LAPATHOSIDE A

Structure

2D structure of LAPATHOSIDE A
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 10011201

Names and identifiers

Name

LAPATHOSIDE A

IUPAC name

(2S,3S,4R,5R)-4-hydroxy-2-((((E)-3-(4-hydroxy-3-methoxyphenyl)acryloyl)oxy)methyl)-5-((((E)-3-(4-hydroxyphenyl)acryloyl)oxy)methyl)-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((E)-3-(4-hydroxy-3-methoxyphenyl)acryloyl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydrofuran-3-yl (E)-3-(4-hydroxyphenyl)acrylate

SMILES

COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)COC(=O)/C=C/C4=CC=C(C=C4)O)O)OC(=O)/C=C/C5=CC=C(C=C5)O)COC(=O)/C=C/C6=CC(=C(C=C6)O)OC)O)O)O)O

General information

Molecular formula

C50H50O21

Molecular weight

986.93 g/mol

Monoisotopic mass

986.2845 Da

Classification

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Persicaria lapathifolia (L.) Delarbre subsp. lapathifolia aerial parts -
Takasaki, M., Konoshima, T., Kuroki, S., Tokuda, H., Nishino, H. (2001). Cancer chemopreventive activity of phenylpropanoid esters of sucrose, vanicoside b and lapathoside a, from Polygonum lapathifolium. Cancer Lett, 173(2), 133-138 doi:10.1016/s0304-3835(01)00670-x