Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID002392

Phytochemical name: Lycorine

Synonymous chemical names:
lycorine, narcissine, Lycorine, lycorine (narcissine), narcisine

External chemical identifiers:
CID:CID_72378, ChEMBL:CHEMBL400092, ChEBI:CHEBI:6601, ZINC:ZINC000003881372, FDASRS:I9Q105R5BU, SureChEMBL:SCHEMBL626071, MolPort-000-882-129

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Chemical structure information

SMILES:
O[C@H]1C=C2CCN3[C@H]2[C@@H]([C@@H]1O)c1cc2OCOc2cc1C3

InChI:
InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1

InChIKey:
XGVJWXAYKUHDOO-DANNLKNASA-N

DeepSMILES:
O[C@H]C=CCCN[C@H]5[C@@H][C@@H]9O))cccOCOc5cc9C%13

Functional groups:
CO, CC(=CC)C, CN(C)C, c1cOCO1

Link to spectral information:
MSBNK-NaToxAq-NA003272, MSBNK-Washington_State_Univ-BML81662, MSBNK-Washington_State_Univ-BML81661, MSBNK-Washington_State_Univ-BML81660, MSBNK-NaToxAq-NA003643, MSBNK-NaToxAq-NA003642, MSBNK-NaToxAq-NA003641, MSBNK-NaToxAq-NA003640, MSBNK-NaToxAq-NA003639, MSBNK-NaToxAq-NA003273, MSBNK-NaToxAq-NA003271, MSBNK-NaToxAq-NA002504, MSBNK-NaToxAq-NA003269, MSBNK-NaToxAq-NA002501, MSBNK-NaToxAq-NA003270, MSBNK-NaToxAq-NA002503, MSBNK-NaToxAq-NA002505, MSBNK-NaToxAq-NA002502, MSBNK-NaToxAq-NA002895, MSBNK-NaToxAq-NA002896, MSBNK-NaToxAq-NA002897, MSBNK-NaToxAq-NA002898, MSBNK-NaToxAq-NA002894

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=C2CCN3Cc4cc5c(cc4C(CC1)C23)OCO5

Scaffold Graph/Node level:
C1CC2CCN3CC4CC5OCOC5CC4C(C1)C23

Scaffold Graph level:
C1CC2CC3CC4CCC5CCCC(C3CC2C1)C54

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Amaryllidaceae alkaloids

ClassyFire Subclass: Lycorine-type amaryllidaceae alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Lysine alkaloids, Tyrosine alkaloids

NP Classifier Class: Amarylidaceae alkaloids, Indolizidine alkaloids

NP-Likeness score: 2.292

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Chemical structure download