Compound ID | 1973

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Lincomycin

Class: Lincosamide

Spectrum of activity: Gram-positive
Details of activity: Binds to the rRNA of the bacterial 50S ribosome subunit, overlapping with the binding sites of the oxazolidinone, pleuromutilin, and macrolide antibiotics, thus blocking ribosomal translocation. Bacteriostatic activity.
Description: Natural product produced by Streptomyces. Parenteral application.
Year first mentioned: 1958
Development status: Approved, off-patent, not available in many countries
Chemical structure(s):
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Molecular weight: 406.54
Iso. SMILES: CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@@H](C)O
InChI Key: OJMMVQQUTAEWLP-KIDUDLJLSA-N
Can. SMILES: CCC[C@@H]1C[C@@H](C(=O)N[C@H]([C@@H](C)O)[C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)N(C)C1
InChI: InChI=1S/C18H34N2O6S/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25)/t9-,10-,11+,12-,13+,14-,15-,16-,18-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/Lincomycin
Guide to Pharmacology: lincomycin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/33725600/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1928283/

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