6.0
1.0
1.0
937
ChemSpider
29936
PubChem-compound
CHOLESTEROL
BioCyc
1.0
4α-Hydroxymethyl-4β-methyl-5α-cholesta-8-en-3β-ol
NADPH
SMP0121060
SMPDB
Reaction179331
false
7-Dehydrocholesterol + Hydrogen Ion + NADPH → Cholesterol + NADP
LEFT_TO_RIGHT
Reaction179330
false
2 Fe2+ + 2 Hydrogen Ion + Lathosterol + Oxygen → 7-Dehydrocholesterol + Fe3+ + 2 Water
LEFT_TO_RIGHT
1.0
CHEBI:28113
ChEBI
5α-cholesta-8-en-3-one
CHEBI:16113
ChEBI
SMP0121055
SMPDB
C03845
KEGG Compound
P56937
UniProt
1.0
CHEBI:16474
ChEBI
Hydrogen Ion
4α-methyl-5α-cholesta-8-en-3-ol
952
ChemSpider
1.0
25200718
PubChem-compound
24,25-Dihydrolanosterol
1010
ChemSpider
1.0
1.0
1.0
27815
ChemSpider
5666-16-0
CAS
1.0
1.0
Hydrogen Ion
Mevalonate Pathway
SubPathway
Fe2+
Cholesterol
6452640
PubChem-compound
C00007
KEGG Compound
C00006
KEGG Compound
CHEBI:18009
ChEBI
Kandutsch-Russell Pathway (Cholesterol Biosynthesis)
C00001
KEGG Compound
NADP
Lamin-B receptor
C00005
KEGG Compound
559060
ChemSpider
1.0
1.0
434-16-2
CAS
Q14739
UniProt
Oxygen
57-88-5
CAS
388534
ChemSpider
C30H50O
Lanosterol
426.38617
SMILES
[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
C00011
KEGG Compound
3.0
5a-Cholest-8-en-3b-ol
NAD(P)
BioCyc
Lathosterol oxidase
CHEBI:16048
ChEBI
H
Hydrogen Ion
1.007825
CPD-10134
BioCyc
5775
ChemSpider
Lanosterol 14-alpha demethylase
Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating
25202944
PubChem-compound
Methylsterol monooxygenase 1
25200885
PubChem-compound
Lathosterol oxidase
65728
PubChem-compound
Q15800
UniProt
CHEBI:87057
ChEBI
Fe
Fe2+
55.93494
NADPH
2.0
C29H50O
4,4-Dimethyl-5a-cholesta-8-en-3b-ol
414.38617
C27H46O
5a-Cholest-8-en-3b-ol
386.35486
CHEBI:87051
ChEBI
59151
ChemSpider
Flavin Mononucleotide
25202835
PubChem-compound
SubPathwayInteraction109693
SubPathwayReaction
SubPathway109693Reaction
3-keto-steroid reductase
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
HMDB0000142
HMDB
4,4-Dimethyl-14α-formyl-5α-cholest-8-en-3β-ol
1.0
3.0
Q15392
UniProt
7732-18-5
CAS
CHEBI:17168
ChEBI
C00058
KEGG Compound
1.0
Water
1.0
25201885
PubChem-compound
C00061
KEGG Compound
4α-hydroxymethyl-5α-cholesta-8-en-3β-ol
Delta(24)-sterol reductase
FORMATE
BioCyc
CHEBI:29033
ChEBI
C17H23N4O9P
FMNH2
458.12027
25203709
PubChem-compound
CHEBI:29034
ChEBI
Fe
Fe3+
55.93494
HMDB0000032
HMDB
101770
PubChem-compound
146-17-8
CAS
4α-methyl-5α-cholesta-8-en-3-one
CHEBI:87060
ChEBI
1.0
C00187
KEGG Compound
25201774
PubChem-compound
HMDB0001377
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)CCCC(C)C
30792004
ChemSpider
C30H52O
24,25-Dihydrolanosterol
428.40182
HMDB0001251
HMDB
962
PubChem-compound
4α-methyl-5α-cholesta-8-en-3-ol
4α-Formyl-5α-cholesta-8-en-3β-ol
1.0
C01164
KEGG Compound
CO2
Carbon dioxide
43.98983
1.0
2.0
C00080
KEGG Compound
SMILES
CC(C)CCCC(C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@](C)(CO)C1CC3
SMILES
O=O
SMILES
