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Description: Inhibitor of X-linked inhibitor of apoptosis (XIAP); cell-permeable and antitumor
Chemical Name: 2,5-Dihydroxy-3-undecyl-2,5-cyclohexadiene-1,4-dione
Purity: ≥98% (HPLC)
Biological Activity for Embelin
Embelin is a 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 for Embelin
| M. Wt | 294.39 |
| Formula | C17H26O4 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 550-24-3 |
| PubChem ID | 3218 |
| InChI Key | IRSFLDGTOHBADP-UHFFFAOYSA-N |
| Smiles | OC=1C(=O)C(CCCCCCCCCCC)=C(C(=O)C1)O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Product Datasheets for Embelin
References for Embelin
References are publications that support the biological activity of the product.
Chitra et al (1994) Antitumor, anti-inflammatory and analgesic property of embelin, a plant product. Chemotherapy 40 109 PMID: 7510605
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
Modak et al (2013) Probing p300/CBP associated factor (PCAF)-dependent pathways with a small molecule inhibitor. ACS Chem.Biol. 8 1311 PMID: 23570531
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Keywords: Embelin, Embelin supplier, inhibitors, inhibits, X-linked, apoptosis, XIAP, cell-permeable, antitumor, c-IAP, Inhibitor, of, Apoptosis, (IAP), 2156, Tocris Bioscience
1 Citation for Embelin
Citations are publications that use Tocris products. Selected citations for Embelin include:
Barbelanne et al (2013) Pathogenic NPHP5 mutations impair protein interaction with Cep290, a prerequisite for ciliogenesis. Hum Mol Genet 22 2482 PMID: 23446637
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Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
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Programmed Cell Death Poster
There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.
Pathways for Embelin
