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Merck

SMB00075

Sigma-Aldrich

(−)-Arctigenin

≥95% (LC/MS-ELSD)

Synonym(e):

2(3H)-Furanone, (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone

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About This Item

Empirische Formel (Hill-System):
C21H24O6
CAS-Nummer:
Molekulargewicht:
372.41
MDL-Nummer:
UNSPSC-Code:
12352205
PubChem Substanz-ID:
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

Form

solid

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

−20°C

SMILES String

COc1cc(C[C@@H]2[C@H](COC2=O)Cc3ccc(OC)c(OC)c3)ccc1O

InChI

1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1

InChIKey

NQWVSMVXKMHKTF-JKSUJKDBSA-N

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Allgemeine Beschreibung

Arctigenin is a lignan found in the root of Arctium lappa L. It has been used in pharmacologic, as well as cosmetic, research and has demonstrated several antiviral and anticancer effects.

Biochem./physiol. Wirkung

Dibenzylbutyrolactone ligand, natural product, viral integrase and topoisomerase II inhibitor, antioxidant, antiviral, anti-inflammatory, immunomodulator.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Shengrong Sun et al.
Planta medica, 77(2), 141-145 (2010-08-19)
The involvement of unfolded protein response (UPR) activation in tumor survival and resistance to chemotherapies suggests a new anticancer strategy targeting UPR pathway. Arctigenin, a natural product, has been recently identified for its antitumor activity with selective toxicity against cancer
Ji Yun Lee et al.
Archives of pharmacal research, 33(6), 947-957 (2010-07-08)
We previously reported that arctigenin, a phenylpropanoid dibenzylbutyrolactone lignan isolated from Forsythia koreana, exhibits anti-inflammatory, antioxidant, and analgesic effects in animal models. In addition, arctigenin inhibited eosinophil peroxidase and activated myeloperoxidase in inflamed tissues. In this study, we tested the
Suresh Awale et al.
Cancer research, 66(3), 1751-1757 (2006-02-03)
Tumor cells generally proliferate rapidly and the demand for essential nutrients as well as oxygen always exceeds the supply due to the unregulated growth and the insufficient and inappropriate vascular supply. However, cancer cells show an inherent ability to tolerate
Giovanni Dinelli et al.
Electrophoresis, 28(22), 4212-4219 (2007-10-20)
The health-promoting effects of whole-grain consumption have been attributed in part to their unique phytochemical contents and profiles. Wheat is an important component of the human diet; however, little is known about the phytochemical profiles of different wheat varieties, especially
Vivek Swarup et al.
The Journal of antimicrobial chemotherapy, 61(3), 679-688 (2008-01-31)
OBJECTIVES; To evaluate therapeutic efficacy of arctigenin in an experimental model of Japanese encephalitis (JE). Four- to 5-week-old BALB/c mice of either sex were infected intravenously with lethal dose of 3 x 10(5) pfu of Japanese encephalitis virus (JEV). By

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