2-hydroxy-4-methylvaleric acid (CHEBI:59783)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	2-hydroxy-4-methylvaleric acid

ChEBI ID	CHEBI:59783

Definition	A valeric acid derivative having a hydroxy substituent at the 2-position and a methyl substituent at the 4-position; an α-hydroxy analogue of leucine. A bacterial metabolite, it has also been isolated from amniotic fluid, was found in a patient with dihydrolipoyl dehydrogenase deficiency and is present in the urine of patients with short bowel syndrome.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C6H12O3

Net Charge

Average Mass

132.158

Monoisotopic Mass

132.07864

InChI

InChI=1S/C6H12O3/c1-4(2)3-5(7)6(8)9/h4-5,7H,3H2,1-2H3,(H,8,9)

InChIKey

LVRFTAZAXQPQHI-UHFFFAOYSA-N

SMILES

C(C(C(O)=O)O)C(C)C

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):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology
Outgoing	2-hydroxy-4-methylvaleric acid (CHEBI:59783) has functional parent valeric acid (CHEBI:17418) 2-hydroxy-4-methylvaleric acid (CHEBI:59783) has role metabolite (CHEBI:25212) 2-hydroxy-4-methylvaleric acid (CHEBI:59783) is a 2-hydroxy fatty acid (CHEBI:10283) 2-hydroxy-4-methylvaleric acid (CHEBI:59783) is a branched-chain fatty acid (CHEBI:35819) 2-hydroxy-4-methylvaleric acid (CHEBI:59783) is conjugate acid of 2-hydroxy-4-methylvalerate (CHEBI:133577)

Incoming	(R)-2-hydroxy-4-methylpentanoic acid (CHEBI:55534) is a 2-hydroxy-4-methylvaleric acid (CHEBI:59783) (S)-2-hydroxy-4-methylpentanoic acid (CHEBI:44510) is a 2-hydroxy-4-methylvaleric acid (CHEBI:59783) 2-hydroxy-4-methylvalerate (CHEBI:133577) is conjugate base of 2-hydroxy-4-methylvaleric acid (CHEBI:59783)

IUPAC Name

2-hydroxy-4-methylpentanoic acid

Synonyms	Sources
2-hydroxyisocaproic acid	ChEBI
2-hydroxyisohexanoic acid	ChEBI
alpha-Hydroxyisocaproic acid	ChEBI
Leucic acid	ChemIDplus
leucinic acid	ChEBI

Last Modified

11 October 2016