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CAS 485-49-4

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Bicuculline

Description:
Bicuculline is a chemical compound classified as a selective antagonist of the GABA_A receptor, which plays a crucial role in inhibitory neurotransmission in the central nervous system. It is derived from the plant species *Corydalis*, and its structure features a benzylisoquinoline alkaloid framework. Bicuculline is known for its ability to block the effects of the neurotransmitter gamma-aminobutyric acid (GABA), leading to increased neuronal excitability. This property makes it a valuable tool in neuropharmacological research, particularly in studies investigating seizure activity and the mechanisms of epilepsy. The compound is typically used in laboratory settings and is not intended for therapeutic use in humans due to its potent effects on the nervous system. Bicuculline is usually administered in experimental models to explore its effects on synaptic transmission and to better understand the role of GABAergic signaling in various neurological conditions. Safety precautions are necessary when handling this substance, as it can induce convulsions and other neurological effects.
Formula:C20H17NO6
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
InChI key:InChIKey=IYGYMKDQCDOMRE-ZWKOTPCHSA-N
SMILES:CN1[C@]([C@]2(C3=C(C(=O)O2)C4=C(C=C3)OCO4)[H])(C5=C(C=C6C(=C5)OCO6)CC1)[H]
Synonyms:
  • (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
  • (6R)-6-[(5S)-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
  • (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
  • 1,3-Dioxolo[4,5-g]isoquinoline, furo[3,4-e]-1,3-benzodioxol-8(6H)-one deriv.
  • 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
  • Bicuculina
  • Bicucullin
  • Bucuculline
  • Furo[3,4-e]-1,3-benzodioxol-8(6H)-one, 6-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-, [R-(R*,S*)]-
  • See more synonyms
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