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

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ChEBI Name 2-hydroxy-4-methylvaleric acid
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.
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Formula C6H12O3
Net Charge 0
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)
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.
View more via ChEBI Ontology
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)
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
Manual Xrefs Databases
HMDB0000665 HMDB
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Registry Numbers Types Sources
1721733 Reaxys Registry Number Reaxys
498-36-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17439666 PubMed citation Europe PMC
4018104 PubMed citation Europe PMC
6467607 PubMed citation Europe PMC
6688766 PubMed citation Europe PMC
Last Modified
11 October 2016