CHEBI:16015
ChEBI
C5H11NO2
L-Valine
117.07898
4444155
ChemSpider
30572
ChemSpider
17215925
ChemSpider
C23H38N7O17P3S
Acetyl-CoA
809.1258
CHEBI:15603
ChEBI
937
ChemSpider
2-isopropylmalate synthase
C04236
KEGG Compound
4.0
NADH
5462261
PubChem-compound
439153
PubChem-compound
Acetolactate synthase isozyme 3 small subunit
SMILES
O
PW000978
PathWhiz
1.0
3-isopropylmalate dehydratase small subunit
ReactionCatalysis2893
ACTIVATION
50
ChemSpider
1.0
C02504
KEGG Compound
5462259
PubChem-compound
Branched-chain-amino-acid aminotransferase
3-isopropylmalate dehydratase large subunit
NAD
isopropylmalate isomerase
branched-chain amino-acid aminotransferase
3-isopropylmalate dehydrogenase
1.0
6816
PubChem-compound
51
PubChem-compound
46
ChemSpider
Pyruvic acid
SubPathwayOutput
CHEBI:15846
ChEBI
C3H4O3
Pyruvic acid
88.016045
6287
PubChem-compound
562-43-6
CAS
53-59-8
CAS
Reaction2927
false
(R) 2,3-Dihydroxy-3-methylvalerate → 3-Methyl-2-oxovaleric acid + Water
LEFT_TO_RIGHT
49601-06-1
CAS
1.0
C02631
KEGG Compound
SMILES
CC(C)CC(=O)C(O)=O
1038
PubChem-compound
CHEBI:16474
ChEBI
CHEBI:48430
ChEBI
SMILES
CC(=O)[C@](C)(O)C(O)=O
acetolactate synthase / acetohydroxybutanoate synthase
dihydroxy acid dehydratase
274
ChemSpider
acetohydroxy acid isomeroreductase
Valine Transaminase
C5H6O5
Oxoglutaric acid
146.02153
CHEBI:18409
ChEBI
C6H10O3
3-Methyl-2-oxovaleric acid
130.06299
CHEBI:16908
ChEBI
L-Valine
3-Hydroxy-3-methyl-2-oxobutanoic acid
Acetyl-CoA
NADPH
1010
ChemSpider
C5H10O4
(R)-2,3-Dihydroxy-isovalerate
134.0579
440279
PubChem-compound
C6H12O4
(R) 2,3-Dihydroxy-3-methylvalerate
148.07356
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
(R)-2,3-Dihydroxy-isovalerate
(R) 2,3-Dihydroxy-3-methylvalerate
69
ChemSpider
HMDB0000687
HMDB
C04272
KEGG Compound
NADP
70
PubChem-compound
C21H30N7O17P3
NADPH
745.0911
C21H29N7O17P3
NADP
744.08325
Acetolactate synthase isozyme 3 large subunit
1.0
NADPH
BioCyc
Hydrogen Ion
PW000785
PathWhiz
Dihydroxy-acid dehydratase
HMDB0000208
HMDB
6106
PubChem-compound
3-isopropylmalate dehydrogenase
C00233
KEGG Compound
5880
ChemSpider
58-68-4
CAS
HMDB0000695
HMDB
SMILES
CCC(C)C(=O)C(O)=O
HMDB0001423
HMDB
L-Glutamic acid
CHEBI:27512
ChEBI
3-isopropylmalate dehydratase small subunit
HMDB0000217
HMDB
SMILES
OC(=O)CCC(=O)C(O)=O
124-38-9
CAS
CHEBI:30915
ChEBI
1.0
C00006
KEGG Compound
CHEBI:18009
ChEBI
2-isopropylmalate synthase
C00001
KEGG Compound
1460-34-0
CAS
C7H10O5
2-Isopropyl-3-oxosuccinate
174.05283
1.0
Acetolactate synthase isozyme 3 small subunit
CHEBI:35128
ChEBI
LEU
BioCyc
C00005
KEGG Compound
C00004
KEGG Compound
CHEBI:17275
ChEBI
C00003
KEGG Compound
1031
ChemSpider
C00123
KEGG Compound
SMILES
NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O
HMDB0000221
HMDB
3-Isopropylmalate
Ketol-acid reductoisomerase
6050
ChemSpider
SMILES
CC(C)(O)[C@@H](O)C(O)=O
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=C(N)N=CN=C23)[C@H](O)[C@@H]1O
C7H12O5
3-Isopropylmalate
176.06847
D-malate dehydrogenase [decarboxylating]
SMILES
CC[C@@](C)(O)[C@@H](O)C(O)=O
GLT
BioCyc
53-57-6
CAS
Glycolysis and Pyruvate Dehydrogenase
SubPathway
1.0
C21H28N7O14P2
NAD
664.11694
3-isopropylmalate dehydratase large subunit
C00011
KEGG Compound
SMILES
O=C=O
C00010
KEGG Compound
HMDB0000902
HMDB
2-Isopropyl-3-oxosuccinate
NAD(P)
BioCyc
C21H29N7O14P2
NADH
665.12476
1.0
HMDB0001206
HMDB
SMILES
CC(C)C(=C\C(O)=O)\C(O)=O
47
PubChem-compound
562
TAXONOMY
H
Hydrogen Ion
1.007825
2.0
4444164
ChemSpider
C00022
KEGG Compound
440878
PubChem-compound
53-84-9
CAS
C06007
KEGG Compound
C00026
KEGG Compound
P09151
UniProt
C00025
KEGG Compound
DIOH-ISOVALERATE
BioCyc
C00024
KEGG Compound
HMDB0000243
HMDB
C06010
KEGG Compound
1.0
SMP0000994
SMPDB
1.0
1-KETO-2-METHYLVALERATE
BioCyc
448154
PubChem-compound
CHEBI:15684
ChEBI
C6H10O3
Ketoleucine
130.06299
1.0
1.0
CHEBI:16414
ChEBI
C7H12O5
2-Isopropylmalic acid
176.06847
P0A6A6
UniProt
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](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
SMP0000807
SMPDB
5682
ChemSpider
5280523
PubChem-compound
328-50-7
CAS
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O
CHEBI:1146900
ChEBI
Water
2.0
P0AB80
UniProt
Reaction3714
false
3-Methyl-2-oxovaleric acid + L-Glutamic acid → L-Valine + Oxoglutaric acid
LEFT_TO_RIGHT
4575349
ChemSpider
HMDB0000491
HMDB
4575347
ChemSpider
ReactionCatalysis5880
ACTIVATION
395044
ChemSpider
CO-A
BioCyc
Dihydroxy-acid dehydratase
C5H8O4
(S)-2-Acetolactate
132.04225
5675
ChemSpider
72-89-9
CAS
HMDB0012241
HMDB
Coenzyme A
Ketol-acid reductoisomerase
C21H36N7O16P3S
Coenzyme A
767.11523
HMDB0000148
HMDB
SMILES
CC(C)(O)C(=O)C(O)=O
6557
ChemSpider
SubPathwayInteraction109901
SubPathway109901Reaction
SubPathwayReaction
1.1.1.86
false
1.1.1.86
(S)-2-Acetolactate ↔ 3-Hydroxy-3-methyl-2-oxobutanoic acid
REVERSIBLE
D-malate dehydrogenase [decarboxylating]
Escherichia coli
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
7732-18-5
CAS
CPD-9451
BioCyc
388299
ChemSpider
(S)-2-Acetolactate
SMILES
CC(C)[C@H](N)C(O)=O
C04411
KEGG Compound
72-18-4
CAS
HMDB0001487
HMDB
2.6.1.42
false
2.6.1.42
Ketoleucine + L-Glutamic acid → L-Leucine + Oxoglutaric acid
LEFT_TO_RIGHT
2.2.1.6
false
2.2.1.6
Hydrogen Ion + 2 Pyruvic acid → (S)-2-Acetolactate + Carbon dioxide
LEFT_TO_RIGHT
127-17-3
CAS
1.0
Reaction2880
true
2-Isopropyl-3-oxosuccinate + Hydrogen Ion → Carbon dioxide + Ketoleucine
