Virginiamycin S1
Molecular Formula
C43H49N7O10
M.W.
823.89
CAS number
23152-29-6
Source
Streptomyces virginiae
Fermentek product Code
VIS-001
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
222°C-235°C
Solubility test
Clear colorless solution at 5 mg/ml of Dichloromethane
Names and identifiers
  • Staphylomycin S
  • N-(3-Hydroxypicolinoyl)-L-threonyl-D-alpha-aminobutyryl-L- prolyl-N-methyl-L-phenylalanyl-4-oxo-L-pipecoloyl-L-2- phenylglycine rho-lactone
EU number
245-462-6
Description

Cyclic polypeptide antibiotic Virginiamycin S1 is a major component of virginiamycin complex, which is used in veterynary medicine to treat Gram-positive infections, and as a growth promoter in young swine and cattle. 

Virginiamycin is originated in Streptomyces virginiae, but also other strains of streptomycettes. Virginiamycin S1 is a cyclic polypeptide antibiotic, of Streptogramin group B class. Reportedly, it targets the 60S ribosomal protein L37 affecting translation, ribosomal structure. It binds to the 23S rRNA

InChl Key
FEPMHVLSLDOMQC-CPKGNLGUSA-N
Canonical 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
Isomeric SMILES
CC[C@H]1C(=O)N2CCC[C@@H]2C(=O)N([C@@H](C(=O)N3CCC(=O)C[C@H]3C(=O)N[C@H](C(=O)O[C@@H]([C@@H](C(=O)N1)NC(=O)C4=C(C=CC=N4)O)C)C5=CC=CC=C5)CC6=CC=CC=C6)C
Solubility ( literature )

Virginiamycin S1 is soluble in ethanol, methanol, DMSO, Dichloromethane, DMF, and sparingly, in water .

Compound Classification

Cyclic peptide antibiotic, Streptogramin group

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Signal to sort
V