Oxytetracycline (terramycin)

Synonym(s): Geomycin

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:	Natural product produced by Streptomyces.
Year first mentioned:	1952
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]1[C@@H]([C@H]4[C@@H](C(=O)C(=C([C@]4(C3=O)O)O)C(=O)N)N(C)C)O)O)O)O
Isomeric SMILES:	C[C@@]1([C@H]2[C@@H]([C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O
InChI:	InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25-26,28,30,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1
InChI Key:	OWFJMIVZYSDULZ-PXOLEDIWSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/54675779

External links:
Guide to Pharmacology:	oxytetracycline
Main Source:	https://www.researchgate.net/publication/51907943_The_history_of_the_tetracyclines