32988-50-4

Basic information

• Product Name: viomycin
• Synonyms: viomycin;FLORIMYCIN;Coliomycin;Tuberactinomycin B;Vinacetin A;Vioactane;Viocin;(S)-3,6-Diamino-N-((3S,9S,12S,15S,Z)3((2R,4S)-6-amino-4-hydroxy-1,2,3,4-tetrahydropyridin-2-yl)-9,12-bis(hydroxymethyl)-2,5,8,11,14-pentaoxo-6-(ureidomethylene)-1,4,7,10,13-pentaazacyclohexadecan-15-yl)hexanamidedisulfate
• CAS NO: 32988-50-4
• Molecular Formula: C₂₅H₄₃N₁₃O₁₀
• Molecular Weight: 685.696
• EINECS: 251-323-0
• Mol File: 32988-50-4.mol
• Article Data: 0

Chemical Properties

• Melting Point: 280 °C
• Boiling Point: 695.81°C (rough estimate)
• Appearance: /
• Density: 1.3613 (rough estimate)
• Refractive Index: 1.6700 (estimate)
• Storage Temp.: Store at -20°C
• PKA: pKa 8.2 (Uncertain);10.3 (Uncertain)
• CAS DataBase Reference: viomycin(CAS DataBase Reference)
• NIST Chemistry Reference: viomycin(32988-50-4)
• EPA Substance Registry System: viomycin(32988-50-4)

Safety Data

• Hazardous Substances Data: 32988-50-4(Hazardous Substances Data)

Usage

Originator

Vinactane,Ciba,US ,1953

Definition

ChEBI: A cyclic peptide antibiotic produced by the actinomycete Streptomyces puniceus, used in the treatment of tuberculosis.

Indications

Viomycin is a complex polypeptide antibiotic that is active against MDR strains of tuberculosis. Cross-resistance between viomycin and kanamycin is less frequent than between viomycin and capreomycin.

Manufacturing Process

Viomycin is produced by inoculating a nutrient medium with a viable strain of the organism Actinomyces vinaceus. A method for the production of viomycin is set forth in US Patent 2,663,445 comprising inoculating a medium containing soy peptone, beef extract, dextrose, sodium chloride and a silicone antifoaming agent with a spore suspension of Actinomyces vinaceus and incubating the inoculated medium for 120 hours at a temperature of 26°C while passing sterile air through the medium at a rate of 500 ml per liter of medium per minute.

Brand name

Viocin Sulfate (Pfizer).

Therapeutic Function

Antitubercular

Biological Activity

Member of the tuberactinomycin family of antibiotics . Inhibits group I intron splicing and prokaryotic protein synthesis. Freezes bacterial ribosomes in either the pre- or post-translational state. Facilitates trans -cleavage of the Neurospora VS ribozyme.

InChI:InChI=1/C25H43N13O10/c26-3-1-2-10(27)4-16(41)32-12-6-30-23(47)18(11-5-17(42)37-24(28)36-11)38-20(44)13(7-31-25(29)48)33-21(45)14(8-39)35-22(46)15(9-40)34-19(12)43/h7,10-12,14-15,17-18,39-40,42H,1-6,8-9,26-27H2,(H,30,47)(H,32,41)(H,33,45)(H,34,43)(H,35,46)(H,38,44)(H3,28,36,37)(H3,29,31,48)/b13-7-/t10-,11+,12-,14-,15-,17-,18-/m0/s1