C28H46O
4a-Methylzymosterol
398.35486
6022
PubChem-compound
388357
ChemSpider
1.0
Farnesyl pyrophosphate
C23H38N7O17P3S
Acetyl-CoA
809.1258
P04035
UniProt
937
ChemSpider
MEVALONATE
BioCyc
Squalene monooxygenase
1.0
388353
ChemSpider
CHOLESTEROL
BioCyc
C15808
KEGG Compound
HMDB0001188
HMDB
C00448
KEGG Compound
389458
ChemSpider
HMDB0061374
HMDB
PW000054
PathWhiz
HMDB0061373
HMDB
Lanosterol 14-alpha demethylase
1.0
111-02-4
CAS
NADPH
ATP
BioCyc
PW000051
PathWhiz
C15816
KEGG Compound
1.0
3.1.1.13
false
3.1.1.13
Cholesterol + Fatty acid → Cholesterol Ester + Water
LEFT_TO_RIGHT
4a-Methylzymosterol
1.0
559142
ChemSpider
Mevalonic acid
Cholesterol
Fatty acid
CHEBI:28113
ChEBI
C11455
KEGG Compound
C30H50O
(S)-2,3-Epoxysqualene
426.38617
CHEBI:16113
ChEBI
Cholesterol
C03845
KEGG Compound
1.0
P56937
UniProt
5742
ChemSpider
C29H46O
4,4-Dimethylcholesta-8,14,24-trienol
410.35486
PW000163
PathWhiz
2.0
1.0
C00332
KEGG Compound
CHEBI:16474
ChEBI
952
ChemSpider
Carbon dioxide
1.0
EPOXYSQUALENE
BioCyc
Hydroxymethylglutaryl-CoA synthase, mitochondrial
(S)-2,3-Epoxysqualene
HMDB0001090
HMDB
2.0
389550
ChemSpider
C00341
KEGG Compound
7-Dehydrodesmosterol
CHEBI:17211
ChEBI
445713
PubChem-compound
SMILES
CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCS
1.0
2.0
PPI
BioCyc
1.0
Lanosterol
Pyrophosphate
1.0
Water
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
SubPathwayInteraction92
SubPathway92Reaction
SubPathwayReaction
Sterol O-acyltransferase 1
SubPathwayInteraction91
SubPathway91Reaction
SubPathwayReaction
SubPathwayInteraction96
SubPathwayReaction
SubPathway96Reaction
C00235
KEGG Compound
SMILES
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CC[C@@H]1OC1(C)C
C00356
KEGG Compound
SubPathwayInteraction95
SubPathway95Reaction
SubPathwayReaction
CHEBI:16057
ChEBI
SubPathwayInteraction94
SubPathway94Reaction
SubPathwayReaction
SubPathwayInteraction93
SubPathwayReaction
SubPathway93Reaction
Lysosomal acid lipase/cholesteryl ester hydrolase
CHEBI:16290
ChEBI
C10H20O7P2
Geranyl-PP
314.06842
3-Keto-4-methylzymosterol
Q9BWD1
UniProt
4.1.1.33
false
4.1.1.33
(R)-5-Diphosphomevalonic acid + Adenosine triphosphate → Adenosine diphosphate + Carbon dioxide + Isopentenyl pyrophosphate + Phosphate
LEFT_TO_RIGHT
Cholesterol
C00009
KEGG Compound
C00008
KEGG Compound
C00129
KEGG Compound
1158
ChemSpider
C00007
KEGG Compound
C00249
KEGG Compound
Diphosphomevalonate decarboxylase
C00006
KEGG Compound
5-ALPHA-CHOLESTA-724-DIEN-3-BETA-OL
BioCyc
C5H12O7P2
Dimethylallylpyrophosphate
246.00583
CHEBI:18009
ChEBI
C29H48O
4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
412.3705
