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echinacoside

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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,
CAS Number: 82854-37-3Picture of molecule3D/inchi
FDA UNII: I04O1DT48T
Nikkaji Web:J362.655E
Beilstein Number:4778612
MDL:MFCD00075695
XlogP3-AA:-2.10 (est)
Molecular Weight:780.68780000
Formula:C35 H40 O20
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point:1062.70 °C. @ 760.00 mm Hg (est)
Flash Point: 622.00 °F. TCC ( 327.90 °C. ) (est)
logP (o/w): 0.140 (est)
Soluble in:
 water, 1.358e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Echinacoside 98%
BOC Sciences
For experimental / research use only.
Echinacoside
Carbosynth
For experimental / research use only.
Echinacoside
ExtraSynthese
For experimental / research use only.
Echinacoside (HPLC) ≥99%
Santa Cruz Biotechnology
For experimental / research use only.
Echinacoside
Sigma-Aldrich: Sigma
For experimental / research use only.
Echinacoside 98% (HPLC)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for echinacoside usage levels up to:
 not for fragrance use.
 
Recommendation for echinacoside flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5281771
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
[(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,
Chemidplus:0082854373
RTECS:LZ5786500 for cas# 82854-37-3
 
References:
 [(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,
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5281771
Pubchem (sid):135119643
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
 echinacoside
 

Articles:

PubMed:Antiproliferative effect of echinacoside on rat pulmonary artery smooth muscle cells under hypoxia.
PubMed:Echinacoside inhibits amyloid fibrillization of HEWL and protects against Aβ-induced neurotoxicity.
PubMed:Biotechnological production of caffeic acid derivatives from cell and organ cultures of Echinacea species.
PubMed:Reversal by aqueous extracts of Cistanche tubulosa from behavioral deficits in Alzheimer's disease-like rat model: relevance for amyloid deposition and central neurotransmitter function.
PubMed:Immunomodulation mediated by a herbal syrup containing a standardized Echinacea root extract: a pilot study in healthy human subjects on cytokine gene expression.
PubMed:Echinacoside ameliorates D-galactosamine plus lipopolysaccharide-induced acute liver injury in mice via inhibition of apoptosis and inflammation.
PubMed:Acylated phenylethanoid glycosides, echinacoside and acteoside from Cistanche tubulosa, improve glucose tolerance in mice.
PubMed:A general synthetic strategy and the anti-proliferation properties on prostate cancer cell lines for natural phenylethanoid glycosides.
PubMed:Two-phase hollow fiber liquid phase microextraction based on magnetofluid for simultaneous determination of Echinacoside, Tubuloside B, Acteoside and Isoacteoside in rat plasma after oral administration of Cistanche salsa extract by high performance liquid chromatography.
PubMed:Simultaneous separation and determination of four phenylethanoid glycosides in rat plasma sample after oral administration of Cistanche salsa extract by microemulsion liquid chromatography.
PubMed:In vitro anti-inflammatory activity of Ligustrum vulgare extracts and their analytical characterization.
PubMed:Anti-hyperglycemic and hypolipidemic effects of Cistanche tubulosa in type 2 diabetic db/db mice.
PubMed:Adsorption properties and preparative separation of phenylethanoid glycosides from Cistanche deserticola by use of macroporous resins.
PubMed:[Effects of echinacoside on extracellular acetylcholine and choline levels of hippocampus and striatum of cerebral ischemia rats].
PubMed:[Induction of adventitious roots of Echinacea pallida and accumulation of caffeic acid derivatives].
PubMed:Application of two-phase hollow fiber liquid phase microextraction coupled with high-performance liquid chromatography for the study of the echinacoside pharmacokinetics in Parkinson's disease rat plasma.
PubMed:Efficacy and safety of echinacoside in a rat osteopenia model.
PubMed:Amelioration of dextran sulphate sodium-induced colitis in mice by echinacoside-enriched extract of Cistanche tubulosa.
PubMed:Antiosteoporotic activity of echinacoside in ovariectomized rats.
PubMed:Effects of echinacoside on MPP(+)-induced mitochondrial fragmentation, mitophagy and cell apoptosis in SH-SY5Y cells.
