EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:71415 - nitrofurantoin

ChEBI IDCHEBI:71415
ChEBI Namenitrofurantoin
Stars
DefinitionAn 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.
Secondary ChEBI IDCHEBI:7591
Last Modified22 February 2017
DownloadsMolfile
FormulaC8H6N4O5
Net Charge0
Average Mass238.159
Monoisotopic Mass238.03382
SMILESO=C1CN(/N=C/c2ccc([N+](=O)[O-])o2)C(=O)N1
InChIInChI=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+
InChIKeyNXFQHRVNIOXGAQ-YCRREMRBSA-N
Wikipedia
Roles Classification
Biological Roles:
hepatotoxic agent  A role played by a chemical compound exhibiting 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.
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.
Applications:
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 Relation(s)
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
INNs  Source
nitrofurantoinKEGG DRUG
nitrofurantoinaChemIDplus
nitrofurantoineChemIDplus
nitrofurantoinumChemIDplus
Synonyms  Source
1-(5-Nitro-2-furfurylidenamino)hydantoinChemIDplus
1-(5-Nitro-2-furfurylideneamino)hydantoinChemIDplus
1-((5-Nitrofurfurylidene)amino)hydantoinChemIDplus
1-[(5-Nitrofurfurylidene)amino]hydantoinNIST Chemistry WebBook
5-NitrofurantoinNIST Chemistry WebBook
N-(5-Nitrofurfurylidene)-1-aminohydantoinChemIDplus
Manual XrefsDatabases
1949DrugCentral
C07268KEGG COMPOUND
D00439KEGG DRUG
DB00698DrugBank
NitrofurantoinWikipedia
US2610181Patent
US2898335Patent
US2927110Patent
WO2006019844Patent
WO2008103673Patent
WO2010065110Patent
Registry NumbersSources
Reaxys:8132135Reaxys
CAS:67-20-9KEGG COMPOUND
CAS:67-20-9NIST Chemistry WebBook
CAS:67-20-9ChemIDplus
Citations