Summary

IMPPAT Phytochemical identifier: IMPHY010519

Phytochemical name: Toonacilin

Synonymous chemical names:
toonacilin

External chemical identifiers:
CID:181814, ChEBI:9632, ZINC:ZINC000004097792

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Chemical structure information

SMILES:
COC(=O)C[C@@H]1[C@](C)(C=CC(=O)C1(C)C)[C@H]1[C@H](OC(=O)C)[C@H](OC(=O)C)[C@@]2([C@]3(C1=C)O[C@@H]3C[C@H]2c1cocc1)C

InChI:
InChI=1S/C31H38O9/c1-16-25(29(6)11-9-22(34)28(4,5)21(29)14-24(35)36-8)26(38-17(2)32)27(39-18(3)33)30(7)20(19-10-12-37-15-19)13-23-31(16,30)40-23/h9-12,15,20-21,23,25-27H,1,13-14H2,2-8H3/t20-,21-,23+,25+,26-,27-,29-,30+,31+/m0/s1

InChIKey:
RRBQYKQIAKFGIS-AMVRVENBSA-N

DeepSMILES:
COC=O)C[C@@H][C@]C)C=CC=O)C6C)C)))))[C@H][C@H]OC=O)C)))[C@H]OC=O)C)))[C@@][C@]C6=C))O[C@@H]3C[C@H]6ccocc5))))))))))C

Functional groups:
C=C(C)[C@@]1(C)O[C@@H]1C, CC(=O)C=CC, CC(=O)OC, COC(C)=O, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(C2C=CC(=O)CC2)CCC2C(c3ccoc3)CC3OC132

Scaffold Graph/Node level:
CC1C(C2CCC(O)CC2)CCC2C(C3CCOC3)CC3OC312

Scaffold Graph level:
CC1CCC(C2CCC3C(C4CCCC4)CC4CC43C2C)CC1

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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: 3.2

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Chemical structure download