CC(C)CCCC(C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@](C)(C=O)C1CC3
HMDB0006839
HMDB
SMILES
CC(C)CCCC(C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C=O)C1CC3
SMILES
CC(C)CCCC(C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@H](C1CC3)C(O)=O
SMILES
CC(C)CCCC(C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)(C1CC3)C(O)=O
HMDB0001142
HMDB
HMDB0002111
HMDB
SMILES
OC=O
HMDB0012168
HMDB
1.0
HMDB0012169
HMDB
4,4-Dimethyl-5a-cholesta-8-en-3b-ol
SMILES
CC(C)CCCC(C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)C1CC3
HMDB0012165
HMDB
SMILES
CC(C)CCCC(C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](CO)C1CC3
HMDB0012166
HMDB
HMDB0000067
HMDB
1.0
SMILES
CC(C)CCCC(C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)CC1CC3
HMDB0006840
HMDB
HMDB0006841
HMDB
4α-Carboxy-4β-methyl-5α-cholesta-8-en-3β-ol
HMDB0012178
HMDB
C01189
KEGG Compound
HMDB0012171
HMDB
64-18-6
CAS
HMDB0012173
HMDB
HMDB0012174
HMDB
1.0
2.0
22833512
PubChem-compound
PW122323
PathWhiz
7-dehydrocholesterol reductase
4α-Formyl-4β-methyl-5α-cholesta-8-en-3β-ol
H2O
Water
18.010565
4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol
393046
ChemSpider
15438-31-0
CAS
977
PubChem-compound
3.0
HMDB0059597
HMDB
25394
ChemSpider
PW122328
PathWhiz
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
4α-Carboxy-5α-cholesta-8-en-3β-ol
7-dehydrocholesterol reductase
HMDB0001170
HMDB
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
SMILES
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@@H]1CC3
17215925
ChemSpider
4.0
CPD-8621
BioCyc
80-99-9
CAS
1.0
SMILES
O
1.0
3.0
4,4-Dimethyl-5α-cholesta-8,14-dien-3β-ol
1.0
Delta(24)-sterol reductase
C27H46O
Cholesterol
386.35486
7-DEHYDRO-CHOLESTEROL
BioCyc
1.0
53-59-8
CAS
C05109
KEGG Compound
1038
PubChem-compound
SMILES
[Fe++]
5997
PubChem-compound
SMILES
[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@]1([H])CC3)[C@H](C)CCCC(C)C
79-63-0
CAS
FMNH2
HMDB0001520
HMDB
C05110
KEGG Compound
FMN
BioCyc
278
ChemSpider
91952
ChemSpider
274
ChemSpider
Ferric-Hydroxamate-Complexes
BioCyc
1.0
445395
PubChem-compound
GO:0070258
GENE ONTOLOGY
Lanosterol
C21H30N7O17P3
NADPH
745.0911
Hydrogen Ion
NADP
C21H28N7O17P3
NADP
743.07544
C27H44O
7-Dehydrocholesterol
384.3392
NADPH
BioCyc
5.0
27284
PubChem-compound
CPD-6641
BioCyc
1.0
HMDB0000217
HMDB
167817
PubChem-compound
GO:0005886
GENE ONTOLOGY
1.0
124-38-9
CAS
CHEBI:16608
ChEBI
Hydrogen Ion
HMDB0000692
HMDB
Oxygen
NADP
ReactionCatalysis169236
ACTIVATION
ReactionCatalysis169235
ACTIVATION
ReactionCatalysis169234
ACTIVATION
ReactionCatalysis169233
ACTIVATION
NADPH
1.0
ReactionCatalysis169232
ACTIVATION
Inner Membrane
ReactionCatalysis169231
ACTIVATION
ReactionCatalysis169230
ACTIVATION
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
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)CCCC(C)C
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
C29H48O
4,4-Dimethyl-5α-cholesta-8,14-dien-3β-ol
