Echinacoside
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| IUPAC name
[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl](E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
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| Identifiers | |
3D model (JSmol)
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| ECHA InfoCard | 100.127.421 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C35H46O20 | |
| Molar mass | 786,73 g/mol |
| Melting point | 200–220 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Echinacoside is a phenolic constituent, a caffeic acid glycoside from the phenylpropanoid class, in which a trisaccharide consisting of one glucose and two rhamnose moieties is glycosidically linked to one caffeic acid and one dihydroxyphenylethanol residue at the centrally situated rhamnose. This water-soluble glycoside is a distinctive secondary metabolite of Echinacea angustifolia and Echinacea pallida (to about 1%) but only occurs in trace amounts in Echinacea purpurea. It is also isolated from Cistanche spp. It was first isolated by Stoll et al. in 1950 from Echinacea angustifolia. It shows weak antibiotic activity in vitro against Staphylococcus aureus and Streptococci.[1]
References
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