2-hydroxybutyric acid (CHEBI:1148)

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ChEBI Name	2-hydroxybutyric acid

ChEBI ID	CHEBI:1148

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:675746

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Formula

C4H8O3

Net Charge

Average Mass

104.10450

Monoisotopic Mass

104.04734

InChI

InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)

InChIKey

AFENDNXGAFYKQO-UHFFFAOYSA-N

SMILES

CCC(O)C(O)=O

Metabolite of Species	Details
Chlamydomonas reinhardtii (NCBI:txid3055)	See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

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). 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	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	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

Last Modified

14 December 2017