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CHEBI:15660 - (Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide

ChEBI IDCHEBI:15660
ChEBI Name(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide
Stars
ASCII Name(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide
DefinitionA member of the class of acrylamides that is acrylamide which is substituted at positions 2 and 3 by 2-furyl and 5-nitro-2-furyl groups, respectively (the trans isomer). Formerly used as a food preservative, it was withdrawn from the market following suspicions of carcenogenicity.
Secondary ChEBI IDsCHEBI:450, CHEBI:11079, CHEBI:18811
Last Modified7 March 2018
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC11H8N2O5
Net Charge0
Average Mass248.194
Monoisotopic Mass248.04332
SMILESNC(=O)/C(=C\c1ccc([N+](=O)[O-])o1)c1ccco1
InChIInChI=1S/C11H8N2O5/c12-11(14)8(9-2-1-5-17-9)6-7-3-4-10(18-7)13(15)16/h1-6H,(H2,12,14)/b8-6-
InChIKeyLYAHJFZLDZDIOH-VURMDHGXSA-N
Wikipedia
Roles Classification
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide (CHEBI:15660) is a C-nitro compound (CHEBI:35716)
(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide (CHEBI:15660) is a acrylamides (CHEBI:22216)
(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide (CHEBI:15660) is a nitrofuran antibiotic (CHEBI:87230)
(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide (CHEBI:15660) is a primary carboxamide (CHEBI:140324)
IUPAC Name 
(2Z)-2-(2-furyl)-3-(5-nitro-2-furyl)prop-2-enamide
Synonyms  Source
(Z)-2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamideKEGG COMPOUND
(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamideChEBI
2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamideKEGG COMPOUND
FurylfuramideKEGG COMPOUND
AF-2ChemIDplus
AF 2ChemIDplus
UniProt Name  Source
(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamideUniProt
Manual XrefsDatabases
C04622KEGG COMPOUND
C04622KEGG COMPOUND
C19558KEGG COMPOUND
D02528KEGG DRUG
FurylfuramideWikipedia
Registry NumbersSources
CAS:3688-53-7KEGG COMPOUND