Summary

IMPPAT Phytochemical identifier: IMPHY001949

Phytochemical name: 3-((2,6-Dideoxy-3beta-O-methyl-lyxo-hexopyranosyl)oxy)-12alpha,20-epoxy-2beta-hydroxy-14beta,17alpha-pregn-5-ene-11,15-dione

Synonymous chemical names:
digifolein

External chemical identifiers:
CID:118705172

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Chemical structure information

SMILES:
CO[C@@H]1C[C@H](O[C@@H]2CC3=CC[C@@H]4C([C@]3(C[C@@H]2O)C)C(=O)[C@H]2C3([C@@H]4C(=O)CC3[C@H](O2)C)C)O[C@@H]([C@@H]1O)C

InChI:
InChI=1S/C28H40O8/c1-12-16-9-17(29)22-15-7-6-14-8-19(36-21-10-20(33-5)24(31)13(2)34-21)18(30)11-27(14,3)23(15)25(32)26(35-12)28(16,22)4/h6,12-13,15-16,18-24,26,30-31H,7-11H2,1-5H3/t12-,13-,15+,16?,18+,19-,20-,21+,22+,23?,24+,26+,27+,28?/m1/s1

InChIKey:
QEFALKLEMZRSQY-ZNBLYXSBSA-N

DeepSMILES:
CO[C@@H]C[C@H]O[C@@H]CC=CC[C@@H]C[C@]6C[C@@H]%10O)))C))C=O)[C@H]C[C@@H]6C=O)CC5[C@H]O8)C))))))C))))))))))))O[C@@H][C@@H]6O))C

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C2OCC3CC(=O)C(C4CC=C5CC(OC6CCCCO6)CCC5C14)C32

Scaffold Graph/Node level:
OC1CC2COC3C(O)C4C5CCC(OC6CCCCO6)CC5CCC4C1C23

Scaffold Graph level:
CC1CC2CCC3C(C)C4C5CCC(CC6CCCCC6)CC5CCC4C1C23

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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: Pregnane steroids

NP-Likeness score: 2.351

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Chemical structure download