C00001
KEGG Compound
P54868
UniProt
NADP
CHEBI:18361
ChEBI
C00005
KEGG Compound
CHEBI:18367
ChEBI
Hydroxymethylglutaryl-CoA synthase, mitochondrial
1032
ChemSpider
CHEBI:18364
ChEBI
C00002
KEGG Compound
150-97-0
CAS
P37268
UniProt
434-16-2
CAS
Geranyl-PP
57-88-5
CAS
ReactionCatalysis610
ACTIVATION
ReactionCatalysis611
ACTIVATION
388534
ChemSpider
C01107
KEGG Compound
C30H50O
Lanosterol
426.38617
ReactionCatalysis530
ACTIVATION
1.0
763-10-0
CAS
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
Adenosine triphosphate
C00011
KEGG Compound
C00010
KEGG Compound
24,25-Dihydrolanosterol
388531
ChemSpider
Squalene monooxygenase
C00013
KEGG Compound
3.0
2.0
Delta(24)-sterol reductase
NAD(P)
BioCyc
3-HYDROXY-3-METHYL-GLUTARYL-COA
BioCyc
Sterol O-acyltransferase 1
ReactionCatalysis527
ACTIVATION
Lathosterol oxidase
Acetyl-CoA acetyltransferase, cytosolic
C6H14O10P2
(R)-5-Diphosphomevalonic acid
308.00623
Zymosterol intermediate 2
1.0
CHEBI:1949
ChEBI
SMP0000511
SMPDB
445995
PubChem-compound
56-65-5
CAS
443212
PubChem-compound
5775
ChemSpider
Lanosterol 14-alpha demethylase
388662
ChemSpider
Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating
C00024
KEGG Compound
Squalene synthase
Methylsterol monooxygenase 1
SubPathwayInteraction98
SubPathwayReaction
SubPathway98Reaction
Delta(14)-sterol reductase
SubPathwayInteraction97
SubPathway97Reaction
SubPathwayReaction
Acetyl-CoA acetyltransferase, cytosolic
Lathosterol oxidase
44-DIMETHYL-CHOLESTA-812-24-TRIENOL
BioCyc
ReactionCatalysis517
ACTIVATION
2.0
65728
PubChem-compound
ReactionCatalysis2089
ACTIVATION
Q15800
UniProt
CPD-499
BioCyc
647
PubChem-compound
388517
ChemSpider
P53602
UniProt
C29H50O
4,4-Dimethyl-5a-cholesta-8-en-3b-ol
414.38617
372-97-4
CAS
C27H46O
5a-Cholest-8-en-3b-ol
386.35486
C27H44O
5a-Cholesta-7,24-dien-3b-ol
384.3392
59151
ChemSpider
HMDB0001343
HMDB
SMILES
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C
SMILES
CC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
Peroxisome
HMDB0000256
HMDB
Lanosterol synthase
Mevalonic acid-5P
Vitamin D3
HMDB0001347
HMDB
1.0
114943
ChemSpider
HMDB0000250
HMDB
SMILES
OP(O)(=O)OP(O)(O)=O
1.0
HMDB0001341
HMDB
GERANYL-PP
BioCyc
Farnesyl pyrophosphate synthase
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
10148626
ChemSpider
3-keto-steroid reductase
HMDB0006927
HMDB
HMDB0003896
HMDB
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
SMILES
C[C@@](O)(CCOP(O)(O)=O)CC(O)=O
6.0
Mevalonic acid
1.0
HMDB0000142
HMDB
C15H28O7P2
Farnesyl pyrophosphate
382.13104
53477723
PubChem-compound
7448-02-4
CAS
1.0
CHEBI:18252
ChEBI
C01143
KEGG Compound
