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Merck
CN

07668

Echinacoside

98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C35H46O20
CAS Number:
82854-37-3
Molecular Weight:
786.73
NACRES:
NA.32
PubChem Substance ID:
329748500
UNSPSC Code:
12352202
MDL number:
MFCD00075695
Beilstein/REAXYS Number:
4778612

Key Documents

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Product Name

Echinacoside, 98% (HPLC)

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
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

assay

98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

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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.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF8089V
WXBF4195V
BCCJ6264
BCCG0574
BCCD9121

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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
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
M Kawakita et al.
Hinyokika kiyo. Acta urologica Japonica, 38(2), 167-172 (1992-02-01)
Hammock nonrefluxing ureteroileal anastomosis was performed on 14 patients who had urinary tract reconstruction using ileal conduit (4), Kock pouch (3), modified Kock pouch with plicated efferent limb (1) and ileal neobladder (6). Radiographic examinations showed ureteral reflux of contrast
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
Yuxin Wang et al.
Talanta, 80(2), 572-580 (2009-10-20)
Metabolite identification for the compounds that undergo multiple and sequential metabolism is still a great challenge. Echinacoside (ECH), a typical phenylethanoid glycoside, contains multiple unstable chemical bonds and high reactive functional groups which are susceptible to multiple pathways of degradation
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