EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:16072 - maleimide

Default Structure
ChEBI IDCHEBI:16072
ChEBI Namemaleimide
Stars
DefinitionA cyclic dicarboximide in which the two carboacyl groups on nitrogen together with the nitogen itself form a 1H-pyrrole-2,5-dione structure.
Secondary ChEBI IDsCHEBI:6654, CHEBI:14560
Last Modified25 October 2017
DownloadsMolfile
FormulaC4H3NO2
Net Charge0
Average Mass97.073
Monoisotopic Mass97.01638
SMILESO=C1C=CC(=O)N1
InChIInChI=1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7)
InChIKeyPEEHTFAAVSWFBL-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor  A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
ChEBI Ontology
Outgoing Relation(s)
maleimide (CHEBI:16072) has functional parent maleic acid (CHEBI:18300)
maleimide (CHEBI:16072) has parent hydride 1H-pyrrole (CHEBI:19203)
maleimide (CHEBI:16072) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
maleimide (CHEBI:16072) is a dicarboximide (CHEBI:35356)
maleimide (CHEBI:16072) is a maleimides (CHEBI:55417)
Incoming Relation(s)
N-(2-ferrocenylethyl)maleimide (CHEBI:30735) has functional parent maleimide (CHEBI:16072)
N-ethylmaleimide (CHEBI:44485) has functional parent maleimide (CHEBI:16072)
3-(1H-indol-3-yl)-4-(1-{2-[(2S)-1-methylpyrrolidin-2-yl]ethyl}-1H-indol-3-yl)-1H-pyrrole-2,5-dione (CHEBI:41168) has functional parent maleimide (CHEBI:16072)
3-(1H-indol-3-yl)-4-{1-[(2R)-2-(1-methylpyrrolidin-2-yl)ethyl]-1H-indol-3-yl}-1H-pyrrole-2,5-dione (CHEBI:41097) has functional parent maleimide (CHEBI:16072)
bisindolylmaleimide III (CHEBI:41059) has functional parent maleimide (CHEBI:16072)
dipymetitrone (CHEBI:131600) has functional parent maleimide (CHEBI:16072)
lurasidone (CHEBI:70735) has functional parent maleimide (CHEBI:16072)
Ro 31-8220 (CHEBI:38912) has functional parent maleimide (CHEBI:16072)
IUPAC Name 
1H-pyrrole-2,5-dione
Synonyms  Source
2,5-PyrroledioneKEGG COMPOUND
Maleic imideChemIDplus
MaleimideKEGG COMPOUND
UniProt Name  Source
maleimideUniProt
Manual XrefsDatabases
C07272KEGG COMPOUND
MaleimideWikipedia
MALEIMIDEMetaCyc
Registry NumbersSources
Reaxys:106910Reaxys
CAS:541-59-3KEGG COMPOUND
CAS:541-59-3ChemIDplus
CAS:541-59-3NIST Chemistry WebBook
Citations