CHEBI:55536 - (2R,3S)-2-hydroxy-3-methylpentanoic acid

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name (2R,3S)-2-hydroxy-3-methylpentanoic acid ChEBI ID CHEBI:55536 ChEBI ASCII Name (2R,3S)-2-hydroxy-3-methylpentanoic acid Definition A valeric acid derivative having an (R)-hydroxy substituent at the 2-position and an (S)-methyl substituent at the 3-position; one of 4 steroisomers of 2-hydroxy-3-methylpentanoic acid, generated by isoleucine metabolism. Found at significantly higher levels than normal in patients with maple syrup urine disease (MSUD). Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C6H12O3 Net Charge 0 Average Mass 132.15770 Monoisotopic Mass 132.07864 InChI InChI=1S/C6H12O3/c1-3-4(2)5(7)6(8)9/h4-5,7H,3H2,1-2H3,(H,8,9)/t4-,5+/m0/s1 InChIKey RILPIWOPNGRASR-CRCLSJGQSA-N SMILES CC[C@H](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 ) View more via ChEBI Ontology ChEBI Ontology Outgoing (2R,3S)-2-hydroxy-3-methylpentanoic acid (CHEBI:55536) has functional parent valeric acid (CHEBI:17418) (2R,3S)-2-hydroxy-3-methylpentanoic acid (CHEBI:55536) is a (2R)-2-hydroxy monocarboxylic acid (CHEBI:17893) (2R,3S)-2-hydroxy-3-methylpentanoic acid (CHEBI:55536) is a 2-hydroxy-3-methylpentanoic acid (CHEBI:133083) (2R,3S)-2-hydroxy-3-methylpentanoic acid (CHEBI:55536) is conjugate acid of (2R,3S)-2-hydroxy-3-methylpentanoate (CHEBI:55537) Incoming (2R,3S)-2-hydroxy-3-methylpentanoate (CHEBI:55537) is conjugate base of (2R,3S)-2-hydroxy-3-methylpentanoic acid (CHEBI:55536) IUPAC Name (2R,3S)-2-hydroxy-3-methylpentanoic acid Synonyms Sources (2R,3S)-2-hydroxy-3-methylvaleric acid ChEBI (2R,3S)-HMVA ChEBI (2R,3S)-isoleucic acid ChEBI (R,S)-isoleucic acid ChEBI HMVA ChEBI Registry Number Type Source 1721800 Beilstein Registry Number Beilstein Citation Type Source 1429566 PubMed citation Europe PMC Last Modified 19 August 2016