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

24-Ethylidenelophenol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 24-Ethylidenelophenol

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

Reference/PubChem-compound 12795736
type: UnificationXref
id: 12795736
db: PubChem-compound

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

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

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

Reference/ChemSpider 437607
type: UnificationXref
id: 437607
db: ChemSpider

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

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

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

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

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

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

ReactionCatalysis37674
type: Catalysis
controller: squalene monooxygenase 1
controlled: 1.14.14.17
control type: ACTIVATION

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

Methylsterol monooxygenase 2-2
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Methylsterol monooxygenase 2-2

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

Obtusifoliol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C01943
xref: Reference/ChemSpider 570838
xref: Reference/BioCyc CPD-4568
xref: Reference/PubChem-compound 656449
xref: Reference/HMDB HMDB0001242
chemical formula: C30H50O2
molecular weight: 442.38107
structure: ChemicalStructure/PW C000959

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

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

squalene monooxygenase 1
type: ProteinReference
xref: Reference/UniProt Q9SM02
organism: Arabidopsis thaliana

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

squalene synthase 1
type: ProteinReference
xref: Reference/UniProt P53799
organism: Arabidopsis thaliana

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

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

Reference/ChemSpider 4444703
type: UnificationXref
id: 4444703
db: ChemSpider

(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

1.14.18.9
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104808 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104809 Endoplasmic Reticulum/Stoichiometry/1.0
right: Cycloeucalenol
spontaneous: false
EC number: 1.14.18.9
left: 24-Methylenecycloartanol
name: 24-Methylenecycloartanol → Cycloeucalenol
conversion direction: LEFT_TO_RIGHT

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

2.1.1.41
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000749 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C017481 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104808 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000921 Endoplasmic Reticulum/Stoichiometry/1.0
right: S-Adenosylhomocysteine
right: 24-Methylenecycloartanol
spontaneous: false
EC number: 2.1.1.41
left: S-Adenosylmethionine
left: Cycloartenol
name: Cycloartenol + S-Adenosylmethionine → 24-Methylenecycloartanol + S-Adenosylhomocysteine
conversion direction: LEFT_TO_RIGHT

Reference/KEGG Compound C01789
type: UnificationXref
id: C01789
db: KEGG Compound

Steroid Biosynthesis
type: Pathway
pathway order: PathwaySubPathway/110292
pathway order: PathwayEnzymeReaction/2125681
pathway order: PathwayEnzymeReaction/2125680
pathway order: PathwayEnzymeReaction/2125661
pathway order: PathwayEnzymeReaction/2125683
pathway order: PathwayEnzymeReaction/2125660
pathway order: PathwayEnzymeReaction/2125682
pathway order: PathwayEnzymeReaction/2125663
pathway order: PathwayEnzymeReaction/2125685
pathway order: PathwayEnzymeReaction/2125662
pathway order: PathwayEnzymeReaction/2125684
pathway order: PathwayEnzymeReaction/2125665
pathway order: PathwayEnzymeReaction/2125687
pathway order: PathwayEnzymeReaction/2125686
pathway order: PathwayEnzymeReaction/2125667
pathway order: PathwayEnzymeReaction/2125666
pathway order: PathwayEnzymeReaction/2125669
pathway order: PathwayEnzymeReaction/2125668
pathway order: PathwayEnzymeReaction/2125728
pathway order: PathwayEnzymeReaction/2125609
pathway order: PathwayEnzymeReaction/2125593
pathway order: PathwayEnzymeReaction/2125650
pathway order: PathwayEnzymeReaction/2125672
pathway order: PathwayEnzymeReaction/2125671
pathway order: PathwayEnzymeReaction/2125652
pathway order: PathwayEnzymeReaction/2125674
pathway order: PathwayEnzymeReaction/2125651
pathway order: PathwayEnzymeReaction/2125673
pathway order: PathwayEnzymeReaction/2125654
pathway order: PathwayEnzymeReaction/2125676
pathway order: PathwayEnzymeReaction/2125653
pathway order: PathwayEnzymeReaction/2125675
pathway order: PathwayEnzymeReaction/2125656
pathway order: PathwayEnzymeReaction/2125678
pathway order: PathwayEnzymeReaction/2125655
pathway order: PathwayEnzymeReaction/2125677
pathway order: PathwayEnzymeReaction/2125658
pathway order: PathwayEnzymeReaction/2125657
pathway order: PathwayEnzymeReaction/2125679
pathway order: PathwayEnzymeReaction/2125659
pathway component: Reaction180376
pathway component: Reaction180379
pathway component: Reaction180378
pathway component: ReactionCatalysis170237
pathway component: ReactionCatalysis170236
pathway component: ReactionCatalysis170239
pathway component: ReactionCatalysis170238
pathway component: Terpenoid Backbone Biosynthesis
pathway component: ReactionCatalysis170240
pathway component: ReactionCatalysis170242
pathway component: ReactionCatalysis170244
pathway component: ReactionCatalysis170243
pathway component: ReactionCatalysis170245
pathway component: Reaction180373
pathway component: Reaction180372
pathway component: 1.14.19.41
pathway component: Reaction180374
pathway component: ReactionCatalysis169918
pathway component: Reaction180371
pathway component: ReactionCatalysis169917
pathway component: 1.3.1.21
pathway component: 1.14.19.20
pathway component: ReactionCatalysis37674
pathway component: 1.14.18.9
pathway component: 5.3.3.5
pathway component: Reaction180367
pathway component: ReactionCatalysis170204
pathway component: ReactionCatalysis170205
pathway component: ReactionCatalysis170209
pathway component: ReactionCatalysis170211
pathway component: ReactionCatalysis170210
pathway component: ReactionCatalysis170213
pathway component: ReactionCatalysis170212
pathway component: Reaction180362
pathway component: 5.5.1.9
pathway component: 2.1.1.143
pathway component: Reaction180363

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

1.3.1.70
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 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: Hydrogen Ion
left: NADPH
name: 4,4-Dimethylcholesta-8,14,24-trienol + Hydrogen Ion + NADPH → 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + NADP
conversion direction: LEFT_TO_RIGHT

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

Reaction180354
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000966 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/Generic302 Endoplasmic Reticulum/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000092 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303 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: [Oxidized NADPH---hemoprotein reductase]
right: Water
right: Formic acid
spontaneous: false
left: Lanosterol
left: Oxygen
left: [Reduced NADPH---hemoprotein reductase]
name: Lanosterol + 3 Oxygen + 3 [Reduced NADPH---hemoprotein reductase] → 4,4-Dimethylcholesta-8,14,24-trienol + Formic acid + 4 Water + 3 [Oxidized NADPH---hemoprotein reductase]
conversion direction: LEFT_TO_RIGHT

5.4.99.8
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000924 Plant-Type Vacuole/Stoichiometry/1.0
participant stoichiometry: Compound/PW C017481 Plant-Type Vacuole/Stoichiometry/1.0
right: Cycloartenol
spontaneous: false
EC number: 5.4.99.8
left: (S)-2,3-Epoxysqualene
name: (S)-2,3-Epoxysqualene → Cycloartenol
conversion direction: LEFT_TO_RIGHT

Reference/PubChem-compound 13691
type: UnificationXref
id: 13691
db: PubChem-compound

