acetoacetic acid (CHEBI:15344)

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ChEBI Name	acetoacetic acid

ChEBI ID	CHEBI:15344

Definition	A 3-oxo monocarboxylic acid that is butyric acid bearing a 3-oxo substituent.

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

Secondary ChEBI IDs	CHEBI:40507, CHEBI:2391, CHEBI:22172

Supplier Information	ChemicalBook:CB54635331, ChemicalBook:CB5257557, eMolecules:478132, ZINC000001532517

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Formula

C4H6O3

Net Charge

Average Mass

102.08864

Monoisotopic Mass

102.03169

InChI

InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7)

InChIKey

WDJHALXBUFZDSR-UHFFFAOYSA-N

SMILES

CC(=O)CC(O)=O

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):	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	acetoacetic acid (CHEBI:15344) has functional parent butyric acid (CHEBI:30772) acetoacetic acid (CHEBI:15344) has role metabolite (CHEBI:25212) acetoacetic acid (CHEBI:15344) is a 3-oxo fatty acid (CHEBI:134416) acetoacetic acid (CHEBI:15344) is a ketone body (CHEBI:73693) acetoacetic acid (CHEBI:15344) is conjugate acid of acetoacetate (CHEBI:13705) acetoacetic acid (CHEBI:15344) is tautomer of 3-hydroxy-3-butenoic acid (CHEBI:131367)

Incoming	(R)-acetoacetylcarnitine (CHEBI:84841) has functional parent acetoacetic acid (CHEBI:15344) 2-methylacetoacetic acid (CHEBI:37079) has functional parent acetoacetic acid (CHEBI:15344) acetoacetamide (CHEBI:28515) has functional parent acetoacetic acid (CHEBI:15344) acetoacetyl-CoA (CHEBI:15345) has functional parent acetoacetic acid (CHEBI:15344) ethyl acetoacetate (CHEBI:4893) has functional parent acetoacetic acid (CHEBI:15344) geranyl acetoacetate (CHEBI:85255) has functional parent acetoacetic acid (CHEBI:15344) acetoacetate (CHEBI:13705) is conjugate base of acetoacetic acid (CHEBI:15344) acetoacetyl group (CHEBI:48051) is substituent group from acetoacetic acid (CHEBI:15344) 3-hydroxy-3-butenoic acid (CHEBI:131367) is tautomer of acetoacetic acid (CHEBI:15344)

IUPAC Name

3-oxobutanoic acid

Citations

Last Modified

05 August 2021