Compound: Diacerein
SMILES: O=C1c2c(OC(=O)C)cc(C(=O)O)cc2C(=O)c3c1c(OC(=O)C)ccc3
InChIKey: TYNLGDBUJLVSMA-UHFFFAOYSA-N
Synonyms: Diacerein, 13739-02-1, Artrodar, Diacerhein, Diacetylrhein, Fisiodar, 1,8-DIACETOXY-3-CARBOXYANTHRAQUINONE, Diacereine, SF-277, Diacereina, Verboril, Zondar, Diora, 4,5-diacetyloxy-9,10-dioxoanthracene-2-carboxylic acid, Diacereinum, Rhein diacetate, 2-Anthracenecarboxylic acid, 4,5-bis(acetyloxy)-9,10-dihydro-9,10-dioxo-, M01AX21, AC-201, 4,5-Diacetoxyanthraquinone-2-carboxylic Acid, 4,5-Bis(acetyloxy)-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic Acid, M-01AX21, AC-203, NSC-758147, 4HU6J11EL5, DTXSID4045636, 9,10-Dihydro-4,5-dihydroxy-9,10-dioxo-2-anthroic acid, diacetate, DTXCID2025636, diacetyl-rhein, SF277, RefChem:586131, 237-310-2, DIACERIN, 4,5-diacetoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid, MFCD00468030, Diacerhein; Diacetylrhein, 4,5-bis(acetyloxy)-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid, MLS000028577, 4,5-Diacetylrhein, NCGC00018274-04, SMR000058958, Diacerein [INN], Diacereine [French], Diacereinum [Latin], C19H12O8, Diacereina [Spanish], 4,5-diacetoxy-9,10-diketo-anthracene-2-carboxylic acid, 4,5-diacetyloxy-9,10-dioxo-2-anthracenecarboxylic acid, Rhein, diacetate, 112118-18-0, CAS-13739-02-1, SR-01000003156, EINECS 237-310-2, BRN 2184909, UNII-4HU6J11EL5, Gesamtmatrix, ART 50, Artrodar;, 1,8-Diacetoxyanthraquinone-3-carboxylic acid, Diacerein CRS, Zondar (TN), Diacerein (Standard), Diacerein [M+H]+, 4,5-Diacetylrhei  n, Spectrum_001876, SpecPlus_000643, 4,5-Diacetoxy-9,10-dihydro-9,10-dioxo-2-anthrylcarbonsaeure, 9,10-Dihydro-4,5-diacetoxy-9,10-2-anthracenecarboxylic acid, DIACEREIN [MI], Diacerein (USAN/INN), Diacerein [USAN:INN], DIACEREIN [USAN], 9,10-Dihydro-4,5-dihydroxy-9,10-dioxo-2-anthroic acid diacetate, Spectrum2_000823, Spectrum3_000937, Spectrum4_001036, Spectrum5_001819, Diacerein impurity mixture, DIACEREIN [MART.], DIACEREIN [WHO-DD], SCHEMBL25784, KBioGR_001591, KBioSS_002400, RHEIN DIACETATE [MI], 3-10-00-04790 (Beilstein Handbook Reference), cid_26248, CHEMBL41286, DivK1c_006739, SPECTRUM1502010, Diacerein - Bio-X trade mark, Diacerein impurity mixture CRS, SPBio_000745, orb1309160, 4,5-diacetoxy-9,10-dioxo-anthracene-2-carboxylic acid, DIACEREIN [EP MONOGRAPH], Diacerein, >=95% (HPLC), SCHEMBL29423907, SCHEMBL29944894, BDBM32018, CHEBI:94708, GTPL10800, HY-N0283R, KBio1_001683, KBio2_002395, KBio2_004963, KBio2_007531, KBio3_001974, HMS3652D06, HMS3714B20, HMS5082H22, Pharmakon1600-01502010, ALBB-038654, HY-N0283, WHO 5371, Tox21_110856, 4,5-diacetoxy-9,10-dihydro-9,10-dioxoanthracene-2-carboxylic acid, BBL011075, CCG-40287, EBC-26814, NSC758147, s4267, STK802271, 2-ANTHROIC ACID, 9,10-DIHYDRO-4,5-DIHYDROXY-9,10-DIOXO-, DIACETATE, AKOS005622705, Tox21_110856_1, DB11994, FD21422, KS-5088, KW-4800, NSC 758147, NCGC00018274-01, NCGC00018274-02, NCGC00018274-03, NCGC00018274-05, NCGC00022114-03, BD164367, SBI-0052833.P002, D4061, NS00018043, SW199355-2, D07270, AB00053327_14, EN300-7368632, Q413178, SR-01000003156-2, SR-01000003156-3, SR-01000003156-4, BRD-K69122748-001-09-3, BRD-K69122748-001-10-1, BRD-K69122748-001-11-9, Diacerein, European Pharmacopoeia (EP) Reference Standard, 4,5-diacetyloxy-9,10-bis(oxidanylidene)anthracene-2-carboxylic acid, 4,5-bis(acetoxy)-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic acid
Theoretical properties:
molecular_formula: C19H12O8
molecular_weight: 368.3 g/mol
exact_mass: 368.05321734 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 5
heavy_atom_count: 27
topological_polar_surface_area: 124 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 4,5-diacetyloxy-9,10-dioxo-2-anthracenecarboxylic acid is an anthraquinone.
chembl: DIACEREIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: 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.