1.0
388357
ChemSpider
17215925
ChemSpider
6022
PubChem-compound
Q9C6T1
UniProt
3702
TAXONOMY
C23H38N7O17P3S
Acetyl-CoA
809.1258
937
ChemSpider
ReactionCatalysis169961
ACTIVATION
MEVALONATE
BioCyc
ReactionCatalysis169960
ACTIVATION
388353
ChemSpider
1.0
HMDB0001981
HMDB
Q8H1F7
UniProt
SMILES
O
Acetyl-CoA
SubPathwayOutput
C6H12O4
Mevalonic acid
148.07356
ReactionCatalysis169959
ACTIVATION
ReactionCatalysis169958
ACTIVATION
ReactionCatalysis169957
ACTIVATION
ReactionCatalysis169956
ACTIVATION
ReactionCatalysis169955
ACTIVATION
ReactionCatalysis169953
ACTIVATION
HMDB0000538
HMDB
ReactionCatalysis169952
ACTIVATION
NADPH
ATP
BioCyc
Monoterpenoid Biosynthesis
SubPathway
6816
PubChem-compound
Carbon dioxide
559142
ChemSpider
ADP
BioCyc
P54873
UniProt
1553-55-5
CAS
53-59-8
CAS
O23722
UniProt
358-72-5
CAS
Diphosphomevalonate decarboxylase MVD1, peroxisomal
1.0
5742
ChemSpider
1038
PubChem-compound
Isopentenyl-diphosphate Delta-isomerase II, chloroplastic
C00332
KEGG Compound
CHEBI:16474
ChEBI
Hydrogen Ion
GO:0005829
GENE ONTOLOGY
P14891
UniProt
1.0
274
ChemSpider
GO:0009507
GENE ONTOLOGY
PW000839
PathWhiz
1.0
2.7.4.26
false
2.7.4.26
Adenosine diphosphate + Isopentenyl pyrophosphate ← Adenosine triphosphate + Isopentenyl phosphate
RIGHT_TO_LEFT
4.1.1.33
false
4.1.1.33
(R)-Mevalonic acid-5-pyrophosphate + Adenosine triphosphate → Adenosine diphosphate + Carbon dioxide + Isopentenyl pyrophosphate + Phosphate
LEFT_TO_RIGHT
1.1.1.34
false
1.1.1.34
3-Hydroxy-3-methylglutaryl-CoA + 2 Hydrogen Ion + 2 NADPH → Coenzyme A + Mevalonic acid + 2 NADP
LEFT_TO_RIGHT
Reaction180101
false
Acetoacetyl-CoA + Acetyl-CoA + Water → 3-Hydroxy-3-methylglutaryl-CoA + Coenzyme A + Hydrogen Ion
LEFT_TO_RIGHT
Glycolysis
SubPathway
2.7.4.2
false
2.7.4.2
Adenosine triphosphate + Mevalonic acid-5P → (R)-Mevalonic acid-5-pyrophosphate + Adenosine diphosphate
LEFT_TO_RIGHT
2.7.1.36
false
2.7.1.36
Adenosine triphosphate + Mevalonic acid → Adenosine diphosphate + Hydrogen Ion + Mevalonic acid-5P
LEFT_TO_RIGHT
H3O4P
Phosphate
97.9769
C00341
KEGG Compound
CHEBI:17211
ChEBI
1.0
1010
ChemSpider
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
Adenosine triphosphate
PPI
BioCyc
C21H30N7O17P3
NADPH
745.0911
Reaction180100
false
Acetyl-CoA → Acetoacetyl-CoA + Coenzyme A
LEFT_TO_RIGHT
C21H28N7O17P3
NADP
743.07544
Mitochondrion
Phosphomevalonate kinase, peroxisomal
NADPH
BioCyc
1.0
449
PubChem-compound
Mevalonic acid-5P
1.0
(R)-Mevalonic acid-5-pyrophosphate
C5H12O7P2
Isopentenyl pyrophosphate
246.00583
Cytosol
C00356
KEGG Compound
C00235
KEGG Compound
CHEBI:16057
