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22368-21-4,MFCD13194819
Catalog No.:AA00BDKD

22368-21-4 | Eupatilin

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1mg
98%
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$12.00   $8.00
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10mg
98%
in stock  
$41.00   $29.00
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50mg
98%
in stock  
$109.00   $76.00
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100mg
95%
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$150.00   $105.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00BDKD
Chemical Name:
Eupatilin
CAS Number:
22368-21-4
Molecular Formula:
C18H16O7
Molecular Weight:
344.3154
MDL Number:
MFCD13194819
SMILES:
COc1cc(ccc1OC)c1cc(=O)c2c(o1)cc(c(c2O)OC)O
NSC Number:
122413
Properties
Computed Properties
 
Complexity:
520  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
XLogP3:
2.9  

Literature

Title: The Protective Effect of Eupatilin against Hydrogen Peroxide-Induced Injury Involving 5-Lipoxygenase in Feline Esophageal Epithelial Cells.

Journal: The Korean journal of physiology & pharmacology : official journal of the Korean Physiological Society and the Korean Society of Pharmacology 20121001

Title: 5,7-Dihydroxy-3,4,6-trimethoxyflavone inhibits intercellular adhesion molecule 1 and vascular cell adhesion molecule 1 via the Akt and nuclear factor-κB-dependent pathway, leading to suppression of adhesion of monocytes and eosinophils to bronchial epithelial cells.

Journal: Immunology 20120901

Title: The neuroprotective effect of eupatilin against ischemia/reperfusion-induced delayed neuronal damage in mice.

Journal: European journal of pharmacology 20120815

Title: In vivo sedative and gastroprotective activities of Salvia plebeia extract and its composition of polyphenols.

Journal: Archives of pharmacal research 20120801

Title: Suppressive effects of Schizandra chinensis Baillon water extract on allergy-related cytokine generation and degranulation in IgE-antigen complex-stimulated RBL-2H3 cells.

Journal: Nutrition research and practice 20120401

Title: DA6034 promotes gastric epithelial cell migration and wound-healing through the mTOR pathway.

Journal: Journal of gastroenterology and hepatology 20120201

Title: Flavonoids Isolated from Korea Citrus aurantium L. Induce G2/M Phase Arrest and Apoptosis in Human Gastric Cancer AGS Cells.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Effect of a New Prokinetic Agent DA-9701 Formulated with Corydalis Tuber and Pharbitidis Semen on Cytochrome P450 and UDP-Glucuronosyltransferase Enzyme Activities in Human Liver Microsomes.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: The Protective Effect of Quercetin-3-O-β-D-Glucuronopyranoside on Ethanol-induced Damage in Cultured Feline Esophageal Epithelial Cells.

Journal: The Korean journal of physiology & pharmacology : official journal of the Korean Physiological Society and the Korean Society of Pharmacology 20111201

Title: A mechanism for the action of the compound DA-6034 on NF-κB pathway activation in Helicobacter pylori-infected gastric epithelial cells.

Journal: Scandinavian journal of immunology 20110901

Title: Eupatilin, a dietary flavonoid, induces G2/M cell cycle arrest in human endometrial cancer cells.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20110801

Title: Prevention of NSAID-associated gastroduodenal injury in healthy volunteers-a randomized, double-blind, multicenter study comparing DA-9601 with misoprostol.

Journal: Journal of Korean medical science 20110801

Title: Eupatilin inhibits lipopolysaccharide-induced expression of inflammatory mediators in macrophages.

Journal: Life sciences 20110620

Title: Eupatilin Inhibits Gastric Cancer Cell Growth by Blocking STAT3-Mediated VEGF Expression.

Journal: Journal of gastric cancer 20110301

Title: Dose-response study of sajabalssuk ethanol extract from Artemisia princeps Pampanini on blood glucose in subjects with impaired fasting glucose or mild type 2 diabetes.

Journal: Journal of medicinal food 20110101

Title: A review on phytochemistry and medicinal properties of the genus Achillea.

Journal: Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences 20110101

Title: TNF-α induces expression of urokinase-type plasminogen activator and β-catenin activation through generation of ROS in human breast epithelial cells.

Journal: Biochemical pharmacology 20101215

Title: Bioactivity-guided isolation of antiproliferative compounds from Centaurea arenaria.

Journal: Phytotherapy research : PTR 20101101

Title: Effects of eupatilin and jaceosidin on cytochrome p450 enzyme activities in human liver microsomes.

Journal: Molecules (Basel, Switzerland) 20100916

Title: The role of cyclooxygenase-2 in cell proliferation and cell death in human malignancies.

Journal: International journal of cell biology 20100101

Title: Impact of dietary polyphenols on carbohydrate metabolism.

Journal: International journal of molecular sciences 20100101

Title: [Studies on flavones from Flos Chrysanthemi Indici].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20091001

Title: Inhibitory effect of eupatilin and jaceosidin isolated from Artemisia princeps on carrageenan-induced inflammation in mice.

Journal: Journal of ethnopharmacology 20090925

Title: Topical anti-inflammatory activity of Eupatilin, a lipophilic flavonoid from mountain wormwood ( Artemisia umbelliformis Lam.).

Journal: Journal of agricultural and food chemistry 20090909

Title: Eupatilin inhibits T-cell activation by modulation of intracellular calcium flux and NF-kappaB and NF-AT activity.

