Asarinin

Asarinin is a lignan that has been found in A. sieboldii. It is an epimer of sesamin (Cay-70310) and a noncompetitive inhibitor of Delta5-desaturase (Ki = 0.28 mM). It is selective for Delta5-desaturase over Delta6- and Delta9-desaturase. Asarinin is cytotoxic to A2780 and SKOV3 ovarian cancer cells (IC50s = 38.45 and 60.87 µM, respectively) but not immortalized ovarian surface epithelial cells (IC50 = >200 µM). It induces apoptosis and activates caspase-3, -8, and -9 in A2780 and SKOV3 cells.Formal Name: 5,5'-[(1R,3aS,4S,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis-1,3-benzodioxole. CAS Number: 133-04-0. Synonyms: (-)-Asarinin, L-Asarinin, Desgeranyloxyarmatumin, (-)-Episesamin. Molecular Formula: C20H18O6. Formula Weight: 354.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 20mg/mL, DMSO: 10mg/mL, DMSO:PBS (pH 7.2) (1:4): 0.2mg/mL. lambdamax: 237, 288 nm. SMILES: [H][C@]1([C@@H](C2=CC(OCO3)=C3C=C2)OC4)[C@]4([H])[C@H](C5=CC(OCO6)=C6C=C5)OC1. InChi Code: InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19-,20+/m1/s1. InChi Key: PEYUIKBAABKQKQ-FQZPYLGXSA-N. Origin: Plant/Magnoliae flos.