ChEBI
HMDB0001423
HMDB
SMILES
OP(O)(O)=O
HMDB0000217
HMDB
C10H20O7P2
Geranyl-PP
314.06842
124-38-9
CAS
22833574
PubChem-compound
2.0
C00009
KEGG Compound
C00008
KEGG Compound
C00129
KEGG Compound
1158
ChemSpider
SMP0000859
SMPDB
1.0
Isopentenyl phosphate kinase
C00006
KEGG Compound
1.0
Hydrogen Ion
CHEBI:18009
ChEBI
C5H12O7P2
Dimethylallylpyrophosphate
246.00583
C00001
KEGG Compound
HMDB0001429
HMDB
SMP0014204
SMPDB
Dimethylallylpyrophosphate
CHEBI:18361
ChEBI
C00005
KEGG Compound
PW122503
PathWhiz
CHEBI:18367
ChEBI
1032
ChemSpider
C00002
KEGG Compound
1.0
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
Acetoacetyl-CoA
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
150-97-0
CAS
1.0
HMDB0000227
HMDB
393471
ChemSpider
O22043
UniProt
53-57-6
CAS
Acetyl-CoA acetyltransferase, cytosolic 1
C01107
KEGG Compound
1.0
Coenzyme A
Isopentenyl pyrophosphate
763-10-0
CAS
Adenosine triphosphate
C00011
KEGG Compound
SMILES
O=C=O
C00010
KEGG Compound
1.0
Geranyl-PP
SubPathwayInput
C00013
KEGG Compound
H4O7P2
Pyrophosphate
177.94322
C25H40N7O18P3S
Acetoacetyl-CoA
851.13635
NAD(P)
BioCyc
3-HYDROXY-3-METHYL-GLUTARYL-COA
BioCyc
HMDB0001206
HMDB
5957
PubChem-compound
H
Hydrogen Ion
1.007825
Q9FIK7
UniProt
Coenzyme A
SMILES
C[C@](O)(CCOP(O)(=O)OP(O)(O)=O)CC(O)=O
445995
PubChem-compound
56-65-5
CAS
C00024
KEGG Compound
Q8S4Y1
UniProt
439400
PubChem-compound
Adenosine triphosphate
GO:0005739
GENE ONTOLOGY
C10H15N5O10P2
Adenosine diphosphate
427.02942
GO:0005737
GENE ONTOLOGY
C6H13O7P
Mevalonic acid-5P
228.03989
C5H11O4P
Isopentenyl phosphate
166.03949
CPD-499
BioCyc
647
PubChem-compound
388517
ChemSpider
Q42553
UniProt
1.0
Endoplasmic Reticulum Membrane
CPD-8587
BioCyc
3-Hydroxy-3-methylglutaryl-CoA
Isopentenyl pyrophosphate
Phosphate
CHEBI:1146900
ChEBI
HMDB0001343
HMDB
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
Mevalonic acid-5P
HMDB0001347
HMDB
HMDB0000250
HMDB
SMILES
OP(O)(=O)OP(O)(O)=O
HMDB0001341
HMDB
14000-31-8
CAS
GERANYL-PP
BioCyc
CO-A
BioCyc
P46086
UniProt
Adenosine diphosphate
5675
ChemSpider
72-89-9
CAS
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
C21H36N7O16P3S
Coenzyme A
767.11523
Adenosine diphosphate
SMILES
C[C@@](O)(CCOP(O)(O)=O)CC(O)=O
3-Hydroxy-3-methylglutaryl-CoA
hydroxymethylglutaryl-CoA synthase
Cytoplasm
Mevalonic acid
1492-08-6
CAS
Geranyl-PP
Mevalonate kinase
ACETOACETYL-COA
BioCyc
CHEBI:15422
ChEBI
6557
ChemSpider
3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
Diphosphomevalonate decarboxylase MVD1, peroxisomal
Isopentenyl phosphate kinase
Arabidopsis thaliana
