Reference/ChEBI CHEBI 15378
xref: Reference/HMDB HMDB0059597
xref: Reference/PubChem-compound 1038
xref: Reference/ChemSpider 1010
chemical formula: H
molecular weight: 1.007825
structure: ChemicalStructure/PW C040034

(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

Reference/ChemSpider 388301
type: UnificationXref
id: 388301
db: ChemSpider

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

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

Lanosterol synthase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Lanosterol synthase

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

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

Reference/PubChem-compound 11090531
type: UnificationXref
id: 11090531
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/KEGG Compound C00021
type: UnificationXref
id: C00021
db: KEGG Compound

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

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

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

Compound/PW C044582 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5,7,24(28)-Ergostatrienol
stoichiometric coefficient: 1.0

Acetyl-CoA acetyltransferase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Acetyl-CoA acetyltransferase

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

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

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

Reference/KEGG Compound C00154
type: UnificationXref
id: C00154
db: KEGG Compound

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

Compound/PW C044576 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
stoichiometric coefficient: 1.0

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

Episterol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0006847
xref: Reference/CAS 474-68-0
xref: Reference/ChemSpider 21865764
xref: Reference/ChEBI CHEBI 50586
xref: Reference/KEGG Compound C15777
xref: Reference/PubChem-compound 23724571
chemical formula: C28H46O
molecular weight: 398.35486
structure: ChemicalStructure/PW C002968

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

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

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

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

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

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

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

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

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

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

Reference/PubChem-compound 22298941
type: UnificationXref
id: 22298941
db: PubChem-compound

Reference/PubChem-compound 22298942
type: UnificationXref
id: 22298942
db: PubChem-compound

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

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

ChemicalStructure/PW C001034
type: ChemicalStructure
structure format: SMILES

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

1.3.1.70
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000809 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000994 Endoplasmic Reticulum/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: 4,4-Dimethylcholesta-8,14,24-trienol
left: NADPH
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

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

ChemicalStructure/PW C001031
type: ChemicalStructure
structure format: SMILES

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

Reaction6891
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000170 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000993 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000874 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001039 Endoplasmic Reticulum/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

Reaction6892
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000768 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000993 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001039 Endoplasmic Reticulum/Stoichiometry/1.0
right: Farnesyl pyrophosphate
right: Pyrophosphate
spontaneous: false
left: Geranyl-PP
left: Isopentenyl pyrophosphate
name: Geranyl-PP + Isopentenyl pyrophosphate → Farnesyl pyrophosphate + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

2.5.1.21
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000768 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C000175 Endoplasmic Reticulum/Stoichiometry/1.0
right: Squalene
right: NADP
right: Pyrophosphate
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

C-3 sterol dehydrogenase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: C-3 sterol dehydrogenase

1.14.13.132
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000175 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924 Endoplasmic Reticulum/Stoichiometry/1.0
right: (S)-2,3-Epoxysqualene
right: Water
right: NADP
spontaneous: false
EC number: 1.14.13.132
left: Squalene
left: Oxygen
left: NADPH
name: NADPH + Oxygen + Squalene → (S)-2,3-Epoxysqualene + NADP + Water
conversion direction: LEFT_TO_RIGHT

5.4.99.7
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000966 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000924 Endoplasmic Reticulum/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

Reference/PubChem-compound 22298940
type: UnificationXref
id: 22298940
db: PubChem-compound

Reference/KEGG Compound C15777
type: UnificationXref
id: C15777
db: KEGG Compound

1.14.13.70
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000966 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000092 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/3.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000809 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/4.0
right: 4,4-Dimethylcholesta-8,14,24-trienol
right: Water
right: NADP
right: Formic acid
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 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

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

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

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 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/HMDB HMDB0060404
type: UnificationXref
id: HMDB0060404
db: HMDB

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

Reference/PubChem-compound 46173808
type: UnificationXref
id: 46173808
db: PubChem-compound

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

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

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

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

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

ChemicalStructure/PW C040778
type: ChemicalStructure
structure format: SMILES
structure data: CCCCC

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

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

ChemicalStructure/PW C040779
type: ChemicalStructure
structure format: SMILES

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

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

Reference/CAS 601-34-3
type: UnificationXref
id: 601-34-3
db: CAS

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

ChemicalStructure/PW C000047
type: ChemicalStructure
structure format: SMILES

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

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

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

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

Reference/ChemSpider 31983
type: UnificationXref
id: 31983
db: ChemSpider

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

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

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

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

3-hydroxy-3-methylglutaryl-coenzyme A reductase
type: Complex
component stoichiometry: Protein/11187 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
cellular location: Endoplasmic Reticulum Membrane
component: 3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
component: 3-hydroxy-3-methylglutaryl-coenzyme A reductase 2

