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

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ChEBI Name (Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide
ChEBI ID CHEBI:15660
ChEBI ASCII Name (Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide
Definition A 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 Formerly used as a food preservative, it was withdrawn from the market following suspicions of carcenogenicity.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11079, CHEBI:450, CHEBI:18811
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Formulae C11H8N2O5
C11H8N2O5
Net Charge 0
Average Mass 248.19160
Monoisotopic Mass 248.043
InChI InChI=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-
InChIKey LYAHJFZLDZDIOH-VURMDHGXSA-N
SMILES NC(=O)C(=C/c1ccc(o1)[N+]([O-])=O)\c1ccco1
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via nitrofuran antibiotic )
(via heterocyclic antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (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)
IUPAC Name
(2Z)-2-(2-furyl)-3-(5-nitro-2-furyl)prop-2-enamide
Synonyms Sources
(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide ChEBI
(Z)-2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamide KEGG COMPOUND
(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide UniProt
2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamide KEGG COMPOUND
AF 2 ChemIDplus
AF-2 ChemIDplus
Furylfuramide KEGG COMPOUND
Database Links Databases
C04622 KEGG COMPOUND
C19558 KEGG COMPOUND
D02528 KEGG DRUG
Furylfuramide Wikipedia
View more database links
Registry Number Type Source
3688-53-7 CAS Registry Number KEGG COMPOUND
Last Modified
13 November 2017