Compound ID | 1993

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Pleuromutilin

Synonym(s): Drosophilin B

Class: Pleuromutilin

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor. Binds to the peptidyl transferase component of the bacterial 50S ribosomal subunit, thus inhibiting peptide bond formation
Target Pathogen: Active against Gram-positive bacteria including methicillin-resistant Staphylococcus aureus
Description: Natural product produced by the fungus Pleurotus
Year first mentioned: 1951
Development status: Experimental
Chemical structure(s):
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Molecular weight: 378.5
Iso. SMILES: C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@@]1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CO)C
InChI Key: ZRZNJUXESFHSIO-BKUNHTPHSA-N
Can. SMILES: C=C[C@]1(C)C[C@H]([C@]2(C)[C@H](C)CC[C@]3(CCC(=O)[C@@H]23)[C@@H](C)[C@@H]1O)OC(=O)CO
InChI: InChI=1S/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+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9886081
Guide to Pharmacology: pleuromulin
Citations:
  • https://academic.oup.com/jac/article/69/8/2022/873861
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5204327/
  • https://pubmed.ncbi.nlm.nih.gov/20112168/

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