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 C000891 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
type: Stoichiometry
physical entity: FMNH2
stoichiometric coefficient: 3.0

Compound/PW C000544 Endoplasmic Reticulum Membrane/Stoichiometry/6.0
type: Stoichiometry
physical entity: Fe2+
stoichiometric coefficient: 6.0

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

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

Reference/PubChem-compound 29936
type: UnificationXref
id: 29936
db: PubChem-compound

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

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

Reference/HMDB HMDB0001181
type: UnificationXref
id: HMDB0001181
db: HMDB

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

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

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

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

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

Reference/PubChem-compound 25200700
type: UnificationXref
id: 25200700
db: PubChem-compound

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

Reference/PubChem-compound 23724596
type: UnificationXref
id: 23724596
db: PubChem-compound

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

Reference/SMPDB SMP0121055
type: UnificationXref
id: SMP0121055
db: SMPDB

Reference/SMPDB SMP0121057
type: UnificationXref
id: SMP0121057
db: SMPDB

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

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

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

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

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

Compound/PW C001170 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
type: Stoichiometry
physical entity: Flavin Mononucleotide
stoichiometric coefficient: 3.0

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

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

4a-Formyl-5a-cholesta-8,24-dien-3b-ol
type: SmallMoleculeReference
xref: Reference/ChemSpider 570845
xref: Reference/HMDB HMDB0001203
xref: Reference/PubChem-compound 656456
xref: Reference/BioCyc CPD-4580
chemical formula: C28H44O2
molecular weight: 412.33414
structure: ChemicalStructure/PW C000938

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

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

Reference/ChemSpider 27815
type: UnificationXref
id: 27815
db: ChemSpider

Reference/CAS 5666-16-0
type: UnificationXref
id: 5666-16-0
db: CAS

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

Bloch Pathway (Cholesterol Biosynthesis)
type: Pathway
pathway order: PathwaySubPathway/109692
pathway order: PathwayEnzymeReaction/2122490
pathway order: PathwayEnzymeReaction/2122481
pathway order: PathwayEnzymeReaction/2122482
pathway order: PathwayEnzymeReaction/2122493
pathway order: PathwayEnzymeReaction/2122483
pathway order: PathwayEnzymeReaction/2122494
pathway order: PathwayEnzymeReaction/2122484
pathway order: PathwayEnzymeReaction/2122495
pathway order: PathwayEnzymeReaction/2122485
pathway order: PathwayEnzymeReaction/2122496
pathway order: PathwayEnzymeReaction/2122486
pathway order: PathwayEnzymeReaction/2122487
pathway order: PathwayEnzymeReaction/2122477
pathway order: PathwayEnzymeReaction/2122401
pathway order: PathwayEnzymeReaction/2122478
pathway order: PathwayEnzymeReaction/2122489
pathway order: PathwayEnzymeReaction/2122402
pathway order: PathwayEnzymeReaction/2122479
pathway component: Reaction179304
pathway component: Reaction179303
pathway component: Reaction179302
pathway component: 1.14.13.72
pathway component: ReactionCatalysis169209
pathway component: ReactionCatalysis169208
pathway component: Reaction179308
pathway component: ReactionCatalysis169207
pathway component: Reaction179307
pathway component: ReactionCatalysis169206
pathway component: Reaction179306
pathway component: ReactionCatalysis169205
pathway component: Reaction179305
pathway component: ReactionCatalysis169204
pathway component: ReactionCatalysis169203
pathway component: ReactionCatalysis169202
pathway component: ReactionCatalysis169201
pathway component: Reaction179300
pathway component: Mevalonate Pathway
pathway component: Reaction179309
pathway component: Reaction179313
pathway component: 1.3.1.21
pathway component: ReactionCatalysis169218
pathway component: ReactionCatalysis169217
pathway component: ReactionCatalysis169216
pathway component: Reaction179296
pathway component: ReactionCatalysis169215
pathway component: ReactionCatalysis169214
pathway component: ReactionCatalysis169213
pathway component: ReactionCatalysis169212
pathway component: ReactionCatalysis169211
pathway component: Reaction179311
pathway component: Reaction179299
pathway component: ReactionCatalysis169210
pathway component: Reaction179310
pathway component: Reaction179298
pathway component: Reaction179297
xref: Reference/PathWhiz PW122325
xref: Reference/SMPDB SMP0121057
organism: Homo sapiens