Q15392
UniProt
7732-18-5
CAS
CHEBI:17168
ChEBI
1.0
C00058
KEGG Compound
436
ChemSpider
Water
9029-62-3
CAS
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
SMILES
CC(O)(CCO)CC(O)=O
44-DIMETHYL-5ALPHA-CHOLEST-7-EN-3BET
BioCyc
FORMATE
BioCyc
Adenosine diphosphate
HMDB0001120
HMDB
SMILES
[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)CC1=CC3)[C@H](C)CCCC(C)C
57-10-3
CAS
3-Hydroxy-3-methylglutaryl-coenzyme A reductase
HMDB0001484
HMDB
HMDB0000032
HMDB
101770
PubChem-compound
CPD-4211
BioCyc
C10H16N5O13P3
Adenosine triphosphate
506.99576
CPD-4578
BioCyc
C00187
KEGG Compound
FARNESYL-PP
BioCyc
C27H42O
7-Dehydrodesmosterol
382.32358
Pyrophosphate
HMDB0001377
HMDB
70741-38-7
CAS
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
C28H44O
3-Keto-4-methylzymosterol
396.3392
C30H52O
24,25-Dihydrolanosterol
428.40182
HMDB0001251
HMDB
P38571
UniProt
HMDB0001375
HMDB
962
PubChem-compound
7448-03-5
CAS
5800
ChemSpider
53477900
PubChem-compound
1.0
SMILES
CCCCCCCCCCCCCCCC(O)=O
SMILES
[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])C2=CC=C2C[C@H](CC[C@]12C)OC(=O)CCCCCCCCCCCCCCC
3-Hydroxy-3-methylglutaryl-CoA
CO2
Carbon dioxide
43.98983
C01164
KEGG Compound
1.0
2.0
Coenzyme A
SMILES
O=O
HMDB0006838
HMDB
1.0
HMDB0006839
HMDB
1.0
CHEBI:27910
ChEBI
Butyrate Metabolism
SubPathway
1.0
1.0
HMDB0002111
HMDB
SMILES
C[C@](O)(CC(O)=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
HMDB0001023
HMDB
53477909
PubChem-compound
SMILES
OC=O
14265-44-2
CAS
Isopentenyl-diphosphate Delta-isomerase 1
Squalene
58-64-0
CAS
P14324
UniProt
C01054
KEGG Compound
Farnesyl pyrophosphate synthase
Hydroxymethylglutaryl-CoA synthase, mitochondrial
Geranylgeranyl pyrophosphate synthase
SMILES
C[C@@H](CCC=C(C)C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)(C1CC3)C(O)=O
C27H44O
Desmosterol
384.3392
HMDB0000067
HMDB
960
ChemSpider
Mevalonate kinase
1.0
1.0
HMDB0006840
HMDB
HMDB0006841
HMDB
HMDB0006842
HMDB
1.0
985
PubChem-compound
644102
PubChem-compound
444493
PubChem-compound
C01189
KEGG Compound
SMILES
CC(=C)CCOP(O)(=O)OP(O)(O)=O
64-18-6
CAS
4,4-Dimethylcholesta-8,14,24-trienol
22833512
PubChem-compound
1.0
ACETYL-COA
BioCyc
1.0
H2O
Water
18.010565
22212495
PubChem-compound
1.0
HMDB0001285
HMDB
HMDB0001286
HMDB
Lanosterol
Isopentenyl-diphosphate Delta-isomerase 1
977
PubChem-compound
C27H44O
Vitamin D3
384.3392
C05437
KEGG Compound
C05439
KEGG Compound
627
ChemSpider
1.0
Desmosterol
HMDB0002027
HMDB
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
8-Dehydrocholesterol
Q13907
UniProt
P48449
UniProt
HMDB0001170
HMDB
Isopentenyl pyrophosphate
17215925
ChemSpider
4.0
