Classification
Compound class	Synthetic organic
Ligand families/groups	Antimalarial ligands
Approved drug?	Yes (FDA (1967), UK (2000))
WHO Essential Medicine	WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.

IUPAC Name

(4S,4aR,5S,5aR,6R,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide

International Nonproprietary Names
INN number	INN
2125	doxycycline

Synonyms

BMY-28689 | Monodox® | Vibramycin®

Comments

Doxycycline is a tetracycline based antibiotic. It has been repurposed as a low-potency human metalloprotease inhibitor for periodontitis and is also used as an antimalarial therapy. There are a number of salt forms in PubChem. The chemical structure we show here matches that of the consensus structure in PubChem, listed in the links table below. The DrugBank, ChEBI and ChEMBL entries for doxycycline show a different structure. Doxycycline is one of the key access group antibacterials on the World Health Organisation's List of Essential Medicines. Click here to access the pdf version of the WHO's 21st Essential Medicines list (2019). The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.

Database Links
CAS Registry No.	564-25-0 (source: PubChem)
ChEBI	CHEBI:50845
ChEMBL Ligand	CHEMBL1433
DrugBank Ligand	DB00254
GtoPdb PubChem SID	178103078
PubChem CID	54671203
Search Google for chemical match using the InChIKey	SGKRLCUYIXIAHR-AKNGSSGZSA-N
Search Google for chemicals with the same backbone	SGKRLCUYIXIAHR
Search PubMed clinical trials	doxycycline
Search PubMed titles	doxycycline
Search PubMed titles/abstracts	doxycycline
Search UniChem for chemical match using the InChIKey	SGKRLCUYIXIAHR-AKNGSSGZSA-N
Search UniChem for chemicals with the same backbone	SGKRLCUYIXIAHR
Wikipedia	Doxycycline