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Apoptosis Activator III, Embelin-CAS 550-24-3-Calbiochem
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| 产品编号 | 包装单位 | 单价(元) | 国内现货 | 国外库存 | 询价单 |
| 4152253 | 10 MG | 1870 |
产品别名
550-24-3
Apoptosis Activator III, Embelin-CAS 550-24-3-Calbiochem
Embelin, Embelia ribes, XIAP inhibitor, Embelin, 2,5-Dihydroxy-3-undecyl-1,4-benzoquinone
基本信息
| Empirical Formula【经验(实验)分子式】 | C17H26O4 |
| Molecular weight | 294.39 |
| MDL number | MFCD00016369 |
| General description【一般描述】 | A cell-permeable, benzoquinone compound that exhibits anti-tumor properties. Shown to specifically antagonize X-linked inhibitor of apoptosis- (XIAP) 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 using Smac peptide). Also selectively induces caspase-9-mediated apoptosis in prostate cancer cells expressing high levels of XIAP (IC50 = 3.7 µM for PC-3 cells and 5.7 µM for LnCap cells), while exhibiting lesser effects toward cells with low levels of XIAP (IC50 = 19.3 µM for WI-38 cells and 20.1 µM for PrEC cells). Reported to sensitize XIAP-overexpressing Jurkat cells to Etoposide- (Cat. No. 341245) induced apoptosis. A non-competitive PCAF (p300/CBP associated factor)-specific lysine acetyltransferase (KAT) inhibitor (IC50 = 7.2 µM). 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. A non-competitive PCAF (p300/CBP associated factor)-specific lysine acetyltransferase (KAT) inhibitor (IC50 = 7.2 µM). |
| Biochem/physiol Actions【生化/生理作用】 | Cell permeable: yes Primary Target BIR3 Product does not compete with ATP. Reversible: no Target IC50: 4.1 µM in antagonizing XIAP (X-linked inhibitor of apoptosis)-mediated inhibition of caspase-9 activation by directly targeting the Smac and caspase-9 binding domain BIR3 in a competitive binding assay with Smac peptide |
| Warning【警告】 | Toxicity: Standard Handling (A) |
| Analysis Note【分析说明】 | Single spot by TLC |
| Other Notes【其他说明】 | Modak, R., et al. 2013. ACS Chem. Biol.8, In press. Nikolovska-Coleska, Z., et al. 2004. J. Med. Chem.47, 2430. |
| Legal Information【法律信息】 | CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany |
产品性质
| Quality Level【质量水平】 | 100 |
| form【形式】 | solid |
| manufacturer/tradename | Calbiochem® |
| storage condition【储存条件】 | OK to freeze protect from light |
| color【颜色】 | orange |
| solubility【溶解性】 | DMSO: 10 mg/mL methanol: 5 mg/mL |
| shipped in【运输】 | ambient |
| storage temp.【储存温度】 | 2-8℃ |
| InChI | 1S/C17H26O4/c1-2-3-4-5-6-7-8-9-10-11-13-16(20)14(18)12-15(19)17(13)21/h12,18,21H,2-11H2,1H3 |
| InChI key | IRSFLDGTOHBADP-UHFFFAOYSA-N |
| packaging【包装】 | 10 mg in Plastic ampoule Packaged under inert gas |
安全信息
| Pictograms【象形图】 | GHS08 |
| Signal word【警示用语：】 | Warning |
| Hazard Statements | H361f |
| Precautionary Statements | P201 - P202 - P280 - P308 + P313 - P405 - P501 |
| Hazard Classifications【危险分类】 | Repr. 2 |
| Storage Class Code【储存分类代码】 | 11 - Combustible Solids |
| WGK | WGK 3 |
