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SML1689

Sigma-Aldrich

Eupatilin

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

Synonym(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

Empirical Formula (Hill Notation):
C18H16O7
CAS Number:
22368-21-4
Molecular Weight:
344.32
MDL number:
MFCD13194819
UNSPSC Code:
12352200
PubChem Substance ID:
329826018
NACRES:
NA.77

product name

Eupatilin, ≥98% (HPLC)

biological source

(Isolated from Artemisia sp.)

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

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

InChI key

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.

Biochem/physiol Actions

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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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

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