Reaction180356
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 C002963 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000994 Endoplasmic Reticulum/Stoichiometry/1.0
right: 4,4-Dimethyl-5a-cholesta-8-en-3b-ol
right: NADP
spontaneous: false
left: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
left: Hydrogen Ion
left: NADPH
name: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + Hydrogen Ion + NADPH ↔ 4,4-Dimethyl-5a-cholesta-8-en-3b-ol + NADP
conversion direction: REVERSIBLE

Reference/ChemSpider 391501
type: UnificationXref
id: 391501
db: ChemSpider

Reference/UniProt Q39085
type: UnificationXref
id: Q39085
db: UniProt

Cycloartenol
type: SmallMoleculeReference
xref: Reference/CAS 469-38-5
xref: Reference/ChemSpider 437607
xref: Reference/PubChem-compound 500213
xref: Reference/HMDB HMDB0036591
xref: Reference/KEGG Compound C01902
xref: Reference/ChEBI CHEBI 17030
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C017481

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

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

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

Reference/PubChem-compound 222284
type: UnificationXref
id: 222284
db: PubChem-compound

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

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

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 11023
type: UnificationXref
id: 11023
db: PubChem-compound

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

Reaction180349
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002962 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000966 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
right: NADP
right: 24,25-Dihydrolanosterol
spontaneous: false
left: Lanosterol
left: Hydrogen Ion
left: NADPH
name: Hydrogen Ion + Lanosterol + NADPH ↔ 24,25-Dihydrolanosterol + NADP
conversion direction: REVERSIBLE

Reference/UniProt P53799
type: UnificationXref
id: P53799
db: UniProt

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

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

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

Reference/CAS 29849-75-0
type: UnificationXref
id: 29849-75-0
db: CAS

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

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

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

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

Reference/CAS 474-63-5
type: UnificationXref
id: 474-63-5
db: CAS

Reference/PubChem-compound 23724575
type: UnificationXref
id: 23724575
db: PubChem-compound

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

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

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

Stigmasterol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C05442
xref: Reference/PubChem-compound 5280794
xref: Reference/ChemSpider 4444352
xref: Reference/ChEBI CHEBI 28824
xref: Reference/BioCyc CPD-4162
xref: Reference/HMDB HMDB0000937
xref: Reference/CAS 83-48-7
chemical formula: C29H48O
molecular weight: 412.3705
structure: ChemicalStructure/PW C000748

Reaction180376
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 C000748 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C000678 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: Stigmasterol
right: NADP
spontaneous: false
left: β-Sitosterol
left: Hydrogen Ion
left: Oxygen
left: NADPH
name: Hydrogen Ion + NADPH + Oxygen + β-Sitosterol → NADP + Stigmasterol + 2 Water
conversion direction: LEFT_TO_RIGHT

Reaction180379
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 C002964 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002697 Endoplasmic Reticulum/Stoichiometry/1.0
right: 5a-Cholest-8-en-3b-ol
right: NADP
spontaneous: false
left: Hydrogen Ion
left: Zymosterol intermediate 2
left: NADPH
name: Hydrogen Ion + NADPH + Zymosterol intermediate 2 ↔ 5a-Cholest-8-en-3b-ol + NADP
conversion direction: REVERSIBLE

ChemicalStructure/PW C000809
type: ChemicalStructure
structure format: SMILES

Reaction180378
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002965 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002697 Endoplasmic Reticulum/Stoichiometry/1.0
right: 5a-Cholesta-7,24-dien-3b-ol
spontaneous: false
left: Zymosterol intermediate 2
name: Zymosterol intermediate 2 → 5a-Cholesta-7,24-dien-3b-ol
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C000921
type: ChemicalStructure
structure format: SMILES

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

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

ChemicalStructure/PW C017481
type: ChemicalStructure
structure format: SMILES

Compound/PW C006816 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Brassicasterol
stoichiometric coefficient: 1.0

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

Cytochrome P450 710A1
type: ProteinReference
xref: Reference/UniProt O64697
organism: Arabidopsis thaliana

3beta-hydroxysteroid-dehydrogenase/decarboxylase isoform 2
type: ProteinReference
xref: Reference/UniProt Q67ZE1
organism: Arabidopsis thaliana

Reference/ChemSpider 24850097
type: UnificationXref
id: 24850097
db: ChemSpider

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

Reaction180373
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104811 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 C002970 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
right: 24-epi-Campesterol
right: NADP
spontaneous: false
left: 24-Methylenecholesterol
left: Hydrogen Ion
left: NADPH
name: 24-Methylenecholesterol + Hydrogen Ion + NADPH → 24-epi-Campesterol + NADP
conversion direction: LEFT_TO_RIGHT

Reaction180372
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 C002970 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001721 Endoplasmic Reticulum/Stoichiometry/1.0
right: NADP
right: Campesterol
spontaneous: false
left: 24-Methylenecholesterol
left: Hydrogen Ion
left: NADPH
name: 24-Methylenecholesterol + Hydrogen Ion + NADPH → Campesterol + NADP
conversion direction: LEFT_TO_RIGHT

1.14.19.41
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104811 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 C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C006816 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: Brassicasterol
right: NADP
spontaneous: false
EC number: 1.14.19.41
left: Hydrogen Ion
left: 24-epi-Campesterol
left: Oxygen
left: NADPH
name: 24-epi-Campesterol + Hydrogen Ion + NADPH + Oxygen → Brassicasterol + NADP + 2 Water
conversion direction: LEFT_TO_RIGHT

Presqualene diphosphate
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001278
xref: Reference/ChEBI CHEBI 15442
xref: Reference/KEGG Compound C03428
xref: Reference/BioCyc CPD-465
xref: Reference/PubChem-compound 5280592
xref: Reference/ChemSpider 4444207
xref: Reference/CAS 29849-75-0
chemical formula: C30H52O7P2
molecular weight: 586.31885
structure: ChemicalStructure/PW C000990

Presqualene diphosphate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Presqualene diphosphate

Reaction180374
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 C001603 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000678 Endoplasmic Reticulum/Stoichiometry/1.0
right: β-Sitosterol
right: NADP
spontaneous: false
left: Hydrogen Ion
left: Avenasterol
left: NADPH
name: Avenasterol + Hydrogen Ion + NADPH → NADP + β-Sitosterol
conversion direction: LEFT_TO_RIGHT

ReactionCatalysis169918
type: Catalysis
controller: squalene synthase 1
controlled: Reaction180063
control type: ACTIVATION

Reaction180371
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002972 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001603 Endoplasmic Reticulum/Stoichiometry/1.0
right: Avenasterol
spontaneous: false
left: 5-Dehydroavenasterol
name: 5-Dehydroavenasterol → Avenasterol
conversion direction: LEFT_TO_RIGHT

ReactionCatalysis169917
type: Catalysis
controller: squalene synthase 1
controlled: Reaction180062
control type: ACTIVATION

squalene synthase 1
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: squalene synthase 1

1.3.1.21
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002970 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002969 Endoplasmic Reticulum/Stoichiometry/1.0
right: 24-Methylenecholesterol
spontaneous: false
EC number: 1.3.1.21
left: 5-Dehydroepisterol
name: 5-Dehydroepisterol → 24-Methylenecholesterol
conversion direction: LEFT_TO_RIGHT

