Summary

IMPPAT Phytochemical identifier: IMPHY000679

Phytochemical name: 5-[(3S,10R,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one

Synonymous chemical names:
proscillaridin, proscillaridin a

External chemical identifiers:
CID:10069

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Chemical structure information

SMILES:
OC1C(O[C@H]2CC[C@]3(C(=C2)CCC2C3CC[C@]3([C@]2(O)CC[C@@H]3c2ccc(=O)oc2)C)C)OC(C(C1O)O)C

InChI:
InChI=1S/C30H42O8/c1-16-24(32)25(33)26(34)27(37-16)38-19-8-11-28(2)18(14-19)5-6-22-21(28)9-12-29(3)20(10-13-30(22,29)35)17-4-7-23(31)36-15-17/h4,7,14-16,19-22,24-27,32-35H,5-6,8-13H2,1-3H3/t16?,19-,20+,21?,22?,24?,25?,26?,27?,28-,29+,30-/m0/s1

InChIKey:
MYEJFUXQJGHEQK-DYDCTSDLSA-N

DeepSMILES:
OCCO[C@H]CC[C@]C=C6)CCCC6CC[C@][C@]6O)CC[C@@H]5cccc=O)oc6))))))))))C)))))))))C))))))OCCC6O))O))C

Functional groups:
CC(C)=CC, CO, COC(C)OC, c=O, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=c1ccc(C2CCC3C2CCC2C4CCC(OC5CCCCO5)C=C4CCC23)co1

Scaffold Graph/Node level:
OC1CCC(C2CCC3C2CCC2C4CCC(OC5CCCCO5)CC4CCC23)CO1

Scaffold Graph level:
CC1CCC(C2CCC3C2CCC2C4CCC(CC5CCCCC5)CC4CCC23)CC1

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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: Bufadienolides

NP-Likeness score: 2.731

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Chemical structure download