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Sigma-Aldrich

Echinacoside

98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C35H46O20
CAS Number:
Molecular Weight:
786.73
Beilstein:
4778612
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32

Assay

98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCc3ccc(O)c(O)c3)O[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]2OC(=O)\C=C\c5ccc(O)c(O)c5)[C@H](O)[C@H](O)[C@H]1O

InChI

1S/C35H46O20/c1-14-24(42)26(44)29(47)35(51-14)55-32-30(48)34(49-9-8-16-3-6-18(38)20(40)11-16)53-22(13-50-33-28(46)27(45)25(43)21(12-36)52-33)31(32)54-23(41)7-4-15-2-5-17(37)19(39)10-15/h2-7,10-11,14,21-22,24-40,42-48H,8-9,12-13H2,1H3/b7-4+/t14-,21+,22+,24-,25+,26+,27-,28+,29+,30+,31+,32+,33+,34+,35-/m0/s1

InChI key

FSBUXLDOLNLABB-ISAKITKMSA-N

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General description

Echinacoside (ECH) is a natural secondary metabolite, a phenylethanoid glycoside (PhG) found in the roots and stems of many plants. It is a water-soluble compound. Echinacoside was first isolated from the roots of Echinacea angustifolia (coneflower). It can also be sourced from other medicinal plants such as Echinacea purpurea (purple coneflower) and Cistanche salsa.

Biochem/physiol Actions

Caffeic acid glycoside found in herbal medicine. Potential therapeutic for Parkinson′s disease.
Echinacoside elicits neuroprotective properties against neurological disorders and on tumor necrosis factor-alpha (TNFα)-induced apoptosis in human neuroblastoma (SH-SY5Y) cells. It also displays antioxidant and free radical scavenging properties. ECH exerts hepatoprotective and anti-cancer properties.
Echinacoside is a secondary metabolite found in plants, specifically in the roots of Echinacea angustifolia (cone flower) , E. purpurea (purple coneflower) and Cistanche salsa. It has been shown to possess anti-oxidant and free radical scavenging properties, to have neuroprotective effects and to prevent liver injuries. It has also been found to be antibiotic and anti-inflammatory. Echinacoside was shown to promote proliferation of intestinal epithelial cells by increasing TGF-β1 expression.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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N Shiotani et al.
Veterinary parasitology, 41(1-2), 17-22 (1992-02-01)
The distribution of oocysts, sporocysts and sporozoites of Eimeria tenella and Eimeria maxima in the digestive tract of chicken and in excreta was investigated. At 1 h after the oral inoculation of E. tenella oocysts, the number of sporocysts in
C E Bomberger et al.
Thymus, 19(2), 111-115 (1992-03-01)
Murine bone marrow cells were examined in an in vitro assay to determine whether stress modulates the migration of prethymic stem cells to thymus supernatant. Adult CBA/J mice were either restraint or sound stressed for two hours daily for five
Monika E Czerwińska et al.
Phytochemical analysis : PCA, 26(4), 253-260 (2015-02-20)
The genus Ligustrum (Oleaceae) is distributed in Europe and Asia (south China and Korea), where it is used to prevent hypertension, sore throats, inflammation and diabetes. The main groups of compounds in extracts of Ligustrum vulgare are biologically active secoiridoids
Wen-Jun He et al.
Planta medica, 75(13), 1400-1404 (2009-05-27)
The aim of this study was to identify and elucidate the vasorelaxant activity of echinacoside, a phenylethanoid glycoside isolated from the medicinal herb Cistanche tubulosa, and its possible underlying mechanism on isolated rat thoracic aortic rings pre-contracted with phenylephrine (PE
Min Zhu et al.
Journal of neurochemistry, 124(4), 571-580 (2012-11-30)
Neurotrophins exert their physiological functions mainly through Trk receptors, and the neurotrophic signaling network is critical to the survival of neurons. However, therapeutic use of neurotrophins in treating neurodegenerative diseases is hampered by a number of pharmacological challenges, and the

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