PubMed:Transient exposure to echinacoside is sufficient to activate Trk signaling and protect neuronal cells from rotenone.
PubMed:Seasonal variations in the concentrations of lipophilic compounds and phenolic acids in the roots of Echinacea purpurea and Echinacea pallida.
PubMed:Quantification of phenylpropanoids in commercial Echinacea products using TLC with video densitometry as detection technique and ANN for data modelling.
PubMed:Effects of echinacoside on histio-central levels of active mass in middle cerebral artery occlusion rats.
PubMed:Separation, purification and quantification of verbascoside from Penstemon barbatus (Cav.) Roth.
PubMed:Echinacoside promotes bone regeneration by increasing OPG/RANKL ratio in MC3T3-E1 cells.
PubMed:Selective protection of nigral dopaminergic neurons by echinacoside in a rat model of Parkinson disease induced by rotenone.
PubMed:Phenylpropanoid glycosides from plant cell cultures induce heme oxygenase 1 gene expression in a human keratinocyte cell line by affecting the balance of NRF2 and BACH1 transcription factors.
PubMed:Simultaneous metabolite fingerprinting of hydrophilic and lipophilic compounds in Echinacea pallida by high-performance liquid chromatography with diode array and electrospray ionization-mass spectrometry detection.
PubMed:Use of a standardized extract from Echinacea angustifolia (Polinacea) for the prevention of respiratory tract infections.
PubMed:Echinacoside stimulates cell proliferation and prevents cell apoptosis in intestinal epithelial MODE-K cells by up-regulation of transforming growth factor-β1 expression.
PubMed:Determination of major phenolic compounds in Echinacea spp. raw materials and finished products by high-performance liquid chromatography with ultraviolet detection: single-laboratory validation matrix extension.
PubMed:Metabolomic analysis reveals that the accumulation of specific secondary metabolites in Echinacea angustifolia cells cultured in vitro can be controlled by light.
PubMed:HPLC determination of antilipoxygenase activity of a water infusion of Ligustrum vulgare L. leaves and some of its constituents.
PubMed:Phytochemical and immunomodulatory properties of an Echinacea laevigata (Asteraceae) tincture.
PubMed:Production of acteoside from Cistanche tubulosa by β-glucosidase.
PubMed:Effects of 2-aminoindan-2-phosphonic acid treatment on the accumulation of salidroside and four phenylethanoid glycosides in suspension cell culture of Cistanche deserticola.
PubMed:Separation and purification of echinacoside from Penstemon barbatus (Can.) Roth by recycling high-speed counter-current chromatography.
PubMed:Neurotrophic and neurorescue effects of Echinacoside in the subacute MPTP mouse model of Parkinson's disease.
PubMed:Optimization and single-laboratory validation study of a high-performance liquid chromatography (HPLC) method for the determination of phenolic Echinacea constituents.
PubMed:Suppression of nitric oxide implicated in the protective effect of echinacoside on H2O2-induced PC12 cell injury.
PubMed:Structural revision of oleoacteoside and oleoechinacoside.
PubMed:Inhibitory effect of acteoside isolated from Cistanche tubulosa on chemical mediator release and inflammatory cytokine production by RBL-2H3 and KU812 cells.
PubMed:Acylated phenylethanoid oligoglycosides with hepatoprotective activity from the desert plant Cistanche tubulosa.
PubMed:Application of molecular markers in predicting production quality of cultivated Cistanche deserticola.
PubMed:Echinacoside retards cellular senescence of human fibroblastic cells MRC-5.
PubMed:Total peroxynitrite scavenging capacity of phenylethanoid and flavonoid glycosides from the flowers of Buddleja officinalis.
PubMed:[Structure-activity relationships of phenylethanoid glycosides in plants of Cistanche salsa on antioxidative activity].
PubMed:An approach to identifying sequential metabolites of a typical phenylethanoid glycoside, echinacoside, based on liquid chromatography-ion trap-time of flight mass spectrometry analysis.
PubMed:Mesophyll distribution of 'antioxidant' flavonoid glycosides in Ligustrum vulgare leaves under contrasting sunlight irradiance.
PubMed:Protective effects of echinacoside, one of the phenylethanoid glycosides, on H(2)O(2)-induced cytotoxicity in PC12 cells.
PubMed:[Effects of precursor feeding and fungal elicitors on secondary metabolits in cell suspension culture of Cistanche deserticola].
PubMed:Echinacoside elicits endothelium-dependent relaxation in rat aortic rings via an NO-cGMP pathway.
PubMed:[Research progress on pharmacological activities of echinacoside].
PubMed:Selection of natural health products for clinical trials: a preclinical template.
PubMed:A sensitive and specific liquid chromatography/tandem mass spectrometry method for determination of echinacoside and its pharmacokinetic application in rats.
PubMed:Analytical characterisation of homoeopathic mother tinctures.
PubMed:[Preliminary study on variation pattern of Cistanche deserticola].
PubMed:Identification of Cistanche species by chemical and inter-simple sequence repeat fingerprinting.
PubMed:Metabolism of echinacoside, a good antioxidant, in rats: isolation and identification of its biliary metabolites.
PubMed:Two new phenolic glycosides from Syringa reticulata.
PubMed:[Study on secondary metabolic organ of echinacoside in herbs of Cistanche tubulosa].
PubMed:[Inoculation experiments of Cistanche tubulosa on 8 introduced Tamarix species].
PubMed:[Study on reproduction biology of Cistanche deserticola--seedling emergence and flowering].
PubMed:Echinacoside prevents the striatal extracellular levels of monoamine neurotransmitters from diminution in 6-hydroxydopamine lesion rats.
PubMed:[Study on processing method of Cistanche tubulosa].
PubMed:Protection of echinacoside against acute lung injury caused by oleic acid in rats.
PubMed:Neuroprotective effects of echinacoside in the mouse MPTP model of Parkinson's disease.
PubMed:Protective effects of echinacoside on carbon tetrachloride-induced hepatotoxicity in rats.
PubMed:[Studied of dry matter accumulation and echinacoside content of Cistanche tubulosa in Huabei plain].
PubMed:Growing environment and nutrient availability affect the content of some phenolic compounds in Echinacea purpurea and Echinacea angustifolia.
PubMed:Determination of echinacoside in rat serum by reversed-phase high-performance liquid chromatography with ultraviolet detection and its application to pharmacokinetics and bioavailability.
PubMed:Phenylethanoid oligoglycosides and acylated oligosugars with vasorelaxant activity from Cistanche tubulosa.
PubMed:Genetic diversity in seed populations of Echinacea purpurea controls the capacity for regeneration, route of morphogenesis and phytochemical composition.
PubMed:Synergistic antioxidative effects of alkamides, caffeic acid derivatives, and polysaccharide fractions from Echinacea purpurea on in vitro oxidation of human low-density lipoproteins.
PubMed:Investigation of anti-hyaluronidase treatment on vocal fold wound healing.
PubMed:In vitro neuroprotective activities of phenylethanoid glycosides from Callicarpa dichotoma.
PubMed:[The determination of echinacoside and acteoside in herbs of Cistanche tubulosa].
PubMed:[Effects of methyl jasmonate and salicylic acid on phenylethanoid glycosides synthesis in suspension cultures of Cistanche deserticola].
PubMed:In vitro and in vivo immune stimulating effects of a new standardized Echinacea angustifolia root extract (Polinacea).
PubMed:Variability in the composition of anti-oxidant compounds in Echinacea species by HPLC.
PubMed:Identification by HPLC-PAD-MS and quantification by HPLC-PAD of phenylethanoid glycosides of five Phlomis species.
PubMed:Echinacoside rescues the SHSY5Y neuronal cells from TNFalpha-induced apoptosis.
PubMed:Inhibiting activities of the secondary metabolites of Phlomis brunneogaleata against parasitic protozoa and plasmodial enoyl-ACP Reductase, a crucial enzyme in fatty acid biosynthesis.
PubMed:[Determination of phenylethanoid glycosides from Cistanche deserticola in spring and autumn with LC-MS].
