| CAS |
550-24-3 |
| Chinese Name |
酸藤子酚 |
| English Name |
Embelin |
| Synonyms |
恩贝酸;恩贝灵;Emberine;NSC 91874;Embelic acid |
| Molecular Formula |
C17H26O4 |
| Molecular Weight |
294.39 |
| Solubility |
Soluble in DMSO |
| Purity |
HPLC≥98% |
| Appearance |
Yellow to brown Solid |
| Storage |
Powder:2-8℃，2 years;Insolvent(Mother Liquid):-20℃，6 months;-80℃，1 year |
| EC |
EINECS 208-979-8 |
| MDL |
MFCD00016369 |
| SMILES |
O=C1C(O)=C(CCCCCCCCCCC)C(C(O)=C1)=O |
| InChIKey |
IRSFLDGTOHBADP-UHFFFAOYSA-N |
| InChI |
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 |
| PubChem CID |
3218 |
| Target Point |
XIAP |
| Passage |
Apoptosis |
| Background |
Embelin is a potent, non-peptide inhibitor of cellular permeability of XIAP. |
| Biological Activity |
Embelin is a fairly potent, nonpeptidic, cell-permeable, small-molecule inhibitor of XIAP and represents a promising lead compound for designing an entirely new class of anticancer agents that target the BIR3 domain of XIAP.[1]Embelin is a novel NF-kappaB blocker and potential suppressor of tumorigenesis.[2] |
| In Vitro |
Embelin inhibited sequentially the TNFalpha-induced activation of the inhibitory subunit of NF-kappaBalpha(IkappaBalpha)kinase，IkappaBalpha phosphorylation，IkappaBalpha degradation，and p65 phosphorylation and nuclear translocation. Embelin also suppressed NF-kappaB-dependent reporter gene transcription induced by TNFalpha，TNF receptor-1(TNFR1)，TNFR1-associated death domain protein，TNFR-associated factor-2，NF-kappaB-inducing kinase，and IkappaBalpha kinase but not by p65.[2] |
| Cell Experiment |
Embelin inhibits cell growth，induces apoptosis，and activates caspase-9 in prostate cancer cells with high levels of XIAP，but has a minimal effect on normal prostate epithelial and fibroblast cells with low levels of XIAP. In stably XIAP-transfected Jurkat cells，embelin effectively overcomes the protective effect of XIAP to apoptosis and enhances the etoposide-induced apoptosis and has a minimal effect in Jurkat cells transfected with vector control.[1] |
| Data Literature Source |
[1]. Nikolovska-Coleska Z，Xu L，Hu Z，Tomita Y，Li P，Roller PP，Wang R，Fang X，Guo R，Zhang M，Lippman ME，Yang D，Wang S. 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. 2004 May 6;47(10):2430-40.
[2]. Ahn KS，Sethi G，Aggarwal BB. Embelin，an inhibitor of X chromosome-linked inhibitor-of-apoptosis protein，blocks nuclear factor-kappaB (NF-kappaB) signaling pathway leading to suppression of NF-kappaB-regulated antiapoptotic and metastatic gene products. Mol Pharmacol. 2007 Jan;71(1):209-19. |
| Unit |
Bottle |
| Specification |
10mg 10mM*1mL in DMSO 50mg |
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