Virginiamycin S1

Molecular Formula

C43H49N7O10

M.W.

823.89

CAS number

23152-29-6

Details

Source

Streptomyces virginiae

Fermentek product Code

VIS-001

Brand/grade

For research

Specifications

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

Chemical identification

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

Further Information

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