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

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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 Formerly used as a food preservative, it was withdrawn from the market following suspicions of carcenogenicity.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

Average Mass

248.19160

Monoisotopic Mass

248.04332

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 )

ChEBI Ontology
Outgoing	(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	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

Registry Number	Type	Source
3688-53-7	CAS Registry Number	KEGG COMPOUND

Last Modified

07 March 2018