CPD-8621
BioCyc
C05443
KEGG Compound
CPD-4141
BioCyc
C27H44O
8-Dehydrocholesterol
384.3392
80-99-9
CAS
5a-Cholesta-7,24-dien-3b-ol
Valine, Leucine, and Isoleucine Degradation
SubPathway
4a-Methylzymosterol-4-carboxylic acid
C27H44O
Zymosterol intermediate 2
384.3392
SMILES
O
Reaction995
true
7-Dehydrocholesterol → Vitamin D3
LEFT_TO_RIGHT
Reaction996
true
7-Dehydrocholesterol → 8-Dehydrocholesterol
LEFT_TO_RIGHT
1.3.1.72
false
1.3.1.72
Desmosterol + NADPH ↔ Cholesterol + NADP
REVERSIBLE
C6H12O4
Mevalonic acid
148.07356
1.3.1.72
false
1.3.1.72
7-Dehydrodesmosterol + NADPH ↔ 7-Dehydrocholesterol + NADP
REVERSIBLE
Bile Acid Biosynthesis
SubPathway
SQUALENE
BioCyc
Fatty acid
Delta(24)-sterol reductase
HMDB0000538
HMDB
Phosphomevalonate kinase
4.0
SMILES
[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)C
Acetyl-CoA acetyltransferase, cytosolic
92746
PubChem-compound
Diphosphomevalonate decarboxylase
HMDB0002719
HMDB
1.0
Desmosterol
393270
ChemSpider
6816
PubChem-compound
Water
C27H46O
Cholesterol
386.35486
ADP
BioCyc
7-DEHYDRO-CHOLESTEROL
BioCyc
ReactionCatalysis258
ACTIVATION
Dimethylallylpyrophosphate
1.0
53-59-8
CAS
Lysosome
1553-55-5
CAS
358-72-5
CAS
C05107
KEGG Compound
1.0
C05109
KEGG Compound
C05108
KEGG Compound
5997
PubChem-compound
C05103
KEGG 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
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
Cholesterol Ester
79-63-0
CAS
1.0
(R)-5-Diphosphomevalonic acid
3.0
278
ChemSpider
91952
ChemSpider
Fatty Acid Metabolism
SubPathway
274
ChemSpider
CHEBI:505093
ChEBI
3-keto-steroid reductase
CPD-641
BioCyc
H3O4P
Phosphate
97.9769
3-Hydroxy-3-methylglutaryl-coenzyme A reductase
Adenosine triphosphate
7-Dehydrocholesterol
Tryptophan Metabolism
SubPathway
25994967
ChemSpider
Pyruvate Metabolism
SubPathway
C21H30N7O17P3
NADPH
745.0911
C21H28N7O17P3
NADP
743.07544
C27H44O
7-Dehydrocholesterol
384.3392
Acetyl-CoA
SubPathwayOutput
Reaction957
false
Dimethylallylpyrophosphate + Isopentenyl pyrophosphate → Geranyl-PP + Pyrophosphate
LEFT_TO_RIGHT
NADPH
BioCyc
449
PubChem-compound
Mevalonic acid-5P
50990081
PubChem-compound
C5H12O7P2
Isopentenyl pyrophosphate
246.00583
1.0
CPD-6641
BioCyc
HMDB0001423
HMDB
SMILES
OP(O)(O)=O
HMDB0000217
HMDB
124-38-9
CAS
CHEBI:16608
ChEBI
GO:0005764
GENE ONTOLOGY
1.0
1.0
Oxygen
1.14.13.72
false
1.14.13.72
4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + 3 NADPH + 3 Oxygen → 4a-Methylzymosterol-4-carboxylic acid + 3 NADP + 4 Water
LEFT_TO_RIGHT
1.1.1.170
false
1.1.1.170
4a-Methylzymosterol-4-carboxylic acid + NADP → 3-Keto-4-methylzymosterol + Carbon dioxide + NADPH
