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Catalog No.GC13368

Pleuromutilin Chemical Structure


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Pleuromutilin is a diterpene antibiotic derived from the basidiomycete fungus, Clitopilus passeckerianus [1][2].

Pleuromutilin is a biologically active compound produced by Clitopilus passeckerianus, Drosophila subatrata, Clitopilus scyphoides (Pleurotus mutilus), and several other species of the genus Clitopilus. Pleuromutilin is a tricyclic diterpene that against gram-positive bacteria, such as Staphylococcus aureus, Streptococcus haemolyticus, and Bacillus subtilis. tiamulin and valnemulin, the derivatives of pleuromutilin, are used in veterinary medicine to treat swine dysentery and enzootic pneumonia. A novel semisynthetic pleuromutilin, retapamulin, is active against Staphylococcus aureus and Streptococcus pyogenes and is the first pleuromutilin derivative formulated as a topical antibacterial agent for treating human skin infections [1].

Pleuromutilin is a diterpene antibiotic that inhibits bacterial protein synthesis by binding to bacterial ribosomes in the peptidyl transferase center of the 50S subunit and inhibiting peptide bond formation [2].

[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.

Chemical Properties

Cas No. 125-65-5 SDF
Synonyms Antibiotic A 40104C,Drosophilin B,NSC 121145
Chemical Name 2-hydroxy-acetic acid-(3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester
Canonical SMILES O=C1CCC2(CC[C@H]3C)[C@@H](C)[C@H](O)[C@@](C=C)(C)C[C@@H](OC(CO)=O)C3(C)[C@@]21[H]
Formula C22H34O5 M.Wt 378.5
Solubility ≤50mg/ml in ethanol;25mg/ml in DMSO;30mg/ml in dimethyl formamide Storage Store at 4°C
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request

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