412.3705
C28H48O
4α-methyl-5α-cholesta-8-en-3-ol
400.3705
53-57-6
CAS
C30H52O2
4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol
444.39673
C30H50O2
4,4-Dimethyl-14α-formyl-5α-cholest-8-en-3β-ol
442.38107
CPD-8606
BioCyc
CPD-8607
BioCyc
ReactionCatalysis169229
ACTIVATION
ReactionCatalysis169228
ACTIVATION
ReactionCatalysis169227
ACTIVATION
ReactionCatalysis169226
ACTIVATION
ReactionCatalysis169225
ACTIVATION
SMILES
O=C=O
ReactionCatalysis169224
ACTIVATION
ReactionCatalysis169223
ACTIVATION
ReactionCatalysis169222
ACTIVATION
ReactionCatalysis169221
ACTIVATION
ReactionCatalysis169220
ACTIVATION
7-Dehydrocholesterol
1.0
Fe3+
CPD-8618
BioCyc
Q15125
UniProt
ReactionCatalysis169219
ACTIVATION
CPD-8611
BioCyc
CPD-8612
BioCyc
CPD-8613
BioCyc
CPD-8614
BioCyc
5a-Cholest-8-en-3b-ol
79-62-9
CAS
Lathosterol
4,4-Dimethyl-5a-cholesta-8-en-3b-ol
4,4-Dimethyl-5α-cholesta-8,14-dien-3β-ol
CPD-8619
BioCyc
CHEBI:17621
ChEBI
Endoplasmic Reticulum
Endoplasmic Reticulum Membrane
5α-cholesta-8-en-3-one
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
Q15738
UniProt
1.0
15698824
PubChem-compound
CHEBI:17759
ChEBI
15698821
PubChem-compound
LANOSTEROL
BioCyc
5675
ChemSpider
216175
ChemSpider
25203379
PubChem-compound
439423
PubChem-compound
Water
18971002
PubChem-compound
1.0
643976
PubChem-compound
1.0
Homo sapiens
C28H46O3
4α-Carboxy-5α-cholesta-8-en-3β-ol
430.3447
23724604
PubChem-compound
C29H48O3
4α-Carboxy-4β-methyl-5α-cholesta-8-en-3β-ol
444.36035
O2
Oxygen
31.98983
CH2O2
Formic acid
46.005478
440560
PubChem-compound
C28H46O2
4α-Formyl-5α-cholesta-8-en-3β-ol
414.3498
GO:0005789
GENE ONTOLOGY
C29H48O2
4α-Formyl-4β-methyl-5α-cholesta-8-en-3β-ol
428.36542
1.0
GO:0005783
GENE ONTOLOGY
CHEBI:16521
ChEBI
Q9UBM7
UniProt
1.0
HMDB0012943
HMDB
CHEBI:16526
ChEBI
C28H46O
4α-methyl-5α-cholesta-8-en-3-one
398.35486
C28H48O2
4α-hydroxymethyl-5α-cholesta-8-en-3β-ol
416.36542
Formic acid
C29H50O2
4α-Hydroxymethyl-4β-methyl-5α-cholesta-8-en-3β-ol
430.38107
7782-44-7
CAS
1.0
246983
PubChem-compound
C27H44O
5α-cholesta-8-en-3-one
384.3392
1.0
1.0
9606
TAXONOMY
C01724
KEGG Compound
C01847
KEGG Compound
C27H46O
Lathosterol
386.35486
CPD-4186
BioCyc
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
SMILES
[Fe+3]
CHEBI:15377
ChEBI
Cell Membrane
CHEBI:15379
ChEBI
CHEBI:15378
ChEBI
SMILES
[H+]
3-keto-steroid reductase
5886
PubChem-compound
20074-52-6
CAS
NADPH
SMILES
[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3
SMILES
[H][C@@](C)(CCCC(C)C)[C@@]1([H])CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3
Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating
280
PubChem-compound
6.0
Reaction179326
false
4α-Formyl-5α-cholesta-8-en-3β-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4α-Carboxy-5α-cholesta-8-en-3β-ol + 6 Fe3+ + 4 Water
LEFT_TO_RIGHT
Carbon dioxide
Reaction179325
false
