CHEBI:7731 - ofloxacin

ChEBI IDCHEBI:7731
ChEBI Nameofloxacin
Stars
DefinitionA racemate comprising equimolar amounts of levofloxacin and dextrofloxacin. It is a synthetic fluoroquinolone antibacterial agent which inhibits the supercoiling activity of bacterial DNA gyrase, halting DNA replication.
Secondary ChEBI IDCHEBI:100146
Last Modified23 November 2022
FormulaC18H20FN3O4
Net Charge0
Average Mass361.373
Monoisotopic Mass361.14378
Wikipedia
Roles Classification
Biological Roles:
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor  A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
antibacterial drug  A drug used to treat or prevent bacterial infections.
topoisomerase IV inhibitor  A topoisomerase inhibitor that inhibits DNA topoisomerase IV, which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
DNA synthesis inhibitor  Any substance that inhibits the synthesis of DNA.
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.
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:
antibacterial drug  A drug used to treat or prevent bacterial infections.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
ChEBI Ontology
Outgoing Relation(s)
ofloxacin (CHEBI:7731) has part dextrofloxacin (CHEBI:46577)
ofloxacin (CHEBI:7731) has part levofloxacin (CHEBI:63598)
ofloxacin (CHEBI:7731) has role antibacterial drug (CHEBI:36047)
ofloxacin (CHEBI:7731) has role antiinfective agent (CHEBI:35441)
ofloxacin (CHEBI:7731) has role DNA synthesis inhibitor (CHEBI:59517)
ofloxacin (CHEBI:7731) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
ofloxacin (CHEBI:7731) has role topoisomerase IV inhibitor (CHEBI:53559)
ofloxacin (CHEBI:7731) is a fluoroquinolone antibiotic (CHEBI:87211)
ofloxacin (CHEBI:7731) is a quinolone antibiotic (CHEBI:86324)
ofloxacin (CHEBI:7731) is a racemate (CHEBI:60911)
IUPAC Name 
rac-9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid
INNs  Source
ofloxacinWHO MedNet
ofloxacineWHO MedNet
ofloxacinoWHO MedNet
ofloxacinumWHO MedNet
Synonyms  Source
(3RS)-9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acidIUPAC
rac-8-fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acidChEBI
rac-ofloxacinChEBI
HOE 280DrugBank
HOE-280DrugBank
(±)-ofloxacinChEBI
Brand Names  Source
ExocinChEBI
FloxinKEGG DRUG
GailuoxianDrugCentral
OcufloxChemIDplus
OxaldinChemIDplus
PrifloxcinDrugCentral
Manual XrefsDatabases
1898VSDB
1981DrugCentral
C07321KEGG COMPOUND
CPD-12843MetaCyc
D00453KEGG DRUG
DB01165DrugBank
HMDB0015296HMDB
LSM-4370LINCS
OfloxacinWikipedia
Registry NumbersSources
Reaxys:3657947Reaxys
CAS:82419-36-1KEGG COMPOUND
CAS:82419-36-1ChemIDplus
Citations