LEFT_TO_RIGHT
C00183
KEGG Compound
ReactionCatalysis2837
ACTIVATION
ReactionCatalysis2836
ACTIVATION
56-86-0
CAS
P00893
UniProt
P00894
UniProt
CHEBI:1467
ChEBI
6.0
1.0
1.1.1.86
false
1.1.1.86
(R)-2,3-Dihydroxy-isovalerate + Hydrogen Ion + NADPH → (R) 2,3-Dihydroxy-3-methylvalerate + NADP
LEFT_TO_RIGHT
C5H9NO4
L-Glutamic acid
147.05316
33032
PubChem-compound
P05793
UniProt
389710
ChemSpider
P05791
UniProt
P76251
UniProt
HMDB0012149
HMDB
1.0
CHEBI:16526
ChEBI
ReactionCatalysis2838
ACTIVATION
2-Isopropylmalic acid
2.0
HMDB0012140
HMDB
1.0
HMDB0012141
HMDB
1.0
816-66-0
CAS
Ketoleucine
ReactionCatalysis2842
ACTIVATION
SMILES
CC(=O)C(O)=O
ReactionCatalysis2841
ACTIVATION
ReactionCatalysis2844
ACTIVATION
5280533
PubChem-compound
ReactionCatalysis2845
ACTIVATION
CHEBI:35932
ChEBI
L-Leucine
ReactionCatalysis2847
ACTIVATION
2K-4CH3-PENTANOATE
BioCyc
1.1.1.83
false
1.1.1.83
3-Isopropylmalate + NAD → 2-Isopropyl-3-oxosuccinate + Hydrogen Ion + NADH
LEFT_TO_RIGHT
4.2.1.33
false
4.2.1.33
2-Isopropylmalic acid → Isopropylmaleate + Water
LEFT_TO_RIGHT
C6H13NO2
L-Leucine
131.09464
Reaction2877
false
Isopropylmaleate + Water → 3-Isopropylmalate
LEFT_TO_RIGHT
2.3.3.13
false
2.3.3.13
3-Methyl-2-oxovaleric acid + Acetyl-CoA + Water → 2-Isopropylmalic acid + Coenzyme A + Hydrogen Ion
LEFT_TO_RIGHT
962
PubChem-compound
HMDB0012156
HMDB
CHEBI:17667
ChEBI
C5H8O4
3-Hydroxy-3-methyl-2-oxobutanoic acid
132.04225
P30126
UniProt
2-KETOGLUTARATE
BioCyc
P30125
UniProt
392413
ChemSpider
61-90-5
CAS
2-KETO-3-METHYL-VALERATE
BioCyc
CO2
Carbon dioxide
43.98983
Branched-chain-amino-acid aminotransferase
2-D-THREO-HYDROXY-3-CARBOXY-ISOCAPROATE
BioCyc
2.0
C03465
KEGG Compound
5893
PubChem-compound
C00080
KEGG Compound
C7H10O4
Isopropylmaleate
158.0579
Oxoglutaric acid
1.0
3-Methyl-2-oxovaleric acid
CHEBI:32816
ChEBI
HMDB0002111
HMDB
SMILES
N[C@@H](CCC(O)=O)C(O)=O
Secondary Metabolites: Valine and L-Leucine Biosynthesis from Pyruvate
CHEBI:15377
ChEBI
CHEBI:15378
ChEBI
SMILES
[H+]
PYRUVATE
BioCyc
CPD-7100
BioCyc
5886
PubChem-compound
2.0
389255
ChemSpider
VAL
BioCyc
1.0
SMILES
CC(C)[C@@](O)(CC(O)=O)C(O)=O
280
PubChem-compound
SMILES
CC(C)C[C@H](N)C(O)=O
921-28-8
CAS
444493
PubChem-compound
440248
PubChem-compound
22833512
PubChem-compound
ACETYL-COA
BioCyc
HMDB0006855
HMDB
H2O
Water
18.010565
Isopropylmaleate
NADH
BioCyc
ReactionCatalysis3687
ACTIVATION
NAD
BioCyc
1.0
1060
PubChem-compound
CHEBI:43468
ChEBI
HMDB0059597
HMDB
Carbon dioxide
HMDB0001967
HMDB
CHEBI:15351
ChEBI
Acetolactate synthase isozyme 3 large subunit
1.0
SMILES
CC(C)[C@H](C(O)=O)C(=O)C(O)=O
HMDB0000883
HMDB
SMILES
CC(C)[C@@H]([C@@H](O)C(O)=O)C(O)=O
HMDB0000402
HMDB
3-isopropylmalate dehydrogenase
85-61-0
CAS