CHEBI:35932 - 3-methyl-2-oxovaleric acid

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ChEBI Name 3-methyl-2-oxovaleric acid
ChEBI ID CHEBI:35932
Definition A 2-oxo monocarboxylic acid that is valeric acid carrying oxo- and methyl substituents at C-2 and C-3, respectively. An α-keto acid analogue and metabolite of isoleucine in man, animals and bacteria. Used as a clinical marker for maple syrup urine disease (MSUD).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C6H10O3
Net Charge 0
Average Mass 130.14180
Monoisotopic Mass 130.063
InChI InChI=1S/C6H10O3/c1-3-4(2)5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)
InChIKey JVQYSWDUAOAHFM-UHFFFAOYSA-N
SMILES CCC(C)C(=O)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-methyl-2-oxovaleric acid (CHEBI:35932) has functional parent valeric acid (CHEBI:17418)
3-methyl-2-oxovaleric acid (CHEBI:35932) has role human metabolite (CHEBI:77746)
3-methyl-2-oxovaleric acid (CHEBI:35932) is a 2-oxo monocarboxylic acid (CHEBI:35910)
3-methyl-2-oxovaleric acid (CHEBI:35932) is conjugate acid of 3-methyl-2-oxovalerate (CHEBI:28654)
Incoming (R)-3-methyl-2-oxovaleric acid (CHEBI:28379) is a 3-methyl-2-oxovaleric acid (CHEBI:35932)
(S)-3-methyl-2-oxovaleric acid (CHEBI:15614) is a 3-methyl-2-oxovaleric acid (CHEBI:35932)
3-methyl-2-oxovalerate (CHEBI:28654) is conjugate base of 3-methyl-2-oxovaleric acid (CHEBI:35932)
IUPAC Name
3-methyl-2-oxopentanoic acid
Synonyms Sources
2-Oxo-3-methyl-n-valeric acid HMDB
2-Oxo-3-methylpentanoic acid HMDB
2-Oxo-3-methylvalerate KEGG COMPOUND
2-Oxo-3-methylvaleric acid HMDB
2-Oxoisoleucine HMDB
2-oxokolavenic acid ChEBI
3-ethyl-3-methylpyruvic acid ChemIDplus
3-methyl-2-oxopentanoic acid HMDB
3-Methyl-2-oxopentanoic acid HMDB
3-methyl-2-oxovaleric acid HMDB
α-keto-β-methyl-n-valeric acid ChEBI
alpha-keto-beta-methylvaleric acid HMDB
α-oxo-β-methyl-n-valeric acid ChEBI
alpha-Oxo-beta-methylvaleric acid HMDB
α-oxo-β-methylvaleric acid ChEBI
ketoisoleucine ChEBI
Database Links Databases
C03465 KEGG COMPOUND
HMDB00491 HMDB
View more database links
Registry Numbers Types Sources
1098987 Reaxys Registry Number Reaxys
1098987 Beilstein Registry Number Beilstein
1460-34-0 CAS Registry Number ChemIDplus
971983 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
1638756 PubMed citation Europe PMC
17190852 PubMed citation Europe PMC
759179 PubMed citation Europe PMC
Last Modified
23 October 2015