Summary

IMPPAT Phytochemical identifier: IMPHY013721

Phytochemical name: Glucofrugoside

Synonymous chemical names:
glucofrugoside (cardenolide)

External chemical identifiers:
CID:133556251

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Chemical structure information

SMILES:
OC[C@@H]1O[C@H](O[C@H]2[C@H](C)O[C@@H]([C@H]([C@H]2O)O)O[C@@H]2CC[C@@]3([C@@H](C2)CC[C@H]2C3CC[C@@]3([C@@]2(O)CC[C@H]3C2=CC(=O)OC2)C)CO)[C@H]([C@@H]([C@H]1O)O)O

InChI:
InChI=1S/C35H54O14/c1-16-30(49-32-28(42)26(40)25(39)23(13-36)48-32)27(41)29(43)31(46-16)47-19-5-9-34(15-37)18(12-19)3-4-22-21(34)6-8-33(2)20(7-10-35(22,33)44)17-11-24(38)45-14-17/h11,16,18-23,25-32,36-37,39-44H,3-10,12-15H2,1-2H3/t16-,18+,19+,20-,21?,22-,23-,25-,26+,27+,28-,29-,30-,31+,32+,33-,34-,35+/m0/s1

InChIKey:
OFSZOCPGPLMCBG-YPZPFACESA-N

DeepSMILES:
OC[C@@H]O[C@H]O[C@H][C@H]C)O[C@@H][C@H][C@H]6O))O))O[C@@H]CC[C@@][C@@H]C6)CC[C@H]C6CC[C@@][C@@]6O)CC[C@H]5C=CC=O)OC5)))))))))C)))))))))CO))))))))))))[C@H][C@@H][C@H]6O))O))O

Functional groups:
CC1=CC(=O)OC1, CO, CO[C@@H](C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=C(C2CCC3C2CCC2C4CCC(OC5CCC(OC6CCCCO6)CO5)CC4CCC23)CO1

Scaffold Graph/Node level:
OC1CC(C2CCC3C2CCC2C4CCC(OC5CCC(OC6CCCCO6)CO5)CC4CCC23)CO1

Scaffold Graph level:
CC1CCC(C2CCC3C2CCC2C4CCC(CC5CCC(CC6CCCCC6)CC5)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: Steroid lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Steroids

NP Classifier Class: Cardenolides

NP-Likeness score: 2.835

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Chemical structure download