Compound/PW C000938 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4a-Formyl-5a-cholesta-8,24-dien-3b-ol
stoichiometric coefficient: 1.0

Hydrogen Ion
type: SmallMolecule
cellular location: Cell Membrane
entity reference: Hydrogen Ion

Mevalonate Pathway
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway109692
pathway component: SubPathwayInteraction109692
xref: Reference/PathWhiz PW122323
xref: Reference/SMPDB SMP0121055
name: SubPathway

Compound/PW C104652 Inner Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol
stoichiometric coefficient: 1.0

Fe2+
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Fe2+

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

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

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

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

Compound/PW C104651 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol
stoichiometric coefficient: 1.0

ChemicalStructure/PW C000938
type: ChemicalStructure
structure format: SMILES

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

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

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

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

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

Lamin-B receptor
type: ProteinReference
xref: Reference/UniProt Q14739
organism: Homo sapiens

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

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

Reference/ChemSpider 559060
type: UnificationXref
id: 559060
db: ChemSpider

Compound/PW C104653 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
stoichiometric coefficient: 1.0

Reference/UniProt Q14739
type: UnificationXref
id: Q14739
db: UniProt

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

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

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

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

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

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

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

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

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

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

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

Reference/ChEBI CHEBI 16048
type: UnificationXref
id: CHEBI:16048
db: ChEBI

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

ChemicalStructure/PW C000917
type: ChemicalStructure
structure format: SMILES

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

Reference/BioCyc CPD-10134
type: UnificationXref
id: CPD-10134
db: BioCyc

Reference/PubChem-compound 21121725
type: UnificationXref
id: 21121725
db: PubChem-compound

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

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

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

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

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

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

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

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

4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol
type: SmallMolecule
cellular location: Inner Membrane
entity reference: 4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol

Compound/PW C104652 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol
stoichiometric coefficient: 1.0

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

ReactionCatalysis169209
type: Catalysis
controller: 3-keto-steroid reductase
controlled: Reaction179304
control type: ACTIVATION

Reference/PubChem-compound 22298936
type: UnificationXref
id: 22298936
db: PubChem-compound

ReactionCatalysis169208
type: Catalysis
controller: Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating
controlled: Reaction179303
control type: ACTIVATION

ReactionCatalysis169207
type: Catalysis
controller: Methylsterol monooxygenase 1
controlled: Reaction179302
control type: ACTIVATION

Fe2+
type: SmallMoleculeReference
xref: Reference/CAS 15438-31-0
xref: Reference/KEGG Compound C14818
xref: Reference/ChemSpider 25394
xref: Reference/PubChem-compound 27284
xref: Reference/ChEBI CHEBI 29033
xref: Reference/BioCyc Ferric-Hydroxamate-Complexes
xref: Reference/HMDB HMDB0000692
chemical formula: Fe
molecular weight: 55.93494
structure: ChemicalStructure/PW C000544

ReactionCatalysis169206
type: Catalysis
controller: Methylsterol monooxygenase 1
controlled: 1.14.13.72
control type: ACTIVATION

Reference/PubChem-compound 22298935
type: UnificationXref
id: 22298935
db: PubChem-compound

NADPH
type: SmallMolecule
cellular location: Inner Membrane
entity reference: NADPH

ReactionCatalysis169205
type: Catalysis
controller: Methylsterol monooxygenase 1
controlled: Reaction179300
control type: ACTIVATION

