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> Main
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
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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 (Br
o
nsted 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
(2
Z
)-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
Types
Sources
10742217
PubMed citation
Europe PMC
22530095
PubMed citation
Europe PMC
Last Modified
16 July 2015