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CHEBI:1148 - 2-hydroxybutyric acid

ChEBI IDCHEBI:1148
ChEBI Name2-hydroxybutyric acid
Stars
DefinitionA hydroxybutyric acid having a single hydroxyl group located at position 2; urinary secretion of 2-hydroxybutyric acid is increased with alcohol ingestion or vigorous physical exercise and is associated with lactic acidosis and ketoacidosis in humans and diabetes in animals.
Secondary ChEBI IDCHEBI:675746
Last Modified14 December 2017
DownloadsMolfile
FormulaC4H8O3
Net Charge0
Average Mass104.105
Monoisotopic Mass104.04734
SMILESCCC(O)C(=O)O
InChIInChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)
InChIKeyAFENDNXGAFYKQO-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
algal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
ChEBI Ontology
Outgoing Relation(s)
2-hydroxybutyric acid (CHEBI:1148) has functional parent butyric acid (CHEBI:30772)
2-hydroxybutyric acid (CHEBI:1148) has role algal metabolite (CHEBI:84735)
2-hydroxybutyric acid (CHEBI:1148) has role human metabolite (CHEBI:77746)
2-hydroxybutyric acid (CHEBI:1148) is a 2-hydroxy monocarboxylic acid (CHEBI:49302)
2-hydroxybutyric acid (CHEBI:1148) is a hydroxybutyric acid (CHEBI:24684)
2-hydroxybutyric acid (CHEBI:1148) is conjugate acid of 2-hydroxybutyrate (CHEBI:64552)
Incoming Relation(s)
2-hydroxybutanoyl-CoA (CHEBI:139303) has functional parent 2-hydroxybutyric acid (CHEBI:1148)
(R)-2-hydroxybutyric acid (CHEBI:50612) is a 2-hydroxybutyric acid (CHEBI:1148)
(S)-2-hydroxybutyric acid (CHEBI:50613) is a 2-hydroxybutyric acid (CHEBI:1148)
2-hydroxybutyrate (CHEBI:64552) is conjugate base of 2-hydroxybutyric acid (CHEBI:1148)
IUPAC Name 
2-hydroxybutanoic acid
Synonyms  Source
2-Hydroxybutyric acidKEGG COMPOUND
2-Hydroxybutanoic acidKEGG COMPOUND
2-Hydroxybutyric acidChEMBL
α-hydroxybutanoic acidChEBI
α-hydroxybutyric acidChEBI
Manual XrefsDatabases
C05984KEGG COMPOUND
LMFA01050004LIPID MAPS
HMDB0000008HMDB
2-Hydroxybutyric_acidWikipedia
Registry NumbersSources
Reaxys:878248Reaxys
CAS:600-15-7ChemIDplus
Citations