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

1.14.19.20
type: BiochemicalReaction
participant stoichiometry: Protein/Generic260 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C002969 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002968 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/Generic259 Endoplasmic Reticulum/Stoichiometry/2.0
right: ferricytochrome b5
right: 5-Dehydroepisterol
right: Water
spontaneous: false
EC number: 1.14.19.20
left: Episterol
left: ferrocytochrome b5
left: Hydrogen Ion
left: Oxygen
name: Episterol + 2 Hydrogen Ion + Oxygen + 2 ferrocytochrome b5 → 5-Dehydroepisterol + 2 Water + 2 ferricytochrome b5
conversion direction: LEFT_TO_RIGHT

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

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

β-Sitosterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: β-Sitosterol

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

1.14.18.9
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002968 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002967 Endoplasmic Reticulum/Stoichiometry/1.0
right: Episterol
spontaneous: false
EC number: 1.14.18.9
left: 24-Methylenelophenol
name: 24-Methylenelophenol → Episterol
conversion direction: LEFT_TO_RIGHT

5.3.3.5
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002966 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002967 Endoplasmic Reticulum/Stoichiometry/1.0
right: 24-Methylenelophenol
spontaneous: false
EC number: 5.3.3.5
left: 4a-Methylfecosterol
name: 4a-Methylfecosterol → 24-Methylenelophenol
conversion direction: LEFT_TO_RIGHT

Reference/BioCyc CPD-3943
type: UnificationXref
id: CPD-3943
db: BioCyc

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

1.14.19.20
type: BiochemicalReaction
participant stoichiometry: Protein/Generic260 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C002971 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C002972 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/Generic259 Endoplasmic Reticulum/Stoichiometry/2.0
right: ferricytochrome b5
right: Water
right: 5-Dehydroavenasterol
spontaneous: false
EC number: 1.14.19.20
left: δ7-Avenasterol
left: ferrocytochrome b5
left: Hydrogen Ion
left: Oxygen
name: 2 Hydrogen Ion + Oxygen + 2 ferrocytochrome b5 + δ7-Avenasterol → 5-Dehydroavenasterol + 2 Water + 2 ferricytochrome b5
conversion direction: LEFT_TO_RIGHT

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

Reaction180367
type: BiochemicalReaction
participant stoichiometry: Compound/PW C104810 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002971 Endoplasmic Reticulum/Stoichiometry/1.0
right: δ7-Avenasterol
spontaneous: false
left: 24-Ethylidenelophenol
name: 24-Ethylidenelophenol → δ7-Avenasterol
conversion direction: LEFT_TO_RIGHT

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

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

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

Campesterol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C01789
xref: Reference/BioCyc CPD-3943
xref: Reference/ChemSpider 4446730
xref: Reference/ChEBI CHEBI 19809
xref: Reference/HMDB HMDB0002869
xref: Reference/CAS 4651-51-8
xref: Reference/PubChem-compound 5283637
chemical formula: C28H48O
molecular weight: 400.3705
structure: ChemicalStructure/PW C001721

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

Reference/ChEBI CHEBI 17030
type: UnificationXref
id: CHEBI:17030
db: ChEBI

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

Avenasterol
type: SmallMoleculeReference
xref: Reference/BioCyc CPD-4126
xref: Reference/PubChem-compound 5281326
xref: Reference/CAS 481-14-1
xref: Reference/ChEBI CHEBI 1280721
xref: Reference/KEGG Compound C08821
xref: Reference/HMDB HMDB0002374
xref: Reference/ChemSpider 4444703
chemical formula: C29H48O
molecular weight: 412.3705
structure: ChemicalStructure/PW C001603

Reference/PathWhiz PW122504
type: UnificationXref
id: PW122504
db: PathWhiz

Farnesyl pyrophosphate
type: SmallMolecule
entity reference: Farnesyl pyrophosphate
name: SubPathwayInput

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

Reference/PubChem-compound 443237
type: UnificationXref
id: 443237
db: PubChem-compound

Compound/Generic259 Endoplasmic Reticulum/Stoichiometry/6.0
type: Stoichiometry
physical entity: ferricytochrome b5
stoichiometric coefficient: 6.0

Unknown
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Unknown

Reference/ChEBI CHEBI 30109
type: UnificationXref
id: CHEBI:30109
db: ChEBI

Reaction180362
type: BiochemicalReaction
participant stoichiometry: Compound/Generic302 Endoplasmic Reticulum/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000092 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303 Endoplasmic Reticulum/Stoichiometry/3.0
participant stoichiometry: Compound/PW C000959 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/3.0
participant stoichiometry: Compound/PW C003010 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/4.0
right: δ 8,14 -Sterol
right: [Oxidized NADPH---hemoprotein reductase]
right: Water
right: Formic acid
spontaneous: false
left: Oxygen
left: Obtusifoliol
left: [Reduced NADPH---hemoprotein reductase]
name: Obtusifoliol + 3 Oxygen + 3 [Reduced NADPH---hemoprotein reductase] → Formic acid + 4 Water + 3 [Oxidized NADPH---hemoprotein reductase] + δ 8,14 -Sterol
conversion direction: LEFT_TO_RIGHT

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

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

5.5.1.9
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000959 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104809 Endoplasmic Reticulum/Stoichiometry/1.0
right: Obtusifoliol
spontaneous: false
EC number: 5.5.1.9
left: Cycloeucalenol
name: Cycloeucalenol → Obtusifoliol
conversion direction: LEFT_TO_RIGHT

2.1.1.143
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000749 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C104810 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002967 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000921 Endoplasmic Reticulum/Stoichiometry/1.0
right: 24-Ethylidenelophenol
right: S-Adenosylhomocysteine
spontaneous: false
EC number: 2.1.1.143
left: 24-Methylenelophenol
left: S-Adenosylmethionine
name: 24-Methylenelophenol + S-Adenosylmethionine → 24-Ethylidenelophenol + S-Adenosylhomocysteine
conversion direction: LEFT_TO_RIGHT

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

Reaction180363
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002966 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 C003010 Endoplasmic Reticulum/Stoichiometry/1.0
right: 4a-Methylfecosterol
right: NADP
spontaneous: false
left: δ 8,14 -Sterol
left: Hydrogen Ion
left: NADPH
name: Hydrogen Ion + NADPH + δ 8,14 -Sterol → 4a-Methylfecosterol + NADP
conversion direction: LEFT_TO_RIGHT

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

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

Reference/KEGG Compound C00019
type: UnificationXref
id: C00019
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 C040034 Endoplasmic Reticulum/Stoichiometry/2.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 2.0

ChemicalStructure/PW C000908
type: ChemicalStructure
structure format: SMILES

3beta-hydroxysteroid-dehydrogenase/decarboxylase isoform 2
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: 3beta-hydroxysteroid-dehydrogenase/decarboxylase isoform 2

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

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

Reference/UniProt Q9LM02
type: UnificationXref
id: Q9LM02
db: UniProt

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

Protein/Generic260 Endoplasmic Reticulum/Stoichiometry/2.0
type: Stoichiometry
physical entity: ferrocytochrome b5
stoichiometric coefficient: 2.0

Unknown
type: ProteinReference
organism: Arabidopsis thaliana

Compound/PW C002970 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 24-Methylenecholesterol
stoichiometric coefficient: 1.0

5.4.99.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000946 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002697 Endoplasmic Reticulum/Stoichiometry/1.0
right: Zymosterol intermediate 2
spontaneous: false
EC number: 5.4.99.-
left: 4a-Methylzymosterol
name: 4a-Methylzymosterol → Zymosterol intermediate 2
conversion direction: LEFT_TO_RIGHT

Reference/PubChem-compound 193524
type: UnificationXref
id: 193524
db: PubChem-compound

