Capreomycin

• Catalog No.: DB00314
• CAS Number: 11003-38-6
• M. F.: C50H88N28O15
• M. W.: 1321.41232

SYNONYMS

• 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-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
• IUPAC Traditional 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-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
• Brand Name: Ogostal; Caprocin
• Synonyms: Capreomycin sulfate; Capastat; Capastat sulfate; Capreomycin sulphate; Capreomycin

DATABASE IDS

• PubChem SID: 46508514
• CAS Number: 11003-38-6
• PubChem CID: 3000502

PROPERTIES

• Hydrophobicity(logP): -9.609
• Solubility: Soluble in water as disulfate salt.

DETAILS

Description (English)

• Drug Groups: approved
• Description: Cyclic peptide antibiotic similar to viomycin. It is produced by Streptomyces capreolus. [PubChem]
• Indication: Used in the treatment of tuberculosis in combination with other drugs.
• Pharmacology: Capreomycin is a member of the aminoglycoside family of antibiotics. These antibiotics have the ability to kill a wide variety of bacteria, including bacteria responsible for causing tuberculosis (TB).
• Toxicity: Hypokalemia, hypocalcemia, hypomagnesemia, and an electrolyte disturbance resembling Bartter's syndrome have been reported to occur in patients with capreomycin toxicity. The subcutaneous median lethal dose (LD₅₀) in mice was 514 mg/kg.
• Affected Organisms: Enteric bacteria and other eubacteria
• Absorption: Not absorbed in significant quantities from the gastrointestinal tract and must be administered parenterally.
• Elimination: When a 1–g dose of capreomycin was given intramuscularly to normal volunteers, 52% was excreted in the urine within 12 hours.
• External Links: Wikipedia; Drugs.com