Summary

IMPPAT Phytochemical identifier: IMPHY002737

Phytochemical name: (2R,3R,4S,5R)-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]oxane-3,4,5-triol

Synonymous chemical names:
lyoniside

External chemical identifiers:
CID:14521039, ChEMBL:CHEMBL583884, ZINC:ZINC000049723059, MolPort-039-052-659

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Chemical structure information

SMILES:
OC[C@@H]1Cc2cc(OC)c(c(c2[C@@H]([C@H]1CO[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)c1cc(OC)c(c(c1)OC)O)OC)O

InChI:
InChI=1S/C27H36O12/c1-34-17-7-13(8-18(35-2)23(17)31)20-15(10-38-27-25(33)22(30)16(29)11-39-27)14(9-28)5-12-6-19(36-3)24(32)26(37-4)21(12)20/h6-8,14-16,20,22,25,27-33H,5,9-11H2,1-4H3/t14-,15-,16+,20+,22-,25+,27+/m0/s1

InChIKey:
GWDZRGQRNHELQM-VEKSOEEBSA-N

DeepSMILES:
OC[C@@H]CcccOC))ccc6[C@@H][C@H]%10CO[C@@H]OC[C@H][C@@H][C@H]6O))O))O))))))))cccOC))ccc6)OC)))O)))))))OC)))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1ccc(C2c3ccccc3CCC2COC2CCCCO2)cc1

Scaffold Graph/Node level:
C1CCC(C2C(COC3CCCCO3)CCC3CCCCC32)CC1

Scaffold Graph level:
C1CCC(CCC2CCC3CCCCC3C2C2CCCCC2)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: Arylnaphthalene and aryltetralin lignans

NP-Likeness score: 1.948

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Chemical structure download