Drug/Small Molecule:
levofloxacin

2D structure

Overview

Generic Names: L-Ofloxacin; levofloxacin
Trade Names: Cravit; Cravit Ophthalmic; Elequine; Floxel; Iquix; Leroxacin; Lesacin; Levaquin; Levokacin; Levox; Levoxacin; Mosardal; Nofaxin; Quixin; Reskuin; Tavanic; Volequin
PharmGKB Accession Id: PA450214

Description

A synthetic fluoroquinolone (fluoroquinolones) antibacterial agent that inhibits the supercoiling activity of bacterial DNA gyrase, halting DNA replication. PubChem (source: Drug Bank)

Indication

For the treatment of bacterial conjunctivitis caused by susceptible strains of the following organisms: <i>Corynebacterium</i> species, <i>Staphylococus aureus</i>, <i>Staphylococcus epidermidis</i>, <i>Streptococcus pneumoniae</i>, <i>Streptococcus</i> (Groups C/F/G), Viridans group streptococci, <i>Acinetobacter lwoffii</i>, <i>Haemophilus influenzae</i>, <i>Serratia marcescens</i>. (source: Drug Bank)

ATC Therapeutic Categories

  • J01MA:Fluoroquinolones
  • S01AX:Other antiinfectives

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Levofloxacin inhibits bacterial type II topoisomerases, topoisomerase IV and DNA gyrase. Levofloxacin, like other fluoroquinolones, inhibits the A subunits of DNA gyrase, two subunits encoded by the gyrA gene. This results in strand breakage on a bacterial chromosome, supercoiling, and resealing; DNA replication and transcription is inhibited. (source: Drug Bank)

Pharmacology

Levofloxacin, a fluoroquinolone antiinfective, is the optically active L-isomer of ofloxacin. Levofloxacin is used to treat bacterial conjunctivitis, sinusitis, chronic bronchitis, community-acquired pneumonia and pneumonia caused by penicillin-resistant strains of <i>Streptococcus pneumoniae</i>, skin and skin structure infections, complicated urinary tract infections and acute pyelonephritis. (source: Drug Bank)

Food Interactions

Take without regard to meals. Take with water, drink lliberally. Taking this product with orange juice can result in reduced quinolone plasma levels. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Protein Binding

24-38% (to plasma proteins) (source: Drug Bank)

Absorption

Absorption of ofloxacin after single or multiple doses of 200 to 400 mg is predictable, and the amount of drug absorbed increases proportionately with the dose. (source: Drug Bank)

Toxicity

Side effects include disorientation, dizziness, drowsiness, hot and cold flashes, nausea, slurring of speech, swelling and numbness in the face (source: Drug Bank)

Isomeric SMILES Code:

C[C@H]1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)O (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Has annotations
ABCB1
  •   
  •   
  • PK
  • FA
  •   
Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
CYP1A2
  •   
  •   
  • PK
  •   
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP2C9
  •   
  •   
  • PK
  •   
  •   
Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
SLCO1A2
  •   
  •   
  • PK
  • FA
  •   
Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
TOP2A Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
acenocoumarol Uncurated Annotation The quinolone increases the anticoagulant effect (source: Drug Bank)
amiodarone Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
bretylium Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
calcium Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
chlorpromazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
dicumarol Uncurated Annotation The quinolone increases the anticoagulant effect (source: Drug Bank)
disopyramide Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
erythromycin Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
fluphenazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
iron Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
magnesium Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
magnesium oxide Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
mesoridazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
perphenazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
procainamide Uncurated Annotation The quinolone increases the effect of procainamide (source: Drug Bank)
prochlorperazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
promazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
promethazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
quinidine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
sotalol Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
sucralfate Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
thioridazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
trifluoperazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
triflupromazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
warfarin Uncurated Annotation The quinolone increases the anticoagulant effect (source: Drug Bank)
zinc Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. Physicochemical determinants of human renal clearance

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB01137
KEGG Compound ID:
C07660
PubChem Compound ID:
149096
PubChem Substance ID:
195031

Common Searches

Search PubMed
Search Medline Plus
Search PubChem
Search CTD

Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
Add New Alternate Name
Add New ATC Term
Add Cross Reference
Add a metabolite
Add a text annotation
Add a drug target
hint: enter a gene
    Add a drug interaction
    hint: enter a drug
    PharmGKB® is a registered trademark of HHS and is financially supported by NIH/NIGMS. It is managed at Stanford University (GM61374).
    ©2001-2010 PharmGKB.