CHEBI:29045 - maleamic acid

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ChEBI Name maleamic acid
ChEBI ID CHEBI:29045
Definition A dicarboxylic acid monoamide of maleamic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14558, CHEBI:6652, CHEBI:25117
Supplier Information
Download Molfile XML SDF
Formula C4H5NO3
Net Charge 0
Average Mass 115.08744
Monoisotopic Mass 115.02694
InChI InChI=1S/C4H5NO3/c5-3(6)1-2-4(7)8/h1-2H,(H2,5,6)(H,7,8)/b2-1-
InChIKey FSQQTNAZHBEJLS-UPHRSURJSA-N
SMILES NC(=O)\C=C/C(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): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
bacterial xenobiotic metabolite
Any bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing maleamic acid (CHEBI:29045) has functional parent maleic acid (CHEBI:18300)
maleamic acid (CHEBI:29045) has role Escherichia coli metabolite (CHEBI:76971)
maleamic acid (CHEBI:29045) has role bacterial xenobiotic metabolite (CHEBI:76976)
maleamic acid (CHEBI:29045) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
maleamic acid (CHEBI:29045) is a dicarboxylic acid monoamide (CHEBI:35735)
maleamic acid (CHEBI:29045) is conjugate acid of maleamate (CHEBI:16146)
Incoming maleamate (CHEBI:16146) is conjugate base of maleamic acid (CHEBI:29045)
IUPAC Name
(2Z)-4-amino-4-oxobut-2-enoic acid
Synonyms Sources
(Z)-3-carbamoyl acrylic acid ChemIDplus
(Z)-4-amino-4-oxo-2-butenoic acid ChEBI
Maleamic acid KEGG COMPOUND
maleic monoamide ChemIDplus
Manual Xrefs Databases
C01596 KEGG COMPOUND
MALEAMATE MetaCyc
View more database links
Registry Numbers Types Sources
1721339 Reaxys Registry Number Reaxys
557-24-4 CAS Registry Number KEGG COMPOUND
557-24-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10742217 PubMed citation Europe PMC
22530095 PubMed citation Europe PMC
Last Modified
16 July 2015