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

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

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

1.1.1.170
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002961 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C003009 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 C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
right: Carbon dioxide
right: Hydrogen Ion
right: 3-Keto-4-methylzymosterol
right: NADPH
spontaneous: false
EC number: 1.1.1.170
left: 4a-Methylzymosterol-4-carboxylic acid
left: NADP
name: 4a-Methylzymosterol-4-carboxylic acid + NADP → 3-Keto-4-methylzymosterol + Carbon dioxide + Hydrogen Ion + NADPH
conversion direction: LEFT_TO_RIGHT

Compound/PW C104811 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 24-epi-Campesterol
stoichiometric coefficient: 1.0

5.4.99.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C003009 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/Generic259 Endoplasmic Reticulum/Stoichiometry/6.0
participant stoichiometry: Protein/Generic260 Endoplasmic Reticulum/Stoichiometry/6.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/3.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/6.0
participant stoichiometry: Compound/PW C000994 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/4.0
right: ferricytochrome b5
right: 4a-Methylzymosterol-4-carboxylic acid
right: Water
spontaneous: false
EC number: 5.4.99.-
left: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
left: ferrocytochrome b5
left: Hydrogen Ion
left: Oxygen
name: 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + 6 Hydrogen Ion + 3 Oxygen + 6 ferrocytochrome b5 → 4a-Methylzymosterol-4-carboxylic acid + 4 Water + 6 ferricytochrome b5
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C104809
type: ChemicalStructure
structure format: SMILES

5.4.99.-
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: 5.4.99.-
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

ChemicalStructure/PW C104808
type: ChemicalStructure
structure format: SMILES

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

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

Reference/KEGG Compound C00021
type: UnificationXref
id: C00021
db: KEGG Compound

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

Reference/ChEBI CHEBI 29107
type: UnificationXref
id: CHEBI:29107
db: ChEBI

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

1.3.1.21
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000047 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 C000022 Endoplasmic Reticulum/Stoichiometry/1.0
right: NADP
right: Cholesterol
spontaneous: false
EC number: 1.3.1.21
left: Hydrogen Ion
left: 7-Dehydrocholesterol
left: NADPH
name: 7-Dehydrocholesterol + Hydrogen Ion + NADPH → Cholesterol + NADP
conversion direction: LEFT_TO_RIGHT

Reaction180383
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 C001989 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000022 Endoplasmic Reticulum/Stoichiometry/1.0
right: NADP
right: 7-Dehydrocholesterol
spontaneous: false
left: 7-Dehydrodesmosterol
left: Hydrogen Ion
left: NADPH
name: 7-Dehydrodesmosterol + Hydrogen Ion + NADPH ↔ 7-Dehydrocholesterol + NADP
conversion direction: REVERSIBLE

Compound/PW C002969 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5-Dehydroepisterol
stoichiometric coefficient: 1.0

Reaction180385
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000047 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 C001690 Endoplasmic Reticulum/Stoichiometry/1.0
right: Hydrogen Ion
right: NADPH
right: Desmosterol
spontaneous: false
left: NADP
left: Cholesterol
name: Cholesterol + NADP ↔ Desmosterol + Hydrogen Ion + NADPH
conversion direction: REVERSIBLE

Reaction180380
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002964 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000908 Endoplasmic Reticulum/Stoichiometry/1.0
right: Lathosterol
spontaneous: false
left: 5a-Cholest-8-en-3b-ol
name: 5a-Cholest-8-en-3b-ol → Lathosterol
conversion direction: LEFT_TO_RIGHT

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

ChemicalStructure/PW C104810
type: ChemicalStructure
structure format: SMILES

Reaction180382
type: BiochemicalReaction
participant stoichiometry: Protein/Generic260 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000022 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/2.0
participant stoichiometry: Compound/PW C000908 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/Generic259 Endoplasmic Reticulum/Stoichiometry/2.0
right: ferricytochrome b5
right: Water
right: 7-Dehydrocholesterol
spontaneous: false
left: Lathosterol
left: ferrocytochrome b5
left: Hydrogen Ion
left: Oxygen
name: 2 Hydrogen Ion + Lathosterol + Oxygen + 2 ferrocytochrome b5 → 7-Dehydrocholesterol + 2 Water + 2 ferricytochrome b5
conversion direction: LEFT_TO_RIGHT

Reaction180381
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002965 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 C000908 Endoplasmic Reticulum/Stoichiometry/1.0
right: 5a-Cholesta-7,24-dien-3b-ol
right: Hydrogen Ion
right: NADPH
spontaneous: false
left: Lathosterol
left: NADP
name: Lathosterol + NADP ↔ 5a-Cholesta-7,24-dien-3b-ol + Hydrogen Ion + NADPH
conversion direction: REVERSIBLE

ChemicalStructure/PW C104811
type: ChemicalStructure
structure format: SMILES

Compound/Generic302 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: [Reduced NADPH---hemoprotein reductase]
stoichiometric coefficient: 1.0

Compound/PW C017481 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cycloartenol
stoichiometric coefficient: 1.0

Reference/KEGG Compound C03428
type: UnificationXref
id: C03428
db: KEGG Compound

ferricytochrome b5
type: SmallMoleculeReference

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

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

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

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

4a-Methylfecosterol
type: SmallMoleculeReference
xref: Reference/BioCyc CPD-4081
xref: Reference/HMDB HMDB0006845
xref: Reference/ChemSpider 167937
xref: Reference/CAS 17757-07-2
xref: Reference/PubChem-compound 193524
xref: Reference/KEGG Compound C15776
chemical formula: C29H48O
molecular weight: 412.3705
structure: ChemicalStructure/PW C002966

Cycloartenol synthase
type: Protein
cellular location: Plant-Type Vacuole
entity reference: Cycloartenol synthase

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

24-Methylenelophenol
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 29107
xref: Reference/ChemSpider 4446733
xref: Reference/HMDB HMDB0006846
xref: Reference/PubChem-compound 5283640
xref: Reference/CAS 1176-52-9
xref: Reference/KEGG Compound C11522
chemical formula: C29H48O
molecular weight: 412.3705
structure: ChemicalStructure/PW C002967

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

5-Dehydroepisterol
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0006848
xref: Reference/ChEBI CHEBI 52972
xref: Reference/ChemSpider 9069833
xref: Reference/BioCyc CPD-700
xref: Reference/PubChem-compound 10894570
xref: Reference/KEGG Compound C15780
xref: Reference/CAS 23582-83-4
chemical formula: C28H44O
molecular weight: 396.3392
structure: ChemicalStructure/PW C002969

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

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

24-Methylenecholesterol
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 19812
xref: Reference/HMDB HMDB0006849
xref: Reference/KEGG Compound C15781
xref: Reference/PubChem-compound 53477901
xref: Reference/CAS 474-63-5
xref: Reference/BioCyc CPD-706
chemical formula: C28H46O
molecular weight: 398.35486
structure: ChemicalStructure/PW C002970

δ7-Avenasterol
type: SmallMoleculeReference
xref: Reference/CAS 23290-26-8
xref: Reference/KEGG Compound C15782
xref: Reference/ChemSpider 24850097
xref: Reference/HMDB HMDB0006851
xref: Reference/PubChem-compound 12795736
chemical formula: C29H48O
molecular weight: 412.3705
structure: ChemicalStructure/PW C002971

