Summary

IMPPAT Phytochemical identifier: IMPHY012972

Phytochemical name: Toosendanin

Synonymous chemical names:
toosendanin

External chemical identifiers:
CID:9851101, ChEMBL:CHEMBL503044, ZINC:ZINC000008214370, MolPort-020-005-786

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Chemical structure information

SMILES:
CC(=O)O[C@H]1C(=O)[C@@H]2[C@@]34CO[C@H]([C@]([C@@H]4C[C@H]([C@]2([C@@]24[C@]1(C)[C@@H](C[C@H]4O2)c1ccoc1)C)O)([C@@H](C[C@@H]3O)OC(=O)C)C)O

InChI:
InChI=1S/C30H38O11/c1-13(31)39-20-10-19(34)29-12-38-25(36)26(20,3)17(29)9-18(33)28(5)23(29)22(35)24(40-14(2)32)27(4)16(15-6-7-37-11-15)8-21-30(27,28)41-21/h6-7,11,16-21,23-25,33-34,36H,8-10,12H2,1-5H3/t16-,17-,18+,19-,20+,21+,23-,24-,25+,26+,27+,28+,29+,30+/m0/s1

InChIKey:
NAHTXVIXCMUDLF-RFNFAWMESA-N

DeepSMILES:
CC=O)O[C@H]C=O)[C@@H][C@]CO[C@H][C@][C@@H]6C[C@H][C@]%10[C@][C@]%14C)[C@@H]C[C@H]5O6)))cccoc5))))))))C))O))))[C@@H]C[C@@H]8O)))OC=O)C))))C))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2C(c3ccoc3)CC3OC32C2CCC3C4CCCC3(COC4)C12

Scaffold Graph/Node level:
OC1CC2C(C3CCOC3)CC3OC32C2CCC3C4CCCC3(COC4)C12

Scaffold Graph level:
CC1CC2C(C3CCCC3)CC3CC32C2CCC3C4CCCC3(CCC4)C12

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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: 3.382

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Chemical structure download