(-)-Securinine

(-)-Securinine is an alkaloid originally isolated from S. suffructicosa. It reduces proliferation of SW480 colon adenocarcinoma cells in a dose- and time-dependent manner via increased Beclin 1 expression and induction of autophagy. It decreases viability of HL-60 leukemia cells (IC50s = 47.88, 23.85, and 18.87 µM at 24, 48, and 72 hours post-treatment, respectively). It also induces cell cycle arrest at the G1/S phase and decreases PI3K, Akt, and mTOR gene expression in a dose-dependent manner. (-)-Securinine inhibits GABA and GABA-activated benzodiazepine binding to rat brain membranes (IC50s = 57 and 101 µM, respectively). In vivo, (-)-securinine (5.2 mg/kg) induces clonic and tonic convulsions in mice, an effect that is reversed by administration of GABA.Formal Name: (6S,11aR,11bS)-9,10,11,11a-tetrahydro-8H-6,11b-methanofuro[2,3-c]pyrido[1,2-a]azepin-2(6H)-one. CAS Number: 5610-40-2. Synonyms: NSC 107413, L-Securinine. Molecular Formula: C13H15NO2. Formula Weight: 217.3. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 33 mg/ml, DMF:PBS (pH 7.2) (1:4): 0.20 mg/ml, DMSO: 20 mg/ml, Ethanol: 16 mg/ml. lambdamax: 254 nm. SMILES: [H][C@]12N(CCCC2)[C@@]([H])(CC13O4)C=CC3=CC4=O. InChi Code: InChI=1S/C13H15NO2/c15-12-7-9-4-5-10-8-13(9,16-12)11-3-1-2-6-14(10)11/h4-5,7,10-11H,1-3,6,8H2/t10-,11-,13?/m1/s1. InChi Key: SWZMSZQQJRKFBP-KKPNGEORSA-N.