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

Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 1.0

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

Reference/KEGG Compound C00080
type: UnificationXref
id: C00080
db: KEGG Compound

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

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

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

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

squalene monooxygenase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: squalene monooxygenase

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

Reference/ChemSpider 215725
type: UnificationXref
id: 215725
db: ChemSpider

4α-carboxy-5α-cholesta-8,24-dien-3β-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 4α-carboxy-5α-cholesta-8,24-dien-3β-ol

ChemicalStructure/PW C001063
type: ChemicalStructure
structure format: SMILES

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

4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 90658366
chemical formula: C29H46O2
molecular weight: 426.3498
structure: ChemicalStructure/PW C044574

4β-methyl-4α-carboxy-cholesta-8,24-dien-3β-ol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 90657655
chemical formula: C29H45O3
molecular weight: 441.33743
structure: ChemicalStructure/PW C044575

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

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

4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 90659175
chemical formula: C29H48O2
molecular weight: 428.36542
structure: ChemicalStructure/PW C044573

4α-carboxy-5α-cholesta-8,24-dien-3β-ol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 90659076
chemical formula: C28H43O3
molecular weight: 427.32178
structure: ChemicalStructure/PW C044578

5α-cholesta-8,24-dien-3-one
type: SmallMoleculeReference
xref: Reference/PubChem-compound 22298942
chemical formula: C27H42O
molecular weight: 382.32358
structure: ChemicalStructure/PW C044579

4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0062392
xref: Reference/PubChem-compound 22298940
chemical formula: C28H46O2
molecular weight: 414.3498
structure: ChemicalStructure/PW C044576

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

4α-formyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0062389
xref: Reference/PubChem-compound 22298941
chemical formula: C28H44O2
molecular weight: 412.33414
structure: ChemicalStructure/PW C044577

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

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

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

Reference/ChemSpider 21865764
type: UnificationXref
id: 21865764
db: ChemSpider

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

4α-formyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 4α-formyl-5α-cholesta-8,24-dien-3β-ol

Reference/HMDB HMDB0006847
type: UnificationXref
id: HMDB0006847
db: HMDB

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

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

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

fecosterol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 440371
chemical formula: C28H46O
molecular weight: 398.35486
structure: ChemicalStructure/PW C044581

5,7,24(28)-Ergostatrienol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0060404
xref: Reference/PubChem-compound 46173808
chemical formula: C28H44O
molecular weight: 396.3392
structure: ChemicalStructure/PW C044582

Zymosterol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 92746
chemical formula: C27H44O
molecular weight: 384.3392
structure: ChemicalStructure/PW C044580

Acetyl-CoA acetyltransferase
type: ProteinReference
xref: Reference/UniProt P41338
organism: Saccharomyces cerevisiae

ergosta-5,7,22,24(28)-tetraen-3-β-ol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 11090531
chemical formula: C28H42O
molecular weight: 394.32358
structure: ChemicalStructure/PW C044583

Compound/PW C000701 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Ergosterol
stoichiometric coefficient: 1.0

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

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

Reference/TAXONOMY 4932
type: UnificationXref
id: 4932
db: TAXONOMY

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

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

Acetyl-CoA
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Acetyl-CoA

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

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

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

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

Reference/PubChem-compound 25246222
type: UnificationXref
id: 25246222
db: PubChem-compound

C-8 sterol isomerase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: C-8 sterol isomerase

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

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

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

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

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

ReactionCatalysis7248
type: Catalysis
controller: Isopentenyl-diphosphate Delta-isomerase
controlled: Reaction7263
control type: ACTIVATION

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

ReactionCatalysis7250
type: Catalysis
controller: C-8 sterol isomerase
controlled: Reaction7265
control type: ACTIVATION

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

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

Reference/HMDB HMDB0059597
type: UnificationXref
id: HMDB0059597
db: HMDB

ReactionCatalysis7251
type: Catalysis
controller: C-5 sterol desaturase
controlled: Reaction7266
control type: ACTIVATION

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

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

Reference/UniProt P25340
type: UnificationXref
id: P25340
db: UniProt

Compound/PW C044575 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4β-methyl-4α-carboxy-cholesta-8,24-dien-3β-ol
stoichiometric coefficient: 1.0

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

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

7-dehydrodesmosterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 7-dehydrodesmosterol

Reference/UniProt P29704
type: UnificationXref
id: P29704
db: UniProt

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

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

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

Reference/UniProt P38604
type: UnificationXref
id: P38604
db: UniProt

Reference/ChEBI CHEBI 16933
type: UnificationXref
id: CHEBI:16933
db: ChEBI

ferricytochrome c
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: ferricytochrome c

