Virginiamycin S3

Virginiamycin S3

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Category Antibiotics
Catalog number BBF-02967
CAS 33477-39-3
Molecular Weight 839.89
Molecular Formula C43H49N7O11

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Description

It is a depsipeptide antibiotic produced by the strain of Str. virginiae and Str. virginiae var. sp. It has anti-gram-positive bacteria and mycobacterium effects, and the antibacterial activity of component M of Virginiamycin against cocci is stronger than component S, while the activity is stronger than component M.

Specification

Synonyms Staphylomycin S3; Virginiamycin S1, 5-(5-hydroxy-4-oxo-L-2-piperidinecarboxylic acid)-; N-[(3-Hydroxy-2-pyridinyl)carbonyl]cyclo[L-Thr*-D-Abu-L-Pro-N-methyl-L-Phe-4-oxo-5-hydroxy-L-pipecoloyl-L-phenyl-Gly-]
IUPAC Name N-[(3S,6S,12R,15S,16R,19S,22S)-3-benzyl-12-ethyl-25-hydroxy-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
Canonical SMILES CCC1C(=O)N2CCCC2C(=O)N(C(C(=O)N3CC(C(=O)CC3C(=O)NC(C(=O)OC(C(C(=O)N1)NC(=O)C4=C(C=CC=N4)O)C)C5=CC=CC=C5)O)CC6=CC=CC=C6)C
InChI InChI=1S/C43H49N7O11/c1-4-27-40(57)49-20-12-17-28(49)41(58)48(3)30(21-25-13-7-5-8-14-25)42(59)50-23-33(53)32(52)22-29(50)37(54)47-35(26-15-9-6-10-16-26)43(60)61-24(2)34(38(55)45-27)46-39(56)36-31(51)18-11-19-44-36/h5-11,13-16,18-19,24,27-30,33-35,51,53H,4,12,17,20-23H2,1-3H3,(H,45,55)(H,46,56)(H,47,54)/t24-,27-,28+,29+,30+,33?,34+,35+/m1/s1
InChI Key AVCLYXFQZNDKMW-ADDARJJRSA-N

Properties

Appearance White Acicular Crystal
Antibiotic Activity Spectrum Gram-positive bacteria; Mycobacteria
Boiling Point 1215.6±65.0°C (Predicted)
Density 1.43±0.1 g/cm3 (Predicted)
Solubility Soluble in Methanol, Ethanol

Reference Reading

1. Antimicrobial susceptibility of Gram-positive bacteria: what's current, what's anticipated?
A P Johnson, D M Livermore, G S Tillotson J Hosp Infect. 2001 Dec;49 Suppl A:S3-11. doi: 10.1016/s0195-6701(01)90029-5.
Changing patterns of pathogens and antibiotic susceptibility present clinicians with difficult choices for antimicrobial prescribing. In particular, multiresistant staphylococci, enterococci and pneumococci present problems in many settings. The number of predictably active antimicrobials is decreasing in many centres, with significant consequences for both patients and society as a whole. New antimicrobial options have been few in recent years and several promising quinolones have been compromised by formulation and/or toxicity issues. Nevertheless, the recent introduction of linezolid and quinupristin/dalfopristin provides clinicians with valuable new options against Gram-positive cocci. These options should further increase with the likely introduction of daptomycin, oritavancin and tigilcycline. A range of surveillance programmes helps monitor the ever-changing patterns of resistance and thus guides clinicians in their empirical prescribing. Empirical use of powerful newer agents may be justifiable in seriously ill patients in those settings, units and countries where there is a substantial background rate of resistance.

Bio Calculators

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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