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Merck

SML1689

Sigma-Aldrich

Eupatilin

from (Isolated from Artemisia sp.), ≥98% (HPLC), powder, lipophilic flavonoid

Sinónimos:

2-(3,4-Dimethoxyphenyl)-5,7-dihydroxy-6-methoxy-4H-1-benzopyran-4-one, 5,7-Dihydroxy-3′,4′,6-trimethoxyflavone, NSC 122413

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About This Item

Fórmula empírica (notación de Hill):
C18H16O7
Número de CAS:
Peso molecular:
344.32
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

Nombre del producto

Eupatilin, ≥98% (HPLC)

origen biológico

(Isolated from Artemisia sp.)

Nivel de calidad

Ensayo

≥98% (HPLC)

Formulario

powder

condiciones de almacenamiento

desiccated
protect from light

color

white to beige

solubilidad

DMSO: 20 mg/mL, clear

temp. de almacenamiento

−20°C

cadena SMILES

O=C1C=C(C2=CC=C(OC)C(OC)=C2)OC3=CC(O)=C(OC)C(O)=C31

InChI

1S/C18H16O7/c1-22-12-5-4-9(6-14(12)23-2)13-7-10(19)16-15(25-13)8-11(20)18(24-3)17(16)21/h4-8,20-21H,1-3H3

Clave InChI

DRRWBCNQOKKKOL-UHFFFAOYSA-N

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Aplicación

Eupatilin has been used to investigate its inhibitory effects on intracranial hemorrhage (ICH)-induced inflammation and its anti-inflammatory mechanisms in mouse BV2 cells, in vitro. It has also been used as a standard for its quantitative estimation in Artemisia extracts by microcolumn high performance liquid chromatography with diode array (HPLC-DAD) assay.

Acciones bioquímicas o fisiológicas

Eupatilin is a flavone with anti-oxidative, anti-inflammatory, and anti-cancer properties.
Eupatilin is an important constituent in the leaves of Artemisia argyi and also an active component of DA-9601. It exhibits anti-apoptotic effects. Eupatilin provides protection against tumor necrosis factor α (TNF-α)-mediated inflammation in human umbilical vein endothelial cells. It is used in the treatment of gastritis and peptic ulcers. Eupatilin safeguards gastric epithelial cells from oxidative damage and smooth muscle cells from indomethacin-induced cell damage. Eupatilin lowers bile acid-stimulated hepatocyte apoptosis.
Flavone with anti-oxidative, anti-inflammatory, and anti-cancer properties

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Yawei Wang et al.
Molecular medicine reports, 13(2), 1141-1146 (2015-12-18)
Eupatilin, one of the major flavonoids in Artemisia asiatica Nakai (Asteraceae), has been reported to possess antitumor properties. However, thus far there have been no reports regarding the effects of eupatilin on glioma. Therefore, in the current study the effects
Eupatilin inhibits lipopolysaccharide-induced expression of inflammatory mediators in macrophages
Choi EJ, et al.
Life Sciences, 88(25-26), 1121-1126 (2011)
Eupatilin attenuates the inflammatory response induced by intracerebral hemorrhage through the TLR4/MyD88 pathway
Fei X, et al.
International Immunopharmacology, 76, 105837-105837 (2019)
Bioactive phenolics of the genus Artemisia (Asteraceae): HPLC-DAD-ESI-TQ-MS/MS profile of the Siberian species and their inhibitory potential against alpha-amylase and alpha-glucosidase
Olennikov DN, et al.
Frontiers in Pharmacology, 9, 756-756 (2018)
Antonia Wiegering et al.
Molecular biology of the cell, 32(8), 675-689 (2021-02-25)
A range of severe human diseases called ciliopathies is caused by the dysfunction of primary cilia. Primary cilia are cytoplasmic protrusions consisting of the basal body (BB), the axoneme, and the transition zone (TZ). The BB is a modified mother

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