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(+)-Bicuculline

SIAL/14340 - ≥97.0% (TLC)

Synonym: Bucuculline

CAS Number: 485-49-4
Empirical Formula (Hill Notation): C20H17NO6
Molecular Weight: 367.35
EC Number: 207-619-7
MDL Number: MFCD00005006
Linear Formula: C20H17NO6
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-14340-25MG 25 mg
 $67.60
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45-14340-100MG 100 mg
 $104.00
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45-14340-500MG 500 mg
 $415.00
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assay ≥97.0% (TLC)
form powder
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
InChI key IYGYMKDQCDOMRE-ZWKOTPCHSA-N
mp 193-197 °C
optical activity [α]20/D +126±6°, c = 1% in chloroform
Quality Level 100 
SMILES string [H][C@]1(OC(=O)c2c3OCOc3ccc12)[C@@]4([H])N(C)CCc5cc6OCOc6cc45
Application: Bicuculline has been used:
• as a compound to compare pharmacodynamics and network activity profiles of conolidine/cannabidiol
• to study the effects of chronic caffeine administration on the function of GABAA receptor
• to isolate N-methyl-D-aspartate receptor (NMDAR)-specific evoked and miniature excitatory postsynaptic currents (eEPSCs and mEPSCs) in neurons of rats
Biochem/physiol Actions: (+)-Bicuculline acts as a competitive inhibitor of GABA liganding binding to the receptor.
Biochem/physiol Actions: (+)-Bicuculline is a GABAA receptor antagonist.
Features and Benefits: This compound is featured on the GABAC Receptors  page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
General description: Bicuculline is a convulsant alkaloid. It was originally isolated from the plant Dicentra cucullaria.
Purity ≥97.0% (TLC)
mp 193-197 °C
UNSPSC 12352200

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