has_role organic heterocyclic compound toxin bicuculline 0 367.10559 367.357 (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 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 C20H17NO6 pubmed:29137474 IYGYMKDQCDOMRE-ZWKOTPCHSA-N [H][C@@]1([C@]2([H])c3cc4c(cc3CCN2C)OCO4)OC(=O)c2c1ccc1c2OCO1 Bicuculline pubmed:27579770 chebi_ontology wikipedia.en:Bicuculline Bicucullin knapsack:C00001820 kegg.compound:C09364 pubmed:30858801 (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 d-Bicuculline MESH:D001640 pubmed:29949743 CHEBI:3092 A benzylisoquinoline alkaloid that is 6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-<em>g</em>]isoquinoline which is substituted at the 5-<em>pro</em>-<i>S</i> position by a (6<i>R</i>)-8-oxo-6,8-dihydrofuro[3,4-<em>e</em>][1,3]benzodioxol-6-yl group. A light-sensitive competitive antagonist of <a href="https://en.wikipedia.org/wiki/GABAA_receptor" target="_blank">GABA<small>_A</small> receptors</a>. It was originally identified in 1932 in plant alkaloid extracts and has been isolated from <em>Dicentra cucullaria</em>, <em>Adlumia fungosa</em>, <em>Fumariaceae</em>, and several <em>Corydalis</em> species. cas:485-49-4 Bicculine beilstein:98786