Echinacoside: Difference between revisions
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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 glycoside is a distinctive [[secondary metabolite]] of [[Echinacea angustifolia]] and [[Echinacea pallida]] (to about 1%) but does not occur |
'''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 glycoside is a distinctive [[secondary metabolite]] of [[Echinacea angustifolia]] and [[Echinacea pallida]] (to about 1%) but does not occur in [[Echinacea purpurea]]. It is also isolated from [[Cistanche]] spp. |
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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]].<ref>{{cite doi|10.1002/hlca.19500330657}}</ref> |
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]].<ref>{{cite doi|10.1002/hlca.19500330657}}</ref> |
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Revision as of 02:21, 6 February 2011
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| Names | |
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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 glycoside is a distinctive secondary metabolite of Echinacea angustifolia and Echinacea pallida (to about 1%) but does not occur 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
- ^ Attention: This template ({{cite doi}}) is deprecated. To cite the publication identified by doi:10.1002/hlca.19500330657, please use {{cite journal}} (if it was published in a bona fide academic journal, otherwise {{cite report}} with
|doi=10.1002/hlca.19500330657instead.
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