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Capreomycin

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Revision as of 19:57, 10 November 2011 by Beetstra (talk | contribs) (Script assisted update of identifiers for the Chem/Drugbox validation project (updated: '').)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Pharmaceutical compound
Capreomycin
Clinical data
AHFS/Drugs.comMonograph
MedlinePlusa682860
ATC code
Identifiers
IUPAC name
  • (3S)-3,6-diamino-N--8--2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide; (3S)-3,6-diamino-N--8--2-methyl-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC25H44N14O8
Molar mass668.706 g/mol g·mol
InChI
  • InChI=1S/C25H44N14O8.C25H44N14O7/c26-4-1-2-11(27)6-17(41)32-8-14-20(43)35-15(9-34-25(30)47)21(44)39-18(13-3-5-31-24(29)38-13)23(46)33-7-12(28)19(42)37-16(10-40)22(45)36-14;1-11-19(41)36-15(9-32-17(40)7-12(27)3-2-5-26)21(43)37-16(10-34-25(30)46)22(44)39-18(14-4-6-31-24(29)38-14)23(45)33-8-13(28)20(42)35-11/h9,11-14,16,18,40H,1-8,10,26-28H2,(H,32,41)(H,33,46)(H,35,43)(H,36,45)(H,37,42)(H,39,44)(H3,29,31,38)(H3,30,34,47);10-15,18H,2-9,26-28H2,1H3,(H,32,40)(H,33,45)(H,35,42)(H,36,41)(H,37,43)(H,39,44)(H3,29,31,38)(H3,30,34,46)/b15-9-;16-10-/t11-,12?,13?,14+,16+,18?;11-,12+,13?,14?,15-,18?/m10/s1
  • Key:VCOPTHOUUNAYKQ-TWKMCICTSA-N

Capreomycin is a peptide antibiotic, commonly grouped with the aminoglycosides, which is given in combination with other antibiotics for tuberculosis. Adverse effects include nephrotoxicity and 8th cranial nerve toxicity.

The drug should not be given with streptomycin or other drugs that may damage the 8th nerve.

It is a cyclic peptide. Capreomycin is administered intramuscularly and shows bacteriostatic activity.

References

  1. PMID 16857584
Antimycobacterials, including tuberculosis treatment and leprostatic agents (J04)
Nucleic acid inhibitor
Rifamycins/
RNA polymerase inhibitor
Antifolates/DSI
ASA
Topoisomerase inhibitors/
quinolones
Protein synthesis inhibitor
Aminoglycosides
Oxazolidone
Polypeptide antibiotics
Cell envelope antibiotic
Peptidoglycan layer
Arabinogalactan layer
Mycolic acid layer
Other/unknown
Combinations


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