C28H46O
4a-Methylzymosterol
398.35486
3.0
6.0
1.0
937
ChemSpider
29936
PubChem-compound
CHOLESTEROL
BioCyc
C15808
KEGG Compound
HMDB0001181
HMDB
389458
ChemSpider
4a-Methylzymosterol
Lanosterol 14-alpha demethylase
NADPH
C15816
KEGG Compound
25200700
PubChem-compound
1.0
23724596
PubChem-compound
CHEBI:16113
ChEBI
SMP0121055
SMPDB
SMP0121057
SMPDB
P56937
UniProt
1.0
Hydrogen Ion
CHEBI:16474
ChEBI
952
ChemSpider
3.0
389550
ChemSpider
7-Dehydrodesmosterol
C28H44O2
4a-Formyl-5a-cholesta-8,24-dien-3b-ol
412.33414
1010
ChemSpider
1.0
27815
ChemSpider
5666-16-0
CAS
1.0
Bloch Pathway (Cholesterol Biosynthesis)
1.0
Hydrogen Ion
Mevalonate Pathway
SubPathway
1.0
Fe2+
CHEBI:16290
ChEBI
3-Keto-4-methylzymosterol
Cholesterol
C00007
KEGG Compound
1.0
SMILES
CC(CCC=C(C)C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)C(C=O)C1CC3
C00006
KEGG Compound
5-ALPHA-CHOLESTA-724-DIEN-3-BETA-OL
BioCyc
CHEBI:18009
ChEBI
C29H48O
4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
412.3705
C00001
KEGG Compound
Lamin-B receptor
C00005
KEGG Compound
CHEBI:18364
ChEBI
559060
ChemSpider
1.0
Q14739
UniProt
Oxygen
4a-Formyl-5a-cholesta-8,24-dien-3b-ol
57-88-5
CAS
C30H50O
Lanosterol
426.38617
C00011
KEGG Compound
4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
1.0
3.0
Delta(24)-sterol reductase
NAD(P)
BioCyc
Lathosterol oxidase
CHEBI:16048
ChEBI
H
Hydrogen Ion
1.007825
SMILES
C[C@H](CCC=C(C)C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)([C@@H]1CC3)C(O)=O
CHEBI:1949
ChEBI
CPD-10134
BioCyc
21121725
PubChem-compound
443212
PubChem-compound
5775
ChemSpider
Lanosterol 14-alpha demethylase
388662
ChemSpider
Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating
Methylsterol monooxygenase 1
Lathosterol oxidase
1.0
4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol
1.0
Q15800
UniProt
ReactionCatalysis169209
ACTIVATION
22298936
PubChem-compound
ReactionCatalysis169208
ACTIVATION
ReactionCatalysis169207
ACTIVATION
Fe
Fe2+
55.93494
ReactionCatalysis169206
ACTIVATION
22298935
PubChem-compound
NADPH
ReactionCatalysis169205
ACTIVATION
2.0
ReactionCatalysis169204
ACTIVATION
ReactionCatalysis169203
ACTIVATION
5.0
ReactionCatalysis169202
ACTIVATION
C27H44O
5a-Cholesta-7,24-dien-3b-ol
384.3392
ReactionCatalysis169201
ACTIVATION
SubPathwayInteraction109692
SubPathwayReaction
SubPathway109692Reaction
4a-carboxy-5a-cholesta-8,24-dien-3b-ol
CHEBI:87289
ChEBI
22298942
PubChem-compound
Reaction179296
false
3 FMNH2 + Lanosterol + 3 Oxygen → 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + 3 Flavin Mononucleotide + Formic acid + 4 Hydrogen Ion + 4 Water
LEFT_TO_RIGHT
Reaction179299
false
4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol + Hydrogen Ion + NADPH → 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + NADP
LEFT_TO_RIGHT
Reaction179298
false
4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol + 3 FMNH2 + 3 Oxygen → 4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol + 3 Flavin Mononucleotide + Formic acid + 4 Hydrogen Ion + 4 Water
LEFT_TO_RIGHT
Reaction179297
false
4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + 3 FMNH2 + 3 Oxygen → 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol + 3 Flavin Mononucleotide + Formic acid + 4 Hydrogen Ion + 4 Water
LEFT_TO_RIGHT
3-keto-steroid reductase
656456
PubChem-compound
HMDB0003896
HMDB
1.0
HMDB0000142
HMDB
1.0
7448-02-4
CAS
CPD-4568
BioCyc
Q15392
UniProt
7732-18-5
CAS
C00058
KEGG Compound
Water
30792017
ChemSpider
C00061
KEGG Compound
44-DIMETHYL-5ALPHA-CHOLEST-7-EN-3BET
BioCyc
FORMATE
BioCyc
CHEBI:29033
ChEBI
C17H23N4O9P
FMNH2
458.12027
CHEBI:29034
ChEBI
Fe
Fe3+
55.93494
CPD-4577
BioCyc
CPD-4576
BioCyc
146-17-8
CAS
CPD-4578
BioCyc
1.0
5α-cholesta-8,24-dien-3-one
C00187
KEGG Compound
C27H42O
7-Dehydrodesmosterol
382.32358
5a-Cholesta-7,24-dien-3b-ol
HMDB0001377
HMDB
25202625
PubChem-compound
SMILES
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
C28H44O
3-Keto-4-methylzymosterol
396.3392
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
