CHEBI:60645 - 2-hydroxy-3-methylbutyric acid

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ChEBI Name 2-hydroxy-3-methylbutyric acid
ChEBI ID CHEBI:60645
Definition A valine derivative that is valine in which the amino group has been replaced by a hydroxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:79022
Supplier Information
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Formula C5H10O3
Net Charge 0
Average Mass 118.13110
Monoisotopic Mass 118.063
InChI InChI=1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)
InChIKey NGEWQZIDQIYUNV-UHFFFAOYSA-N
SMILES CC(C)C(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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-hydroxy-3-methylbutyric acid (CHEBI:60645) has functional parent isovaleric acid (CHEBI:28484)
2-hydroxy-3-methylbutyric acid (CHEBI:60645) has role human metabolite (CHEBI:77746)
2-hydroxy-3-methylbutyric acid (CHEBI:60645) is a 2-hydroxy monocarboxylic acid (CHEBI:49302)
2-hydroxy-3-methylbutyric acid (CHEBI:60645) is conjugate acid of 2-hydroxy-3-methylbutyrate (CHEBI:64669)
Incoming 2-hydroxyisovaleryl-CoA (CHEBI:138964) has functional parent 2-hydroxy-3-methylbutyric acid (CHEBI:60645)
deaminohydroxyvaline (CHEBI:46415) is a 2-hydroxy-3-methylbutyric acid (CHEBI:60645)
2-hydroxy-3-methylbutyrate (CHEBI:64669) is conjugate base of 2-hydroxy-3-methylbutyric acid (CHEBI:60645)
IUPAC Name
2-hydroxy-3-methylbutanoic acid
Synonyms Sources
2-Hydroxyisopentanoic acid HMDB
2-Hydroxyisovaleric acid ChemIDplus
3-Methyl-2-hydroxybutyric acid HMDB
α-hydroxyisovaleric acid HMDB
Manual Xref Database
HMDB0000407 HMDB
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Registry Numbers Types Sources
1721138 Reaxys Registry Number Reaxys
4026-18-0 CAS Registry Number ChemIDplus
Last Modified
08 November 2017