Embelin

Embelin is a benzoquinone that has been found in E. ribes and has diverse biological activities. It inhibits viral replication of the influenza A subtype H1N1 and the influenza B subtype Victoria-like in MDCK cells (IC50s = 0.3 and 0.2 µM, respectively). It is also an inhibitor of X-linked inhibitor of apoptosis (XIAP, IC50 = 4.1 µM in a fluorescence polarization assay). Embelin (20-50 µM) induces apoptosis and increases caspase-9 levels in PC3 prostate cancer cells. It completely inhibits TNF-alpha-induced NF-kappaB and IkappaB kinase (IKK) activation and inhibits TNF-alpha-induced IkappaBalpha phosphorylation in KBM5 human myeloid cells when used at a concentration of 50 µM. It is active against the Gram-positive bacteria B. subtilis, S. aureus, and M. luteus (MICs = 20, 20, and 25 µg/ml, respectively) and the Gram-negative bacteria P. aeruginosa, K. pneumoniae, and E. coli (MICs = 25, 25, and 45 µg/ml, respectively).Formal Name: 2,5-dihydroxy-3-undecyl-2,5-cyclohexadiene-1,4-dione. CAS Number: 550-24-3. Synonyms: NSC 91874. Molecular Formula: C17H26O4. Formula Weight: 294.4. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 5 mg/ml, DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml, DMSO: 3 mg/ml. lambdamax: 289 nm. SMILES: O=C(C(O)=C1)C(CCCCCCCCCCC)=C(O)C1=O. 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. InChi Key: IRSFLDGTOHBADP-UHFFFAOYSA-N. Origin: Plant/Embelia ribes.