PubMed:Analysis of phenolic compounds and radical scavenging activity of Echinacea spp.
PubMed:Permeability studies of alkylamides and caffeic acid conjugates from echinacea using a Caco-2 cell monolayer model.
PubMed:Saponins from the flower buds of Buddleja officinalis.
PubMed:Wiedemanniosides A-E: new phenylethanoid glycosides from the roots of Verbascum wiedemannianum.
PubMed:Improvement of phenylethanoid glycosides production by a fungal elicitor in cell suspension culture of Cistanche deserticola.
PubMed:[History of a plant: the example of Echinacea].
PubMed:Determination of phenolic compounds in dietary supplements and tea blends containing Echinacea by liquid chromatography with coulometric electrochemical detection.
PubMed:[Determination of echinacoside in congrong spirit by reversed-phase high performance liquid chromatography].
PubMed:[Metabolic regulation of phenylethanoid glycosides from Herba cistanches in dogs' gastrointestine].
PubMed:[Separation of echinacoside by reversed-phase preparative high performance liquid chromatography].
PubMed:[A study on quality standard for herba cistanches].
PubMed:Evaluation of antioxidant activity of some natural polyphenolic compounds using the Briggs-Rauscher reaction method.
PubMed:Rapid and non-destructive determination of the echinacoside content in Echinacea roots by ATR-IR and NIR spectroscopy.
PubMed:Simultaneous analysis of alkamides and caffeic acid derivatives for the identification of Echinacea purpurea, Echinacea angustifolia, Echinacea pallida and Parthenium integrifolium roots.
PubMed:Anti-inflammatory and cicatrizing activity of Echinacea pallida Nutt. root extract.
PubMed:Comparison of chemical components and antioxidants capacity of different Echinacea species.
PubMed:Echinacea standardization: analytical methods for phenolic compounds and typical levels in medicinal species.
PubMed:[Analysis of phenylethanoid glycosides in the extract of herba Cistanchis by LC/ESI-MS/MS].
PubMed:Hydrolysis and redox factors affecting analysis of common phenolic marker compounds in botanical extracts and finished products.
PubMed:[Phenylethanoid glucosides from flos Buddlejae].
PubMed:Immunopharmacological activity of Echinacea preparations following simulated digestion on murine macrophages and human peripheral blood mononuclear cells.
PubMed:Inhibition of nitric oxide by phenylethanoids in activated macrophages.
PubMed:[Investigation on the marker substances of crude drugs in formulations. II. Marker substances for the identification of Cistanchis Herba in drinkable preparations].
PubMed:Novel and known constituents from Buddleja species and their activity against leukocyte eicosanoid generation.
PubMed:[Analysis of phenylethanoid glycosides of Herba cistanchis by RP-HPLC].
PubMed:Antioxidative effects of phenylethanoids from Cistanche deserticola.
PubMed:Reaction of hydroxyl radical with phenylpropanoid glycosides from Pedicularis species: a pulse radiolysis study.
PubMed:Echinacoside and caffeoyl conjugates protect collagen from free radical-induced degradation: a potential use of Echinacea extracts in the prevention of skin photodamage.
PubMed:Protection of phenylpropanoid glycosides from Pedicularis against oxidative hemolysis in vitro.
PubMed:Inhibition of the autoxidation of linoleic acid by phenylpropanoid glycosides from Pedicularis in micelles.
PubMed:Caffeic glycoside esters from Jasminum nudiflorum and some related species.
PubMed:Analysis of alkamides and caffeic acid derivatives from Echinacea simulata and E. paradoxa roots.
PubMed:Phenylpropanoid and iridoid glycosides from Pedicularis striata.
PubMed:Immunosuppressive Principles of Rehmannia glutinosa var. hueichingensis1.
PubMed:Immunosuppressive principles of Rehmannia glutinosa var. hueichingensis.
PubMed:Anti-hepatotoxic activity of extracts and constituents of Buddleja species.
PubMed:TLC and HPLC analysis of Echinacea pallida and E. angustifolia roots.
 
Notes:
from buddleja species; has antihepatotoxic activity.
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