Acitretin-d3

Acitretin-d3 is intended for use as an internal standard for the quantification of acitretin (Cay-20853) by GC- or LC-MS. 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, SCC-4, SCC-15, 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-d3)-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid. Molecular Formula: C21H23D3O3. Formula Weight: 329.5. Purity: >99% deuterated forms (d1-d3). Formulation: (Request formulation change), A solid. Solubility: DMSO: soluble. SMILES: CC1=C(OC([2H])([2H])[2H])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+/i6D3. InChi Key: IHUNBGSDBOWDMA-FDNRGZQGSA-N.