EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:20067 - 3-hydroxybutyric acid

Default Structure
ChEBI IDCHEBI:20067
ChEBI Name3-hydroxybutyric acid
Stars
DefinitionA straight-chain 3-hydroxy monocarboxylic acid comprising a butyric acid core with a single hydroxy substituent in the 3- position; a ketone body whose levels are raised during ketosis, used as an energy source by the brain during fasting in humans. Also used to synthesise biodegradable plastics.
Last Modified23 October 2015
DownloadsMolfile
FormulaC4H8O3
Net Charge0
Average Mass104.105
Monoisotopic Mass104.04734
SMILESCC(O)CC(=O)O
InChIInChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)
InChIKeyWHBMMWSBFZVSSR-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
3-hydroxybutyric acid (CHEBI:20067) has functional parent butyric acid (CHEBI:30772)
3-hydroxybutyric acid (CHEBI:20067) has role human metabolite (CHEBI:77746)
3-hydroxybutyric acid (CHEBI:20067) is a (ω−1)-hydroxy fatty acid (CHEBI:78954)
3-hydroxybutyric acid (CHEBI:20067) is a 3-hydroxy monocarboxylic acid (CHEBI:35969)
3-hydroxybutyric acid (CHEBI:20067) is a hydroxybutyric acid (CHEBI:24684)
3-hydroxybutyric acid (CHEBI:20067) is conjugate acid of 3-hydroxybutyrate (CHEBI:37054)
Incoming Relation(s)
(R)-3-hydroxybutyrylcarnitine (CHEBI:84842) has functional parent 3-hydroxybutyric acid (CHEBI:20067)
3-hydroxybutanoyl-CoA (CHEBI:37050) has functional parent 3-hydroxybutyric acid (CHEBI:20067)
curtisian C (CHEBI:65698) has functional parent 3-hydroxybutyric acid (CHEBI:20067)
curtisian D (CHEBI:65699) has functional parent 3-hydroxybutyric acid (CHEBI:20067)
ethyl 3-hydroxybutyrate (CHEBI:87685) has functional parent 3-hydroxybutyric acid (CHEBI:20067)
fleephilone (CHEBI:65900) has functional parent 3-hydroxybutyric acid (CHEBI:20067)
(R)-3-hydroxybutyric acid (CHEBI:17066) is a 3-hydroxybutyric acid (CHEBI:20067)
(S)-3-hydroxybutyric acid (CHEBI:17290) is a 3-hydroxybutyric acid (CHEBI:20067)
3-hydroxybutyrate (CHEBI:37054) is conjugate base of 3-hydroxybutyric acid (CHEBI:20067)
IUPAC Name 
3-hydroxybutanoic acid
Synonyms  Source
(1)-3-Hydroxybutyric acidChemIDplus
3 HBAChemIDplus
3-HydroxybuttersaeureChemIDplus
3-OH-butyric acidChEBI
beta-HydroxybuttersaeureChemIDplus
beta-Hydroxy-n-butyric acidHMDB
Manual XrefsDatabases
3-hydroxybutyrateWikipedia
HMDB0000357HMDB
LMFA01050005LIPID MAPS
Registry NumbersSources
Reaxys:773861Reaxys
CAS:300-85-6ChemIDplus
Citations