5-Dehydroavenasterol
type: SmallMoleculeReference
xref: Reference/BioCyc CPD-4126
xref: Reference/ChemSpider 30792036
xref: Reference/HMDB HMDB0006852
xref: Reference/PubChem-compound 23724575
xref: Reference/KEGG Compound C15783
chemical formula: C29H46O
molecular weight: 410.35486
structure: ChemicalStructure/PW C002972

Reference/SMPDB SMP0121236
type: UnificationXref
id: SMP0121236
db: SMPDB

Reference/ChemSpider 30792036
type: UnificationXref
id: 30792036
db: ChemSpider

Compound/PW C002972 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5-Dehydroavenasterol
stoichiometric coefficient: 1.0

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

ChemicalStructure/PW C000170
type: ChemicalStructure
structure format: SMILES
structure data: [O-]P([O-])(=O)OP([O-])([O-])=O

Reference/UniProt O64697
type: UnificationXref
id: O64697
db: UniProt

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

Reference/KEGG Compound C15782
type: UnificationXref
id: C15782
db: KEGG Compound

β-Sitosterol
type: SmallMoleculeReference
xref: Reference/CAS 83-46-5
xref: Reference/HMDB HMDB0000852
xref: Reference/KEGG Compound C01753
xref: Reference/PubChem-compound 222284
xref: Reference/ChEBI CHEBI 27693
xref: Reference/ChemSpider 192962
chemical formula: C29H50O
molecular weight: 414.38617
structure: ChemicalStructure/PW C000678

Reference/KEGG Compound C15781
type: UnificationXref
id: C15781
db: KEGG Compound

Reference/PubChem-compound 312642075
type: UnificationXref
id: 312642075
db: PubChem-compound

Reference/KEGG Compound C15780
type: UnificationXref
id: C15780
db: KEGG Compound

Compound/Generic303 Endoplasmic Reticulum/Stoichiometry/3.0
type: Stoichiometry
physical entity: [Oxidized NADPH---hemoprotein reductase]
stoichiometric coefficient: 3.0

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

squalene synthase 1
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: squalene synthase 1

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

Reference/CAS 74635-33-9
type: UnificationXref
id: 74635-33-9
db: CAS

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

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

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

Reference/ChemSpider 167937
type: UnificationXref
id: 167937
db: ChemSpider

Delta(7)-sterol-C5(6)-desaturase 1
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Delta(7)-sterol-C5(6)-desaturase 1

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

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

Reference/KEGG Compound C15776
type: UnificationXref
id: C15776
db: KEGG Compound

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/SMPDB SMP0121210
type: UnificationXref
id: SMP0121210
db: SMPDB

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

Lanosterol synthase
type: ProteinReference
xref: Reference/UniProt Q1G1A4
organism: Arabidopsis thaliana

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

Delta(24)-sterol reductase
type: ProteinReference
xref: Reference/UniProt Q39085
organism: Arabidopsis thaliana

Sterol 14-demethylase
type: ProteinReference
xref: Reference/UniProt Q9SAA9
organism: Arabidopsis thaliana

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

Reference/HMDB HMDB0006928
type: UnificationXref
id: HMDB0006928
db: HMDB

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

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

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

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

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

ChemicalStructure/PW C002697
type: ChemicalStructure
structure format: SMILES

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/KEGG Compound C15783
type: UnificationXref
id: C15783
db: KEGG Compound

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

Reference/HMDB HMDB0001242
type: UnificationXref
id: HMDB0001242
db: HMDB

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

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

Methylsterol monooxygenase 2-2
type: ProteinReference
xref: Reference/UniProt Q8VWZ8
organism: Arabidopsis thaliana

Delta(7)-sterol-C5(6)-desaturase 1
type: ProteinReference
xref: Reference/UniProt Q39208
organism: Arabidopsis thaliana

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

7-dehydrocholesterol reductase
type: ProteinReference
xref: Reference/UniProt Q9LDU6
organism: Arabidopsis thaliana

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

Methylsterol monooxygenase 1-1
type: ProteinReference
xref: Reference/UniProt Q8L7W5
organism: Arabidopsis thaliana

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

Cycloeucalenol cycloisomerase
type: ProteinReference
xref: Reference/UniProt Q9M643
organism: Arabidopsis thaliana

24-methylenesterol C-methyltransferase 2
type: ProteinReference
xref: Reference/UniProt Q39227
organism: Arabidopsis thaliana

Probable 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
type: ProteinReference
xref: Reference/UniProt O48962
organism: Arabidopsis thaliana

ChemicalStructure/PW C006816
type: ChemicalStructure
structure format: SMILES

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

Reference/UniProt Q9SAA9
type: UnificationXref
id: Q9SAA9
db: UniProt

Delta(14)-sterol reductase
type: ProteinReference
xref: Reference/UniProt Q9LDR4
organism: Arabidopsis thaliana

Cycloartenol synthase
type: ProteinReference
xref: Reference/UniProt P38605
organism: Arabidopsis thaliana

Cycloartenol-C-24-methyltransferase
type: ProteinReference
xref: Reference/UniProt Q9LM02
organism: Arabidopsis thaliana

ChemicalStructure/PW C000047
type: ChemicalStructure
structure format: SMILES

Reference/PathWhiz PW122531
type: UnificationXref
id: PW122531
db: PathWhiz

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

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

Compound/PW C002971 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: δ7-Avenasterol
stoichiometric coefficient: 1.0

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

Reference/CAS 481-14-1
type: UnificationXref
id: 481-14-1
db: CAS

Reference/UniProt Q1G1A4
type: UnificationXref
id: Q1G1A4
db: UniProt

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

Reaction180063
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 C000990 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000175 Endoplasmic Reticulum/Stoichiometry/1.0
right: Squalene
right: NADP
right: Pyrophosphate
spontaneous: false
left: Presqualene diphosphate
left: Hydrogen Ion
left: NADPH
name: Hydrogen Ion + NADPH + Presqualene diphosphate → NADP + Pyrophosphate + Squalene
conversion direction: LEFT_TO_RIGHT

Reaction180062
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000170 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000768 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
participant stoichiometry: Compound/PW C000990 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Pyrophosphate
right: Presqualene diphosphate
spontaneous: false
left: Farnesyl pyrophosphate
name: 2 Farnesyl pyrophosphate → Presqualene diphosphate + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

Reference/CAS 474-67-9
type: UnificationXref
id: 474-67-9
db: CAS

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

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

Compound/PW C017481 Plant-Type Vacuole/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cycloartenol
stoichiometric coefficient: 1.0

Compound/Generic302 Endoplasmic Reticulum/Stoichiometry/3.0
type: Stoichiometry
physical entity: [Reduced NADPH---hemoprotein reductase]
stoichiometric coefficient: 3.0

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

Reference/PubChem-compound 53477901
type: UnificationXref
id: 53477901
db: PubChem-compound

Reference/HMDB HMDB0011181
type: UnificationXref
id: HMDB0011181
db: HMDB

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

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

Reference/CAS 1176-52-9
type: UnificationXref
id: 1176-52-9
db: CAS

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

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

Terpenoid Backbone Biosynthesis
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway110292
pathway component: SubPathwayInteraction110292
xref: Reference/SMPDB SMP0121210
xref: Reference/PathWhiz PW122504
name: SubPathway

24-Methylenelophenol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 24-Methylenelophenol

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

Reference/KEGG Compound C02141
type: UnificationXref
id: C02141
db: KEGG Compound

