ChemicalBook >> CAS DataBase List >>VIRGINIAMYCIN M1

VIRGINIAMYCIN M1

CAS No.
21411-53-0
Chemical Name:
VIRGINIAMYCIN M1
Synonyms
Streptogramin A;C11299;PA 114A;Factor M;NSC 87432;NSC 244426;MIKAMYCIN A;Vernamycin A;STAPHYLOMYCIN;AVirginiaMyci
CBNumber:
CB3294594
Molecular Formula:
C28H35N3O7
Molecular Weight:
525.59
MDL Number:
MFCD00869411
MOL File:
21411-53-0.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:04

VIRGINIAMYCIN M1 Properties

Melting point 165-167℃
alpha D20 -218° ( c = 0.34 in ethanol)
Boiling point 825.2±65.0 °C(Predicted)
Density 1.26±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility chloroform/methanol: soluble10mg/mL
form powder
pka 13.18±0.70(Predicted)
color yellow to tan
Stability Light Sensitive
FDA UNII 8W4UOL59AZ

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P271-P280
WGK Germany  3
HS Code  29419090

VIRGINIAMYCIN M1 price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich V2753 Virginiamycin M1 ~95% 21411-53-0 5mg $459.2 2024-03-01 Buy
Sigma-Aldrich V2753 Virginiamycin M1 ~95% 21411-53-0 10mg $1030 2024-03-01 Buy
Cayman Chemical 9002172 Virginiamycin M1 ≥95% 21411-53-0 5mg $347 2024-03-01 Buy
Cayman Chemical 9002172 Virginiamycin M1 ≥95% 21411-53-0 25mg $1210 2024-03-01 Buy
TRC V673810 VirginiamycinM1(~90%) 21411-53-0 100mg $1450 2021-12-16 Buy
Product number Packaging Price Buy
V2753 5mg $459.2 Buy
V2753 10mg $1030 Buy
9002172 5mg $347 Buy
9002172 25mg $1210 Buy
V673810 100mg $1450 Buy

VIRGINIAMYCIN M1 Chemical Properties,Uses,Production

Chemical Properties

Light yellow powder

Uses

Macrolactone antibiotic. Antibacterial; growth promotant.

Uses

Ostreogrycin A (virginiamycin M1, streptogramin A) is the major component of the virginiamycin complex. In the 1950s this complex was independently discovered so many times that the literature became highly confusing. Ostreogrycin A is a macrocyclic lactone antibiotic that acts synergistically with the structurally unrelated cyclic depsipeptides, virginiamycin B (ostreogrycin B, streptogramin B) and virginiamycin S, to inhibit peptide elongation. This is achieved by blocking formation of a peptide bond between the growing peptide chain (peptidyl-tRNA) linked to the 50S ribosome and aminoacyl-tRNA. Ostreogrycin A is highly active against Gram positive bacteria, particularly MRSA.

Uses

Ostreogrycin A (virginiamycin M1, streptogramin A) is the major component of the virginamycin complex. In the 1950s this complex was independently discovered so many times that the literature became highly confusing. Ostreogrycin A is a macrocyclic lactone antibiotic that acts synergistically with the structurally unrelated cyclic depsipeptides, virginiamycin B (ostreogrycin B, streptogramin B) and virginiamycin S, to inhibit peptide elongation. This is achieved by blocking formation of a peptide bond between the growing peptide chain (peptidyl-tRNA) linked to the 50S ribosome and aminoacyl-tRNA. Ostreogrycin A is highly active against Gram positive bacteria, particularly MRSA.

Definition

ChEBI: A macrolide that is (together with pristinamycin IA) a component of pristinamycin, an oral streptogramin antibiotic produced by Streptomyces pristinaespiralis. Pristinamycin exhibits bactericidal activity against Gram positive organisms includ ng methicillin-resistant Staphylococcus aureus.

