Acitretin

Acitretin is a retinoid and an active metabolite of the retinoid etretinate (Cay-19878) that has antiproliferative activities. It binds to cellular retinoic acid binding protein I (CRABP-I) and CRABP-II (Kds = 3 and 15 nM, respectively, for the mouse recombinant proteins) but has low affinity for human recombinant retinoic acid receptor-retinoid X receptor (RAR-RXR) heterocomplexes. Acitretin inhibits proliferation (IC50 = 6.6 µM) and suppresses TNF-alpha- and IFN-gamma-induced protein levels of STAT1, NF-?B, and RANTES in HaCaT keratinocytes when used at concentrations up to 50 µM. It inhibits proliferation of HL-60, SCC4, SCC15, and A431, but not MCF-7, cancer cells, when used at a concentration of 30 µM. Acitretin (20 µg per mouse) decreases the severity of psoriatic-like skin lesions in K14-VEGF transgenic mice. Formulations containing acitretin have been used in the treatment of psoriasis.Formal Name: (2E,4E,6E,8E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid. CAS Number: 55079-83-9. Synonyms: all-trans Acitretin, Ro 10-1670, Ro 10-1670/000. Molecular Formula: C21H26O3. Formula Weight: 326.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 5 mg/ml, DMF:PBS (pH 7.2) (1:4): 0.2 mg/ml, DMSO: 1 mg/ml. lambdamax: 357 nm. SMILES: CC1=C(OC)C=C(C)C(/C=C/C(C)=C/C=C/C(C)=C/C(O)=O)=C1C. InChi Code: InChI=1S/C21H26O3/c1-14(8-7-9-15(2)12-21(22)23)10-11-19-16(3)13-20(24-6)18(5)17(19)4/h7-13H,1-6H3,(H,22,23)/b9-7+,11-10+,14-8+,15-12+. InChi Key: IHUNBGSDBOWDMA-AQFIFDHZSA-N.