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

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

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

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

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

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

Compound/Generic303 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: [Oxidized NADPH---hemoprotein reductase]
stoichiometric coefficient: 1.0

Reference/PubChem-compound 5283660
type: UnificationXref
id: 5283660
db: PubChem-compound

Reference/HMDB HMDB0036591
type: UnificationXref
id: HMDB0036591
db: HMDB

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

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

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

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

Compound/PW C001603 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Avenasterol
stoichiometric coefficient: 1.0

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

ChemicalStructure/PW C003009
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0001278
type: UnificationXref
id: HMDB0001278
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

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

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

Reference/HMDB HMDB0006848
type: UnificationXref
id: HMDB0006848
db: HMDB

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

Reference/HMDB HMDB0006849
type: UnificationXref
id: HMDB0006849
db: HMDB

Reference/HMDB HMDB0006845
type: UnificationXref
id: HMDB0006845
db: HMDB

Reference/HMDB HMDB0006846
type: UnificationXref
id: HMDB0006846
db: HMDB

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

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

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

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

ChemicalStructure/PW C003010
type: ChemicalStructure
structure format: SMILES

Compound/PW C000990 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Presqualene diphosphate
stoichiometric coefficient: 1.0

Compound/Generic259 Endoplasmic Reticulum/Stoichiometry/2.0
type: Stoichiometry
physical entity: ferricytochrome b5
stoichiometric coefficient: 2.0

(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

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

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

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

Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/6.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 6.0

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

Reference/KEGG Compound C08813
type: UnificationXref
id: C08813
db: KEGG Compound

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

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/PubChem-compound 656449
type: UnificationXref
id: 656449
db: PubChem-compound

Compound/PW C000959 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Obtusifoliol
stoichiometric coefficient: 1.0

Reference/BioCyc 4124
type: UnificationXref
id: 4124
db: BioCyc

Reference/HMDB HMDB0006851
type: UnificationXref
id: HMDB0006851
db: HMDB

Reference/CAS 17757-07-2
type: UnificationXref
id: 17757-07-2
db: CAS

Reference/HMDB HMDB0006852
type: UnificationXref
id: HMDB0006852
db: HMDB

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

Reference/HMDB HMDB0002374
type: UnificationXref
id: HMDB0002374
db: HMDB

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

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

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

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

Reference/ChEBI CHEBI 33203
type: UnificationXref
id: CHEBI:33203
db: ChEBI

Reference/KEGG Compound C08821
type: UnificationXref
id: C08821
db: KEGG Compound

Cytochrome P450 710A1
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Cytochrome P450 710A1

Reference/GENE ONTOLOGY GO 0000325
type: UnificationXref
id: GO:0000325
db: GENE ONTOLOGY

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

Reference/KEGG Compound C08830
type: UnificationXref
id: C08830
db: KEGG Compound

Reference/KEGG Compound C05442
type: UnificationXref
id: C05442
db: KEGG Compound

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

Reference/UniProt P38605
type: UnificationXref
id: P38605
db: UniProt

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

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

Reference/UniProt Q8L7W5
type: UnificationXref
id: Q8L7W5
db: UniProt

Reference/TAXONOMY 3702
type: UnificationXref
id: 3702
db: TAXONOMY

Reference/UniProt Q9LDU6
type: UnificationXref
id: Q9LDU6
db: UniProt

(S)-2,3-Epoxysqualene
type: SmallMolecule
cellular location: Plant-Type Vacuole
entity reference: (S)-2,3-Epoxysqualene

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

24-methylenesterol C-methyltransferase 2
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: 24-methylenesterol C-methyltransferase 2

Reference/KEGG Compound C03024
type: UnificationXref
id: C03024
db: KEGG Compound

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

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

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

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

ferrocytochrome b5
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: ferrocytochrome b5

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

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

Reference/ChemSpider 192962
type: UnificationXref
id: 192962
db: ChemSpider

Reference/PubChem-compound 5283637
type: UnificationXref
id: 5283637
db: PubChem-compound

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

Reference/PubChem-compound 5280592
type: UnificationXref
id: 5280592
db: PubChem-compound

Brassicasterol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 5283660
xref: Reference/HMDB HMDB0011181
xref: Reference/ChemSpider 4446752
xref: Reference/KEGG Compound C08813
xref: Reference/CAS 474-67-9
chemical formula: C28H46O
molecular weight: 398.35486
structure: ChemicalStructure/PW C006816

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

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

Reference/PubChem-compound 5281326
type: UnificationXref
id: 5281326
db: PubChem-compound

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

Reference/ChemSpider 570838
type: UnificationXref
id: 570838
db: ChemSpider

Reference/UniProt Q8VWZ8
type: UnificationXref
id: Q8VWZ8
db: UniProt

Reference/KEGG Compound C03161
type: UnificationXref
id: C03161
db: KEGG Compound

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

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

Compound/PW C000678 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: β-Sitosterol
stoichiometric coefficient: 1.0

Reference/CAS 23582-83-4
type: UnificationXref
id: 23582-83-4
db: CAS

ferricytochrome b5
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: ferricytochrome b5

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

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

Compound/PW C000748 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Stigmasterol
stoichiometric coefficient: 1.0

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

ChemicalStructure/PW C002968
type: ChemicalStructure
structure format: SMILES

Reference/BioCyc CPD-4162
type: UnificationXref
id: CPD-4162
db: BioCyc

ChemicalStructure/PW C002969
type: ChemicalStructure
structure format: SMILES

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

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

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

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

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

ChemicalStructure/PW C002964
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002965
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002966
type: ChemicalStructure
structure format: SMILES

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

ChemicalStructure/PW C002967
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002971
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002972
type: ChemicalStructure
structure format: SMILES

Reference/CAS 83-46-5
type: UnificationXref
id: 83-46-5
db: CAS

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

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

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

Reference/UniProt Q9M643
type: UnificationXref
id: Q9M643
db: UniProt

ChemicalStructure/PW C002970
type: ChemicalStructure
structure format: SMILES

δ 8,14 -Sterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: δ 8,14 -Sterol

[Oxidized NADPH---hemoprotein reductase]
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: [Oxidized NADPH---hemoprotein reductase]

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

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

[Reduced NADPH---hemoprotein reductase]
type: SmallMoleculeReference
xref: Reference/KEGG Compound C03024

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

[Oxidized NADPH---hemoprotein reductase]
type: SmallMoleculeReference
xref: Reference/KEGG Compound C03161

Reference/PubChem-compound 5283640
type: UnificationXref
id: 5283640
db: PubChem-compound

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

ChemicalStructure/PW C000678
type: ChemicalStructure
structure format: SMILES

Reference/CAS 1449-09-8
type: UnificationXref
id: 1449-09-8
db: CAS

SubPathwayInteraction110292
type: Interaction
name: SubPathwayReaction
name: SubPathway110292Reaction
participant: Farnesyl pyrophosphate

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

Compound/PW C002965 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 5a-Cholesta-7,24-dien-3b-ol
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: 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: C21H29N7O17P3
molecular weight: 744.08325
structure: ChemicalStructure/PW C000143

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

Reference/UniProt Q9SM02
type: UnificationXref
id: Q9SM02
db: UniProt

Reference/UniProt O48962
type: UnificationXref
id: O48962
db: UniProt

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

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

Reference/UniProt Q39227
type: UnificationXref
id: Q39227
db: UniProt

Compound/PW C104810 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 24-Ethylidenelophenol
stoichiometric coefficient: 1.0