Biological Activity

virginiamycin m1 is a macrolide antibiotic that reversibly inhibits protein synthesis [1][2][3].virginiamycin complex contains two antibiotics, virginiamycin m1 and virginiamycin s1. streptogramins are divided into class a and class b based on their structures. virginiamycin m1, also known as streptogramin a, is a member of the streptogramin a group of antibiotics, which bind the 50s ribosomal subunit at the peptidyl transferase center to inhibit initiation and translocation. they show good bactericidal activity against methicillin-resistant s. aureus (mrsa), although resistance in mrsa is conferred by the cfr gene. virginiamycin m1 has activity against gram-positive and in select cases gram-negative bacteria. combination of group a and b streptogramins exhibit bactericidal activity [1]. virginiamycin m1 acted synergistically with virginiamycin s1 to irreversibly inhibit protein synthesis in bacteria. in cell-free systems, virginiamycin m1 and virginiamycin s1 bound to the large ribosomal subunit, and the affinity of ribosomes for vs is increased by vm [2][3].

Contact allergens

Pristinamycin is a systemic antibiotic of the synergistins/ streptogramins class, composed of two subunits: pristinamycin IA and pristinamycin IIA. It induces several types of drug reactions such as maculo-papular exanthema, systemic dermatitis, or acute generalized exanthematous pustulosis. Some patients have been previously skin-sensitized by virginiamycin. Crossreactivity is expected to virginiamycin and to the associated dalfopristin and quinupristin.

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).

References

[1]. fair rj, tor y. antibiotics and bacterial resistance in the 21st century. perspect medicin chem. 2014 aug 28;6:25-64.
[2]. kehrenberg c, cuny c, strommenger b, et al. methicillin-resistant and -susceptible staphylococcus aureus strains of clonal lineages st398 and st9 from swine carry the multidrug resistance gene cfr. antimicrob agents chemother. 2009 feb;53(2):779-81.
[3]. parfait r, cocito c. lasting damage to bacterial ribosomes by reversibly bound virginiamycin m. proc natl acad sci u s a. 1980 sep;77(9):5492-6.

VIRGINIAMYCIN M1 Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 97)Suppliers
Supplier Tel Email Country ProdList Advantage
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
BOC Sciences
+16314854226 inquiry@bocsci.com United States 19743 58
Wuhan Topule Biopharmaceutical Co., Ltd
+8618327326525 masar@topule.com China 8474 58
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
+8619164747840 13119157289@163.com China 2971 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32344 50
Beijing HuaMeiHuLiBiological Chemical 010-56205725 waley188@sohu.com China 12338 58
9ding chemical ( Shanghai) Limited 4009209199 sales@9dingchem.com China 22519 55

View Lastest Price from VIRGINIAMYCIN M1 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
VIRGINIAMYCIN M1 pictures 2019-12-26 VIRGINIAMYCIN M1
21411-53-0
US $1.00 / g 1g ≥98% g/kg/Ton Career Henan Chemical Co
C11299 MikamycinA, Staphylomycin Antibiotic PA-114A1 Pristinamycin IIA Staphylomycin M1 Vernamycin A VirginiaMycin M1 DISCONTINUED MIKAMYCIN A STAPHYLOMYCIN VIRGINIAMYCINE VIRGINIAMYCIN M1 (3R,4R,5E,10E,12E,14S)- VirginiaMycin M1 (90%) AVirginiaMyci MikaMycin A, PristinaMycin IIA, StephyloMycin M1, StreptograMin A, Syncothrecin A, Synergistin A1, VirginiaMycin M1, VernaMycin A, 14752-2, E129A, PA 114A, 1745Z3A, 547C, Factor M Ostreogrycin A VirginiaMycin M1, froM StreptoMyces virginiae Antibiotic PA 114A Factor M Factor M (antibiotic) NSC 244426 NSC 87432 PA 114A Pristinamycin II Verginiamycin M1 Ostreogrycin A Antibiotic PA 114A NSC 244426 NSC 87432 Virginiamycin M1, 98%, from Streptomyces virginiae 3H-21,18-Nitrilo-1H,22H-pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone, 8,9,14,15,24,25-hexahydro-14-hydroxy-4,12-dimethyl-3-(1-methylethyl)-, (3R,4R,5E,10E,12E,14S)- Virginiamycin M1 Solution in Methanol,1000ug/ml Pristinamycin IIAQ: What is Pristinamycin IIA Q: What is the CAS Number of Pristinamycin IIA Q: What is the storage condition of Pristinamycin IIA Q: What are the applications of Pristinamycin IIA Streptogramin A Pristinamycin ⅡA Pristinamycin ⅡA Lepidophorin A 21411-53-0 C28H35N3O7 Antibiotics A to Z Antibiotics Antibiotics T-Z BioChemical antibiotic Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals