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SML1689

Sigma-Aldrich

Eupatilin

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

Synonyme(s) :

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

Formule empirique (notation de Hill):
C18H16O7
Numéro CAS:
22368-21-4
Poids moléculaire :
344.32
Numéro MDL:
MFCD13194819
Code UNSPSC :
12352200
ID de substance PubChem :
329826018
Nomenclature NACRES :
NA.77

product name

Eupatilin, ≥98% (HPLC)

Source biologique

(Isolated from Artemisia sp.)

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated
protect from light

Couleur

white to beige

Solubilité

DMSO: 20 mg/mL, clear

Température de stockage

−20°C

Chaîne 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

Clé InChI

DRRWBCNQOKKKOL-UHFFFAOYSA-N

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Application

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.

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Eupatilin attenuates the inflammatory response induced by intracerebral hemorrhage through the TLR4/MyD88 pathway
Fei X, et al.
International Immunopharmacology, 76, 105837-105837 (2019)
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)
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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