Summary

IMPPAT Phytochemical identifier: IMPHY003001

Phytochemical name: Cardenolide 2

Synonymous chemical names:
cardeonlides

External chemical identifiers:
CID:388098, ChEMBL:CHEMBL2004236

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Chemical structure information

SMILES:
O=C[C@@]12CC[C@@H](C[C@@]2(O)C=C[C@@H]2[C@@H]1CC[C@]1([C@]2(O)CC[C@H]1C1=CC(=O)OC1)C)OC1CC(O)C(C(O1)C)O

InChI:
InChI=1S/C29H40O9/c1-16-25(33)22(31)12-24(37-16)38-18-3-8-27(15-30)20-4-7-26(2)19(17-11-23(32)36-14-17)6-10-29(26,35)21(20)5-9-28(27,34)13-18/h5,9,11,15-16,18-22,24-25,31,33-35H,3-4,6-8,10,12-14H2,1-2H3/t16?,18-,19-,20-,21+,22?,24?,25?,26+,27-,28-,29-/m0/s1

InChIKey:
YRCCUUYOXFAUMW-NYCXNGLCSA-N

DeepSMILES:
O=C[C@]CC[C@@H]C[C@@]6O)C=C[C@@H][C@@H]%10CC[C@][C@]6O)CC[C@H]5C=CC=O)OC5)))))))))C))))))))))OCCCO)CCO6)C))O

Functional groups:
CC1=CC(=O)OC1, CC=CC, CC=O, CO, COC(C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=C(C2CCC3C4C=CC5CC(OC6CCCCO6)CCC5C4CCC23)CO1

Scaffold Graph/Node level:
OC1CC(C2CCC3C2CCC2C4CCC(OC5CCCCO5)CC4CCC23)CO1

Scaffold Graph level:
CC1CCC(C2CCC3C2CCC2C4CCC(CC5CCCCC5)CC4CCC23)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Steroids and steroid derivatives

ClassyFire Subclass: Steroidal glycosides

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Steroids

NP Classifier Class: Cardenolides

NP-Likeness score: 3.288

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Chemical structure download