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

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

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

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

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

Reference/ChEBI CHEBI 16928
type: UnificationXref
id: CHEBI:16928
db: ChEBI

C-5 sterol desaturase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: C-5 sterol desaturase

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

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

Phosphomevalonate kinase
type: ProteinReference
xref: Reference/UniProt Q15126
organism: Saccharomyces cerevisiae

Reference/PubChem-compound 3425
type: UnificationXref
id: 3425
db: PubChem-compound

Compound/PW C044610 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 7-dehydrodesmosterol
stoichiometric coefficient: 1.0

5,7,24(28)-Ergostatrienol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 5,7,24(28)-Ergostatrienol

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

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

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

Compound/PW C044573 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
stoichiometric coefficient: 1.0

ReactionCatalysis6900
type: Catalysis
controller: C-24 sterol reductase
controlled: 1.3.1.71
control type: ACTIVATION

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

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

ergosta-5,7,22,24(28)-tetraen-3-β-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: ergosta-5,7,22,24(28)-tetraen-3-β-ol

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/PubChem-compound 90659076
type: UnificationXref
id: 90659076
db: PubChem-compound

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

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

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

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

Reaction7263
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000874 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001039 Endoplasmic Reticulum/Stoichiometry/1.0
right: Dimethylallylpyrophosphate
spontaneous: false
left: Isopentenyl pyrophosphate
name: Isopentenyl pyrophosphate → Dimethylallylpyrophosphate
conversion direction: LEFT_TO_RIGHT

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

ChemicalStructure/PW C002968
type: ChemicalStructure
structure format: SMILES

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

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

Reference/PubChem-compound 1038
type: UnificationXref
id: 1038
db: PubChem-compound

Phosphomevalonate kinase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Phosphomevalonate kinase

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

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

Farnesyl pyrophosphate synthase
type: Complex
component stoichiometry: Protein/11193 Endoplasmic Reticulum/Stoichiometry/2.0
cellular location: Endoplasmic Reticulum
component: Farnesyl pyrophosphate synthase

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

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

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

C-22 sterol desaturase
type: ProteinReference
xref: Reference/UniProt P54781
organism: BiologicalState212

C-5 sterol desaturase
type: ProteinReference
xref: Reference/UniProt P32353
organism: Saccharomyces cerevisiae

C-24 sterol reductase
type: ProteinReference
xref: Reference/UniProt P25340
organism: Saccharomyces cerevisiae

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

3-keto sterol reductase
type: ProteinReference
xref: Reference/UniProt Q12452
organism: Saccharomyces cerevisiae

C-8 sterol isomerase
type: ProteinReference
xref: Reference/UniProt P32352
organism: Saccharomyces cerevisiae

Sterol 24-C-methyltransferase
type: ProteinReference
xref: Reference/UniProt P25087
organism: Saccharomyces cerevisiae

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

Reference/BioCyc ADENOSYL-HOMO-CYS
type: UnificationXref
id: ADENOSYL-HOMO-CYS
db: BioCyc

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

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

Reference/CAS 485-80-3
type: UnificationXref
id: 485-80-3
db: CAS

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

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

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

Hydrogen Ion
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Hydrogen Ion

mevalonate kinase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: mevalonate kinase

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

Reference/PubChem-compound 90659175
type: UnificationXref
id: 90659175
db: PubChem-compound

Compound/PW C000940 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Acetyl-CoA
stoichiometric coefficient: 1.0

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

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

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

Reference/ChEBI CHEBI 15525
type: UnificationXref
id: CHEBI:15525
db: ChEBI

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

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

5α-cholesta-8,24-dien-3-one
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 5α-cholesta-8,24-dien-3-one

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

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

Compound/PW C002968 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Episterol
stoichiometric coefficient: 1.0

ergosta-5,7,22,24(28)-tetraen-3-β-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: ergosta-5,7,22,24(28)-tetraen-3-β-ol

mevalonate kinase
type: ProteinReference
xref: Reference/UniProt P07277
organism: Saccharomyces cerevisiae

3-hydroxy-3-methylglutaryl-coenzyme A reductase 2
type: ProteinReference
xref: Reference/UniProt P12684
organism: Saccharomyces cerevisiae

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

Reference/ChEBI CHEBI 15414
type: UnificationXref
id: CHEBI:15414
db: ChEBI

3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
type: ProteinReference
xref: Reference/UniProt P12683
organism: Saccharomyces cerevisiae

Reference/UniProt P32377
type: UnificationXref
id: P32377
db: UniProt

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

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

Farnesyl pyrophosphate synthase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Farnesyl pyrophosphate synthase

