2,5-Dihydroxy-3-undecyl-1,4-benzoquinone Embelin, Embelia ribes XIAP inhibitor, Embelin Orange solid. PROTECT FROM LIGHT. PACKAGED UNDER INERT GAS. A cell-permeable benzoquinone compound that exhibits antitumor properties. Specifically antagonizes XIAP (X-linked inhibitor of apoptosis)-mediated inhibition of caspase-9 activation by directly targeting the Smac and caspase-9 binding domain BIR3 (IC50 = 4.1 µM in a competitive binding assay with Smac peptide). Selectively induces caspase-9-mediated apoptosis in prostate cancer cells with high levels of XIAP (IC50 = 3.7 and 5.7 µM for PC-3 and LnCap, respectively), while exhibiting much less effect towards cells with low level XIAP (IC50 = 19.3 and 20.1 µM for WI-38 and PrEC, respectively). Also shown to sensitize XIAP overexpressing Jurkat cells to Etoposide -induced apoptosis. Purity: Single spot by TLC. CAS 550-24-3. Ref.: Nikolovska-Coleska, Z., et al. 2004. J. Med. Chem. 47, 2430. |