embelin basic information
product name: embelin
synonyms: 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
cas: 550-24-3
mf: c17h26o4
mw: 294.39
einecs: 208-979-8
product categories: anthraquinones, hydroquinones and quinones;caspases/apoptosis;inhibitors
mol file: 550-24-3.mol
embelin structure
embelin chemical properties
melting point 142-143°c
density 1.131
storage temp. store at +4°c
solubility dmso: >10 mg/ml
form solid
sensitive light sensitive
safety information
wgk germany 3
rtecs dk4230000
msds information
provider language
sigmaaldrich english
embelin usage and synthesis
chemical properties orange solid
uses embelin is a natural benzoquinone found in plants of the myrsinaceae family. embelin has a wide range of biological activity as it inhibits the growth of bacteria, fungi, protozoa and parasites. embel in also displays contraceptive and pro-apoptotic properties.
definition chebi: a member of the class of dihydroxy-1,4-benzoquinones that is 2,5-dihydroxy-1,4-benzoquinone which is substituted by an undecyl group at position 3. isolated from lysimachia punctata and embelia ribes, it exhibits antimicrobial, an ineoplastic and inhibitory activity towards hepatitis c protease.
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 .
embelin preparation products and raw materials