Capreomycin

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Capreomycin
Capreomycin IA.svg
Capreomycin IB.svg
Systematic (IUPAC) name
(3S)-3,6-diamino-N-[[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide; (3S)-3,6-diamino-N-[[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-methyl-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide
Clinical data
AHFS/Drugs.com Monograph
MedlinePlus a682860
Pregnancy
category
  • C
Routes of
administration
intramuscular
Identifiers
CAS Number 11003-38-6 YesY
ATC code J04AB30 (WHO)
PubChem CID 3000502
DrugBank DB00314 YesY
ChemSpider 2272094
UNII 232HYX66HC YesY
KEGG D00135 N
ChEMBL CHEMBL2221250 N
NIAID ChemDB 007653
Chemical data
Formula C25H44N14O8
Molar mass 668.706 g/mol
 NYesY (what is this?)  (verify)

Capreomycin is a antibiotic which is given in combination with other antibiotics for MDR-tuberculosis. Capreomycin is administered intramuscularly and shows bacteriostatic activity.[1]

Adverse effects include nephrotoxicity and 8th cranial auditory vestibular nerve nerve toxicity. The drug should not be given with streptomycin or other drugs that may damage the auditory vestibular nerve. People on this medication should get hearing tests. It is commonly grouped with the aminoglycosides. It is a cyclic peptide.

Capreomycin was discovered in 1960, isolated from Streptomyces capreolus[2] It is on the World Health Organization's List of Essential Medicines, the most important medications needed in a basic health system.[3]

Spectrum of susceptibility[edit]

Capreomycin is frequently used to treat Mycobacterium tuberculosis infections. Mycobacterium tuberculosis growth has been found to be inhibited at a concentration of 2.5 μg/mL.[4]

References[edit]

  1. ^ "Capreomycin binds across the ribosomal subunit interface using tlyA-encoded 2'-O-methylations in 16S and 23S rRNAs". Mol. Cell. 23 (2): 173–82. July 2006. doi:10.1016/j.molcel.2006.05.044. PMID 16857584. 
  2. ^ Tomlinson, Catherine. "TB Online - Capreomycin". Retrieved 14 September 2014. 
  3. ^ "WHO Model List of EssentialMedicines" (PDF). World Health Organization. October 2013. Retrieved 22 April 2014. 
  4. ^ http://www.toku-e.com/Assets/MIC/Capreomycin%20sulfate.pdf