Summary

IMPPAT Phytochemical identifier: IMPHY000663

Phytochemical name: Methyl 2-[6-(furan-3-yl)-7,9,11,15-tetramethyl-12,16-dioxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,13-dien-10-yl]acetate

Synonymous chemical names:
nimbolide

External chemical identifiers:
CID:100017, ChEMBL:CHEMBL1968854, SureChEMBL:SCHEMBL16561839, MolPort-046-692-889

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Chemical structure information

SMILES:
COC(=O)CC1C2(C)C(OC3C2=C(C)C(C3)c2cocc2)C2C3C1(C)C(=O)C=CC3(C)C(=O)O2

InChI:
InChI=1S/C27H30O7/c1-13-15(14-7-9-32-12-14)10-16-20(13)27(4)17(11-19(29)31-5)26(3)18(28)6-8-25(2)22(26)21(23(27)33-16)34-24(25)30/h6-9,12,15-17,21-23H,10-11H2,1-5H3

InChIKey:
JZIQWNPPBKFOPT-UHFFFAOYSA-N

DeepSMILES:
COC=O)CCCC)COCC5=CC)CC5)ccocc5))))))))))CCC6C)C=O)C=CC6C)C=O)O9

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC2C3OC4CC(c5ccoc5)C=C4C3CC3C(=O)C=CC1C32

Scaffold Graph/Node level:
OC1CCC2C(O)OC3C4OC5CC(C6CCOC6)CC5C4CC1C23

Scaffold Graph level:
CC1CC2C3CC4CC(C5CCCC5)CC4C3CC3C(C)CCC1C32

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Triterpenoids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Limonoids

NP-Likeness score: 3.12

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Chemical structure download