(R)-3-hydroxybutyric acid (CHEBI:17066)

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ChEBI Name	(R)-3-hydroxybutyric acid

ChEBI ID	CHEBI:17066

ChEBI ASCII Name	(R)-3-hydroxybutyric acid

Definition	The R-enantiomer of 3-hydroxybutyric acid. Involved in the synthesis and degradation of ketone bodies, it can be used as an energy source by the brain during hypoglycaemia, and for the synthesis of biodegradable plastics. It is a sex pheremone in the European spider Linyphia triangularis.

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

Secondary ChEBI IDs	CHEBI:322, CHEBI:18666

Supplier Information	ChemicalBook:CB31387233, ZINC000031494940

Download	Molfile XML SDF

Formula

C4H8O3

Net Charge

Average Mass

104.10450

Monoisotopic Mass

104.04734

InChI

InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1

InChIKey

WHBMMWSBFZVSSR-GSVOUGTGSA-N

SMILES

C[C@@H](O)CC(O)=O

Metabolite of Species	Details
Annulohypoxylon truncatum (NCBI:txid327061)	See: PubMed
Linyphia triangularis (NCBI:txid94031)	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). (via 3-hydroxybutyric acid ) pheromone A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour. fungal metabolite Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via ketone body )

Application(s):	neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders. (via ketone body )

ChEBI Ontology
Outgoing	(R)-3-hydroxybutyric acid (CHEBI:17066) has role fungal metabolite (CHEBI:76946) (R)-3-hydroxybutyric acid (CHEBI:17066) has role human metabolite (CHEBI:77746) (R)-3-hydroxybutyric acid (CHEBI:17066) has role pheromone (CHEBI:26013) (R)-3-hydroxybutyric acid (CHEBI:17066) is a 3-hydroxybutyric acid (CHEBI:20067) (R)-3-hydroxybutyric acid (CHEBI:17066) is a ketone body (CHEBI:73693) (R)-3-hydroxybutyric acid (CHEBI:17066) is conjugate acid of (R)-3-hydroxybutyrate (CHEBI:10983) (R)-3-hydroxybutyric acid (CHEBI:17066) is enantiomer of (S)-3-hydroxybutyric acid (CHEBI:17290)

Incoming	(3R)-3-hydroxybutanoic acid oligomer (CHEBI:140392) has functional parent (R)-3-hydroxybutyric acid (CHEBI:17066) (R)-3-hydroxybutanoyl-CoA (CHEBI:15452) has functional parent (R)-3-hydroxybutyric acid (CHEBI:17066) ascr#11 (CHEBI:78743) has functional parent (R)-3-hydroxybutyric acid (CHEBI:17066) ethyl (R)-3-hydroxybutanoate (CHEBI:28707) has functional parent (R)-3-hydroxybutyric acid (CHEBI:17066) (R)-3-hydroxybutyrate (CHEBI:10983) is conjugate base of (R)-3-hydroxybutyric acid (CHEBI:17066) (S)-3-hydroxybutyric acid (CHEBI:17290) is enantiomer of (R)-3-hydroxybutyric acid (CHEBI:17066)

IUPAC Name

(3R)-3-hydroxybutanoic acid

Last Modified

08 March 2018