Summary

IMPPAT Phytochemical identifier: IMPHY011274

Phytochemical name: Sekisanin

Synonymous chemical names:
(+)-tazettine

External chemical identifiers:
CID:443682

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Chemical structure information

SMILES:
CO[C@@H]1C=C[C@@]23[C@H](C1)N(C)C[C@]3(O)OCc1c2cc2OCOc2c1

InChI:
InChI=1S/C18H21NO5/c1-19-9-18(20)17(4-3-12(21-2)6-16(17)19)13-7-15-14(22-10-23-15)5-11(13)8-24-18/h3-5,7,12,16,20H,6,8-10H2,1-2H3/t12-,16+,17+,18+/m1/s1

InChIKey:
YLWAQARRNQVEHD-IEGACIPQSA-N

DeepSMILES:
CO[C@@H]C=C[C@][C@H]C6)NC)C[C@]5O)OCcc9ccOCOc5c9

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC23c4cc5c(cc4COC2CNC3CC1)OCO5

Scaffold Graph/Node level:
C1CCC23C(C1)NCC2OCC1CC2OCOC2CC13

Scaffold Graph level:
C1CC2CC3CCC4CCC5CCCCC54C3CC2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Amaryllidaceae alkaloids

ClassyFire Subclass: Tazettine-type amaryllidaceae alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tyrosine alkaloids

NP Classifier Class: Amarylidaceae alkaloids

NP-Likeness score: 2.375

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Chemical structure download