Pleuromutilin

- Overview
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    Background
    
    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.
- Properties
  - Categories
    
    antibiotic
    
    Alternative Name
    
    Antibiotic A 40104C,Drosophilin B,NSC 121145; 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
    
    CAS Number
    
    125-65-5
    
    Molecular Formula
    
    C22H34O5
    
    Molecular Weight
    
    378.5
    
    Appearance
    
    A crystalline solid
    
    Purity
    
    98.00%
    
    Solubility
    
    ≥90.6 mg/mL in DMSO; ≥103.4 mg/mL in EtOH; insoluble in H2O
    
    Storage
    
    Store at 4°C
    
    SMILES
    
    O=C1CCC2(CC[[email protected]]3C)[[email protected]@H](C)[[email protected]](O)[[email protected]@](C=C)(C)C[[email protected]@H](OC(CO)=O)C3(C)[[email protected]@]21[H]
    
    * For Research Use Only

Documents

COA (Certificate Of Analysis)

MSDS (Material Safety Data Sheet)

Pleuromutilin

Background

Documents

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