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(+)-Bicuculline(D-Bicuculline;NSC 32192) CAS:485-49-4 右旋畢靈堿(荷包牡丹堿)
Description:Pale yellow crystalline powder
Purity(HPLC):min.99.0%
Classical GABAA antagonist (+)-Bicuculline(D-Bicuculline;NSC 32192) CAS:485-49-4
Product Name: (+)-Bicuculline;D-Bicuculline
Synonyms: D-Bicuculline;(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; (6R)-6-[(5S)-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]furo[3,4-e][1,3]benzodioxol-8(6H)-one; 6-[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[4,3-g][1,3]benzodioxol-8-one; (5S)-6-methyl-5-[(6R)-8-oxo-6,8-dihydrofuro[3,4-e][1,3]benzodioxol-6-yl]-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-6-ium; (S)-6-((S)-5,6,7,8-Tetrahydro-6-methyl-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)isobenzofuro[4,5-d][1,3]dioxol-8(6H)-one
CAS No.: 485-49-4
Molecular Formula: C20H17NO6
Molecular Weight: 367.36
Occurrence: Found in Dicentra cucullaria (L.) Bernh., Adlumia fungosa (Ait.) Greene, Fumariaceae, and several Corydalis species.
Appearance: Elongated plates from chloroform-menthanol or pale yellow crystalline powder
Solubility: Soluble in benzene, chloroform, ethyl acetate. Sparingly soluble in alcohol and ether,practically not in water.
Purity by HPLC: >99%
Biological Description: (+)-Bicuculline is GABAA receptor antagonist
Applications: Alkaloid naturally occurring in the d-form. Shows GABA antagonist activity.
Ionotropic GABAA receptors are ligand-gated ion channels that facilitate the passing of chloride ions across the cell membrane and promote an inhibitory influence on target neurons. These receptors are the major targets for benzodiazepines and related anxiolytic drugs. Bicuculline is a competitive GABAA receptor antagonist that can act as an allosteric inhibitor at GABAA receptors.At 100 μM, it blocks spontaneously opening chloride channels in the outside-out patches from the cultured cortical neurons. Bicuculline also reversibly blocks GABAA receptors on horizontal cells in the mouse retina with an IC50 value of 1.7 μM.By blocking the inhibitory action of GABA, bicuculline mimics the action of epilepsy and is widely used in experimental studies as a convulsant, inducing seizure in hippocampal or cortical neurons in prepared brain slices.
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