Diacerein
M01A - NSAIDs and antirheumatic products, non-steroids
ATC M01AX21
Small molecule
Natural product
JFDA label: ART-50 50mg
Mechanism of Action
— Unknown
Indications
Approved
- Rheumatic Diseases — rheumatic disease
Off-label
- Arthritis, Rheumatoid
- Diabetes Mellitus, Type 2
- Epidermolysis Bullosa
- Epidermolysis Bullosa Simplex
- Gout
- Osteoarthritis
- Osteoarthritis, Hip
- Osteoarthritis, Knee
- Pemphigoid, Bullous
- Severe Acute Respiratory Syndrome
- Thrombocytopenia
Pregnancy & Lactation
Pregnancy
Chemistry & Properties
| Formula | C19H12O8 |
|---|---|
| Molecular weight | 368.3 g/mol |
| IUPAC name | 4,5-diacetyloxy-9,10-dioxoanthracene-2-carboxylic acid |
| CAS | 13739-02-1 |
| PubChem CID | 26248 |
| InChIKey | TYNLGDBUJLVSMA-UHFFFAOYSA-N |
| logP | 2.01 (XLogP 1.9) |
| Polar surface area | 124.04 Ų |
| H-bond acceptors / donors | 7 / 1 |
| Drug-likeness (QED) | 0.55 |
| Lipinski violations | 0 |
SMILES
CC(=O)Oc1cccc2c1C(=O)c1c(OC(C)=O)cc(C(=O)O)cc1C2=OBiology & Pharmacokinetics
Pharmacokinetics
| BBB penetrant | No |
|---|
Enzyme interactions
| Enzyme | Role | Detail |
|---|---|---|
| CYP2C8 | Inhibitor | — |
Transporters
BCRP (Inhibitor)BSEP (Inhibitor)BSEP (Inhibitor)MRP1 (Inhibitor)MRP2 (Inhibitor)MRP3 (Inhibitor)MRP4 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)OATP2B1 (Inhibitor)P-gp (Inhibitor)P-gp (Substrate)
Registered Products (1)
| Brand | Form / strength | Pack | Agent | Citizen (JOD) |
|---|---|---|---|---|
| ART-50 | Tablet 50 mg | 30 tab | Pharma International Company/ Jordan | 9.700 |