Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID007478

Phytochemical name: Bicuculline

Synonymous chemical names:
bicuculline, (+)-bicuculline, d-bicuculline

External chemical identifiers:
CID:CID_10237, ChEMBL:CHEMBL417990, ChEBI:CHEBI:3092, ZINC:ZINC000019899011, FDASRS:Y37615DVKC, SureChEMBL:SCHEMBL8222, MolPort-001-728-112

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Chemical structure information

SMILES:
CN1CCc2c([C@H]1[C@@H]1OC(=O)c3c1ccc1c3OCO1)cc1c(c2)OCO1

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

InChIKey:
IYGYMKDQCDOMRE-ZWKOTPCHSA-N

DeepSMILES:
CNCCcc[C@H]6[C@@H]OC=O)cc5cccc6OCO5)))))))))))))cccc6)OCO5

Functional groups:
CN(C)C, cC(=O)OC, c1cOCO1

Link to spectral information:
MSBNK-RIKEN_NPDepo-NGA01828, MSBNK-Washington_State_Univ-BML80037, MSBNK-Washington_State_Univ-BML80035, MSBNK-Washington_State_Univ-BML00757, MSBNK-Washington_State_Univ-BML00750, MSBNK-Washington_State_Univ-BML00743, MSBNK-RIKEN_NPDepo-NGA01827, MSBNK-RIKEN_NPDepo-NGA01826, MSBNK-RIKEN_NPDepo-CB000102, MSBNK-MPI_for_Chemical_Ecology-CE000030, MSBNK-MPI_for_Chemical_Ecology-CE000029, MSBNK-IPB_Halle-PB005944, MSBNK-IPB_Halle-PB005943, MSBNK-IPB_Halle-PB005942, MSBNK-IPB_Halle-PB005941, MSBNK-RIKEN_NPDepo-NGA01825

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC(C2NCCc3cc4c(cc32)OCO4)c2ccc3c(c21)OCO3

Scaffold Graph/Node level:
OC1OC(C2NCCC3CC4OCOC4CC32)C2CCC3OCOC3C12

Scaffold Graph level:
CC1CC(C2CCCC3CC4CCCC4CC32)C2CCC3CCCC3C12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Phthalide isoquinolines

NP Classifier Biosynthetic pathway: Alkaloids, Polyketides

NP Classifier Superclass: Tyrosine alkaloids, Cyclic polyketides

NP Classifier Class: Isoquinoline alkaloids, Phthalide derivatives, Tetrahydroisoquinoline alkaloids

NP-Likeness score: 1.415

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Chemical structure download