LEFT_TO_RIGHT
1.3.1.70
false
1.3.1.70
4,4-Dimethylcholesta-8,14,24-trienol + NADPH → 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + NADP
LEFT_TO_RIGHT
1.3.1.72
false
1.3.1.72
4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + NADPH → 4,4-Dimethyl-5a-cholesta-8-en-3b-ol + NADP
LEFT_TO_RIGHT
1.3.1.72
false
1.3.1.72
Lanosterol + NADPH ↔ 24,25-Dihydrolanosterol + NADP
REVERSIBLE
CHEBI:15899
ChEBI
1.14.13.70
false
1.14.13.70
Lanosterol + 3 NADPH + 3 Oxygen → 4,4-Dimethylcholesta-8,14,24-trienol + Formic acid + 3 NADP + 4 Water
LEFT_TO_RIGHT
HMDB0001429
HMDB
NADPH
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
SMP0000051
SMPDB
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
O76062
UniProt
5280795
PubChem-compound
Zymosterol intermediate 2
HMDB0000227
HMDB
393471
ChemSpider
Reaction739
false
Geranyl-PP + Isopentenyl pyrophosphate → Farnesyl pyrophosphate + Pyrophosphate
LEFT_TO_RIGHT
53-57-6
CAS
CPD-8606
BioCyc
1.0
5a-Cholesta-7,24-dien-3b-ol
1.3.1.72
false
1.3.1.72
5a-Cholesta-7,24-dien-3b-ol + NADPH ↔ Lathosterol + NADP
REVERSIBLE
Lysosomal acid lipase/cholesteryl ester hydrolase
Reaction978
false
5a-Cholesta-7,24-dien-3b-ol → 7-Dehydrodesmosterol
LEFT_TO_RIGHT
1.0
1.1.1.34
false
1.1.1.34
3-Hydroxy-3-methylglutaryl-CoA + NADPH → Coenzyme A + Mevalonic acid + NADP
LEFT_TO_RIGHT
2.7.1.36
false
2.7.1.36
Adenosine triphosphate + Mevalonic acid → Adenosine diphosphate + Mevalonic acid-5P
LEFT_TO_RIGHT
SMILES
O=C=O
C43H74O2
Cholesterol Ester
622.5689
1.0
C16H32O2
Fatty acid
256.24023
H4O7P2
Pyrophosphate
177.94322
CHEBI:28940
ChEBI
C25H40N7O18P3S
Acetoacetyl-CoA
851.13635
4-METHYL-824-CHOLESTADIENOL
BioCyc
1.0
SMP0000060
SMPDB
Steroidogenesis
SubPathway
Acetoacetyl-CoA
SubPathwayOutput
1.0
HMDB0001206
HMDB
5957
PubChem-compound
1.0
439418
PubChem-compound
Reaction971
true
4a-Methylzymosterol → Zymosterol intermediate 2
LEFT_TO_RIGHT
1.3.1.72
false
1.3.1.72
NADPH + Zymosterol intermediate 2 → 5a-Cholest-8-en-3b-ol + NADP
LEFT_TO_RIGHT
C30H50
Squalene
410.39127
Reaction970
false
3-Keto-4-methylzymosterol + NADPH → 4a-Methylzymosterol + NADP
LEFT_TO_RIGHT
Cholesterol
SubPathwayInput
SMP0000063
SMPDB
1.0
7-Dehydrocholesterol
Q15126
UniProt
1.0
Q15125
UniProt
1.0
CHEBI:17813
ChEBI
5.3.3.5
false
5.3.3.5
7-Dehydrocholesterol + NADPH → Cholesterol + NADP
LEFT_TO_RIGHT
Reaction989
false
7-Dehydrodesmosterol → Desmosterol
LEFT_TO_RIGHT
CHEBI:15756
ChEBI
1.0
(S)-2,3-Epoxysqualene
439400
PubChem-compound
Cholesterol Ester
SMP0000073
SMPDB
C10H15N5O10P2
Adenosine diphosphate
427.02942
GO:0005737
GENE ONTOLOGY
5a-Cholest-8-en-3b-ol
C6H13O7P
Mevalonic acid-5P
