Virginiamycin

• CAT Number: R049097
• CAS Number: 11006-76-1
• Molecular Formula: C43H49N7O10 • C28H35N3O10
• Molecular Weight: 1349.5
• Purity: ≥95%
• Synonyms: Mikamycin; Streptogramin; Eskalin 500; Eskalin V; Lactrol; Livelong; Pyostacin; Pyostacine; Stafac; Stafac 20; Stafac 500; Stapyocine; Virgimycin
• Target: Antibiotic
• Solubility: Soluble in DMSO
• Storage: Store at -20°C
• IUPAC Name: N-(3-benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo[20.4.0.06,10]hexacosan-15-yl)-3-hydroxypyridine-2-carboxamide;(12Z,17Z,19Z)-21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03,7]octacosa-1(27),6,12,17,19,25(28)-hexaene-2,8,14,23-tetrone
• InChI: 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)29-11-5-7-18(3)13-20(32)14-21(33)15-25-30-22(16-37-25)27(35)31-12-6-8-23(31)28(36)38-26/h5-11,13-16,18,20,25,29-32,34-35,52H,4,12,17,19,21-24H2,1-3H3,(H,45,54)(H,46,55)(H,47,53);5,7-10,13,16-17,19-20,26,32H,6,11-12,14-15H2,1-4H3,(H,29,34)/b;7-5-,10-9-,18-13-
• InChIKey: MVTQIFVKRXBCHS-FHWPYUEJSA-N
• SMILES: CCC1C(=O)N2CCCC2C(=O)N(C(C(=O)N3CCC(=O)CC3C(=O)NC(C(=O)OC(C(C(=O)N1)NC(=O)C4=C(C=CC=N4)O)C)C5=CC=CC=C5)CC6=CC=CC=C6)C.CC1C=CC(=O)NCC=CC(=CC(CC(=O)CC2=NC(=CO2)C(=O)N3CCC=C3C(=O)OC1C(C)C)O)C

Virginiamycin (Cat No.:R049097) is a mixture of virginiamycin M1 and virginiamycin S1, derived from Streptomyces virginiae. Primarily used in animal agriculture, it functions as a growth promoter and feed additive for livestock, aiding in weight gain, feed efficiency, and preventing gram-positive bacterial infections. However, concerns about antibiotic resistance have led to restrictions or bans on its use in some countries.

Reference

The structures of the minor components of virginiamycin S. Vanderhaeghe, H. et al. , Tet. Lett. 1971, 2687.Virginiamycin: nomenclature. Crooy P. and De Neys R. J. Antibiot. 1972, 25, 371.A new species of Streptomyces producing virginiamycin family antibiotics. Ogata, K. et al. , J. Antibiot. 1978, 31, 1313.