dextrofloxacin (CHEBI:46577)

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ChEBI Name	dextrofloxacin

ChEBI ID	CHEBI:46577

Definition	The (R)-enantiomer of ofloxacin.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C18H20FN3O4

Net Charge

Average Mass

361.373

Monoisotopic Mass

361.14378

InChI

InChI=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

InChIKey

GSDSWSVVBLHKDQ-SNVBAGLBSA-N

SMILES

C[C@@H]1COC2=C(N3CCN(C)CC3)C(F)=CC3=C2N1C=C(C(O)=O)C3=O

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid ) Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	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. 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. (via quinolone antibiotic ) (via heterocyclic antibiotic ) (via fluoroquinolone antibiotic )

Application(s):	antibacterial drug A drug used to treat or prevent bacterial infections.

ChEBI Ontology
Outgoing	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	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

Registry Number	Type	Source
100986-86-5	CAS Registry Number	ChemIDplus

Last Modified

23 November 2022