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    Embelin
    Embelin

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V0054
    CAS #: 550-24-3Purity ≥98%

    Description: Embelin, a naturally occuring quinone compound isolated from the Japanese Ardisia herb, is a potent and cell-permeable inhibitor of X-linked inhibitor of apoptosis (XIAP) with IC50 of 4.1 μM in a cell-free assay. Embelin was shown to exhibit anti-tumor and anti-inflammatory activity in cells. Additionally, embelin was reported to prevent NF-κB activation by inhibiting IKK and thus resulted in suppression of NF-κB-regulated anti-apoptotic and metastatic gene expression. Treatment of PC-3 cells with 25 and 50 μM of embelin for 48 h, 30% and 75% of cells undergo apoptosis, representing approximately 3-and 9-fold increase as compared to untreated cells.

    References:  [1] Nikolovska-Coleska Z, et al. J Med Chem, 2004, 47(10), 2430-2440.[2] Schaible AM, et al. Biochem Pharmacol, 2013, 86(4), 476-486.

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    Molecular Weight (MW)294.39
    FormulaC17H26O4
    CAS No.550-24-3
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 59 mg/mL (200.41 mM)
    Water: <1 mg/mL (slightly soluble or insoluble)
    Ethanol: 12 mg/mL (40.76 mM)
    Other info

    Synonym: NSC91874; NSC91874; NSC 91874; Embelin; Emberine; Embelic acid.

    Chemical Name: 2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione

    InChi Key: IRSFLDGTOHBADP-UHFFFAOYSA-N

    InChi Code: 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

    SMILES Code: O=C1C(O)=C(CCCCCCCCCCC)C(C(O)=C1)=O

    Chemical Name2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione


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    In VitroEmbelin from the Japanese Ardisia herb is a small-molecular inhibitor that binds to the XIAP BIR3 domain with which Smac and caspsase-9 bind. Embelin inhibits cell growth of both PC-3 and LNCap cells in a dose-dependent manner, with IC50 values of 3.7 and 5.7 μM. While, the toxicity of Embelin in normal PrEC and in WI-38 cells is much lower with IC50 values of 20.1 μM and 19.3 μM.
    In VivoEmbelin has also been used extensively in various animal models to study the role of XIAP. In the azoxymethane/dextran sulfate sodium (AOM/DSS) induced colitis-associated cancer (CAC) model, embelin reduced both incidence and tumor size in mice by inhibiting proliferation of tumor epithelial cells and suppressing IL6 expression and IL6-activated STAT3 in vivo.
    Animal modelAOM/DSS-induced colitis-associated cancer (CAC) model
    Formulation & Dosage50 mg/kg/day; p.o.
    ReferencesMol Cancer Ther 2014,13:1206-1216.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

    Embelin
    Oncol Lett. 2015 Aug;10(2):921-926.



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