Diacerein

Diacerein
Clinical data
Other names	Diacetylrhein; Diacerhein; 2-Anthracenecarboxylic acid, 4,5-bis(acetyloxy)-9,10-dihydro-9,10-dioxo-; 2-Anthroic acid, 9,10-dihydro-4,5-dihydroxy-9,10-dioxo-, diacetate; 9,10-Dihydro-4,5-dihydroxy-9,10-dioxo-2-anthroic acid, diacetate
AHFS/Drugs.com	International Drug Names
Pregnancy; category	Lacking information;
Routes of; administration	Oral
ATC code	M01AX21 (WHO) ;
Pharmacokinetic data
Protein binding	99%
Metabolism	Hepatic: deacetylation to rhein, later glucuronidation and sulfate conjugation
Elimination half-life	4 to 5 hours
Excretion	Renal (30%)
Identifiers
	IUPAC name 4,5-diacetyloxy-9,10-dioxo-anthracene-2-; carboxylic acid;
CAS Number	13739-02-1 ;
PubChem CID	26248;
DrugBank	DB11994 ;
ChemSpider	24456 ;
UNII	4HU6J11EL5;
KEGG	D07270 ;
ChEMBL	ChEMBL41286 ;
CompTox Dashboard (EPA)	DTXSID4045636 ;
ECHA InfoCard	100.033.904
Chemical and physical data
Formula	C19H12O8
Molar mass	368.297 g·mol−1
3D model (JSmol)	Interactive image;
Solubility in water	Practically insoluble in water 0.01 mg/mL (20 °C)
	SMILES O=C(Oc3cccc2C(=O)c1cc(cc(OC(=O)C)c1C(=O)c23)C(=O)O)C;
	InChI InChI=1S/C19H12O8/c1-8(20)26-13-5-3-4-11-15(13)18(23)16-12(17(11)22)6-10(19(24)25)7-14(16)27-9(2)21/h3-7H,1-2H3,(H,24,25) ; Key:TYNLGDBUJLVSMA-UHFFFAOYSA-N ;
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Diacerein (INN), also known as diacetylrhein, is a slow-acting medicine of the class anthraquinone used to treat joint diseases such as osteoarthritis. It works by inhibiting interleukin-1 beta. An updated 2014 Cochrane review found diacerein had a small beneficial effect on pain. Diacerein-containing medications are registered in some European Union and Asian countries and included as a treatment option on several international therapeutic guidelines.