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
Isopentenyl phosphate
7732-18-5
CAS
Isopentenyl-diphosphate Delta-isomerase II, chloroplastic
3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
Mevalonate kinase
1.0
436
ChemSpider
Phosphomevalonate kinase, peroxisomal
C27H44N7O20P3S
3-Hydroxy-3-methylglutaryl-CoA
911.1575
CHEBI:25351
ChEBI
Hydrogen Ion
SMILES
CC(O)(CCO)CC(O)=O
439214
PubChem-compound
Geranylgeranyl pyrophosphate synthase 6, mitochondrial
GO:0005789
GENE ONTOLOGY
PW015068
PathWhiz
Adenosine diphosphate
HMDB0001120
HMDB
Isopentenyl pyrophosphate
HMDB0001484
HMDB
Water
439218
PubChem-compound
CPD-4211
BioCyc
C10H16N5O13P3
Adenosine triphosphate
506.99576
CHEBI:16526
ChEBI
1.0
SubPathwayInteraction110203
SubPathwayReaction
SubPathway110203Reaction
SubPathwayInteraction110202
SubPathway110202Reaction
SubPathwayReaction
73566-35-5
CAS
CHEBI:16761
ChEBI
1.0
Dimethylallylpyrophosphate
GO:0005777
GENE ONTOLOGY
1.0
SMP0121209
SMPDB
HMDB0001375
HMDB
962
PubChem-compound
Probable acetyl-CoA acetyltransferase, cytosolic 2
1.0
358-71-4
CAS
392413
ChemSpider
5800
ChemSpider
CO2
Carbon dioxide
43.98983
1.0
C00080
KEGG Compound
1.0
Probable acetyl-CoA acetyltransferase, cytosolic 2
5.3.3.2
false
5.3.3.2
Isopentenyl pyrophosphate ↔ Dimethylallylpyrophosphate
REVERSIBLE
Mevalonate Pathway
Acetyl-CoA acetyltransferase, cytosolic 1
2.5.1.-,2.5.1.1, 2.5.1.29, 2.5.1.10
false
2.5.1.-,2.5.1.1, 2.5.1.29, 2.5.1.10
Dimethylallylpyrophosphate + Isopentenyl pyrophosphate → Geranyl-PP + Pyrophosphate
LEFT_TO_RIGHT
1420-36-6
CAS
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
1.0
CHEBI:15377
ChEBI
CHEBI:17436
ChEBI
Pyrophosphate
CHEBI:15378
ChEBI
SMILES
[H+]
14265-44-2
CAS
Chloroplast
58-64-0
CAS
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
C6H14O10P2
(R)-Mevalonic acid-5-pyrophosphate
308.00623
1.0
1.0
CHEBI:16584
ChEBI
Geranylgeranyl pyrophosphate synthase 6, mitochondrial
280
PubChem-compound
1.0
1.0
SMILES
CC(=C)CCOP(O)(O)=O
CHEBI:15467
ChEBI
CHEBI:15345
ChEBI
1195
PubChem-compound
644102
PubChem-compound
444493
PubChem-compound
Mevalonic acid
1.0
C00418
KEGG Compound
SMILES
CC(=C)CCOP(O)(=O)OP(O)(O)=O
2.0
22833512
PubChem-compound
17216150
ChemSpider
ACETYL-COA
BioCyc
1.0
H2O
Water
18.010565
SMILES
CC(C)=CCC\C(C)=C\CO[P@@](=O)(O)OP(=O)(O)O
1.0
HMDB0001285
HMDB
NADP
1061
PubChem-compound
HMDB0059597
HMDB
acetyl-CoA C-acetyltransferase
HMDB0001967
HMDB
627
ChemSpider
SMILES
CC(C)=CCO[P@](O)(=O)OP(O)(O)=O
CHEBI:15351
ChEBI
hydroxymethylglutaryl-CoA synthase
2.0
1.0
85-61-0
CAS
Isopentenyl pyrophosphate