Echinacoside

Echinacoside

Names
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
Identifiers
CAS Number	82854-37-3
3D model (JSmol)	Interactive image
ECHA InfoCard	100.127.421
PubChem CID	5281771
CompTox Dashboard (EPA)	DTXSID0033469
SMILES CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)COC4C(C(C(C(O4)CO)O)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
Properties
Chemical formula	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). Y verify (what is YN ?) Infobox references

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 not 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.