Summary

IMPPAT Phytochemical identifier: IMPHY010521

Phytochemical name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1S,17S,18S,19S)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-18-yl]oxy]oxan-2-yl]methyl hexadecanoate

Synonymous chemical names:
lycoriside, lycoriside (lycorine-1-o-(6'-o-palmitoyl-β-d-glucopyranoside)

External chemical identifiers:
CID:102074928

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Chemical structure information

SMILES:
CCCCCCCCCCCCCCCC(=O)OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)C=C3[C@@H]4[C@@H]2c2cc5OCOc5cc2CN4CC3)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C38H57NO10/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-31(41)45-22-30-34(42)35(43)36(44)38(48-30)49-37-27(40)18-24-16-17-39-21-25-19-28-29(47-23-46-28)20-26(25)32(37)33(24)39/h18-20,27,30,32-38,40,42-44H,2-17,21-23H2,1H3/t27-,30+,32-,33+,34+,35-,36+,37+,38-/m0/s1

InChIKey:
ALECKIMNHVMLRG-YQNLORQQSA-N

DeepSMILES:
CCCCCCCCCCCCCCCC=O)OC[C@H]O[C@@H]O[C@@H][C@@H]O)C=C[C@@H][C@@H]6cccOCOc5cc9CN%13CC%16))))))))))))))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CC(C)=CC, CN(C)C, CO, COC(C)=O, CO[C@@H](C)OC, c1cOCO1

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=C2CCN3Cc4cc5c(cc4C(C(OC4CCCCO4)C1)C23)OCO5

Scaffold Graph/Node level:
C1CCC(OC2CCC3CCN4CC5CC6OCOC6CC5C2C34)OC1

Scaffold Graph level:
C1CCC(CC2CCC3CCC4CC5CC6CCCC6CC5C2C34)CC1

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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: Tyrosine alkaloids

NP Classifier Class: Amarylidaceae alkaloids

NP-Likeness score: 1.632

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Chemical structure download