(R)-2-hydroxy-4-methylpentanoic acid (CHEBI:55534)

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ChEBI Name	(R)-2-hydroxy-4-methylpentanoic acid

ChEBI ID	CHEBI:55534

ChEBI ASCII Name	(R)-2-hydroxy-4-methylpentanoic acid

Definition	The (R)-enantiomer of 2-hydroxy-4-methylpentanoic acid. Found in patients with short-bowel syndrome (an inborn error of metabolism), and in maple syrup urine disease, MSUD.

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

Supplier Information	ChemicalBook:CB8431679, eMolecules:476175, ZINC000003833824

Download	Molfile XML SDF

Formula

C6H12O3

Net Charge

Average Mass

132.15770

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)/t5-/m1/s1

InChIKey

LVRFTAZAXQPQHI-RXMQYKEDSA-N

SMILES

CC(C)C[C@@H](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):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via 2-hydroxy-4-methylvaleric acid )

ChEBI Ontology
Outgoing	(R)-2-hydroxy-4-methylpentanoic acid (CHEBI:55534) is a (2R)-2-hydroxy monocarboxylic acid (CHEBI:17893) (R)-2-hydroxy-4-methylpentanoic acid (CHEBI:55534) is a 2-hydroxy-4-methylvaleric acid (CHEBI:59783) (R)-2-hydroxy-4-methylpentanoic acid (CHEBI:55534) is conjugate acid of (R)-2-hydroxy-4-methylpentanoate (CHEBI:55535) (R)-2-hydroxy-4-methylpentanoic acid (CHEBI:55534) is enantiomer of (S)-2-hydroxy-4-methylpentanoic acid (CHEBI:44510)

Incoming	(R)-2-hydroxy-4-methylpentanoyl-CoA (CHEBI:87433) has functional parent (R)-2-hydroxy-4-methylpentanoic acid (CHEBI:55534) (R)-2-hydroxy-4-methylpentanoate (CHEBI:55535) is conjugate base of (R)-2-hydroxy-4-methylpentanoic acid (CHEBI:55534) (S)-2-hydroxy-4-methylpentanoic acid (CHEBI:44510) is enantiomer of (R)-2-hydroxy-4-methylpentanoic acid (CHEBI:55534)

IUPAC Name

(2R)-2-hydroxy-4-methylpentanoic acid

Synonyms	Sources
(R)-2-hydroxy-4-methylpentanoic acid	ChEBI
(R)-2-hydroxy-4-methylvaleric acid	ChEBI
(R)-2-hydroxyisocaproic acid	ChEBI
(R)-leucic acid	ChEBI
2-hydroxy-4-methyl-D-valeric acid	ChEBI
alpha-Hydroxyisocaproic acid	ChEBI
D-2-hydroxy-4-methylpentanoic acid	ChEBI
D-2-hydroxy-4-methylvaleric acid	ChEBI
D-2-hydroxyisocaproic acid	ChEBI
D-leucic acid	ChEBI
delta-leucic acid	ChEBI
leucic acid	ChEBI

Citation	Type	Source
9766851	PubMed citation	Europe PMC

Last Modified

21 August 2017