Catalog Number: 2156
Chemical Name: 2,5-Dihydroxy-3-undecyl-2,5-cyclohexadiene-1,4-dione
Biological Activity
Cell-permeable, non-peptide inhibitor of X-linked inhibitor of apoptosis (XIAP) (IC50 = 4.1 μM in competition binding assay with Smac peptide); binds to the BIR3 domain, preventing XIAP interaction with caspase-9 and Smac. Inhibits cell growth, induces apoptosis and activates caspase-9 in prostate cancer cells (IC50 4 - 6 μM), but has a weaker effect on normal prostate cells (IC50 = 19 - 20 μM). Overcomes the protective effect of XIAP on apoptosis in XIAP-transfected Jurkat cells. Anti-tumor, analgesic and anti-inflammatory in vivo.
Technical Data
  • M.Wt:
    294.39
  • Formula:
    C17H26O4
  • Solubility:
    Soluble to 10 mM in ethanol with gentle warming and to 100 mM in DMSO
  • Purity:
    >98%
  • Storage:
    Store at +4°C
  • CAS No:
    550-24-3
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis. All Tocris products are intended for laboratory research use only.
Background References
  1. Probing p300/CBP associated factor (PCAF)-dependent pathways with a small molecule inhibitor.
    Modak et al.
    ACS Chem.Biol., 2013;8:1311
  2. Antitumor, anti-inflammatory and analgesic property of embelin, a plant product.
    Chitra et al.
    Chemotherapy, 1994;40:109
  3. Discovery of embelin as a cell-permeable, small-molecular weight inhibitor of XIAP through structure-based computational screening of a traditional herbal medicine three-dimensional structure database.
    Nikolovska-Coleska et al.
    J.Med.Chem., 2004;47:2430

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