Summary

IMPPAT Phytochemical identifier: IMPHY000166

Phytochemical name: 3,14-Dihydroxycarda-5,20(22)-dienolide

Synonymous chemical names:
xysmalogenin

External chemical identifiers:
CID:10505

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Chemical structure information

SMILES:
O[C@H]1CC[C@]2(C(=CCC3C2CC[C@]2([C@]3(O)CCC2C2=CC(=O)OC2)C)C1)C

InChI:
InChI=1S/C23H32O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h3,11,16-19,24,26H,4-10,12-13H2,1-2H3/t16-,17?,18?,19?,21-,22+,23-/m0/s1

InChIKey:
ZICGJBPBLVXOBM-GPCBFVFRSA-N

DeepSMILES:
O[C@H]CC[C@]C=CCCC6CC[C@][C@]6O)CCC5C=CC=O)OC5)))))))))C))))))))C6))C

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=C(C2CCC3C2CCC2C4CCCCC4=CCC23)CO1

Scaffold Graph/Node level:
OC1CC(C2CCC3C2CCC2C4CCCCC4CCC23)CO1

Scaffold Graph level:
CC1CCC(C2CCC3C2CCC2C4CCCCC4CCC23)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: Steroid lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Steroids

NP Classifier Class: Cardenolides

NP-Likeness score: 3.264

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Chemical structure download