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Pleuromutilin skeletal.svg
IUPAC name
(4R,5S,6S,8R,9aR,10R)-6-Ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propanocyclopenta[8]annulen-8-yl hydroxyacetate
125-65-5 YesY
Jmol-3D images Image
PubChem 31326
Molar mass 378.509 g/mol
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
Infobox references

Pleuromutilin and its derivatives are antibacterial drugs that inhibit protein synthesis in bacteria by binding to the peptidyl transferase component of the 50S subunit of ribosomes.[1][2]

This class of antibiotics includes retapamulin (licenced for topical use in humans), valnemulin and tiamulin (approved for use in animals) and the investigational drugs azamulin and BC-3781.


Pleuromutilin was first discovered as an antibiotic in 1950.[3] It is derived from the fungus Clitopilus passeckerianus (formerly Pleurotus passeckerianus), and has also been found in Drosophila subatrata, Clitopilus scyphoides, and some other Clitopilus species.[4]


  1. ^ Long, Katherine S (April 2006). "Interaction of Pleuromutilin Derivatives with the Ribosomal Peptidyl Transferase Center". Antimicrobial Agents and Chemotherapy 50 (4): 1458–1462. doi:10.1128/AAC.50.4.1458-1462.2006. PMC 1426994. PMID 16569865.  |first2= missing |last2= in Authors list (help); |first3= missing |last3= in Authors list (help); |first4= missing |last4= in Authors list (help)
  2. ^ Lolk, L.; Pøhlsgaard, J.; Jepsen, A. S.; Hansen, L. H.; Nielsen, H.; Steffansen, S. I.; Sparving, L.; Nielsen, A. B.; Vester, B.; Nielsen, P. (2008). "A Click Chemistry Approach to Pleuromutilin Conjugates with Nucleosides or Acyclic Nucleoside Derivatives and Their Binding to the Bacterial Ribosome". Journal of Medicinal Chemistry 51 (16): 4957–4967. doi:10.1021/jm800261u. PMID 18680270.  edit
  3. ^ Novak, R; Shlaes DM (February 2010). "The pleuromutilin antibiotics: a new class for human use". Current Opinion in Investigational Drugs 11 (2): 182–91. PMID 20112168. 
  4. ^ Kilaru, Sreedhar; Catherine M. Collins; Amanda J. Hartley; Andy M. Bailey; Gary D. Foster (2009-09-18). "Establishing Molecular Tools for Genetic Manipulation of the Pleuromutilin-Producing Fungus Clitopilus passeckerianus". Appl Environ Microbiol (American Society for Microbiology) 75 (22): 7196–7204. doi:10.1128/AEM.01151-09. PMC 2786515. PMID 19767458.