CHEBI:37084 - 3-hydroxyisovaleric acid

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ChEBI Name 3-hydroxyisovaleric acid
ChEBI ID CHEBI:37084
Definition A 3-hydroxy monocarboxylic acid that is isovaleric acid substituted at position 3 by a hydroxy group. Used as indicator of biotin deficiency.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C5H10O3
Net Charge 0
Average Mass 118.13110
InChI InChI=1S/C5H10O3/c1-5(2,8)3-4(6)7/h8H,3H2,1-2H3,(H,6,7)
InChIKey AXFYFNCPONWUHW-UHFFFAOYSA-N
SMILES CC(C)(O)CC(O)=O
Metabolite of Species Details
Homo sapiens (NCBI:9606) 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).
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ChEBI Ontology
Outgoing 3-hydroxyisovaleric acid (CHEBI:37084) has functional parent butyric acid (CHEBI:30772)
3-hydroxyisovaleric acid (CHEBI:37084) has functional parent isovaleric acid (CHEBI:28484)
3-hydroxyisovaleric acid (CHEBI:37084) has role human metabolite (CHEBI:77746)
3-hydroxyisovaleric acid (CHEBI:37084) is a 3-hydroxy monocarboxylic acid (CHEBI:35969)
3-hydroxyisovaleric acid (CHEBI:37084) is conjugate acid of 3-hydroxyisovalerate (CHEBI:82957)
Incoming 3-hydroxyisovaleryl-CoA (CHEBI:28291) has functional parent 3-hydroxyisovaleric acid (CHEBI:37084)
3-hydroxyisovalerylcarnitine (CHEBI:73027) has functional parent 3-hydroxyisovaleric acid (CHEBI:37084)
3-hydroxyisovalerate (CHEBI:82957) is conjugate base of 3-hydroxyisovaleric acid (CHEBI:37084)
IUPAC Name
3-hydroxy-3-methylbutanoic acid
Synonyms Sources
3-hydroxy-3-methylbutyric acid ChEBI
3-hydroxy-isovaleric acid ChEBI
3-OH-isovaleric acid ChEBI
β-hydroxy-β-methylbutyric acid ChEBI
beta-Hydroxyisovaleric acid ChemIDplus
HMB ChEBI
Hmb-d6 ChemIDplus
Database Links Databases
Beta-Hydroxy_beta-methylbutyric_acid Wikipedia
HMDB00754 HMDB
LMFA01050396 LIPID MAPS
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Registry Numbers Types Sources
1743952 Reaxys Registry Number Reaxys
1743952 Beilstein Registry Number Beilstein
625-08-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12399279 PubMed citation CiteXplore
22770225 PubMed citation CiteXplore
9523856 PubMed citation CiteXplore
Last Modified
16 September 2014