Doxycycline

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 methacycline derivative
Year first mentioned:	1957
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	C[C@H]1C2=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
Isomeric SMILES:	C[C@@H]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
InChI:	InChI=1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25-27,30,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1
InChI Key:	SGKRLCUYIXIAHR-AKNGSSGZSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/Doxycycline

External links:
Guide to Pharmacology:	doxycycline
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC547143/
Citations:	https://pubmed.ncbi.nlm.nih.gov/35903011/ https://pubmed.ncbi.nlm.nih.gov/35932455/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9225766/