CHEBI:46577 - dextrofloxacin

ChEBI IDCHEBI:46577
ChEBI Namedextrofloxacin
Stars
DefinitionThe (R)-enantiomer of ofloxacin.
Last Modified23 November 2022
DownloadsMolfile
FormulaC18H20FN3O4
Net Charge0
Average Mass361.373
Monoisotopic Mass361.14378
SMILESC[C@@H]1COc2c(N3CCN(C)CC3)c(F)cc3c(=O)c(C(=O)O)cn1c23
InChIInChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)/t10-/m1/s1
InChIKeyGSDSWSVVBLHKDQ-SNVBAGLBSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
DNA synthesis inhibitor  Any substance that inhibits the synthesis of DNA.
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.
antibacterial drug  A drug used to treat or prevent bacterial infections.
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.
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.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
dextrofloxacin (CHEBI:46577) has role antibacterial drug (CHEBI:36047)
dextrofloxacin (CHEBI:46577) has role DNA synthesis inhibitor (CHEBI:59517)
dextrofloxacin (CHEBI:46577) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
dextrofloxacin (CHEBI:46577) has role topoisomerase IV inhibitor (CHEBI:53559)
dextrofloxacin (CHEBI:46577) is a 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 (CHEBI:194135)
dextrofloxacin (CHEBI:46577) is a fluoroquinolone antibiotic (CHEBI:87211)
dextrofloxacin (CHEBI:46577) is a quinolone antibiotic (CHEBI:86324)
dextrofloxacin (CHEBI:46577) is enantiomer of levofloxacin (CHEBI:63598)
Incoming Relation(s)
ofloxacin (CHEBI:7731) has part dextrofloxacin (CHEBI:46577)
levofloxacin (CHEBI:63598) is enantiomer of dextrofloxacin (CHEBI:46577)
IUPAC Name 
(3R)-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
Synonyms  Source
dextrofloxacinePDBeChem
DR 3354ChEBI
DR-3354ChEBI
DR3354ChEBI
(R)-(+)-ofloxacinChEBI
(R)-ofloxacinChEBI
Manual XrefsDatabases
DB03034DrugBank
XEDPDBeChem
Registry NumbersSources
CAS:100986-86-5ChemIDplus
Citations