Summary

IMPPAT Phytochemical identifier: IMPHY009031

Phytochemical name: (1S,2S,6S,7R,8S,12R,14S,15S,19S,20S)-17-methoxy-7,15,19,20-tetramethyl-3,5,11-trioxapentacyclo[10.7.1.02,6.08,20.014,19]icos-16-ene-10,18-dione

Synonymous chemical names:
picrasin d

External chemical identifiers:
CID:182115, ChEMBL:CHEMBL4536816, ZINC:ZINC000006030554

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Chemical structure information

SMILES:
COC1=C[C@@H](C)[C@H]2[C@@](C1=O)(C)[C@H]1[C@@H]3OCO[C@H]3[C@@H]([C@H]3[C@@]1([C@@H](C2)OC(=O)C3)C)C

InChI:
InChI=1S/C22H30O6/c1-10-6-14(25-5)20(24)22(4)12(10)7-15-21(3)13(8-16(23)28-15)11(2)17-18(19(21)22)27-9-26-17/h6,10-13,15,17-19H,7-9H2,1-5H3/t10-,11-,12+,13+,15-,17+,18-,19+,21-,22+/m1/s1

InChIKey:
GNPWDPZTRHBTJY-FSJNFLCUSA-N

DeepSMILES:
COC=C[C@@H]C)[C@H][C@@]C6=O))C)[C@H][C@@H]OCO[C@H]5[C@@H][C@H][C@@]9[C@@H]C%13)OC=O)C6))))C)))C

Functional groups:
C1OCCO1, CC(=O)OC, COC(=CC)C(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2CC3OCOC3C3C4C(=O)C=CCC4CC(O1)C23

Scaffold Graph/Node level:
OC1CC2CC3OCOC3C3C4C(O)CCCC4CC(O1)C23

Scaffold Graph level:
CC1CC2CC3CCCC3C3C4C(C)CCCC4CC(C1)C23

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Quassinoids

NP-Likeness score: 3.229

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Chemical structure download