Reference/CAS 1763-10-6
type: UnificationXref
id: 1763-10-6
db: CAS

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

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

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

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

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

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

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

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

Reference/CAS 474-68-0
type: UnificationXref
id: 474-68-0
db: CAS

Reaction7265
type: BiochemicalReaction
participant stoichiometry: Compound/PW C044610 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044580 Endoplasmic Reticulum/Stoichiometry/1.0
right: 7-dehydrodesmosterol
spontaneous: false
left: Zymosterol
name: Zymosterol ↔ 7-dehydrodesmosterol
conversion direction: REVERSIBLE

Reaction7267
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000047 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001690 Endoplasmic Reticulum/Stoichiometry/1.0
right: Cholesterol
spontaneous: false
left: Desmosterol
name: Desmosterol → Cholesterol
conversion direction: LEFT_TO_RIGHT

Reaction7266
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001989 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044610 Endoplasmic Reticulum/Stoichiometry/1.0
right: 7-Dehydrodesmosterol
spontaneous: false
left: 7-dehydrodesmosterol
name: 7-dehydrodesmosterol → 7-Dehydrodesmosterol
conversion direction: LEFT_TO_RIGHT

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

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

Geranyl-PP
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Geranyl-PP

Lanosterol synthase
type: ProteinReference
xref: Reference/UniProt P38604
organism: Saccharomyces cerevisiae

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

squalene monooxygenase
type: ProteinReference
xref: Reference/UniProt P32476
organism: Saccharomyces cerevisiae

Delta(14)-sterol reductase
type: ProteinReference
xref: Reference/UniProt P32462
organism: Saccharomyces cerevisiae

Lanosterol 14-alpha demethylase
type: ProteinReference
xref: Reference/UniProt P10614
organism: Saccharomyces cerevisiae

Isopentenyl-diphosphate Delta-isomerase
type: ProteinReference
xref: Reference/UniProt P15496
organism: Saccharomyces cerevisiae

Diphosphomevalonate decarboxylase
type: ProteinReference
xref: Reference/UniProt P32377
organism: Saccharomyces cerevisiae

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

Compound/PW C044578 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4α-carboxy-5α-cholesta-8,24-dien-3β-ol
stoichiometric coefficient: 1.0

Reference/BioCyc S-ADENOSYLMETHIONINE
type: UnificationXref
id: S-ADENOSYLMETHIONINE
db: BioCyc

Squalene synthase
type: ProteinReference
xref: Reference/UniProt P29704
organism: Saccharomyces cerevisiae

Farnesyl pyrophosphate synthase
type: ProteinReference
xref: Reference/UniProt P08524
organism: Saccharomyces cerevisiae

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

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

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

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

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

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

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

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

Reference/UniProt P53199
type: UnificationXref
id: P53199
db: UniProt

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

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

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

Reference/ChEBI CHEBI 15991
type: UnificationXref
id: CHEBI:15991
db: ChEBI

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

Palmitoyl-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 15667
xref: Reference/ChemSpider 14902
xref: Reference/HMDB HMDB0001338
xref: Reference/ChEBI CHEBI 15525
xref: Reference/KEGG Compound C00154
xref: Reference/CAS 1763-10-6
xref: Reference/BioCyc PALMITYL-COA
chemical formula: C37H66N7O17P3S
molecular weight: 1005.34485
structure: ChemicalStructure/PW C001031