4α-hydroxymethyl-5α-cholesta-8-en-3β-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4α-Formyl-5α-cholesta-8-en-3β-ol + 6 Fe3+ + 4 Water
LEFT_TO_RIGHT
Reaction179324
false
4α-methyl-5α-cholesta-8-en-3-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4α-hydroxymethyl-5α-cholesta-8-en-3β-ol + 6 Fe3+ + 4 Water
LEFT_TO_RIGHT
O75845
UniProt
Reaction179323
false
4α-methyl-5α-cholesta-8-en-3-one + Hydrogen Ion + NADPH → 4α-methyl-5α-cholesta-8-en-3-ol + NADP
LEFT_TO_RIGHT
Methylsterol monooxygenase 1
Reaction179329
false
5a-Cholest-8-en-3b-ol → Lathosterol
LEFT_TO_RIGHT
Reaction179328
false
5α-cholesta-8-en-3-one + Hydrogen Ion + NADPH → 5a-Cholest-8-en-3b-ol + NADP
LEFT_TO_RIGHT
566-97-2
CAS
Reaction179327
false
4α-Carboxy-5α-cholesta-8-en-3β-ol + NADP → 5α-cholesta-8-en-3-one + Hydrogen Ion + NADPH
LEFT_TO_RIGHT
389460
ChemSpider
Reaction179322
false
4α-Carboxy-4β-methyl-5α-cholesta-8-en-3β-ol + NADP → 4α-methyl-5α-cholesta-8-en-3-one + Carbon dioxide + NADPH
LEFT_TO_RIGHT
Reaction179321
false
4α-Formyl-4β-methyl-5α-cholesta-8-en-3β-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4α-Carboxy-4β-methyl-5α-cholesta-8-en-3β-ol + 6 Fe3+ + 4 Water
LEFT_TO_RIGHT
Reaction179320
false
4α-Hydroxymethyl-4β-methyl-5α-cholesta-8-en-3β-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4α-Formyl-4β-methyl-5α-cholesta-8-en-3β-ol + 6 Fe3+ + 4 Water
LEFT_TO_RIGHT
FMNH2
BioCyc
C14819
KEGG Compound
Lanosterol 14-alpha demethylase
C14818
KEGG Compound
NADP
Reaction179315
false
24,25-Dihydrolanosterol + 3 FMNH2 + 3 Oxygen → 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol + 3 Flavin Mononucleotide + Formic acid + Hydrogen Ion + 4 Water
LEFT_TO_RIGHT
Reaction179314
false
Hydrogen Ion + Lanosterol + NADPH → 24,25-Dihydrolanosterol + NADP
LEFT_TO_RIGHT
Reaction179319
false
4,4-Dimethyl-5a-cholesta-8-en-3b-ol + 6 Fe2+ + 5 Hydrogen Ion + 3 Oxygen → 4α-Hydroxymethyl-4β-methyl-5α-cholesta-8-en-3β-ol + 6 Fe3+ + 4 Water
LEFT_TO_RIGHT
Q16850
UniProt
Reaction179318
false
4,4-Dimethyl-5α-cholesta-8,14-dien-3β-ol + Hydrogen Ion + NADPH → 4,4-Dimethyl-5a-cholesta-8-en-3b-ol + NADP
LEFT_TO_RIGHT
Reaction179317
false
4,4-Dimethyl-14α-formyl-5α-cholest-8-en-3β-ol + 3 FMNH2 + 3 Oxygen → 4,4-Dimethyl-5α-cholesta-8,14-dien-3β-ol + 3 Flavin Mononucleotide + Formic acid + Hydrogen Ion + 4 Water
LEFT_TO_RIGHT
Reaction179316
false
4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol + 3 FMNH2 + 3 Oxygen → 4,4-Dimethyl-14α-formyl-5α-cholest-8-en-3β-ol + 3 Flavin Mononucleotide + Formic acid + Hydrogen Ion + 4 Water
LEFT_TO_RIGHT
HMDB0001967
HMDB
C15915
KEGG Compound
4α-methyl-5α-cholesta-8-en-3-one
1.0
SMILES
CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2(CO)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3
1.0
SMILES
CC(C)CCC[C@@H](C)[C@H]1CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3
SMILES
CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2(C=O)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3