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):
Canonical 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
Isomeric 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:	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
InChI Key:	OJMMVQQUTAEWLP-KIDUDLJLSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/Lincomycin

External links:
Guide to Pharmacology:	lincomycin
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1928283/
Citation:	https://pubmed.ncbi.nlm.nih.gov/33725600/