Compound/PW C000544 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: Fe2+
stoichiometric coefficient: 2.0

ReactionCatalysis169204
type: Catalysis
controller: Lamin-B receptor
controlled: Reaction179299
control type: ACTIVATION

ReactionCatalysis169203
type: Catalysis
controller: Lanosterol 14-alpha demethylase
controlled: Reaction179298
control type: ACTIVATION

Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/5.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 5.0

ReactionCatalysis169202
type: Catalysis
controller: Lanosterol 14-alpha demethylase
controlled: Reaction179297
control type: ACTIVATION

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

ReactionCatalysis169201
type: Catalysis
controller: Lanosterol 14-alpha demethylase
controlled: Reaction179296
control type: ACTIVATION

SubPathwayInteraction109692
type: Interaction
name: SubPathwayReaction
name: SubPathway109692Reaction

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

Reference/ChEBI CHEBI 87289
type: UnificationXref
id: CHEBI:87289
db: ChEBI

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

Reaction179296
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000891 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000092 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/4.0
participant stoichiometry: Compound/PW C001170 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
participant stoichiometry: Compound/PW C104650 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/4.0
participant stoichiometry: Compound/PW C000966 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
right: Water
right: Flavin Mononucleotide
right: 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
right: Formic acid
right: Hydrogen Ion
spontaneous: false
left: Lanosterol
left: Oxygen
left: FMNH2
name: 3 FMNH2 + Lanosterol + 3 Oxygen → 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + 3 Flavin Mononucleotide + Formic acid + 4 Hydrogen Ion + 4 Water
conversion direction: LEFT_TO_RIGHT

Reaction179299
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104652 Inner Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Inner Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Inner Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Inner Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000994 Inner Membrane/Stoichiometry/1.0
right: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
right: NADP
spontaneous: false
left: NADPH
left: 4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol
left: Hydrogen Ion
name: 4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol + Hydrogen Ion + NADPH → 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + NADP
conversion direction: LEFT_TO_RIGHT

Reaction179298
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104651 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000891 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000092 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/4.0
participant stoichiometry: Compound/PW C001170 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/4.0
participant stoichiometry: Compound/PW C104652 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
right: Water
right: Flavin Mononucleotide
right: 4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol
right: Formic acid
right: Hydrogen Ion
spontaneous: false
left: Oxygen
left: 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol
left: FMNH2
name: 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol + 3 FMNH2 + 3 Oxygen → 4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol + 3 Flavin Mononucleotide + Formic acid + 4 Hydrogen Ion + 4 Water
conversion direction: LEFT_TO_RIGHT

Reaction179297
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000891 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
participant stoichiometry: Compound/PW C104651 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000092 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/4.0
participant stoichiometry: Compound/PW C001170 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
participant stoichiometry: Compound/PW C104650 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/4.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
right: Water
right: Flavin Mononucleotide
right: Formic acid
right: 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol
right: Hydrogen Ion
spontaneous: false
left: Oxygen
left: 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
left: FMNH2
name: 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + 3 FMNH2 + 3 Oxygen → 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol + 3 Flavin Mononucleotide + Formic acid + 4 Hydrogen Ion + 4 Water
conversion direction: LEFT_TO_RIGHT

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

Reference/PubChem-compound 656456
type: UnificationXref
id: 656456
db: PubChem-compound

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

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

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

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

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

Reference/BioCyc CPD-4568
type: UnificationXref
id: CPD-4568
db: BioCyc

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

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

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

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

Reference/ChemSpider 30792017
type: UnificationXref
id: 30792017
db: ChemSpider

Reference/KEGG Compound C00061
type: UnificationXref
id: C00061
db: KEGG Compound