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

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

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

Reference/HMDB HMDB0001338
type: UnificationXref
id: HMDB0001338
db: HMDB

Reference/UniProt P12684
type: UnificationXref
id: P12684
db: UniProt

Reference/UniProt P12683
type: UnificationXref
id: P12683
db: UniProt

Cholesterol Biosynthesis and Metabolism CE(16:0)
type: Pathway
pathway order: PathwayEnzymeReaction/27069
pathway order: PathwayEnzymeReaction/27062
pathway order: PathwayEnzymeReaction/27084
pathway order: PathwayEnzymeReaction/27086
pathway order: PathwayEnzymeReaction/27063
pathway order: PathwayEnzymeReaction/27085
pathway order: PathwayEnzymeReaction/27088
pathway order: PathwayEnzymeReaction/27087
pathway order: PathwayEnzymeReaction/27089
pathway order: PathwayEnzymeReaction/27080
pathway order: PathwayEnzymeReaction/27082
pathway order: PathwayEnzymeReaction/1312016
pathway order: PathwayEnzymeReaction/27037
pathway order: PathwayEnzymeReaction/27073
pathway order: PathwayEnzymeReaction/27095
pathway order: PathwayEnzymeReaction/27072
pathway order: PathwayEnzymeReaction/27094
pathway order: PathwayEnzymeReaction/27075
pathway order: PathwayEnzymeReaction/27097
pathway order: PathwayEnzymeReaction/27074
pathway order: PathwayEnzymeReaction/27096
pathway order: PathwayEnzymeReaction/27077
pathway order: PathwayEnzymeReaction/27099
pathway order: PathwayEnzymeReaction/27076
pathway order: PathwayEnzymeReaction/27098
pathway order: PathwayEnzymeReaction/27035
pathway order: PathwayEnzymeReaction/27079
pathway order: PathwayEnzymeReaction/27078
pathway order: PathwayEnzymeReaction/27091
pathway order: PathwayEnzymeReaction/27090
pathway order: PathwayEnzymeReaction/27071
pathway order: PathwayEnzymeReaction/27093
pathway order: PathwayEnzymeReaction/27070
pathway order: PathwayEnzymeReaction/27092
pathway component: ReactionCatalysis6891
pathway component: ReactionCatalysis6890
pathway component: ReactionCatalysis6858
pathway component: ReactionCatalysis6856
pathway component: ReactionCatalysis6895
pathway component: ReactionCatalysis6894
pathway component: ReactionCatalysis6893
pathway component: ReactionCatalysis6892
pathway component: ReactionCatalysis6899
pathway component: ReactionCatalysis6855
pathway component: ReactionCatalysis6898
pathway component: ReactionCatalysis6897
pathway component: ReactionCatalysis6896
pathway component: 1.3.1.70
pathway component: ReactionCatalysis6869
pathway component: ReactionCatalysis6868
pathway component: ReactionCatalysis6900
pathway component: ReactionCatalysis6862
pathway component: Reaction7265
pathway component: Reaction6891
pathway component: ReactionCatalysis6860
pathway component: Reaction6892
pathway component: Reaction7267
pathway component: 2.5.1.21
pathway component: Reaction7266
pathway component: 1.14.13.132
pathway component: ReactionCatalysis6866
pathway component: ReactionCatalysis6865
pathway component: 5.4.99.7
pathway component: ReactionCatalysis6864
pathway component: 1.14.13.70
pathway component: Reaction7263
pathway component: 1.3.1.71
pathway component: 2.7.1.36
pathway component: Reaction6920
pathway component: Reaction6921
pathway component: 4.1.1.33
pathway component: Reaction6922
pathway component: Reaction6923
pathway component: 2.1.1.41
pathway component: 5.-.-.-
pathway component: 1.14.19.20
pathway component: 1.14.19.41
pathway component: ReactionCatalysis527
pathway component: 2.3.1.9

ChemicalStructure/PW C001690
type: ChemicalStructure
structure format: SMILES

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

Reference/UniProt P53045
type: UnificationXref
id: P53045
db: UniProt

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

CE(16:0)
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: CE(16:0)

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

Adenosine diphosphate
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Adenosine diphosphate

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

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

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

ChemicalStructure/PW C000966
type: ChemicalStructure
structure format: SMILES

ferrocytochrome c
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: ferrocytochrome c

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

ReactionCatalysis6858
type: Catalysis
controller: Diphosphomevalonate decarboxylase
controlled: 4.1.1.33
control type: ACTIVATION

ReactionCatalysis6856
type: Catalysis
controller: mevalonate kinase
controlled: 2.7.1.36
control type: ACTIVATION

Reference/ChEBI CHEBI 3663
type: UnificationXref
id: CHEBI:3663
db: ChEBI

4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol

Hydroxymethylglutaryl-CoA synthase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Hydroxymethylglutaryl-CoA synthase

Reference/UniProt P32462
type: UnificationXref
id: P32462
db: UniProt

ReactionCatalysis6855
type: Catalysis
controller: Hydroxymethylglutaryl-CoA synthase
controlled: 2.3.3.10
control type: ACTIVATION

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

Reference/UniProt P07277
type: UnificationXref
id: P07277
db: UniProt

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

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

5,7,24(28)-Ergostatrienol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 5,7,24(28)-Ergostatrienol

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

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

Compound/PW C000921 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: S-Adenosylmethionine
stoichiometric coefficient: 1.0

Compound/PW C040778 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: ferrocytochrome c
stoichiometric coefficient: 1.0

Compound/PW C044582 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5,7,24(28)-Ergostatrienol
stoichiometric coefficient: 1.0

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

Reference/HMDB HMDB0000939
type: UnificationXref
id: HMDB0000939
db: HMDB

ReactionCatalysis6869
type: Catalysis
controller: Delta(14)-sterol reductase
controlled: 1.3.1.70
control type: ACTIVATION

ReactionCatalysis6868
type: Catalysis
controller: Lanosterol 14-alpha demethylase
controlled: 1.14.13.70
control type: ACTIVATION

