(-)-Deguelin

(-)-Deguelin is a rotenoid that has been found in T. vogelii and has diverse biological activities. It inhibits mitochondrial complex I, also known as NADH dehydrogenase, activity in bovine heart electron transport particles and phorbol 12-myristate 13-acetate-induced ornithine decarboxylase (ODC) activity in MCF-7 breast cancer cells (IC50s = 6.9 and 11 nM, respectively). (-)-Deguelin (100 nM) induces apoptosis in MCF-7 and SK-BR-3 breast cancer cells. It induces mortality in adult bruchid beetles (C. maculatus) when used at concentrations ranging from 10 to 500 ppm. (-)-Deguelin (6 mg/kg) induces nigrostriatal dopaminergic degeneration in rats.Formal Name: 13,13aS-dihydro-9,10-dimethoxy-3,3-dimethyl-3H-[1]benzopyrano[3,4-b]pyrano[2,3-h][1]benzopyran-7(7aS)-one. CAS Number: 522-17-8. Synonyms: (-)-cis-Deguelin. Molecular Formula: C23H22O6. Formula Weight: 394.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMF:PBS (pH 7.2) 1:4: 0.33 mg/ml, DMSO: 25 mg/ml, Ethanol: Insoluble*. lambdamax: 238, 252, 270, 297 nm. SMILES: COC1=CC2=C(C=C1OC)OC[C@]3([H])[C@@]2([H])C(C(C=CC4=C5C=CC(C)(C)O4)=C5O3)=O. InChi Code: InChI=1S/C23H22O6/c1-23(2)8-7-12-15(29-23)6-5-13-21(24)20-14-9-17(25-3)18(26-4)10-16(14)27-11-19(20)28-22(12)13/h5-10,19-20H,11H2,1-4H3/t19-,20+/m1/s1. InChi Key: ORDAZKGHSNRHTD-UXHICEINSA-N.