HMDB0001251
HMDB
962
PubChem-compound
6.0
7448-03-5
CAS
53477900
PubChem-compound
CO2
Carbon dioxide
43.98983
1.0
2.0
C00080
KEGG Compound
SMILES
O=O
HMDB0006838
HMDB
SMILES
CC(CCC=C(C)C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@](C)(C=O)C1CC3
CHEBI:27910
ChEBI
HMDB0001142
HMDB
HMDB0002111
HMDB
SMILES
OC=O
1.0
HMDB0012167
HMDB
C27H42O
5α-cholesta-8,24-dien-3-one
382.32358
1.0
SMILES
CC(CCC=C(C)C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](CO)C1CC3
C27H44O
Desmosterol
384.3392
HMDB0000067
HMDB
1.0
4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
C27H44O
Zymosterol
384.3392
HMDB0006842
HMDB
Zymosterol
HMDB0012172
HMDB
FMNH2
64-18-6
CAS
1.0
2.0
22833512
PubChem-compound
PW122323
PathWhiz
PW122325
PathWhiz
7-dehydrocholesterol reductase
H2O
Water
18.010565
22212495
PubChem-compound
393046
ChemSpider
4a-carboxy-5a-cholesta-8,24-dien-3b-ol
HMDB0001286
HMDB
15438-31-0
CAS
Lanosterol
4α-Formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
977
PubChem-compound
HMDB0059597
HMDB
25394
ChemSpider
C05439
KEGG Compound
Desmosterol
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
7-dehydrocholesterol reductase
Lamin-B receptor
SMILES
CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2
4.0
17215925
ChemSpider
CPD-4141
BioCyc
570845
ChemSpider
1.0
SMILES
O
3.0
4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol
6.0
Delta(24)-sterol reductase
92746
PubChem-compound
HMDB0002719
HMDB
C27H46O
Cholesterol
386.35486
Methylsterol monooxygenase 1
53-59-8
CAS
C05107
KEGG Compound
4.0
4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol
1038
PubChem-compound
C05108
KEGG Compound
SMILES
[Fe++]
5997
PubChem-compound
C05103
KEGG Compound
SMILES
[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)C3CC[C@]12C
79-63-0
CAS
HMDB0001520
HMDB
FMN
BioCyc
278
ChemSpider
274
ChemSpider
Ferric-Hydroxamate-Complexes
BioCyc
4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
CHEBI:505093
ChEBI
445395
PubChem-compound
GO:0070258
GENE ONTOLOGY
1.0
25994967
ChemSpider
C21H30N7O17P3
NADPH
745.0911
Hydrogen Ion
NADP
C21H28N7O17P3
NADP
743.07544
NADPH
BioCyc
4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
50990081
PubChem-compound
5.0
CPD-4580
BioCyc
27284
PubChem-compound
CPD-6641
BioCyc
1.0
HMDB0000217
HMDB
GO:0005886
GENE ONTOLOGY
124-38-9
CAS
Hydrogen Ion
1.0
HMDB0000692
HMDB
1.0
Oxygen
NADP
2.0
Inner Membrane
SMILES
NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
HMDB0000221
HMDB
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
C17H21N4O9P
Flavin Mononucleotide
456.1046
53-57-6
CAS
1.0
C29H46O3
4a-carboxy-5a-cholesta-8,24-dien-3b-ol
442.3447
C29H46O
4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol
410.35486
5a-Cholesta-7,24-dien-3b-ol
C29H48O2
4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
428.36542
C30H50O2
4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
442.38107
C30H48O2
4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol
440.36542
SMILES
O=C=O
Fe2+
4-METHYL-824-CHOLESTADIENOL
BioCyc
HMDB0001203
HMDB
1.0
Fe3+
Q15125
UniProt
ReactionCatalysis169218
ACTIVATION
ReactionCatalysis169217
ACTIVATION
ReactionCatalysis169216
ACTIVATION
ReactionCatalysis169215
ACTIVATION
ReactionCatalysis169214
ACTIVATION
ReactionCatalysis169213
ACTIVATION
ReactionCatalysis169212
ACTIVATION
ReactionCatalysis169211
ACTIVATION
ReactionCatalysis169210
ACTIVATION
1.0
4a-Methylzymosterol
HMDB0001217
HMDB
SMILES
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC=C(C)C
C01802
KEGG Compound
CHEBI:17621
ChEBI
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol
Endoplasmic Reticulum
Endoplasmic Reticulum Membrane
4.0
SMILES
[H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C
1.0
Q15738
UniProt
LANOSTEROL
BioCyc
5675
ChemSpider
216175
ChemSpider
1.0
Water
18971002
PubChem-compound
3-Keto-4-methylzymosterol
4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
1.0
1.0
643976
PubChem-compound
Homo sapiens
SMILES
[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C
