Summary

IMPPAT Phytochemical identifier: IMPHY004884

Phytochemical name: Simplexoside

Synonymous chemical names:
simplexoside

External chemical identifiers:
CID:443020, ChEMBL:CHEMBL2442734, ChEBI:9149, ZINC:ZINC000004098930

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](Oc2ccc(cc2OC)[C@H]2OC[C@H]3[C@@H]2CO[C@@H]3c2ccc3c(c2)OCO3)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C26H30O11/c1-31-18-6-12(3-5-17(18)36-26-23(30)22(29)21(28)20(8-27)37-26)24-14-9-33-25(15(14)10-32-24)13-2-4-16-19(7-13)35-11-34-16/h2-7,14-15,20-30H,8-11H2,1H3/t14-,15-,20+,21+,22-,23+,24+,25+,26+/m0/s1

InChIKey:
USVLFVSHBLNSOC-WMYFGKAISA-N

DeepSMILES:
OC[C@H]O[C@@H]Occcccc6OC))))[C@H]OC[C@H][C@@H]5CO[C@@H]5cccccc6)OCO5)))))))))))))))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CO, COC, c1cOCO1, cOC, cO[C@@H](C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1cc(C2OCC3C(c4ccc5c(c4)OCO5)OCC23)ccc1OC1CCCCO1

Scaffold Graph/Node level:
C1CCC(OC2CCC(C3OCC4C3COC4C3CCC4OCOC4C3)CC2)OC1

Scaffold Graph level:
C1CCC(CC2CCC(C3CCC4C(C5CCC6CCCC6C5)CCC34)CC2)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lignans, neolignans and related compounds

ClassyFire Class: Lignan glycosides

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Lignans

NP Classifier Class: Furofuranoid lignans

NP-Likeness score: 1.495

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Chemical structure download