Summary

IMPPAT Phytochemical identifier: IMPHY014015

Phytochemical name: 3-(4-Hydroxy-3-methoxy-phenyl)-acrylic acid octahydro-quinolizin-1-ylmethyl ester

Synonymous chemical names:
(+)-trans-4'-hydroxy-3'-methoxy-cinnamoyl epilupinine

External chemical identifiers:
CID:643006, ZINC:ZINC000032302903

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Chemical structure information

SMILES:
COc1cc(/C=C/C(=O)OC[C@H]2CCCN3[C@@H]2CCCC3)ccc1O

InChI:
InChI=1S/C20H27NO4/c1-24-19-13-15(7-9-18(19)22)8-10-20(23)25-14-16-5-4-12-21-11-3-2-6-17(16)21/h7-10,13,16-17,22H,2-6,11-12,14H2,1H3/b10-8+/t16-,17-/m1/s1

InChIKey:
PWEDVDRRTZZEER-WVDJOFFCSA-N

DeepSMILES:
COccc/C=C/C=O)OC[C@H]CCCN[C@@H]6CCCC6)))))))))))))))ccc6O

Functional groups:
CN(C)C, c/C=C/C(=O)OC, cO, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OCC1CCCN2CCCCC12

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OCC1CCCN2CCCCC12

Scaffold Graph level:
CC(CCC1CCCCC1)CCC1CCCC2CCCCC21

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Cinnamic acids and derivatives

ClassyFire Subclass: Hydroxycinnamic acids and derivatives

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Lysine alkaloids

NP Classifier Class: Quinolizidine alkaloids

NP-Likeness score: 0.731

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Chemical structure download