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

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

Reference/ChEBI CHEBI 29033
type: UnificationXref
id: CHEBI:29033
db: ChEBI

FMNH2
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 16048
xref: Reference/BioCyc FMNH2
xref: Reference/KEGG Compound C01847
xref: Reference/PubChem-compound 445395
xref: Reference/CAS 5666-16-0
xref: Reference/ChemSpider 393046
xref: Reference/HMDB HMDB0001142
chemical formula: C17H23N4O9P
molecular weight: 458.12027
structure: ChemicalStructure/PW C000891

Reference/ChEBI CHEBI 29034
type: UnificationXref
id: CHEBI:29034
db: ChEBI

Fe3+
type: SmallMoleculeReference
xref: Reference/PubChem-compound 29936
xref: Reference/ChemSpider 27815
xref: Reference/KEGG Compound C14819
xref: Reference/BioCyc CPD-10134
xref: Reference/HMDB HMDB0012943
xref: Reference/CAS 20074-52-6
xref: Reference/ChEBI CHEBI 29034
chemical formula: Fe
molecular weight: 55.93494
structure: ChemicalStructure/PW C008133

Reference/BioCyc CPD-4577
type: UnificationXref
id: CPD-4577
db: BioCyc

Reference/BioCyc CPD-4576
type: UnificationXref
id: CPD-4576
db: BioCyc

Reference/CAS 146-17-8
type: UnificationXref
id: 146-17-8
db: CAS

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

Compound/PW C104650 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
stoichiometric coefficient: 1.0

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

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

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

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

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

Reference/PubChem-compound 25202625
type: UnificationXref
id: 25202625
db: PubChem-compound

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

3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
type: Protein
entity reference: 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase

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

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

Compound/PW C000544 Endoplasmic Reticulum/Stoichiometry/6.0
type: Stoichiometry
physical entity: Fe2+
stoichiometric coefficient: 6.0

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

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

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

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

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

ChemicalStructure/PW C007722
type: ChemicalStructure
structure format: SMILES

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

Reference/HMDB HMDB0001142
type: UnificationXref
id: HMDB0001142
db: HMDB

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

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

Compound/PW C044580 Cell Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Zymosterol
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0012167
type: UnificationXref
id: HMDB0012167
db: HMDB

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

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

ChemicalStructure/PW C007727
type: ChemicalStructure
structure format: SMILES

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

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

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

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

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

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

Zymosterol
type: SmallMolecule
entity reference: Zymosterol

Reference/HMDB HMDB0012172
type: UnificationXref
id: HMDB0012172
db: HMDB

FMNH2
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: FMNH2

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

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

Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 2.0

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

Reference/PathWhiz PW122323
type: UnificationXref
id: PW122323
db: PathWhiz

Reference/PathWhiz PW122325
type: UnificationXref
id: PW122325
db: PathWhiz

7-dehydrocholesterol reductase
type: ProteinReference
xref: Reference/UniProt Q9UBM7
organism: Homo sapiens

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

Reference/ChemSpider 393046
type: UnificationXref
id: 393046
db: ChemSpider

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

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

Reference/CAS 15438-31-0
type: UnificationXref
id: 15438-31-0
db: CAS

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

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

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

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

Reference/ChemSpider 25394
type: UnificationXref
id: 25394
db: ChemSpider

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

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

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

7-dehydrocholesterol reductase
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: 7-dehydrocholesterol reductase

Lamin-B receptor
type: Protein
cellular location: Inner Membrane
entity reference: Lamin-B receptor

ChemicalStructure/PW C001170
type: ChemicalStructure
structure format: SMILES

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

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

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

Reference/ChemSpider 570845
type: UnificationXref
id: 570845
db: ChemSpider

Compound/PW C000917 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol
stoichiometric coefficient: 1.0

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

4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol

Compound/PW C008133 Endoplasmic Reticulum/Stoichiometry/6.0
type: Stoichiometry
physical entity: Fe3+
stoichiometric coefficient: 6.0

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

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

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

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

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

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

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

Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/4.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 4.0

4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol

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

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

ChemicalStructure/PW C000544
type: ChemicalStructure
structure format: SMILES
structure data: [Fe++]

