A mixture of two streptogramin antibiotics
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Virginiamycin Complex

Item No. 14503

Technical Information
Formal Name
N-((6R,9S,10R,13S,15aS,22S,24aS)-22-benzyl-6-ethyl-10,23-dimethyl-5,8,12,15,17,21,24-heptaoxo-13-phenyldocosahydro-12H-pyrido[2,1-f]pyrrolo[2,1-l][1]oxa[4,7,10,13,16]pentaazacyclononadecin-9-yl)-3-hydroxypicolinamide compound with (12Z,6R,7R,8E,13Z,15E,17S)-17-hydroxy-6-isopropyl-7,15-dimethyl-32,33-dihydro-31H-5-oxa-11-aza-1(4,2)-oxazola-3(1,5)-pyrrolacycloicosaphane-8,13,15-triene-2,4,10,19-tetraone (1:1)
CAS Number
11006-76-1
Synonyms
  • Mikamycin
  • RP 7293
  • Stapyocine
  • Streptogramin
Molecular Formula
C43H49N7O10 • C28H35N3O7
Formula Weight
Purity
≥85%
A crystalline solid
SMILES
O=C1CCN(C([C@@H](N(C)C([C@@]23[H])=O)CC4=CC=CC=C4)=O)[C@@](C(N[C@@H](C5=CC=CC=C5)C(O[C@H](C)[C@H](NC(C6=NC=CC=C6O)=O)C(N[C@H](CC)C(N2CCC3)=O)=O)=O)=O)([H])C1.O=C(/C=C/[C@@H](C)[C@@H](C(C)C)OC(C7=CCCN7C(C8=COC(C9)=N8)=O)=O)NC/C=C\C(C)=C\[C@@H](O)CC9=O
InChi Code
InChI=1S/C43H49N7O10.C28H35N3O7/c1-4-29-40(56)49-21-12-17-30(49)41(57)48(3)32(23-26-13-7-5-8-14-26)42(58)50-22-19-28(51)24-31(50)37(53)47-35(27-15-9-6-10-16-27)43(59)60-25(2)34(38(54)45-29)46-39(55)36-33(52)18-11-20-44-36;1-17(2)26-19(4)9-10-24(34)29
InChi Key
MVTQIFVKRXBCHS-YWAQVZITSA-N
Origin
Bacterium/Streptomyces sp. MST-AS4173
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Virginiamycin complex contains two streptogramin antibiotics, virginiamycin M1 (75%; Item No. 9002172) and virginiamycin S1 (25%; Item No. 17455), produced by S. virginiae. As a complex, the two antibiotics act synergistically to irreversibly inhibit protein synthesis in bacteria.1 When given to livestock, virginiamycin improves growth.2 Virginiamycin complex is also used in fuel ethanol fermenters to prevent to control bacteria competing with yeast for nutrients.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Parfait, R., and Cocito, C. Lasting damage to bacterial ribosomes by reversibly bound virginiamycin M. Proc. Natl. Acad. Sci. USA 77(9), 5492-5496 (1980).

    2. Feighner, S.D., and Dashkevicz, M.P. Subtherapeutic levels of antibiotics in poultry feeds and their effects on weight gain, feed efficiency, and bacterial cholyltaurine hydrolase activity. Appl. Environ. Microbiol. 53(2), 331-336 (1987).

    3. Rich, J.O., Leathers, T.D., Nunnally, M.S., et alRapid evaluation of the antibiotic susceptibility of fuel ethanol contaminant biofilms. Bioresour. Technol. 102(2), 1124-1130 (2011).