nitrofurantoin (CHEBI:71415)

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ChEBI Name	nitrofurantoin

ChEBI ID	CHEBI:71415

Definition	An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [(5-nitro-2-furyl)methylene]amino group. An antibiotic that damages bacterial DNA.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Anonymous

Secondary ChEBI IDs	CHEBI:7591

Supplier Information

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Formula

C8H6N4O5

Net Charge

Average Mass

238.157

Monoisotopic Mass

238.03382

InChI

InChI=1S/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)/b9-3+

InChIKey

NXFQHRVNIOXGAQ-YCRREMRBSA-N

SMILES

C1(N(/N=C/C=2OC(=CC2)[N+]([O-])=O)CC(N1)=O)=O

Roles Classification
Biological Role(s):	hepatotoxic agent A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals. antibacterial drug A drug used to treat or prevent bacterial infections. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. (via heterocyclic antibiotic ) (via nitrofuran antibiotic )

Application(s):	antiinfective agent A substance used in the prophylaxis or therapy of infectious diseases. antibacterial drug A drug used to treat or prevent bacterial infections.

ChEBI Ontology
Outgoing	nitrofurantoin (CHEBI:71415) has functional parent semicarbazide (CHEBI:28306) nitrofurantoin (CHEBI:71415) has role antibacterial drug (CHEBI:36047) nitrofurantoin (CHEBI:71415) has role antiinfective agent (CHEBI:35441) nitrofurantoin (CHEBI:71415) has role hepatotoxic agent (CHEBI:50908) nitrofurantoin (CHEBI:71415) is a imidazolidine-2,4-dione (CHEBI:24628) nitrofurantoin (CHEBI:71415) is a nitrofuran antibiotic (CHEBI:87230) nitrofurantoin (CHEBI:71415) is a organonitrogen heterocyclic antibiotic (CHEBI:25558) nitrofurantoin (CHEBI:71415) is a organooxygen heterocyclic antibiotic (CHEBI:25807)

IUPAC Name

1-{[(5-nitro-2-furyl)methylene]amino}imidazolidine-2,4-dione

Synonyms	Sources
1-((5-Nitrofurfurylidene)amino)hydantoin	ChemIDplus
1-(5-Nitro-2-furfurylidenamino)hydantoin	ChemIDplus
1-(5-Nitro-2-furfurylideneamino)hydantoin	ChemIDplus
1-[(5-Nitrofurfurylidene)amino]hydantoin	NIST Chemistry WebBook
5-Nitrofurantoin	NIST Chemistry WebBook
N-(5-Nitrofurfurylidene)-1-aminohydantoin	ChemIDplus

Last Modified

22 February 2017