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

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

ChemicalStructure/PW C002965
type: ChemicalStructure
structure format: SMILES

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

Reference/HMDB HMDB0001520
type: UnificationXref
id: HMDB0001520
db: HMDB

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

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

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

Reference/BioCyc Ferric-Hydroxamate-Complexes
type: UnificationXref
id: Ferric-Hydroxamate-Complexes
db: BioCyc

4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol

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

Reference/PubChem-compound 445395
type: UnificationXref
id: 445395
db: PubChem-compound

Reference/GENE ONTOLOGY GO 0070258
type: UnificationXref
id: GO:0070258
db: GENE ONTOLOGY

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

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

NADP
type: SmallMolecule
cellular location: Inner Membrane
entity reference: NADP

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

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

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

Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/5.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 5.0

Reference/BioCyc CPD-4580
type: UnificationXref
id: CPD-4580
db: BioCyc

Reference/PubChem-compound 27284
type: UnificationXref
id: 27284
db: PubChem-compound

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

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

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

Reference/GENE ONTOLOGY GO 0005886
type: UnificationXref
id: GO:0005886
db: GENE ONTOLOGY

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

Hydrogen Ion
type: SmallMolecule
cellular location: Inner Membrane
entity reference: Hydrogen Ion

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

Reference/HMDB HMDB0000692
type: UnificationXref
id: HMDB0000692
db: HMDB

Compound/PW C007727 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
stoichiometric coefficient: 1.0

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

NADP
type: SmallMolecule
cellular location: Cell Membrane
entity reference: NADP

Compound/PW C008133 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: Fe3+
stoichiometric coefficient: 2.0

Inner Membrane
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0070258

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

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

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

Flavin Mononucleotide
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001520
xref: Reference/BioCyc FMN
xref: Reference/ChemSpider 559060
xref: Reference/CAS 146-17-8
xref: Reference/ChEBI CHEBI 17621
xref: Reference/PubChem-compound 643976
xref: Reference/KEGG Compound C00061
chemical formula: C17H21N4O9P
molecular weight: 456.1046
structure: ChemicalStructure/PW C001170

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

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

4a-carboxy-5a-cholesta-8,24-dien-3b-ol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 23724596
chemical formula: C29H46O3
molecular weight: 442.3447
structure: ChemicalStructure/PW C104655

4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 443212
chemical formula: C29H46O
molecular weight: 410.35486
structure: ChemicalStructure/PW C104652

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

4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 87289
xref: Reference/PubChem-compound 22298936
chemical formula: C29H48O2
molecular weight: 428.36542
structure: ChemicalStructure/PW C104653

4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 22298935
chemical formula: C30H50O2
molecular weight: 442.38107
structure: ChemicalStructure/PW C104650

4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 21121725
chemical formula: C30H48O2
molecular weight: 440.36542
structure: ChemicalStructure/PW C104651

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

Fe2+
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Fe2+

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

Reference/HMDB HMDB0001203
type: UnificationXref
id: HMDB0001203
db: HMDB

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

Fe3+
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Fe3+

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

ReactionCatalysis169218
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: Reaction179313
control type: ACTIVATION

ReactionCatalysis169217
type: Catalysis
controller: 7-dehydrocholesterol reductase
controlled: 1.3.1.21
control type: ACTIVATION

ReactionCatalysis169216
type: Catalysis
controller: Lathosterol oxidase
controlled: Reaction179311
control type: ACTIVATION

ReactionCatalysis169215
type: Catalysis
controller: 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
controlled: Reaction179310
control type: ACTIVATION

ReactionCatalysis169214
type: Catalysis
controller: 3-keto-steroid reductase
controlled: Reaction179309
control type: ACTIVATION

ReactionCatalysis169213
type: Catalysis
controller: Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating
controlled: Reaction179308
control type: ACTIVATION