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

Reference/HMDB HMDB0002869
type: UnificationXref
id: HMDB0002869
db: HMDB

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

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

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

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

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

Reference/KEGG Compound C11522
type: UnificationXref
id: C11522
db: KEGG Compound

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

Reference/BioCyc CPD-465
type: UnificationXref
id: CPD-465
db: BioCyc

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

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000022
type: ChemicalStructure
structure format: SMILES

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

5-Dehydroepisterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 5-Dehydroepisterol

Reference/PubChem-compound 5280794
type: UnificationXref
id: 5280794
db: PubChem-compound

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

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

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

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

Reference/UniProt Q9LDR4
type: UnificationXref
id: Q9LDR4
db: UniProt

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

Reference/BioCyc CPD-4126
type: UnificationXref
id: CPD-4126
db: BioCyc

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

Reference/KEGG Compound C01902
type: UnificationXref
id: C01902
db: KEGG Compound

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

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

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

Reference/CAS 83-48-7
type: UnificationXref
id: 83-48-7
db: CAS

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: O7P2
molecular weight: 173.91193
structure: ChemicalStructure/PW C000170

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

Plant-Type Vacuole
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0000325

Reference/ChEBI CHEBI 28824
type: UnificationXref
id: CHEBI:28824
db: ChEBI

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

Reference/UniProt Q39208
type: UnificationXref
id: Q39208
db: UniProt

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

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

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

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

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

24-Methylenecycloartanol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 24-Methylenecycloartanol

ChemicalStructure/PW C001690
type: ChemicalStructure
structure format: SMILES

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

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

Reference/ChEBI CHEBI 16653
type: UnificationXref
id: CHEBI:16653
db: ChEBI

Reference/ChEBI CHEBI 15442
type: UnificationXref
id: CHEBI:15442
db: ChEBI

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

Reference/ChemSpider 4446733
type: UnificationXref
id: 4446733
db: ChemSpider

Cycloeucalenol cycloisomerase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Cycloeucalenol cycloisomerase

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

Reference/ChemSpider 4446730
type: UnificationXref
id: 4446730
db: ChemSpider

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

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

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

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

Reference/ChEBI CHEBI 19812
type: UnificationXref
id: CHEBI:19812
db: ChEBI

Reference/ChemSpider 9069833
type: UnificationXref
id: 9069833
db: ChemSpider

Reference/BioCyc CPD-700
type: UnificationXref
id: CPD-700
db: BioCyc

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

ReactionCatalysis170204
type: Catalysis
controller: Lanosterol synthase
controlled: 5.4.99.7
control type: ACTIVATION

Compound/PW C000990 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Presqualene diphosphate
stoichiometric coefficient: 1.0

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

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

ReactionCatalysis170205
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: Reaction180349
control type: ACTIVATION

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

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

Reference/HMDB HMDB0000937
type: UnificationXref
id: HMDB0000937
db: HMDB

ReactionCatalysis170209
type: Catalysis
controller: Sterol 14-demethylase
controlled: Reaction180354
control type: ACTIVATION

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

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

Cycloartenol
type: SmallMolecule
cellular location: Plant-Type Vacuole
entity reference: Cycloartenol

ReactionCatalysis170211
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: Reaction180356
control type: ACTIVATION

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

ReactionCatalysis170210
type: Catalysis
controller: Delta(14)-sterol reductase
controlled: 1.3.1.70
control type: ACTIVATION

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

ReactionCatalysis170213
type: Catalysis
controller: Cycloartenol-C-24-methyltransferase
controlled: 2.1.1.41
control type: ACTIVATION

ReactionCatalysis170212
type: Catalysis
controller: Cycloartenol synthase
controlled: 5.4.99.8
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

Reference/ChEBI CHEBI 19809
type: UnificationXref
id: CHEBI:19809
db: ChEBI

24-epi-Campesterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 24-epi-Campesterol

Compound/PW C002967 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 24-Methylenelophenol
stoichiometric coefficient: 1.0

Reference/BioCyc CPD-706
type: UnificationXref
id: CPD-706
db: BioCyc

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

Reference/KEGG Compound C01943
type: UnificationXref
id: C01943
db: KEGG Compound

Reference/PubChem-compound 10894570
type: UnificationXref
id: 10894570
db: PubChem-compound

ReactionCatalysis170214
type: Catalysis
controller: Methylsterol monooxygenase 1-1
controlled: 1.14.18.9
control type: ACTIVATION

ReactionCatalysis170217
type: Catalysis
controller: Sterol 14-demethylase
controlled: Reaction180362
control type: ACTIVATION

Arabidopsis thaliana
type: BioSource
xref: Reference/TAXONOMY 3702

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

ReactionCatalysis170216
type: Catalysis
controller: Cycloeucalenol cycloisomerase
controlled: 5.5.1.9
control type: ACTIVATION

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

ReactionCatalysis170219
type: Catalysis
controller: 24-methylenesterol C-methyltransferase 2
controlled: 2.1.1.143
control type: ACTIVATION

ChemicalStructure/PW C000946
type: ChemicalStructure
structure format: SMILES

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

ReactionCatalysis170218
type: Catalysis
controller: Delta(14)-sterol reductase
controlled: Reaction180363
control type: ACTIVATION

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

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

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

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

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

Reference/CAS 469-39-6
type: UnificationXref
id: 469-39-6
db: CAS

ReactionCatalysis170220
type: Catalysis
controller: Probable 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
controlled: 5.3.3.5
control type: ACTIVATION

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

ReactionCatalysis170222
type: Catalysis
controller: Methylsterol monooxygenase 2-2
controlled: Reaction180367
control type: ACTIVATION

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

ReactionCatalysis170221
type: Catalysis
controller: Methylsterol monooxygenase 2-2
controlled: 1.14.18.9
control type: ACTIVATION

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

Reference/KEGG Compound C11508
type: UnificationXref
id: C11508
db: KEGG Compound

ReactionCatalysis170224
type: Catalysis
controller: Delta(7)-sterol-C5(6)-desaturase 1
controlled: 1.14.19.20
control type: ACTIVATION

ReactionCatalysis170223
type: Catalysis
controller: Delta(7)-sterol-C5(6)-desaturase 1
controlled: 1.14.19.20
control type: ACTIVATION

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/PubChem-compound 5220
type: UnificationXref
id: 5220
db: PubChem-compound

24-Methylenecholesterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 24-Methylenecholesterol

ChemicalStructure/PW C000959
type: ChemicalStructure
structure format: SMILES

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

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

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

ReactionCatalysis170226
type: Catalysis
controller: 7-dehydrocholesterol reductase
controlled: Reaction180371
control type: ACTIVATION

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

ReactionCatalysis170225
type: Catalysis
controller: 7-dehydrocholesterol reductase
controlled: 1.3.1.21
control type: ACTIVATION

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

ReactionCatalysis170228
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: Reaction180373
control type: ACTIVATION

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

ReactionCatalysis170227
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: Reaction180372
control type: ACTIVATION

Compound/PW C001721 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Campesterol
stoichiometric coefficient: 1.0

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

ReactionCatalysis170229
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: Reaction180374
control type: ACTIVATION

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

Compound/PW C104809 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cycloeucalenol
stoichiometric coefficient: 1.0