O2
Oxygen
31.98983
CH2O2
Formic acid
46.005478
439577
PubChem-compound
GO:0005789
GENE ONTOLOGY
C29H46O2
4α-Formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol
426.3498
1.0
GO:0005783
GENE ONTOLOGY
CHEBI:16521
ChEBI
Q9UBM7
UniProt
CHEBI:17737
ChEBI
HMDB0012943
HMDB
CHEBI:16526
ChEBI
SMILES
[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C[C@]1([H])CC3)[C@H](C)CCC=C(C)C
C28H46O2
4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol
414.3498
1.0
440558
PubChem-compound
7782-44-7
CAS
1.0
246983
PubChem-compound
440670
PubChem-compound
SMILES
[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@]1([H])CC3
1.0
9606
TAXONOMY
Reaction179304
false
3-Keto-4-methylzymosterol + NADP → 4a-Methylzymosterol + Hydrogen Ion + NADPH
LEFT_TO_RIGHT
C01724
KEGG Compound
Reaction179303
false
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol + NADP → 3-Keto-4-methylzymosterol + Carbon dioxide + NADPH
LEFT_TO_RIGHT
Reaction179302
false
4α-Formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol + 6 Fe3+ + 4 Water
LEFT_TO_RIGHT
1.14.13.72
false
1.14.13.72
4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4α-Formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + 6 Fe3+ + 4 Water
LEFT_TO_RIGHT
Reaction179308
false
4a-carboxy-5a-cholesta-8,24-dien-3b-ol + NADP → 5α-cholesta-8,24-dien-3-one + Carbon dioxide + NADPH
LEFT_TO_RIGHT
Reaction179307
false
4a-Formyl-5a-cholesta-8,24-dien-3b-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4a-carboxy-5a-cholesta-8,24-dien-3b-ol + 6 Fe3+ + 4 Water
LEFT_TO_RIGHT
Reaction179306
false
4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4a-Formyl-5a-cholesta-8,24-dien-3b-ol + 6 Fe3+ + 4 Water
LEFT_TO_RIGHT
C01847
KEGG Compound
Reaction179305
false
4a-Methylzymosterol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + 6 Fe3+ + 4 Water
LEFT_TO_RIGHT
1715-86-2
CAS
Reaction179300
false
4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + 6 Fe3+ + 4 Water
LEFT_TO_RIGHT
SMILES
CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=C(N2)C(=O)NC(=O)N1
CHEBI:30751
ChEBI
1.0
SMILES
[Fe+3]
Reaction179309
false
5α-cholesta-8,24-dien-3-one + NADP → Hydrogen Ion + NADPH + Zymosterol
LEFT_TO_RIGHT
5α-cholesta-8,24-dien-3-one
CHEBI:15377
ChEBI
Cell Membrane
CHEBI:15379
ChEBI
CHEBI:15378
ChEBI
SMILES
[H+]
3-keto-steroid reductase
5886
PubChem-compound
20074-52-6
CAS
C29H46O3
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol
442.3447
NADPH
SMILES
[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC=C(C)C
SMILES
C[C@H](CCC=C(C)C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)C1CC3
Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating
280
PubChem-compound
6.0
Fe3+
Carbon dioxide
1.0
O75845
UniProt
Methylsterol monooxygenase 1
FMNH2
BioCyc
Zymosterol
SMILES
[H][C@@]12CCC([C@H](C)CCC=C(C)C)[C@@]1(C)CCC1=C2CC[C@@]2([H])C(C)(C)[C@@H](O)CC[C@]12C
C14819
KEGG Compound
C14818
KEGG Compound
20036827
ChemSpider
NADP
Flavin Mononucleotide
Reaction179313
false
Desmosterol + NADP → Cholesterol + Hydrogen Ion + NADPH
LEFT_TO_RIGHT
1.3.1.21
false
1.3.1.21
7-Dehydrodesmosterol + NADP → Desmosterol + Hydrogen Ion + NADPH
LEFT_TO_RIGHT
Q16850
UniProt
HMDB0001967
HMDB
651-54-7
CAS
Formic acid
Reaction179311
false
5a-Cholesta-7,24-dien-3b-ol + 2 Fe2+ + 2 Hydrogen Ion + Oxygen → 7-Dehydrodesmosterol + 2 Fe3+ + 2 Water
LEFT_TO_RIGHT
Reaction179310
false
Zymosterol → 5a-Cholesta-7,24-dien-3b-ol
LEFT_TO_RIGHT
SMILES
[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2(CO)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3
SMILES
C[C@H](CCC=C(C)C)[C@H]1CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3
SMILES
[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2(C=O)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3
313-04-2
CAS
SMILES
C[C@H](CCC=C(C)C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@](C)(CO)[C@@H]1CC3
1.0
SMILES
C[C@H](CCC=C(C)C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)([C@@H]1CC3)C(O)=O