CHEBI:60631 - (S)-2-hydroxy-3-methylbutyric acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (S)-2-hydroxy-3-methylbutyric acid
ChEBI ID CHEBI:60631
ChEBI ASCII Name (S)-2-hydroxy-3-methylbutyric acid
Definition The S-enantiomer of 2-hydroxy-3-methylbutyric acid. It is used as a chiral building block for peptide synthesis.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Supplier Information
Download Molfile XML SDF
Formula C5H10O3
Net Charge 0
Average Mass 118.13110
Monoisotopic Mass 118.06299
InChI InChI=1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)/t4-/m0/s1
InChIKey NGEWQZIDQIYUNV-BYPYZUCNSA-N
SMILES CC(C)[C@H](O)C(O)=O
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: PubMed
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).
Application(s): chiral reagent
A chiral compound used to induce stereoselectivity into a reaction.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (S)-2-hydroxy-3-methylbutyric acid (CHEBI:60631) has role chiral reagent (CHEBI:60646)
(S)-2-hydroxy-3-methylbutyric acid (CHEBI:60631) has role human metabolite (CHEBI:77746)
(S)-2-hydroxy-3-methylbutyric acid (CHEBI:60631) is a (2S)-2-hydroxy monocarboxylic acid (CHEBI:17375)
(S)-2-hydroxy-3-methylbutyric acid (CHEBI:60631) is conjugate acid of (S)-2-hydroxy-3-methylbutyrate (CHEBI:744019)
(S)-2-hydroxy-3-methylbutyric acid (CHEBI:60631) is enantiomer of (R)-2-hydroxy-3-methylbutyric acid (CHEBI:46415)
Incoming (S)-2-hydroxy-3-methylbutyrate (CHEBI:744019) is conjugate base of (S)-2-hydroxy-3-methylbutyric acid (CHEBI:60631)
(R)-2-hydroxy-3-methylbutyric acid (CHEBI:46415) is enantiomer of (S)-2-hydroxy-3-methylbutyric acid (CHEBI:60631)
IUPAC Name
(2S)-2-hydroxy-3-methylbutanoic acid
Synonyms Sources
(S)-(+)-2-hydroxy-3-methylbutanoic acid ChEBI
(S)-(+)-2-hydroxy-3-methylbutyric acid ChEBI
2-hydroxy-3-methyl-(S)-(+)-butyric acid ChEBI
2-Hydroxyisovalerate SUBMITTER
2-Oxyisovalerate SUBMITTER
A-hydroxyisovaleric acid SUBMITTER
L-(+)-2-hydroxyisovaleric acid ChEBI
L-(+)-α-hydroxyisovaleric acid ChEBI
Manual Xref Database
HMDB0000407 HMDB
View more database links
Registry Number Type Source
1721140 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18502700 PubMed citation Europe PMC
21516781 PubMed citation Europe PMC
Last Modified
19 December 2019