Summary

IMPPAT Phytochemical identifier: IMPHY014065

Phytochemical name: 23-Hydroxytoonacilide

Synonymous chemical names:
23-hydroxytoonacilide

External chemical identifiers:
CID:5318363, ChEMBL:CHEMBL2035089

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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]2C1=CC(OC1=O)O)C

InChI:
InChI=1S/C31H38O11/c1-14-24(29(6)10-9-20(34)28(4,5)19(29)13-22(35)38-8)25(39-15(2)32)26(40-16(3)33)30(7)18(12-21-31(14,30)42-21)17-11-23(36)41-27(17)37/h9-11,18-19,21,23-26,36H,1,12-13H2,2-8H3/t18-,19-,21+,23?,24+,25+,26-,29-,30+,31+/m0/s1

InChIKey:
JMIQCHPADBJCET-VKUOMARPSA-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]6C=CCOC5=O)))O)))))))))C

Functional groups:
C=C(C)[C@@]1(C)O[C@@H]1C, CC(=O)C=CC, CC(=O)OC, CC1=CC(O)OC1=O, COC(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(C2C=CC(=O)CC2)CCC2C(C3=CCOC3=O)CC3OC132

Scaffold Graph/Node level:
CC1C(C2CCC(O)CC2)CCC2C(C3CCOC3O)CC3OC312

Scaffold Graph level:
CC1CCC(C2CCC3C(C4CCCC4C)CC4CC43C2C)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic acids and derivatives

ClassyFire Class: Carboxylic acids and derivatives

ClassyFire Subclass: Tetracarboxylic acids and derivatives

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Limonoids

NP-Likeness score: 3.364

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Chemical structure download