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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:15344 - acetoacetic acid
Main
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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
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Wikipedia
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Read full article at Wikipedia
Formula
C4H6O3
Net Charge
0
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 (Br
o
nsted 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
)
View more via ChEBI Ontology
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
Synonyms
Sources
3-ketobutanoic acid
ChEBI
3-Ketobutyric acid
HMDB
3-Oxobutanoic acid
KEGG COMPOUND
3-Oxobutyric acid
ChemIDplus
Acetoacetic acid
KEGG COMPOUND
beta-Ketobutyric acid
KEGG COMPOUND
Manual Xrefs
Databases
3-KETOBUTYRATE
MetaCyc
Acetoacetic_acid
Wikipedia
C00007458
KNApSAcK
C00164
KEGG COMPOUND
c0069
UM-BBD
DB01762
DrugBank
HMDB0000060
HMDB
LMFA01060003
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
1747690
Reaxys Registry Number
Reaxys
541-50-4
CAS Registry Number
KEGG COMPOUND
541-50-4
CAS Registry Number
ChemIDplus
Citations
Types
Sources
17190852
PubMed citation
Europe PMC
20444635
PubMed citation
Europe PMC
21806064
PubMed citation
Europe PMC
22382897
PubMed citation
Europe PMC
3884391
PubMed citation
Europe PMC
Last Modified
05 August 2021