Reference/PubChem-compound 246520
type: UnificationXref
id: 246520
db: PubChem-compound

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

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

S-Adenosylmethionine
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: S-Adenosylmethionine

ReactionCatalysis6862
type: Catalysis
controller: Farnesyl pyrophosphate synthase
controlled: Reaction6892
control type: ACTIVATION

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

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

ReactionCatalysis6860
type: Catalysis
controller: Farnesyl pyrophosphate synthase
controlled: Reaction6891
control type: ACTIVATION

ReactionCatalysis6866
type: Catalysis
controller: Lanosterol synthase
controlled: 5.4.99.7
control type: ACTIVATION

ReactionCatalysis6865
type: Catalysis
controller: squalene monooxygenase
controlled: 1.14.13.132
control type: ACTIVATION

ReactionCatalysis6864
type: Catalysis
controller: Squalene synthase
controlled: 2.5.1.21
control type: ACTIVATION

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

Reference/ChemSpider 14902
type: UnificationXref
id: 14902
db: ChemSpider

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

ChemicalStructure/PW C000706
type: ChemicalStructure
structure format: SMILES

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

Protein/11187 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: 3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
stoichiometric coefficient: 2.0

ChemicalStructure/PW C000701
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0062392
type: UnificationXref
id: HMDB0062392
db: HMDB

ChemicalStructure/PW C000940
type: ChemicalStructure
structure format: SMILES

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

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

4β-methyl-4α-carboxy-cholesta-8,24-dien-3β-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 4β-methyl-4α-carboxy-cholesta-8,24-dien-3β-ol

ChemicalStructure/PW C000946
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 50586
type: UnificationXref
id: CHEBI:50586
db: ChEBI

Compound/PW C040779 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: ferricytochrome c
stoichiometric coefficient: 1.0

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

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/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

ChemicalStructure/PW C044574
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C044573
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C044576
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C044575
type: ChemicalStructure
structure format: SMILES

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

Reference/SMPDB SMP0002440
type: UnificationXref
id: SMP0002440
db: SMPDB

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

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

Reference/UniProt Q12452
type: UnificationXref
id: Q12452
db: UniProt

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

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

ChemicalStructure/PW C044578
type: ChemicalStructure
structure format: SMILES

Reference/UniProt P32353
type: UnificationXref
id: P32353
db: UniProt

ChemicalStructure/PW C044577
type: ChemicalStructure
structure format: SMILES

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

Reference/UniProt P32476
type: UnificationXref
id: P32476
db: UniProt

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

ChemicalStructure/PW C044579
type: ChemicalStructure
structure format: SMILES

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

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

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

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

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

ReactionCatalysis6889
type: Catalysis
controller: C-3 sterol dehydrogenase
controlled: 1.1.1.170
control type: ACTIVATION

Reference/PubChem-compound 90658366
type: UnificationXref
id: 90658366
db: PubChem-compound

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

ReactionCatalysis6882
type: Catalysis
controller: 3-hydroxy-3-methylglutaryl-coenzyme A reductase
controlled: 1.1.1.34
control type: ACTIVATION

Reference/UniProt P32352
type: UnificationXref
id: P32352
db: UniProt

Reference/PubChem-compound 21775588
type: UnificationXref
id: 21775588
db: PubChem-compound

ReactionCatalysis6888
type: Catalysis
controller: Methylsterol monooxygenase
controlled: Reaction6916
control type: ACTIVATION

ChemicalStructure/PW C044581
type: ChemicalStructure
structure format: SMILES

ReactionCatalysis6887
type: Catalysis
controller: Methylsterol monooxygenase
controlled: Reaction6915
control type: ACTIVATION

ChemicalStructure/PW C044580
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C044583
type: ChemicalStructure
structure format: SMILES

ReactionCatalysis6886
type: Catalysis
controller: Methylsterol monooxygenase
controlled: Reaction6914
control type: ACTIVATION

ChemicalStructure/PW C044582
type: ChemicalStructure
structure format: SMILES

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

Compound/PW C001142 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Acetoacetyl-CoA
stoichiometric coefficient: 1.0

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

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

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

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

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

ChemicalStructure/PW C000768
type: ChemicalStructure
structure format: SMILES

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

Compound/PW C000706 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: CE(16:0)
stoichiometric coefficient: 1.0

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

Protein/11193 Endoplasmic Reticulum/Stoichiometry/2.0
type: Stoichiometry
physical entity: Farnesyl pyrophosphate synthase
stoichiometric coefficient: 2.0

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

Reference/ChEBI CHEBI 15378
type: UnificationXref
id: CHEBI:15378
db: ChEBI

ChemicalStructure/PW C040034
type: ChemicalStructure
structure format: SMILES
structure data: [H+]