228.03989
79-62-9
CAS
HMDB0001217
HMDB
1.14.13.132
false
1.14.13.132
NADPH + Oxygen + Squalene → (S)-2,3-Epoxysqualene + NADP + Water
LEFT_TO_RIGHT
Lathosterol
Coenzyme A
5.4.99.7
false
5.4.99.7
(S)-2,3-Epoxysqualene → Lanosterol
LEFT_TO_RIGHT
1.14.21.6
false
1.14.21.6
Lathosterol + NADPH + Oxygen ↔ 7-Dehydrocholesterol + NADP + 2 Water
REVERSIBLE
2.5.1.21
false
2.5.1.21
2 Farnesyl pyrophosphate + NADPH → NADP + 2 Pyrophosphate + Squalene
LEFT_TO_RIGHT
4,4-Dimethyl-5a-cholesta-8-en-3b-ol
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
P35610
UniProt
Endoplasmic Reticulum
Endoplasmic Reticulum Membrane
CPD-8587
BioCyc
Geranylgeranyl pyrophosphate synthase
CHEBI:15441
ChEBI
7-Dehydrodesmosterol
2.0
CHEBI:15440
ChEBI
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
CHEBI:1146900
ChEBI
Phosphomevalonate kinase
Delta(14)-sterol reductase
1.0
1.0
1.0
Q15738
UniProt
Lanosterol synthase
4a-Methylzymosterol
14000-31-8
CAS
ReactionCatalysis543
ACTIVATION
CHEBI:17759
ChEBI
CO-A
BioCyc
Adenosine diphosphate
1.0
LANOSTEROL
BioCyc
5675
ChemSpider
72-89-9
CAS
216175
ChemSpider
SMILES
C[C@@](O)(CCOP(O)(=O)OP(O)(O)=O)CC(O)=O
C21H36N7O16P3S
Coenzyme A
767.11523
439423
PubChem-compound
18971002
PubChem-compound
Cytoplasm
Q14534
UniProt
1.0
5.3.3.5
false
5.3.3.5
Lathosterol → 5a-Cholest-8-en-3b-ol
LEFT_TO_RIGHT
5.3.3.5
false
5.3.3.5
Zymosterol intermediate 2 → 5a-Cholesta-7,24-dien-3b-ol
LEFT_TO_RIGHT
SMP0000130
SMPDB
4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
ACETOACETYL-COA
BioCyc
83724
ChemSpider
1.0
ReactionCatalysis573
ACTIVATION
CHEBI:15422
ChEBI
ReactionCatalysis571
ACTIVATION
ReactionCatalysis572
ACTIVATION
6557
ChemSpider
ReactionCatalysis570
ACTIVATION
Homo sapiens
SMILES
CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
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
1.0
C27H44N7O20P3S
3-Hydroxy-3-methylglutaryl-CoA
911.1575
CHEBI:25351
ChEBI
23724604
PubChem-compound
O2
Oxygen
31.98983
CH2O2
Formic acid
46.005478
439214
PubChem-compound
439577
PubChem-compound
440560
PubChem-compound
GO:0005789
GENE ONTOLOGY
1.0
Isopentenyl pyrophosphate
ReactionCatalysis568
ACTIVATION
GO:0005783
GENE ONTOLOGY
ReactionCatalysis569
ACTIVATION
ReactionCatalysis566
ACTIVATION
ReactionCatalysis567
ACTIVATION
439218
PubChem-compound
ReactionCatalysis564
ACTIVATION
CHEBI:16521
ChEBI
ReactionCatalysis565
ACTIVATION
Water
391478
ChemSpider
1.0
CHEBI:17737
ChEBI
CHEBI:16526
ChEBI
Farnesyl pyrophosphate synthase
O95749
UniProt
C29H46O3
4a-Methylzymosterol-4-carboxylic acid
442.3447
1.0
440558
PubChem-compound
73566-35-5
CAS
CHEBI:16761
ChEBI
