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CHEBI:135813 - flomoxef

ChEBI IDCHEBI:135813
ChEBI Nameflomoxef
Stars
DefinitionA second-generation oxacephem antibiotic in which the oxazine ring is substituted at C-3 with a hydroxyethyl-substituted tetrazolylthiomethyl group and the azetidinone ring carries 7α-methoxy and 7β-{2-[(difluoromethyl)thiomethyl]acetamido} substituents.
Last Modified14 March 2018
DownloadsMolfile
FormulaC15H18F2N6O7S2
Net Charge0
Average Mass496.474
Monoisotopic Mass496.06465
SMILES[H][C@]12OCC(CSc3nnnn3CCO)=C(C(=O)O)N1C(=O)[C@]2(NC(=O)CSC(F)F)OC
InChIInChI=1S/C15H18F2N6O7S2/c1-29-15(18-8(25)6-31-13(16)17)11(28)23-9(10(26)27)7(4-30-12(15)23)5-32-14-19-20-21-22(14)2-3-24/h12-13,24H,2-6H2,1H3,(H,18,25)(H,26,27)/t12-,15+/m1/s1
InChIKeyUHRBTBZOWWGKMK-DOMZBBRYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
flomoxef (CHEBI:135813) has role antibacterial drug (CHEBI:36047)
flomoxef (CHEBI:135813) is a N-acyl-amino acid (CHEBI:51569)
flomoxef (CHEBI:135813) is a organonitrogen heterocyclic antibiotic (CHEBI:25558)
flomoxef (CHEBI:135813) is a oxacephem (CHEBI:55506)
IUPAC Name 
(6R,7R)-7-{2-[(difluoromethyl)sulfanyl]acetamido}-3-({[1-(2-hydroxyethyl)-1H-tetrazol-5-yl]sulfanyl}methyl)-7-methoxy-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
INNs  Source
flomoxefChemIDplus
flomoxefWHO MedNet
flomoxefWHO MedNet
flomoxefumWHO MedNet
Synonym  Source
FMOXChEBI
Manual XrefsDatabases
1179DrugCentral
DB11935DrugBank
D07963KEGG DRUG
FlomoxefWikipedia
Registry NumbersSources
Reaxys:6993219Reaxys
CAS:99665-00-6DrugCentral
CAS:99665-00-6ChemIDplus
Citations