125-65-5 Usage
Description
Pleuromutilin is an antibiotic derived from the fungus Clitopilus that inhibits bacterial protein synthesis by binding to bacterial ribosomes in the peptidyl transferase component of the 50S subunit and inhibiting peptide bond formation.
Chemical Properties
Pleuromulin is Crystalline Solid
Uses
Different sources of media describe the Uses of 125-65-5 differently. You can refer to the following data:
1. Antibiotic substance produced by the basidiomycetes Pleurotus mutilus
2. Pleuromutilin is a diterpene produced by several species of basidomycete, notably the genus Pleurotus, discovered in 1951. Pleuromutilin is a potent and highly selective antibiotic active against a range of Gram positive bacteria, with no cross resistance to existing antibiotic classes due to its unique mode of action. Pleuromutilin inhibits protein synthesis by binding to domain V of 23S rRNA and this has led to the development of many semi-synthetic analogues as new generation antibiotics, such as tiamulin and retapamulin.
Pleuromutilins such as tiamulin and valnemulin have been used for some time in veterinary medicine to treat swine infections. More recently a semisynthetic pleuromutilin, retapamulin, has been introduced as a topical treatment for Gram-positive infections in humans. Pleuromutilins inhibit the peptidyl transferase activity of the bacterial 50S ribosomal subunit by binding to the A site.
3. Antibiotic substance produced by the basidiomycetes Pleurotus mutilus.
references
[1]. kilaru s, collins cm, hartley aj, et al. establishing molecular tools for genetic manipulation of the pleuromutilin-producing fungus clitopilus passeckerianus. appl environ microbiol. 2009 nov;75(22):7196-204.[2]. long ks, hansen lh, jakobsen l, et al. interaction of pleuromutilin derivatives with the ribosomal peptidyl transferase center. antimicrob agents chemother. 2006 apr;50(4):1458-62.
Check Digit Verification of cas no
The CAS Registry Mumber 125-65-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 5 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 125-65:
(5*1)+(4*2)+(3*5)+(2*6)+(1*5)=45
45 % 10 = 5
So 125-65-5 is a valid CAS Registry Number.
InChI:InChI=1/C22H34O5/c1-6-20(4)11-16(27-17(25)12-23)21(5)13(2)7-9-22(14(3)19(20)26)10-8-15(24)18(21)22/h6,13-14,16,18-19,23,26H,1,7-12H2,2-5H3/t13-,14-,16+,18-,19-,20+,21+,22-/m0/s1
125-65-5Relevant articles and documents
SYNTHESE AB-TRANS-ANELLIERTER DERIVATE DES TRICYCLISCHEN DITERPENS PLEUROMUTILIN DURCH INTRAMOLEKULARE 1,5-HYDRID-VERSCHIEBUNG
Berner, H.,Schulz, G.,Schneider, H.
, p. 1807 - 1811 (1980)
The Diterpene Pleuromutilin(1) reacts with orthoformicacid-trimethylester at room temperature almost quantitatively to give the 11-keto-3-methylester 2 with AB-trans-configuration.This conversion is shown to occur through a 1,5-hydride-shift between C3 and C11.Treatment of 2 with Lewis acid (ZnCl2) initiated a retro-1,5-hydride-shift which resulted in the formation of Pleuromutilin(1).Mechanistic aspects and structure assignments, which are based on chemical and spectroscopic ((1)H- and (13)C-NMR) data are discussed.
