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07668

Sigma-Aldrich

Echinacoside

98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C35H46O20
CAS Number:
Molecular Weight:
786.73
Beilstein/REAXYS Number:
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.

wgk_germany

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
Qing Zhao et al.
Brain research, 1346, 224-236 (2010-05-19)
Many experiments support the notion that augmentation of neurotrophic factors' (NTFs) activity, especially glial cell line-derived neurotrophic factor (GDNF) and brain-derived neurotrophic factor (BDNF) could prevent or halt the progress of neurodegeneration in Parkinson's disease (PD). However, application of NTFs
Fei Li et al.
Fitoterapia, 83(8), 1443-1450 (2012-09-07)
Echinacoside (ECH), isolated from Cistanche tubulosa (Schrenk) R. Wight stems, was subjected to in vitro experiments to investigate its bioactivities on proliferation, differentiation and mineralization of the osteoblastic cell line MC3T3-E1. MTT assay, the alkaline phosphatase (ALP) activity and calcium

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