ReactionCatalysis169212
type: Catalysis
controller: Methylsterol monooxygenase 1
controlled: Reaction179307
control type: ACTIVATION

ReactionCatalysis169211
type: Catalysis
controller: Methylsterol monooxygenase 1
controlled: Reaction179306
control type: ACTIVATION

ReactionCatalysis169210
type: Catalysis
controller: Methylsterol monooxygenase 1
controlled: Reaction179305
control type: ACTIVATION

Compound/PW C007722 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4α-Formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
stoichiometric coefficient: 1.0

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

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

ChemicalStructure/PW C001690
type: ChemicalStructure
structure format: SMILES

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

Reference/ChEBI CHEBI 17621
type: UnificationXref
id: CHEBI:17621
db: ChEBI

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

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

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

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

ChemicalStructure/PW C000966
type: ChemicalStructure
structure format: SMILES

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

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

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

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

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

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

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

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

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

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

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

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

Reference/PubChem-compound 643976
type: UnificationXref
id: 643976
db: PubChem-compound

Homo sapiens
type: BioSource
xref: Reference/TAXONOMY 9606

ChemicalStructure/PW C000946
type: ChemicalStructure
structure format: SMILES

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

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

4α-Formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0012167
xref: Reference/BioCyc CPD-4576
xref: Reference/PubChem-compound 25200700
chemical formula: C29H46O2
molecular weight: 426.3498
structure: ChemicalStructure/PW C007722

Compound/PW C104655 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4a-carboxy-5a-cholesta-8,24-dien-3b-ol
stoichiometric coefficient: 1.0

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

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

Reference/UniProt Q9UBM7
type: UnificationXref
id: Q9UBM7
db: UniProt

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

Reference/HMDB HMDB0012943
type: UnificationXref
id: HMDB0012943
db: HMDB

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

ChemicalStructure/PW C044579
type: ChemicalStructure
structure format: SMILES

4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 25202625
xref: Reference/BioCyc CPD-4568
xref: Reference/HMDB HMDB0012172
chemical formula: C28H46O2
molecular weight: 414.3498
structure: ChemicalStructure/PW C007727

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

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

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

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

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

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

ChemicalStructure/PW C044580
type: ChemicalStructure
structure format: SMILES

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

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

Reaction179304
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002961 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000946 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Cell Membrane/Stoichiometry/1.0
right: 4a-Methylzymosterol
right: Hydrogen Ion
right: NADPH
spontaneous: false
left: NADP
left: 3-Keto-4-methylzymosterol
name: 3-Keto-4-methylzymosterol + NADP → 4a-Methylzymosterol + Hydrogen Ion + NADPH
conversion direction: LEFT_TO_RIGHT

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

Reaction179303
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002961 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000917 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001316 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Carbon dioxide
right: NADPH
right: 3-Keto-4-methylzymosterol
spontaneous: false
left: 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol
left: NADP
name: 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol + NADP → 3-Keto-4-methylzymosterol + Carbon dioxide + NADPH
conversion direction: LEFT_TO_RIGHT

Reaction179302
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000544 Endoplasmic Reticulum Membrane/Stoichiometry/6.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/4.0
participant stoichiometry: Compound/PW C000917 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008133 Endoplasmic Reticulum Membrane/Stoichiometry/6.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/5.0
participant stoichiometry: Compound/PW C007722 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
right: Water
right: Fe3+
right: 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol
spontaneous: false
left: Oxygen
left: 4α-Formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
left: Fe2+
left: Hydrogen Ion
name: 4α-Formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol + 6 Fe3+ + 4 Water
conversion direction: LEFT_TO_RIGHT

