CHEBI:88255 - nifurtoinol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name nifurtoinol
ChEBI ID CHEBI:88255
Definition An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [(5-nitro-2-furyl)methylene]amino group and at position 3 by a hydroxymethyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C9H8N4O6
Net Charge 0
Average Mass 268.183
Monoisotopic Mass 268.044
InChI InChI=1S/C9H8N4O6/c14-5-11-7(15)4-12(9(11)16)10-3-6-1-2-8(19-6)13(17)18/h1-3,14H,4-5H2/b10-3+
InChIKey UIDWQGRXEVDFCA-XCVCLJGOSA-N
SMILES N1(C(CN(C1=O)/N=C/C=2OC(=CC2)[N+]([O-])=O)=O)CO
Metabolite of Species Details
Bacillus methanolicus MGA3 (NCBI:txid796606) See: PubMed
Bacillus methanolicus MGA3 (NCBI:txid796606) See: MetaboLights Study
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
hepatotoxic agent
A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via nitrofuran antibiotic )
(via heterocyclic 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing nifurtoinol (CHEBI:88255) has functional parent semicarbazide (CHEBI:28306)
nifurtoinol (CHEBI:88255) has role antibacterial drug (CHEBI:36047)
nifurtoinol (CHEBI:88255) has role antiinfective agent (CHEBI:35441)
nifurtoinol (CHEBI:88255) has role hepatotoxic agent (CHEBI:50908)
nifurtoinol (CHEBI:88255) is a hydrazone (CHEBI:38532)
nifurtoinol (CHEBI:88255) is a imidazolidine-2,4-dione (CHEBI:24628)
nifurtoinol (CHEBI:88255) is a nitrofuran antibiotic (CHEBI:87230)
nifurtoinol (CHEBI:88255) is a organonitrogen heterocyclic antibiotic (CHEBI:25558)
IUPAC Name
3-(hydroxymethyl)-1-{[(5-nitrofuran-2-yl)methylidene]amino}imidazolidine-2,4-dione
INNs Sources
nifurtoinol KEGG DRUG
nifurtoinolum ChemIDplus
Synonyms Sources
3-(Hydroxymethyl)-1-(((5-nitro-2-furanyl)methylene)amino)2,4-imidazolidinedione ChemIDplus
3-(Hydroxymethyl)-1-(5-nitrofurfurylideneamino)hydantoin ChemIDplus
Hydroxymethylnitrofurantoin ChemIDplus
Manual Xrefs Databases
1930 DrugCentral
D07243 KEGG DRUG
View more database links
Registry Numbers Types Sources
1088-92-2 CAS Registry Number ChemIDplus
1088-92-2 CAS Registry Number KEGG DRUG
897492 Beilstein Registry Number ChemIDplus
897492 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1272430 PubMed citation Europe PMC
3243175 PubMed citation Europe PMC
3371877 PubMed citation Europe PMC
6624626 PubMed citation Europe PMC
6741394 PubMed citation Europe PMC
762206 PubMed citation Europe PMC
Last Modified
22 February 2017