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20-September-2008 09:55:55 - Bicuculline Bicuculline Systematic IUPAC name Bicuculline Identifiers CAS number 485-49-4 ATC code ? PubChem 10237 Chemical data Formula C20H17NO6 Mol. mass 367.352 g/mol SMILES eMolecules PubChem Pharmacokinetic data Bioavailability ? Metabolism ? Half life ? Excretion ? Therapeutic considerations Pregnancy cat. ? Legal status Routes ? Bicuculline BIC is a light-sensitive competitive antagonist of GABAA receptors. It was originally identified in 1932 in plant alkaloid extracts1 and has been isolated from Dicentra cucullaria, Adlumia fungosa, Fumariaceae, and several Corydalis species. Since it blocks the inhibitory action of GABA receptors, the action of bicuculline mimics epilepsy. This property is utilised in laboratories across the world in the in vitro study of epilepsy, generally in hippocampal or cortical neurons in prepared brain slices from rodents. This compound is also routinely used to isolate glutamatergic excitatory amino acid receptor function. The action of bicuculline is primarily on the ionotropic GABAA receptors, which are ligand-gated ion channels concerned chiefly with the passing of chloride ions across the cell membrane, thus promoting an inhibitory influence on the target neuron. These receptors are the major targets for benzodiazepines and related anxiolytic drugs. The half-maximal IC50 effect of bicuculline on GABAA receptors is 3 μM. In addition to being a potent GABAA receptor antagonist, bicuculine can be used to block Ca2+-activated potassium channels 2. Sensitivity to bicuculline is defined by IUPHAR as a major criterion in the definition of GABAA receptors - however in recent years a new class of ionotropic GABA receptor, defined variously as GABAAOR or GABAC has been characterised, which is insensitive to both benzodiazepines and bicuculline. A water soluble form of bicuculline, bicuculline methiodide, is soluble in water to a concentration of 10 mg/mL. References ^ Manske, Can. J. Res. 7:265, 1932 ^ Khawaled R, Bruening-Wright A, Adelman JP, Maylie J 1999 Bicuculline block of small-conductance calcium-activated potassium channels. Pflügers Arch 438: 314-321 Tablets This pharmacology-related article is a stub. Retrieved from http://en..org/wiki/Bicuculline Categories: GABA antagonists | Pharmacology stubs Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page This page was last modified on 5 August 2008, at 00:59
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