Acetoacetyl-CoA
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Acetoacetyl-CoA

ferrocytochrome c
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 16928
chemical formula: C5H12
molecular weight: 72.0939
structure: ChemicalStructure/PW C040778

ChemicalStructure/PW C000414
type: ChemicalStructure
structure format: SMILES

ferricytochrome c
type: SmallMoleculeReference
xref: Reference/PubChem-compound 3425
xref: Reference/ChEBI CHEBI 15991
chemical formula: C42H68O13
molecular weight: 780.466
structure: ChemicalStructure/PW C040779

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

Reference/PathWhiz PW002550
type: UnificationXref
id: PW002550
db: PathWhiz

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

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

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

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

3-hydroxy-3-methylglutaryl-coenzyme A reductase 2
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3-hydroxy-3-methylglutaryl-coenzyme A reductase 2

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

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

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

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

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

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

3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3-hydroxy-3-methylglutaryl-coenzyme A reductase 1

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

1.3.1.71
type: BiochemicalReaction
participant stoichiometry: Compound/PW C044583 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000701 Endoplasmic Reticulum/Stoichiometry/1.0
right: Ergosterol
right: NADP
spontaneous: false
EC number: 1.3.1.71
left: ergosta-5,7,22,24(28)-tetraen-3-β-ol
left: Hydrogen Ion
left: NADPH
name: ergosta-5,7,22,24(28)-tetraen-3-β-ol + Hydrogen Ion + NADPH → Ergosterol + NADP
conversion direction: LEFT_TO_RIGHT

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

ChemicalStructure/PW C000749
type: ChemicalStructure
structure format: SMILES

Diphosphomevalonate decarboxylase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Diphosphomevalonate decarboxylase

Compound/PW C044581 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: fecosterol
stoichiometric coefficient: 1.0

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

Reaction6920
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044576 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044577 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: NADP
right: 4α-formyl-5α-cholesta-8,24-dien-3β-ol
spontaneous: false
left: Hydrogen Ion
left: Oxygen
left: NADPH
left: 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
name: 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + Hydrogen Ion + NADPH + Oxygen → 4α-formyl-5α-cholesta-8,24-dien-3β-ol + NADP + Water
conversion direction: LEFT_TO_RIGHT

Reaction6921
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044578 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044577 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: NADP
right: 4α-carboxy-5α-cholesta-8,24-dien-3β-ol
spontaneous: false
left: Oxygen
left: NADPH
left: 4α-formyl-5α-cholesta-8,24-dien-3β-ol
name: 4α-formyl-5α-cholesta-8,24-dien-3β-ol + NADPH + Oxygen → 4α-carboxy-5α-cholesta-8,24-dien-3β-ol + NADP + Water
conversion direction: LEFT_TO_RIGHT

Reaction6922
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001316 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044579 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044578 Endoplasmic Reticulum/Stoichiometry/1.0
right: Carbon dioxide
right: 5α-cholesta-8,24-dien-3-one
right: NADPH
spontaneous: false
left: NADP
left: 4α-carboxy-5α-cholesta-8,24-dien-3β-ol
name: 4α-carboxy-5α-cholesta-8,24-dien-3β-ol + NADP → 5α-cholesta-8,24-dien-3-one + Carbon dioxide + NADPH
conversion direction: LEFT_TO_RIGHT

Reaction6923
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044579 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044580 Endoplasmic Reticulum/Stoichiometry/1.0
right: NADP
right: Zymosterol
spontaneous: false
left: 5α-cholesta-8,24-dien-3-one
left: Hydrogen Ion
left: NADPH
name: 5α-cholesta-8,24-dien-3-one + Hydrogen Ion + NADPH → NADP + Zymosterol
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C000994
type: ChemicalStructure
structure format: SMILES

2.1.1.41
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000749 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000921 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044581 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044580 Endoplasmic Reticulum/Stoichiometry/1.0
right: Hydrogen Ion
right: fecosterol
right: S-Adenosylhomocysteine
spontaneous: false
EC number: 2.1.1.41
left: S-Adenosylmethionine
left: Zymosterol
name: S-Adenosylmethionine + Zymosterol → Hydrogen Ion + S-Adenosylhomocysteine + fecosterol
conversion direction: LEFT_TO_RIGHT

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

ChemicalStructure/PW C000993
type: ChemicalStructure
structure format: SMILES

5.-.-.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002968 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044581 Endoplasmic Reticulum/Stoichiometry/1.0
right: Episterol
spontaneous: false
EC number: 5.-.-.-
left: fecosterol
name: fecosterol → Episterol
conversion direction: LEFT_TO_RIGHT

