| Identification | |
| Name: | 2,5-Cyclohexadiene-1,4-dione,2,5-dihydroxy-3-undecyl- |
| Synonyms: | Embelin(6CI); p-Benzoquinone, 2,5-dihydroxy-3-undecyl- (7CI,8CI);2,5-Dihydroxy-3-undecyl-1,4-benzoquinone; Embelic acid; Emberine; NSC 91874 |
| CAS: | 550-24-3 |
| EINECS: | 208-979-8 |
| Molecular Formula: | C17H26 O4 |
| Molecular Weight: | 294.43 |
| InChI: | InChI=1/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 |
| Molecular Structure: |  |
| Properties | |
| Melting Point: | 142-143°C |
| Flash Point: | 229.1°C |
| Boiling Point: | 431.9°C at 760 mmHg |
| Density: | 1.131g/cm3 |
| Refractive index: | 1.537 |
| Specification: |
Embelic acid with cas registry number of 550-24-3 is also known as 2,5-Dihydroxy-3-undecyl-p-benzoquinon ; 4-Dione,2,5-dihydroxy-3-undecyl-5-cyclohexadiene-1 ; Embelicacid ; Emberine ; Apoptosis activator III ; Embelin ; 2,5-Dihydroxy-3-undecyl-1,4-benzoquinone ; 2,5-Dihydroxy-3-undecyl-2,5-cyclohexadiene-1,4-dione . It can be soluble in the usual hot organic solvents or in alkali hydroxide solvents but it is practically insoluble in water. Embelic acid is used as an anthelminthic and potent oral contraceptive. |
| Biological Activity: | Cell-permeable, non-peptide inhibitor of X-linked inhibitor of apoptosis (XIAP) (IC 50 = 4.1 μ M 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 (IC 50 4-6 μ M), but has a weaker effect on normal prostate cells (IC 50 = 19-20 μ M). Overcomes the protective effect of XIAP on apoptosis in XIAP-transfected Jurkat cells. Anti-tumor, analgesic and anti-inflammatory in vivo . |
| Flash Point: | 229.1°C |
| Safety Data | |
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