Geranylgeranyl pyrophosphate synthase
7782-44-7
CAS
1.0
HMDB0000961
HMDB
246983
PubChem-compound
440670
PubChem-compound
1.0
GO:0005777
GENE ONTOLOGY
Dimethylallylpyrophosphate
SMP0000035
SMPDB
SMP0000032
SMPDB
ReactionCatalysis555
ACTIVATION
1.0
Mevalonate kinase
ReactionCatalysis556
ACTIVATION
9606
TAXONOMY
ReactionCatalysis597
ACTIVATION
PW000145
PathWhiz
Farnesyl pyrophosphate
C01724
KEGG Compound
HMDB0006271
HMDB
PW000023
PathWhiz
ReactionCatalysis595
ACTIVATION
ReactionCatalysis596
ACTIVATION
358-71-4
CAS
4444353
ChemSpider
392413
ChemSpider
(R)-5-Diphosphomevalonic acid
C27H46O
Lathosterol
386.35486
1715-86-2
CAS
1.0
1.0
PW000141
PathWhiz
Q03426
UniProt
C00751
KEGG Compound
CPD-4186
BioCyc
SMILES
CC(C)=CCC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O
CHEBI:30751
ChEBI
128-33-6
CAS
3-Hydroxy-3-methylglutaryl-CoA
Wolman Disease
1420-36-6
CAS
CHEBI:15377
ChEBI
CHEBI:17436
ChEBI
CHEBI:15379
ChEBI
ReactionCatalysis584
ACTIVATION
PW000014
PathWhiz
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
5886
PubChem-compound
1.0
1.0
Phosphate
CHEBI:16584
ChEBI
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
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
3.0
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
1.0
ReactionCatalysis579
ACTIVATION
2.3.1.9
false
2.3.1.9
2 Acetyl-CoA ↔ Acetoacetyl-CoA + Coenzyme A
REVERSIBLE
ReactionCatalysis578
ACTIVATION
2.3.3.10
false
2.3.3.10
Acetoacetyl-CoA + Acetyl-CoA + Water → 3-Hydroxy-3-methylglutaryl-CoA + Coenzyme A
LEFT_TO_RIGHT
Carbon dioxide
1.0
3-Hydroxy-3-methylglutaryl-coenzyme A reductase
ReactionCatalysis257
ACTIVATION
ReactionCatalysis254
ACTIVATION
30776536
ChemSpider
CHEBI:15467
ChEBI
CHEBI:15345
ChEBI
1195
PubChem-compound
ReactionCatalysis255
ACTIVATION
O75845
UniProt
CHEBI:17407
ChEBI
Methylsterol monooxygenase 1
C00418
KEGG Compound
1.0
PW000487
PathWhiz
566-97-2
CAS
389460
ChemSpider
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
SMILES
CC(C)=CCC\C(C)=C\CO[P@@](=O)(O)OP(=O)(O)O
1.0
20036827
ChemSpider
HMDB0000876
HMDB
5.3.3.2
false
5.3.3.2
Isopentenyl pyrophosphate ↔ Dimethylallylpyrophosphate
REVERSIBLE
ReactionCatalysis249
ACTIVATION
NADP
ReactionCatalysis248
ACTIVATION
1061
PubChem-compound
1.0
129846
PubChem-compound
Q16850
UniProt
HMDB0001967
HMDB
651-54-7
CAS
64284-64-6
CAS
Formic acid
SMILES
CC(C)=CCO[P@](O)(=O)OP(O)(O)=O
CHEBI:15351
ChEBI
C15915
KEGG Compound
Squalene synthase
85-61-0
CAS
313-04-2
CAS
67-97-0
CAS
2.7.4.2
false
2.7.4.2
Adenosine triphosphate + Mevalonic acid-5P → (R)-5-Diphosphomevalonic acid + Adenosine diphosphate
LEFT_TO_RIGHT
11975273
PubChem-compound