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SMB00075

Sigma-Aldrich

(−)-Arctigenin

≥95% (LC/MS-ELSD)

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Synonym(s):
2(3H)-Furanone, (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone
Empirical Formula (Hill Notation):
C21H24O6
CAS Number:
Molecular Weight:
372.41
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−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

InChI key

NQWVSMVXKMHKTF-JKSUJKDBSA-N

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This Item
PHL80354SMB00078364037
(−)-Arctigenin ≥95% (LC/MS-ELSD)

Sigma-Aldrich

SMB00075

(−)-Arctigenin

Arctigenin phyproof® Reference Substance

PHL80354

Arctigenin

Arctiin ≥95% (LC/MS-ELSD)

Sigma-Aldrich

SMB00078

Arctiin

form

solid

form

-

form

solid

form

viscous liquid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

storage temp.

-

General description

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 Actions

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Feng Zhao et al.
Journal of ethnopharmacology, 122(3), 457-462 (2009-05-12)
Arctigenin, a bioactive constituent from dried seeds of Arctium lappa L. (Compositae) which has been widely used as a Traditional Chinese Medicine for dispelling wind and heat included in Chinese Pharmacophere, was found to exhibit anti-inflammatory activities but its molecular
Hyo Sook Kang et al.
Journal of ethnopharmacology, 116(2), 305-312 (2008-01-09)
Oleaceae Forsythiae Fructus has been used for anti-inflammatory, diuretics, antidote, and antibacterials in traditional herbal medicine. Our previous screening of medicinal plants showed that methanol (MeOH) extract of Forsythiae Fructus had significant anti-inflammatory activity, but the active ingredients remain unclear.
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
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
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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