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    (+)-Bicuculline
    (+)-Bicuculline

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V1287
    CAS #: 485-49-4Purity ≥98%

    Description: (+)-Bicuculline (BRN-0098786; NSC-32192; BRN0098786; NSC32192), a phthalide-isoquinoline-based natural product isolated from Dicentra cucullaria, is a novel, light-sensitive and competitive antagonist of GABAA receptors with an IC50 of 2 μM. It induces clonic and tonic-clonic seizures after systemic administration.

    References: Pflugers Arch. 1999 Aug;438(3):314-21; Eur J Pharmacol. 2003 Mar 7;464(1):1-8.

    Related CAS: 53552-05-9 [(−)-Bicuculline methochloride]; 40709-69-1 (Bicuculline methiodide)

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    Molecular Weight (MW)367.35
    FormulaC20H17NO6
    CAS No.485-49-4
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 21 mg/mL (57.2 mM)
    Water:<1 mg/mL
    Ethanol: <1 mg/mL
    Other info
    Chemical Name: (R)-6-((S)-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-[1,3]dioxolo[4,5-e]isobenzofuran-8(6H)-one
    InChi Key: IYGYMKDQCDOMRE-ZWKOTPCHSA-N
    InChi Code: InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m0/s1
    SMILES Code: O=C1O[[email protected]@H]([[email protected]]2N(C)CCC3=CC4=C(OCO4)C=C23)C5=CC=C(OCO6)C6=C51 
    Synonymsd-Bicuculline; Bicculine; Bicucullin; BRN 0098786; NSC 32192; BRN0098786; NSC32192; BRN-0098786; NSC-32192 


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    In Vitro

    In vitro activity: (+)-Bicuculline (1-100μM) dose-dependently inhibits the Cl- conductance generated by 40 μM GABA. (+)-Bicuculline also inhibits the agonist action of GABA at 40 μM at α1β2γ2L receptors. (+)-Bicuculline at 1 and 3 μM increases GABA EC50 values 1.6 times (41.0-67.0 μM) and 3.6 times (36.1-129.0 μM), respectively. Atα1β2γ2L GABAA receptors, (+)-bicuculline displays the general property of the competitive antagonist, producing a parallel shift of GABA concentration-effect curves and having no effect on the maximal response of GABA. In addition to being a potent GABAA receptor antagonist, (+)-bicuculine also blocks Ca2+-activated potassium channels. 

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    ReferencesPflugers Arch. 1999 Aug;438(3):314-21; Eur J Pharmacol. 2003 Mar 7;464(1):1-8.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

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