δ 8,14 -Sterol
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 30109
xref: Reference/KEGG Compound C11508
xref: Reference/ChemSpider 391501
xref: Reference/BioCyc CPD-9523
xref: Reference/HMDB HMDB0006928
xref: Reference/CAS 74635-33-9
xref: Reference/PubChem-compound 443237
chemical formula: C29H46O
molecular weight: 410.35486
structure: ChemicalStructure/PW C003010

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

ReactionCatalysis170231
type: Catalysis
controller: Cytochrome P450 710A1
controlled: Reaction180376
control type: ACTIVATION

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

ReactionCatalysis170230
type: Catalysis
controller: Cytochrome P450 710A1
controlled: 1.14.19.41
control type: ACTIVATION

ReactionCatalysis170233
type: Catalysis
controller: Probable 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
controlled: Reaction180378
control type: ACTIVATION

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

ReactionCatalysis170235
type: Catalysis
controller: Probable 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
controlled: Reaction180380
control type: ACTIVATION

ReactionCatalysis170234
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: Reaction180379
control type: ACTIVATION

5-Dehydroavenasterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 5-Dehydroavenasterol

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

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

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

Reference/ChemSpider 4444352
type: UnificationXref
id: 4444352
db: ChemSpider

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

ReactionCatalysis170237
type: Catalysis
controller: Delta(7)-sterol-C5(6)-desaturase 1
controlled: Reaction180382
control type: ACTIVATION

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

ReactionCatalysis170236
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: Reaction180381
control type: ACTIVATION

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

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

ReactionCatalysis170239
type: Catalysis
controller: 7-dehydrocholesterol reductase
controlled: 1.3.1.21
control type: ACTIVATION

ReactionCatalysis170238
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: Reaction180383
control type: ACTIVATION

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

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

ChemicalStructure/PW C000768
type: ChemicalStructure
structure format: SMILES
structure data: [H]OP(=O)(O[H])OP(=O)(O[H])OC\C=C(/C)CC\C=C(/C)CCC=C(C)C

ReactionCatalysis170240
type: Catalysis
controller: Delta(24)-sterol reductase
controlled: Reaction180385
control type: ACTIVATION

Reference/KEGG Compound C11523
type: UnificationXref
id: C11523
db: KEGG Compound

ReactionCatalysis170242
type: Catalysis
controller: Unknown
controlled: 5.4.99.-
control type: ACTIVATION

ferrocytochrome b5
type: ProteinReference
organism: Arabidopsis thaliana

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

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

Reference/CAS 469-38-5
type: UnificationXref
id: 469-38-5
db: CAS

ReactionCatalysis170244
type: Catalysis
controller: Unknown
controlled: 5.4.99.-
control type: ACTIVATION

ReactionCatalysis170243
type: Catalysis
controller: 3beta-hydroxysteroid-dehydrogenase/decarboxylase isoform 2
controlled: 1.1.1.170
control type: ACTIVATION

Reference/HMDB HMDB0000852
type: UnificationXref
id: HMDB0000852
db: HMDB

Reference/PubChem-compound 500213
type: UnificationXref
id: 500213
db: PubChem-compound

ReactionCatalysis170245
type: Catalysis
controller: Unknown
controlled: 5.4.99.-
control type: ACTIVATION

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

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

Reference/ChEBI CHEBI 15377
type: UnificationXref
id: CHEBI:15377
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+]

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

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

Reference/BioCyc CPD-9523
type: UnificationXref
id: CPD-9523
db: BioCyc

Reference/CAS 4651-51-8
type: UnificationXref
id: 4651-51-8
db: CAS

ChemicalStructure/PW C001989
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002961
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002962
type: ChemicalStructure
structure format: SMILES

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

ChemicalStructure/PW C002963
type: ChemicalStructure
structure format: SMILES

Reference/UniProt Q67ZE1
type: UnificationXref
id: Q67ZE1
db: UniProt

Reference/BioCyc CPD-4081
type: UnificationXref
id: CPD-4081
db: BioCyc

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

24-Ethylidenelophenol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C11523
xref: Reference/PubChem-compound 13691
xref: Reference/BioCyc 4124
xref: Reference/ChEBI CHEBI 33203
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C104810

24-epi-Campesterol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C21106
xref: Reference/PubChem-compound 312642075
chemical formula: C28H48O
molecular weight: 400.3705
structure: ChemicalStructure/PW C104811

Reference/CAS 23290-26-8
type: UnificationXref
id: 23290-26-8
db: CAS

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

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

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

Reference/ChemSpider 4446752
type: UnificationXref
id: 4446752
db: ChemSpider

Compound/PW C104808 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 24-Methylenecycloartanol
stoichiometric coefficient: 1.0

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

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

ChemicalStructure/PW C000748
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000990
type: ChemicalStructure
structure format: SMILES

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

ChemicalStructure/PW C000994
type: ChemicalStructure
structure format: SMILES

Compound/PW C002966 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4a-Methylfecosterol
stoichiometric coefficient: 1.0

Cycloeucalenol
type: SmallMoleculeReference
xref: Reference/PubChem-compound 5220
xref: Reference/ChEBI CHEBI 16653
xref: Reference/CAS 469-39-6
xref: Reference/KEGG Compound C02141
chemical formula: C30H50O
molecular weight: 426.38617
structure: ChemicalStructure/PW C104809

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

Protein/Generic260 Endoplasmic Reticulum/Stoichiometry/6.0
type: Stoichiometry
physical entity: ferrocytochrome b5
stoichiometric coefficient: 6.0

24-Methylenecycloartanol
type: SmallMoleculeReference
xref: Reference/KEGG Compound C08830
xref: Reference/PubChem-compound 11023
xref: Reference/CAS 1449-09-8
xref: Reference/ChEBI CHEBI 1307
chemical formula: C31H52O
molecular weight: 440.40182
structure: ChemicalStructure/PW C104808

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

Reference/ChEBI CHEBI 1280721
type: UnificationXref
id: CHEBI:1280721
db: ChEBI

Reference/ChEBI CHEBI 27693
type: UnificationXref
id: CHEBI:27693
db: ChEBI

Reference/ChEBI CHEBI 1307
type: UnificationXref
id: CHEBI:1307
db: ChEBI

Reference/KEGG Compound C21106
type: UnificationXref
id: C21106
db: KEGG Compound

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

1.14.14.17
type: BiochemicalReaction
participant stoichiometry: Compound/Generic302 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 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: [Oxidized NADPH---hemoprotein reductase]
right: Water
spontaneous: false
EC number: 1.14.14.17
left: Squalene
left: Oxygen
left: [Reduced NADPH---hemoprotein reductase]
name: Oxygen + Squalene + [Reduced NADPH---hemoprotein reductase] → (S)-2,3-Epoxysqualene + Water + [Oxidized NADPH---hemoprotein reductase]
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C001603
type: ChemicalStructure
structure format: SMILES

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

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

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

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

Compound/PW C003010 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: δ 8,14 -Sterol
stoichiometric coefficient: 1.0

ChemicalStructure/PW C001721
type: ChemicalStructure
structure format: SMILES

Reference/KEGG Compound C01753
type: UnificationXref
id: C01753
db: KEGG Compound

[Reduced NADPH---hemoprotein reductase]
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: [Reduced NADPH---hemoprotein reductase]

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

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

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

Reference/ChEBI CHEBI 52972
type: UnificationXref
id: CHEBI:52972
db: ChEBI

δ7-Avenasterol
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: δ7-Avenasterol

Reference/ChemSpider 4444207
type: UnificationXref
id: 4444207
db: ChemSpider

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

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