Embelin

Cat. No. 2156

Embelin C17H26O4 [550-24-3]

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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.

Certificate of Analysis / Safety Data Sheet

Certificate of Analysis: View current batch
Safety Data Sheet: View Safety Data Sheet

Modak et al (2013) Probing p300/CBP associated factor (PCAF)-dependent pathways with a small molecule inhibitor. ACS Chem.Biol. 8 1311. PMID: 23570531.

Nikolovska-Coleska et al (2004) 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. J.Med.Chem. 47 2430. PMID: 15115387.

Chitra et al (1994) Antitumor, anti-inflammatory and analgesic property of embelin, a plant product. Chemotherapy 40 109. PMID: 7510605.

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Keywords: Embelin, supplier, inhibitors, inhibits, X-linked, apoptosis, XIAP, cell-permeable, antitumor, c-IAP, Tocris Bioscience, Inhibitor of Apoptosis Inhibitor products

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