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SMB00075

Sigma-Aldrich

(−)-Arctigenin

≥95% (LC/MS-ELSD)

Sinónimos:

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

Fórmula empírica (notación de Hill):
C21H24O6
Número de CAS:
7770-78-7
Peso molecular:
372.41
Número MDL:
MFCD00870597
Código UNSPSC:
12352205
ID de la sustancia en PubChem:
329824754
NACRES:
NA.25

Ensayo

≥95% (LC/MS-ELSD)

Formulario

solid

aplicaciones

metabolomics
vitamins, nutraceuticals, and natural products

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

NQWVSMVXKMHKTF-JKSUJKDBSA-N

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Descripción general

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.

Acciones bioquímicas o fisiológicas

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

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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Certificados de análisis (COA)

Lot/Batch Number
12222867V
122228-67V

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Secoisolariciresinol diglucoside ≥97% (HPLC)

Sigma-Aldrich

S0202

Secoisolariciresinol diglucoside

Adenina ≥99%

Sigma-Aldrich

A8626

Adenina

Ursolic acid ≥90%

Sigma-Aldrich

U6753

Ursolic acid

Chlorogenic acid ≥95% (titration)

Sigma-Aldrich

C3878

Chlorogenic acid

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
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
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
Jong-Sik Jin et al.
Biological & pharmaceutical bulletin, 30(5), 904-911 (2007-05-03)
Plant lignans, such as pinoresinol diglucoside, secoisolariciresinol diglucoside and arctiin, are metabolized to mammalian lignans, enterolactone or enterodiol, by human intestinal bacteria. Their metabolic processes include deglucosylation, ring cleavage, demethylation, dehydroxylation and oxidation. Here we isolated an intestinal bacterium capable
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