Journal: Journal of cellular biochemistry 20090901

Title: Eupatilin exhibits a novel anti-tumor activity through the induction of cell cycle arrest and differentiation of gastric carcinoma AGS cells.

Journal: Differentiation; research in biological diversity 20090401

Title: Eupatilin with heme oxygenase-1-inducing ability protects cultured feline esophageal epithelial cells from cell damage caused by indomethacin.

Journal: Biological & pharmaceutical bulletin 20090401

Title: 5,7-dihydroxy-3,4,6-trimethoxyflavone inhibits the inflammatory effects induced by Bacteroides fragilis enterotoxin via dissociating the complex of heat shock protein 90 and I kappaB alpha and I kappaB kinase-gamma in intestinal epithelial cell culture.

Journal: Clinical and experimental immunology 20090301

Title: Phosphorylation of Nrf2 at multiple sites by MAP kinases has a limited contribution in modulating the Nrf2-dependent antioxidant response.

Journal: PloS one 20090101

Title: Effects of DA-6034, a flavonoid derivative, on mucin-like glycoprotein and ocular surface integrity in a rabbit model.

Journal: Arzneimittel-Forschung 20090101

Title: Eupatilin, isolated from Artemisia princeps Pampanini, enhances hepatic glucose metabolism and pancreatic beta-cell function in type 2 diabetic mice.

Journal: Diabetes research and clinical practice 20081001

Title: Eupatilin inhibits H(2)O(2)-induced apoptotic cell death through inhibition of mitogen-activated protein kinases and nuclear factor-kappaB.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080801

Title: The protective effect of eupatilin on indomethacin-induced cell damage in cultured feline ileal smooth muscle cells: involvement of HO-1 and ERK.

Journal: Journal of ethnopharmacology 20080619

Title: Eupatilin protects gastric epithelial cells from oxidative damage and down-regulates genes responsible for the cellular oxidative stress.

Journal: Pharmaceutical research 20080601

Title: DA-6034, a derivative of flavonoid, prevents and ameliorates dextran sulfate sodium-induced colitis and inhibits colon carcinogenesis.

Journal: Experimental biology and medicine (Maywood, N.J.) 20080201

Title: The effects of DA-6034 on NF-kappaB activity induced by lipopolysaccharide or tumor necrosis factor alpha in a human colonic epithelial cell line.

Journal: Hepato-gastroenterology 20080101

Title: Inhibitory effect of eupatilin and jaceosidin isolated from Artemisia princeps in IgE-induced hypersensitivity.

Journal: International immunopharmacology 20071215

Title: In vitro metabolism of eupatilin by multiple cytochrome P450 and UDP-glucuronosyltransferase enzymes.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20070801

Title: Analysis of eupatilin-human serum albumin interactions by means of spectroscopic and computational modelling.

Journal: The Journal of pharmacy and pharmacology 20070501

Title: Jaceosidin induces apoptosis in ras-transformed human breast epithelial cells through generation of reactive oxygen species.

Journal: Annals of the New York Academy of Sciences 20070101

Title: Eupatilin attenuates bile acid-induced hepatocyte apoptosis.

Journal: Journal of gastroenterology 20060801

Title: Eupatilin has an antiapoptotic action on hepatocytes, in contrast to apoptotic actions on other cells.

Journal: Journal of gastroenterology 20060801

Title: [Studies on the flavonoids from whole herbs of Seriphidium terrae-albae].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060501

Title: Eupatilin blocks mediator release via tyrosine kinase inhibition in activated guinea pig lung mast cells.

Journal: Journal of toxicology and environmental health. Part A 20051210

Title: Eupatilin inhibits proliferation of ras-transformed human breast epithelial (MCF-10A-ras) cells.

Journal: Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer 20050101

Title: Eupatilin, a pharmacologically active flavone derived from Artemisia plants, induces apoptosis in human gastric cancer (AGS) cells.

Journal: Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer 20050101

Title: Eupatilin, a pharmacologically active flavone derived from Artemisia plants, induces cell cycle arrest in ras-transformed human mammary epithelial cells.

Journal: Biochemical pharmacology 20040915

Title: Metabolism of eupatilin in rats using liquid chromatography/electrospray mass spectrometry.

Journal: Biomedical chromatography : BMC 20040401

Title: Antiproliferative constituents in plants 10. Flavones from the leaves of Lantana montevidensis Briq. and consideration of structure-activity relationship.

Journal: Biological & pharmaceutical bulletin 20020701

Title: Eupatilin, a pharmacologically active flavone derived from Artemisia plants, induces apoptosis in human promyelocytic leukemia cells.

Journal: Mutation research 20010920

Title: Mono- and sesquiterpenes and antifungal constituents from Artemisia species.

Journal: Planta medica 19990201

Title: Jung Y, et al. Eupatilin, an activator of PPARα, inhibits the development of oxazolone-induced atopic dermatitis symptoms in Balb/c mice. Biochem Biophys Res Commun. 2018 Feb 5;496(2):508-514.

Title: Jung Y, et al. Eupatilin with PPARα agonistic effects inhibits TNFα-induced MMP signaling in HaCaT cells. Biochem Biophys Res Commun. 2017 Nov 4;493(1):220-226.

Title: Du L, et al. Eupatilin prevents H2O2-induced oxidative stress and apoptosis in human retinal pigment epithelial cells. Biomed Pharmacother. 2017 Jan;85:136-140.

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