1.14.13.72
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000544 Endoplasmic Reticulum Membrane/Stoichiometry/6.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/4.0
participant stoichiometry: Compound/PW C008133 Endoplasmic Reticulum Membrane/Stoichiometry/6.0
participant stoichiometry: Compound/PW C104653 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/5.0
participant stoichiometry: Compound/PW C007722 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
right: Water
right: Fe3+
right: 4α-Formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
spontaneous: false
EC number: 1.14.13.72
left: Oxygen
left: Fe2+
left: 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
left: Hydrogen Ion
name: 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4α-Formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + 6 Fe3+ + 4 Water
conversion direction: LEFT_TO_RIGHT

Reaction179308
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104655 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001316 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044579 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Carbon dioxide
right: NADPH
right: 5α-cholesta-8,24-dien-3-one
spontaneous: false
left: 4a-carboxy-5a-cholesta-8,24-dien-3b-ol
left: NADP
name: 4a-carboxy-5a-cholesta-8,24-dien-3b-ol + NADP → 5α-cholesta-8,24-dien-3-one + Carbon dioxide + NADPH
conversion direction: LEFT_TO_RIGHT

Reaction179307
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000544 Endoplasmic Reticulum/Stoichiometry/6.0
participant stoichiometry: Compound/PW C000938 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/5.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/3.0
participant stoichiometry: Compound/PW C104655 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008133 Endoplasmic Reticulum/Stoichiometry/6.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/4.0
right: Water
right: Fe3+
right: 4a-carboxy-5a-cholesta-8,24-dien-3b-ol
spontaneous: false
left: Hydrogen Ion
left: Fe2+
left: Oxygen
left: 4a-Formyl-5a-cholesta-8,24-dien-3b-ol
name: 4a-Formyl-5a-cholesta-8,24-dien-3b-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4a-carboxy-5a-cholesta-8,24-dien-3b-ol + 6 Fe3+ + 4 Water
conversion direction: LEFT_TO_RIGHT

Reaction179306
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000544 Endoplasmic Reticulum/Stoichiometry/6.0
participant stoichiometry: Compound/PW C000938 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/5.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/3.0
participant stoichiometry: Compound/PW C008133 Endoplasmic Reticulum/Stoichiometry/6.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/4.0
participant stoichiometry: Compound/PW C007727 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: Fe3+
right: 4a-Formyl-5a-cholesta-8,24-dien-3b-ol
spontaneous: false
left: Hydrogen Ion
left: Fe2+
left: Oxygen
left: 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
name: 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4a-Formyl-5a-cholesta-8,24-dien-3b-ol + 6 Fe3+ + 4 Water
conversion direction: LEFT_TO_RIGHT

Reference/KEGG Compound C01847
type: UnificationXref
id: C01847
db: KEGG Compound

Reaction179305
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000544 Endoplasmic Reticulum/Stoichiometry/6.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/5.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000946 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008133 Endoplasmic Reticulum/Stoichiometry/6.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/4.0
participant stoichiometry: Compound/PW C007727 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: Fe3+
right: 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
spontaneous: false
left: 4a-Methylzymosterol
left: Hydrogen Ion
left: Fe2+
left: Oxygen
name: 4a-Methylzymosterol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + 6 Fe3+ + 4 Water
conversion direction: LEFT_TO_RIGHT

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

Reaction179300
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000544 Endoplasmic Reticulum Membrane/Stoichiometry/6.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/4.0
participant stoichiometry: Compound/PW C008133 Endoplasmic Reticulum Membrane/Stoichiometry/6.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/5.0
participant stoichiometry: Compound/PW C104653 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000994 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/3.0
right: Water
right: Fe3+
right: 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
spontaneous: false
left: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
left: Oxygen
left: Fe2+
left: Hydrogen Ion
name: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + 6 Fe3+ + 4 Water
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C000891
type: ChemicalStructure
structure format: SMILES

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

Compound/PW C104655 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4a-carboxy-5a-cholesta-8,24-dien-3b-ol
stoichiometric coefficient: 1.0

ChemicalStructure/PW C008133
type: ChemicalStructure
structure format: SMILES
structure data: [Fe+3]

