Summary

IMPPAT Phytochemical identifier: IMPHY006669

Phytochemical name: 2,12-Dimethoxypicrasa-2,12-diene-1,11,16-trione

Synonymous chemical names:
nigakilactone-d, quassin

External chemical identifiers:
CID:65571, ChEMBL:CHEMBL517016, ChEBI:8692, ZINC:ZINC000003978633, FDASRS:QP1YAK6QGK, SureChEMBL:SCHEMBL140454, MolPort-039-052-556

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Chemical structure information

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

InChI:
InChI=1S/C22H28O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15,19H,8-9H2,1-6H3/t10-,12+,13+,15-,19+,21-,22+/m1/s1

InChIKey:
IOSXSVZRTUWBHC-LBTVDEKVSA-N

DeepSMILES:
COC=C[C@@H]C)[C@H][C@@]C6=O))C)[C@H]C=O)C=C[C@H][C@@]6[C@@H]C%10)OC=O)C6))))C)))C))OC

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2C=CC(=O)C3C4C(=O)C=CCC4CC(O1)C23

Scaffold Graph/Node level:
OC1CC2CCC(O)C3C4C(O)CCCC4CC(O1)C23

Scaffold Graph level:
CC1CC2CCC(C)C3C4C(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: 3.261

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Chemical structure download