Summary

IMPPAT Phytochemical identifier: IMPHY014044

Phytochemical name: 13-(2-Methylcrotonoyl)oxylupinine

Synonymous chemical names:
(+)-13alpha-tigloyloxylupanine, (+)-13α-tigloyloxylupanine

External chemical identifiers:
CID:5280655, ZINC:ZINC000100202259

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Chemical structure information

SMILES:
C/C=C(/C(=O)O[C@H]1CCN2[C@@H](C1)[C@@H]1C[C@@H](C2)[C@@H]2N(C1)C(=O)CCC2)C

InChI:
InChI=1S/C20H30N2O3/c1-3-13(2)20(24)25-16-7-8-21-11-14-9-15(18(21)10-16)12-22-17(14)5-4-6-19(22)23/h3,14-18H,4-12H2,1-2H3/b13-3+/t14-,15+,16-,17+,18-/m0/s1

InChIKey:
UPVPJQNTGLTBPC-ILQGDWHLSA-N

DeepSMILES:
C/C=C/C=O)O[C@H]CCN[C@@H]C6)[C@@H]C[C@@H]C6)[C@@H]NC6)C=O)CCC6))))))))))))))))C

Functional groups:
C/C=C(C)C(=O)OC, CC(=O)N(C)C, CN(C)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CCCC2C3CC(CN12)C1CCCCN1C3

Scaffold Graph/Node level:
OC1CCCC2C3CC(CN12)C1CCCCN1C3

Scaffold Graph level:
CC1CCCC2C3CC4CCCCC4C(C3)CC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Lupin alkaloids

ClassyFire Subclass: Sparteine, lupanine, and related alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Lysine alkaloids

NP Classifier Class: Quinolizidine alkaloids

NP-Likeness score: 1.631

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Chemical structure download