(+)-Bicuculline

(HB0896)

Product overview

  • Name
    (+)-Bicuculline
  • Short description
    Prototypic, competitive GABAA receptor antagonist
  • Biological description

    Prototypic, competitive GABAA receptor antagonist which displaces GABA from the agonist binding site to prevent receptor activation. 

    Also acts as a negative allosteric inhibitor of channel opening to inhibit GABAA receptor activation by anaesthetic agents.


    Reversibly and competitively blocks GABAA receptor mediated currents. Widely used to isolate glutamate receptor mediated EPSCs (excitatory postsynaptic potentials).


    Shows convulsant action and induces epilepsy.

    Water soluble methiodidemethochloride and methobromide salts also available.

  • Alternative names
    BIC
  • Biological action
    Antagonist
  • Our products in action

Properties

  • Chemical name
    [R-(R*,S*)]-6-(5,6,7,8-Tetrahydro-6 -methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)furo[3, 4-e]-1,3-benzodioxol-8(6H)-one
  • Molecular Weight
    367.36
  • Chemical structure
    (+)-Bicuculline  [485-49-4]
  • Purity
    >99%
  • Molecular Formula
    C20H17NO6
  • CAS Number
    485-49-4
  • PubChem identifier
    10237
  • SMILES
    CN1CCC2=CC3=C(C=C2[C@H]1[C@H]4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3
  • InChi
    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
  • InChiKey
    IYGYMKDQCDOMRE-ZWKOTPCHSA-N
  • MDL number
    MFCD00005006

Storing and Using Your Product

  • Storage instructions
    +4°C
  • Solubility overview
    Soluble in ethanol (5mM, gentle warming) and in DMSO (100mM)

References for (+)-Bicuculline

  • Advantages of an antagonist: bicuculline and other GABA antagonists.

    Johnston GA (2013) Br J Pharmacol 169(2) : 328-36.
    PubMedID: 23425285
  • Differential effects of iontophoretic in vivo application of the GABA(A)-antagonists bicuculline and gabazine in sensory cortex.

    Kurt S et al (2006) Hear Res 212(1-2) : 224-35.
    PubMedID: 16442250
  • [Bicuculline inhibits airway remodeling in a murine model of chronic asthma].

    Zhu T et al (2010) Nan Fang Yi Ke Da Xue Xue Bao 30(4) : 842-6.
    PubMedID: 20423862

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