Reaction179309
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000146 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044579 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044580 Cell Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Cell Membrane/Stoichiometry/1.0
right: Zymosterol
right: Hydrogen Ion
right: NADPH
spontaneous: false
left: NADP
left: 5α-cholesta-8,24-dien-3-one
name: 5α-cholesta-8,24-dien-3-one + NADP → Hydrogen Ion + NADPH + Zymosterol
conversion direction: LEFT_TO_RIGHT

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

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

Cell Membrane
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005886

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+]

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

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

Reference/CAS 20074-52-6
type: UnificationXref
id: 20074-52-6
db: CAS

4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol
type: SmallMoleculeReference
xref: Reference/BioCyc CPD-4577
xref: Reference/ChemSpider 30792017
xref: Reference/KEGG Compound C15808
xref: Reference/HMDB HMDB0001181
xref: Reference/PubChem-compound 23724596
chemical formula: C29H46O3
molecular weight: 442.3447
structure: ChemicalStructure/PW C000917

NADPH
type: SmallMolecule
cellular location: Cell Membrane
entity reference: NADPH

ChemicalStructure/PW C001989
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002961
type: ChemicalStructure
structure format: SMILES

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

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

Compound/PW C008133 Endoplasmic Reticulum Membrane/Stoichiometry/6.0
type: Stoichiometry
physical entity: Fe3+
stoichiometric coefficient: 6.0

Fe3+
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Fe3+

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

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

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

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

Reference/BioCyc FMNH2
type: UnificationXref
id: FMNH2
db: BioCyc

Zymosterol
type: SmallMolecule
cellular location: Cell Membrane
entity reference: Zymosterol

ChemicalStructure/PW C000994
type: ChemicalStructure
structure format: SMILES

Reference/KEGG Compound C14819
type: UnificationXref
id: C14819
db: KEGG Compound

Reference/KEGG Compound C14818
type: UnificationXref
id: C14818
db: KEGG Compound

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

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

Flavin Mononucleotide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Flavin Mononucleotide

Reaction179313
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001690 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000047 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: NADPH
right: Cholesterol
right: Hydrogen Ion
spontaneous: false
left: Desmosterol
left: NADP
name: Desmosterol + NADP → Cholesterol + Hydrogen Ion + NADPH
conversion direction: LEFT_TO_RIGHT

1.3.1.21
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001690 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001989 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Desmosterol
right: NADPH
right: Hydrogen Ion
spontaneous: false
EC number: 1.3.1.21
left: 7-Dehydrodesmosterol
left: NADP
name: 7-Dehydrodesmosterol + NADP → Desmosterol + Hydrogen Ion + NADPH
conversion direction: LEFT_TO_RIGHT

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

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

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

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

Reaction179311
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001989 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000544 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
participant stoichiometry: Compound/PW C008133 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
participant stoichiometry: Compound/PW C002965 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
right: Water
right: Fe3+
right: 7-Dehydrodesmosterol
spontaneous: false
left: Oxygen
left: 5a-Cholesta-7,24-dien-3b-ol
left: Fe2+
left: Hydrogen Ion
name: 5a-Cholesta-7,24-dien-3b-ol + 2 Fe2+ + 2 Hydrogen Ion + Oxygen → 7-Dehydrodesmosterol + 2 Fe3+ + 2 Water
conversion direction: LEFT_TO_RIGHT

Reaction179310
type: BiochemicalReaction
participant stoichiometry: Compound/PW C044580/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002965/Stoichiometry/1.0
right: 5a-Cholesta-7,24-dien-3b-ol
spontaneous: false
left: Zymosterol
name: Zymosterol → 5a-Cholesta-7,24-dien-3b-ol
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C104650
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C104652
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C104651
type: ChemicalStructure
structure format: SMILES

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

ChemicalStructure/PW C104653
type: ChemicalStructure
structure format: SMILES

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

ChemicalStructure/PW C104655
type: ChemicalStructure
structure format: SMILES