Lymecycline

Class: Tetracycline

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Inhibits protein synthesis by binding reversibly to the bacterial 30S ribosomal subunit and preventing the aminoacyl tRNA from binding to the A site of the ribosome. Wide spectrum including protozoae, e.g. Plasmodium
Description:	Semisynthetic tetracycline derivative. Used for topical treatment of acne vulgaris.
Year first mentioned:	1961
Development status:	Approved, off-patent, not available in most countries

Chemical structure(s):
Canonical SMILES:	C[C@]1(C2=CC=CC(=C2C(=C3[C@@H]1C[C@H]4[C@@H](C(=O)C(=C([C@]4(C3=O)O)O)C(=O)NCNCCCC[C@@H](C(=O)O)N)N(C)C)O)O)O
Isomeric SMILES:	C[C@@]1([C@H]2C[C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)NCNCCCC[C@@H](C(=O)O)N)N(C)C)O
InChI:	InChI=1S/C29H38N4O10/c1-28(42)13-7-6-9-17(34)18(13)22(35)19-14(28)11-15-21(33(2)3)23(36)20(25(38)29(15,43)24(19)37)26(39)32-12-31-10-5-4-8-16(30)27(40)41/h6-7,9,14-16,21,31,34-35,38,42-43H,4-5,8,10-12,30H2,1-3H3,(H,32,39)(H,40,41)/t14-,15-,16-,21-,28+,29-/m0/s1
InChI Key:	PZTCVADFMACKLU-UEPZRUIBSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/54707177

External links:
Guide to Pharmacology:	lymecycline
Citations:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1817106/pdf/brmedj02580-0039.pdf https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8459281/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8510691/