CAS 11003-38-6

Capreomycin

Description:

Capreomycin is an antibiotic that belongs to the class of cyclic peptides and is primarily used in the treatment of tuberculosis, particularly in cases resistant to first-line therapies. It is derived from the bacterium *Streptomyces capreolus*. Capreomycin exhibits a unique mechanism of action by inhibiting protein synthesis in bacterial cells, which ultimately leads to cell death. The substance is characterized by its complex structure, which includes multiple amino acid residues and a distinctive cyclic arrangement. It is typically administered via injection due to its poor oral bioavailability. Capreomycin is known for its potential side effects, including nephrotoxicity and ototoxicity, necessitating careful monitoring during treatment. Its use is often reserved for specific cases, particularly in multidrug-resistant tuberculosis, highlighting its importance in the arsenal of anti-tuberculosis medications. Overall, capreomycin plays a critical role in managing challenging infections, underscoring the need for ongoing research and development in antibiotic therapies.

Formula: Unspecified

InChI: InChI=1/C25H44N14O8.H2O4S/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;1-5(2,3)4/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);(H2,1,2,3,4)/b15-9+;

Synonyms:

• (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-pentaazacyclohexadecan-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-pentaazacyclohexadecan-5-yl}methyl)hexanamide (1:1)
• 3,6-diamino-N-{[(8E)-15-amino-11-(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-pentaazacyclohexadecan-5-yl]methyl}hexanamide sulfate (salt)
• 3,6-diamino-N-{[(8Z)-15-amino-11-(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-pentaazacyclohexadecan-5-yl]methyl}hexanamide sulfate (salt)
• Capastat
• Capostatin
• Capreomicin
• Capreomicina
• Capreomicina [INN-Spanish]
• Capreomycine
• Capreomycine [INN-French]
• Capreomycinum
• Capreomycinum [INN-Latin]
• Caprolin
• Capromycin
• Hsdb 3211
• Kapreomycin
• Unii-232Hyx66Hc

Capreomycin

CAS: 11003-38-6

Formula: C₂₅H₄₄N₁₄O₇·C₂₅H₄₄N₁₄O₈

Molecular weight: 652.72 668.72

Ref: 4Z-C-194001

Capreomycin free base

CAS: 11003-38-6

Capreomycin, a polypeptide antibiotic from S. capreolus, combats M. tuberculosis (MIC 10 µg/ml), hindering protein synthesis at 30S/50S ribosomes.

Formula: C₅₀H₈₈N₂₈O₁₅

Color and Shape: Solid

Molecular weight: 1321.43

Ref: TM-T71449