CHEBI:44485 - N-ethylmaleimide

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ChEBI Name N-ethylmaleimide
ChEBI ID CHEBI:44485
ChEBI ASCII Name N-ethylmaleimide
Definition A member of the class of maleimides that is the N-ethyl derivative of maleimide.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44483, CHEBI:7269
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Formulae C6H7NO2
C6H7NO2
Net Charge 0
Average Mass 125.12530
Monoisotopic Mass 125.048
InChI InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3
InChIKey HDFGOPSGAURCEO-UHFFFAOYSA-N
SMILES CCN1C(=O)C=CC1=O
Roles Classification
Biological Role(s): EC 2.7.1.1 (hexokinase) inhibitor
An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of hexokinase, EC 2.7.1.1, an enzyme that phosphorylates hexoses forming hexose phosphate.
EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor
An EC 1.3.1.* (oxidoreductase acting on donor CH-CH group, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of acyl-CoA dehydrogenase (NADP+), EC 1.3.1.8.
EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor
An EC 2.1.1.* (methyltransferases) inhibitor that interferes with the action of (S)-tetrahydroprotoberberine N-methyltransferase (EC 2.1.1.122).
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ChEBI Ontology
Outgoing N-ethylmaleimide (CHEBI:44485) has functional parent maleimide (CHEBI:16072)
N-ethylmaleimide (CHEBI:44485) has role EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP+)] inhibitor (CHEBI:78377)
N-ethylmaleimide (CHEBI:44485) has role EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor (CHEBI:77115)
N-ethylmaleimide (CHEBI:44485) has role EC 2.7.1.1 (hexokinase) inhibitor (CHEBI:78366)
N-ethylmaleimide (CHEBI:44485) is a maleimides (CHEBI:55417)
IUPAC Name
1-ethyl-1H-pyrrole-2,5-dione
Synonyms Sources
Ethylmaleimide ChemIDplus
N-Ethylmaleimide KEGG COMPOUND
N-ETHYLMALEIMIDE PDBeChem
N-ethylmaleimide UniProt
NEM NIST Chemistry WebBook
Database Links Databases
C02441 KEGG COMPOUND
DB02967 DrugBank
LSM-4219 LINCS
N-Ethylmaleimide Wikipedia
N-ETHYLMALEIMIDE MetaCyc
NEQ PDBeChem
View more database links
Registry Numbers Types Sources
112448 Beilstein Registry Number Beilstein
112448 Reaxys Registry Number Reaxys
128-53-0 CAS Registry Number NIST Chemistry WebBook
128-53-0 CAS Registry Number ChemIDplus
405614 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
12232209 PubMed citation Europe PMC
18499511 PubMed citation Europe PMC
24211707 PubMed citation Europe PMC
6501266 PubMed citation Europe PMC
Last Modified
25 February 2016