1.14.19.20
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002968 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040778 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044582 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040779 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: ferricytochrome c
right: 5,7,24(28)-Ergostatrienol
spontaneous: false
EC number: 1.14.19.20
left: Episterol
left: ferrocytochrome c
left: Hydrogen Ion
left: Oxygen
name: Episterol + Hydrogen Ion + Oxygen + ferrocytochrome c → 5,7,24(28)-Ergostatrienol + Water + ferricytochrome c
conversion direction: LEFT_TO_RIGHT

1.14.19.41
type: BiochemicalReaction
participant stoichiometry: Compound/PW C044582 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044583 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 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: ergosta-5,7,22,24(28)-tetraen-3-β-ol
right: NADP
spontaneous: false
EC number: 1.14.19.41
left: Oxygen
left: NADPH
left: 5,7,24(28)-Ergostatrienol
left: Hydrogen Ion
name: 5,7,24(28)-Ergostatrienol + Hydrogen Ion + NADPH + Oxygen → ergosta-5,7,22,24(28)-tetraen-3-β-ol + NADP + Water
conversion direction: LEFT_TO_RIGHT

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

4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol

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

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

Reference/PubChem-compound 15667
type: UnificationXref
id: 15667
db: PubChem-compound

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

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

1.1.1.170
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002961 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001316 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044575 Endoplasmic Reticulum/Stoichiometry/1.0
right: Carbon dioxide
right: 3-Keto-4-methylzymosterol
right: NADPH
spontaneous: false
EC number: 1.1.1.170
left: NADP
left: 4β-methyl-4α-carboxy-cholesta-8,24-dien-3β-ol
name: 4β-methyl-4α-carboxy-cholesta-8,24-dien-3β-ol + NADP → 3-Keto-4-methylzymosterol + Carbon dioxide + NADPH
conversion direction: LEFT_TO_RIGHT

Reference/HMDB HMDB0000878
type: UnificationXref
id: HMDB0000878
db: HMDB

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

1.1.1.270
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002961 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000946 Endoplasmic Reticulum/Stoichiometry/1.0
right: 4a-Methylzymosterol
right: NADP
spontaneous: false
EC number: 1.1.1.270
left: Hydrogen Ion
left: 3-Keto-4-methylzymosterol
left: NADPH
name: 3-Keto-4-methylzymosterol + Hydrogen Ion + NADPH → 4a-Methylzymosterol + NADP
conversion direction: LEFT_TO_RIGHT

Reaction120045
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000047 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001031 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000706 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Endoplasmic Reticulum/Stoichiometry/1.0
right: CE(16:0)
right: Coenzyme A
spontaneous: false
left: Palmitoyl-CoA
left: Cholesterol
name: Cholesterol + Palmitoyl-CoA ↔ CE(16:0) + Coenzyme A
conversion direction: REVERSIBLE

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

Reaction6919
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044576 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000946 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: NADP
right: 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
spontaneous: false
left: 4a-Methylzymosterol
left: Hydrogen Ion
left: Oxygen
left: NADPH
name: 4a-Methylzymosterol + Hydrogen Ion + NADPH + Oxygen → 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + NADP + Water
conversion direction: LEFT_TO_RIGHT

Reference/ChEBI CHEBI 16680
type: UnificationXref
id: CHEBI:16680
db: ChEBI

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/PubChem-compound 24762165
type: UnificationXref
id: 24762165
db: PubChem-compound

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

Compound/PW C001031 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Palmitoyl-CoA
stoichiometric coefficient: 1.0

Reaction6914
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000994 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044573 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
right: NADP
spontaneous: false
left: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
left: Hydrogen Ion
left: Oxygen
left: NADPH
name: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + Hydrogen Ion + NADPH + Oxygen → 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + NADP + Water
conversion direction: LEFT_TO_RIGHT

Reference/HMDB HMDB0000885
type: UnificationXref
id: HMDB0000885
db: HMDB

Reaction6915
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044574 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044573 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
right: NADP
spontaneous: false
left: 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
left: Hydrogen Ion
left: Oxygen
left: NADPH
name: 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + Hydrogen Ion + NADPH + Oxygen → 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + NADP + Water
conversion direction: LEFT_TO_RIGHT

Reaction6916
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044574 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044575 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: NADP
right: 4β-methyl-4α-carboxy-cholesta-8,24-dien-3β-ol
spontaneous: false
left: 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
left: Oxygen
left: NADPH
name: 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + NADPH + Oxygen → 4β-methyl-4α-carboxy-cholesta-8,24-dien-3β-ol + NADP + Water
conversion direction: LEFT_TO_RIGHT

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

2.7.4.2
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001036 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000414 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000857 Endoplasmic Reticulum/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