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CHEBI:63598 - levofloxacin
| Formula | C18H20FN3O4 |
| Net Charge | 0 |
| Average Mass | 361.373 |
| Monoisotopic Mass | 361.14378 |
| SMILES | C[C@H]1COc2c(N3CCN(C)CC3)c(F)cc3c(=O)c(C(=O)O)cn1c23 |
| 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-/m0/s1 |
| InChIKey | GSDSWSVVBLHKDQ-JTQLQIEISA-N |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Homo sapiens (ncbitaxon:9606) | blood plasma (BTO:0000118) | PubMed (17549677) |
| 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: | 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. 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. DNA synthesis inhibitor Any substance that inhibits the synthesis of DNA. 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. 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) |
| levofloxacin (CHEBI:63598) has role antibacterial drug (CHEBI:36047) |
| levofloxacin (CHEBI:63598) has role DNA synthesis inhibitor (CHEBI:59517) |
| levofloxacin (CHEBI:63598) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750) |
| levofloxacin (CHEBI:63598) has role topoisomerase IV inhibitor (CHEBI:53559) |
| levofloxacin (CHEBI:63598) 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) |
| levofloxacin (CHEBI:63598) is a fluoroquinolone antibiotic (CHEBI:87211) |
| levofloxacin (CHEBI:63598) is a quinolone antibiotic (CHEBI:86324) |
| levofloxacin (CHEBI:63598) is conjugate acid of levofloxacin(1−) (CHEBI:231553) |
| levofloxacin (CHEBI:63598) is enantiomer of dextrofloxacin (CHEBI:46577) |
| Incoming Relation(s) |
| ofloxacin (CHEBI:7731) has part levofloxacin (CHEBI:63598) |
| levofloxacin(1−) (CHEBI:231553) is conjugate base of levofloxacin (CHEBI:63598) |
| dextrofloxacin (CHEBI:46577) is enantiomer of levofloxacin (CHEBI:63598) |
| IUPAC Name |
|---|
| (3S)-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 |
|---|---|
| levofloxacin | KEGG DRUG |
| levofloxacine | ChemIDplus |
| levofloxacino | ChemIDplus |
| levofloxacinum | ChemIDplus |
| Synonyms | Source |
|---|---|
| (3S)-(-)-9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid | ChEBI |
| DR 3355 | ChEBI |
| DR-3355 | ChEBI |
| (S)-(-)-9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzooxazine-6-carboxylic acid | ChEBI |
| (S)-ofloxacin | ChemIDplus |
| S-(−)-ofloxacin | ChEBI |
| Manual Xrefs | Databases |
|---|---|
| 1569 | DrugCentral |
| 1899 | VSDB |
| C07660 | KEGG COMPOUND |
| D08120 | KEGG DRUG |
| DB01137 | DrugBank |
| HMDB0001929 | HMDB |
| Levofloxacin | Wikipedia |
| LFX | PDBeChem |
| LSM-5270 | LINCS |
| Registry Numbers | Sources |
|---|---|
| Reaxys:5385660 | Reaxys |
| CAS:100986-85-4 | KEGG COMPOUND |
| CAS:100986-85-4 | ChemIDplus |
| Citations |
|---|