(-)-Bicuculline methochloride

(-)-Bicuculline methochloride is an enantiomer of the GABA antagonist (+)-bicuculline methochloride. It increases the firing rate in rat cortical neurons similar to the (+) isomer but lacks GABA antagonist activity. (-)-Bicuculline methochloride inhibits sodium-independent GABA receptor binding with an IC50 value of 500 µM, which is approximately 100-fold less potent than (+)-bicuculline methochloride, but there is no stereoselectivity for sodium-dependent GABA receptor binding.Formal Name: (5R)-5-[(6S)-6,8-dihydro-8-oxofuro[3,4-e]-1,3-benzodioxol-6-yl]-5,6,7,8-tetrahydro-6,6-dimethyl-1,3-dioxolo[4,5-g]isoquinolinium, monochloride. CAS Number: 53552-05-9. Molecular Formula: C21H20NO6 . Cl. Formula Weight: 417.8. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 30 mg/ml, PBS (pH 7.2): 10 mg/ml. lambdamax: 223, 296, 326 nm. SMILES: O=C(O1)C2=C(C=CC3=C2OCO3)[C@@]1([H])[C@@]4([H])C5=CC6=C(OCO6)C=C5CC[N+]4(C)C.[Cl-]. InChi Code: InChI=1S/C21H20NO6.ClH/c1-22(2)6-5-11-7-15-16(26-9-25-15)8-13(11)18(22)19-12-3-4-14-20(27-10-24-14)17(12)21(23)28-19,/h3-4,7-8,18-19H,5-6,9-10H2,1-2H3,1H/q+1,/p-1/t18-,19+,/m1./s1. InChi Key: RLJKFAMYSYWMND-VOMIJIAVSA-M.