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23152-29-6

23152-29-6 Structure

23152-29-6 Structure
IdentificationBack Directory
[Name]

Virginiamycin S1
[CAS]

23152-29-6
[Synonyms]

Antibiotic 899
Staphylomycin S
Virginiamycin S1
Verginiamycin S1
Antibiotic 1754Z3B
VirginiaMycin coMplex
Antibiotic 899, Staphylomycin S
StaphyloMycin S, PA 114B2, 899, A1745Z3B, Factor S
N-[(3-Hydroxy-2-pyridinyl)carbonyl]cyclo[L-Thr*-D-Abu-L-Pro-N-methyl-L-Phe-4-oxo-L-pipecoloyl-L-phenyl Gly-]
N-[(3-Hydroxy-2-pyridyl)carbonyl]cyclo(L-Thr*-D-Abu-L-Pro-N-methyl-L-Phe-4-oxo-L-2-piperidinecarbonyl-L-phenyl Gly-)
Cebin V, Eskalin V, EskaMicin, Stafac, StephyloMycin, MikaMycin, Ostreogrycin, Patricin, PristinaMycin, StreptograMin, VernaMycin.
[EINECS(EC#)]

245-462-6
[Molecular Formula]

C43H49N7O10
[Molecular Weight]

823.899
[MOL File]

23152-29-6.mol
Chemical PropertiesBack Directory
[Melting point ]

240-242°
[alpha ]

D20 -28° (c = 1 in ethanol)
[storage temp. ]

?20°C
[solubility ]

methanol: soluble5mg/mL
[color ]

white
[Contact allergens]

Like the other streptogramin, pristinamycin, virginiamycin is made of two subunits, virginiamycin S1 and virginiamycin M1. Dermatitis was quite common in people using the formerly available topical virginiamycin. Occupational dermatitis was observed in the pharmaceutical industry, in breeders, and in a surgeon who used topical virginiamycin on postoperative wounds (personal observation).
Hazard InformationBack Directory
[Uses]

Virginiamycin complex is defined as a mixture of 75% ostreogrycin A (virginamycin M1) and 25% virginiamycin S1, together with the less abundant S analogues. As the two major components have quite different solubilities, these proportions are not readily achieved or used. BioAustralis has isolated and re-combined the individual components to provide the defined components of virginiamycin complex. The composition of the complex is important as Virginiamycin S1 acts a synergist, binding to the conformational change of the peptidyl transferase centre of the 50S ribosome induced by ostreogrycin A.
[Uses]

Virginiamycin S1 is one of a family of depsipeptide antibiotics co-produced with ostreogrycin A and used as a synergistic mixture. Virginiamycin S1, also known as Staphylomycin S and Factor S among other synonyms, was discovered independently and named by several groups, leading to considerable confusion in the literature. Virginiamycin S1 acts a synergist, binding to the conformational change of the peptidyl transferase centre of the 50S ribosome induced by ostreogrycin A. Virginiamycin S1 differs from virginiamycin B in lacking the dimethylamino moiety on the phenyl ring.
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