ChemicalBook--->CAS DataBase List--->82854-37-3

82854-37-3

82854-37-3 Structure

82854-37-3 Structure
IdentificationBack Directory
[Name]

ECHINACOSIDE
[CAS]

82854-37-3
[Synonyms]

beta-d-e
Echicoside
ECHINACOSIDE
Purpureaside C
ECHINACOSIDE(AHP)
Cistanche tubulosa
Echinacoside/CH80711
Echinacoside/CH54339
Echinacoside Standard
ECHINACOSIDE WITH HPLC
ECHINACOSIDE(AMERICAN HERBAL PHARMACOPOEIA)
ECHINACOSIDE 20% DESERTLIVING CISTANCHE P.E.
Echinacoside, froM Cistanche deserticola Y.C.Ma
Echinacoside, 98%, from Cistanche deserticola Y.C.Ma
2-(3,4-dihydroxyphenyl)ethylo-6-deoxy-alpha-l-mannopyranosyl-glucopyranosid
(1-3)-o-(beta-d-glucopyranosyl-(1-6))-,4-(3-(3,4-dihydroxyphenyl)-2-propenoat
2-(3,4-Dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-6-O-β-D-glucopyranosyl-4-O-[3-(3,4-dihydroxyphenyl)propenoyl]-β-D-glucopyranoside
β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl O-6-deoxy-α-L-mannopyranosyl-(1→3)-O-[β-D-glucopyranosyl-(1→6)]-, 4-[3-(3,4-dihydroxyphenyl)-2-propenoate]
[(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
Echinacoside [(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)
[EINECS(EC#)]

240-851-7
[Molecular Formula]

C35H46O20
[MDL Number]

MFCD00075695
[MOL File]

82854-37-3.mol
[Molecular Weight]

786.73
Chemical PropertiesBack Directory
[Boiling point ]

1062.7±65.0 °C(Predicted)
[density ]

1.66±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO:60.0(Max Conc. mg/mL);76.26(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:9):0.1(Max Conc. mg/mL);0.13(Max Conc. mM)
DMF:30.0(Max Conc. mg/mL);38.13(Max Conc. mM)
Ethanol:52.5(Max Conc. mg/mL);66.73(Max Conc. mM)
Water:24.36(Max Conc. mg/mL);30.96(Max Conc. mM)
[form ]

powder
[pka]

8.43±0.20(Predicted)
[color ]

White-beige
[BRN ]

4778612
[Stability:]

Hygroscopic
[Major Application]

metabolomics
vitamins, nutraceuticals, and natural products
[InChIKey]

FSBUXLDOLNLABB-ISAKITKMSA-N
[LogP]

0.140 (est)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Safety Statements ]

24/25
[WGK Germany ]

3
[RTECS ]

LZ5786500
[HS Code ]

29389090
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Echinacoside is a phenylethanoid glycoside that has been found in Echinacea and has diverse biological activities. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals (EC50 = 6.6 μM in a cell-free assay). Echinacoside (10 μg/ml) inhibits hydrogen peroxide-induced production of reactive oxygen species (ROS) and apoptosis in PC12 cells. It reduces increases in plasma alanine aminotransferase (ALT), TNF-α, IL-1β, IL-16, and IL-10 levels and hepatocyte apoptosis induced by LPS/D-galactosamine in a mouse model of acute liver injury when administered at a dose of 60 mg/kg. Echinacoside (20 mg/kg per day for 15 days) prevents loss of dopaminergic neurons in the substantia nigra pars compacta and decreases in striatal dopamine and 3,4-dihydroxyphenylacetic acid (DOPAC) levels in a mouse model of MPTP-induced Parkinson''s disease. It also improves motor performance in the rotarod test in the same model.
[Chemical Properties]

White powder
[Uses]

Echinacoside Ethanolate is a caffeic acid glycoside, known for its neuroprotective, antiinflammatory and anti-oxidative activities. Also an anti[proliferative towards hypoxia influenced pulmonary artery smooth muscle cells.
[Definition]

ChEBI: Echinacoside is an oligosaccharide.
[in vivo]

Echinacoside (30-270 mg/kg body weight; p.o.; daily for 12 weeks) significantly reverses the increases of body weight, serum hydroxyproline (HOP) levels, and the decreases of uterus wet weight and bone mineral density (BMD) in In ovariectomized (OVX) rats[3].

Animal Model:Fifty-six aged 6 months female Sprague-Dawley rats (OVX rat model)[3]
Dosage:30, 90, 270 mg/kg body weight
Administration:p.o.; daily for 12 weeks
Result:The increases of body weight, serum hydroxyproline (HOP) levels, and the decreases of uterus wet weight and BMD were significantly reversed.
[References]

[1] FEDERICA PELLATI. Analysis of phenolic compounds and radical scavenging activity of Echinacea spp.[J]. Journal of pharmaceutical and biomedical analysis, 2004, 35 2: Pages 289-301. DOI: 10.1016/s0731-7085(03)00645-9
[2] RONG KUANG. Protective effects of echinacoside, one of the phenylethanoid glycosides, on H(2)O(2)-induced cytotoxicity in PC12 cells.[J]. Planta medica, 2009, 75 14: 1499-1504. DOI: 10.1055/s-0029-1185806
[3] XIUHUI LI. Echinacoside ameliorates D-galactosamine plus lipopolysaccharide-induced acute liver injury in mice via inhibition of apoptosis and inflammation.[J]. Scandinavian Journal of Gastroenterology, 2014, 49 8: 993-1000. DOI: 10.3109/00365521.2014.913190
[4] XINGCHAO GENG . Neuroprotective effects of echinacoside in the mouse MPTP model of Parkinson’s disease[J]. European journal of pharmacology, 2007, 564 1: Pages 66-74. DOI: 10.1016/j.ejphar.2007.01.084
Spectrum DetailBack Directory
[Spectrum Detail]

ECHINACOSIDE(82854-37-3)1HNMR
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