A plant lignan with antioxidant, anti-inflammatory, antiproliferative, and antiviral activity
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Isomer(s)
30698Phillygenin
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Arctigenin

Item No. 14913

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone
CAS Number
7770-78-7
Molecular Formula
C21H24O6
Formula Weight
372.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 12 mg/mlEthanol: 0.5 mg/ml
λmax
205, 231, 281 nm
SMILES
COC1=C(O)C=CC(C[C@H]([C@@H](CC2=CC(OC)=C(OC)C=C2)CO3)C3=O)=C1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $69

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    25 mg

    $102

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    50 mg

    $183

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    100 mg

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    Product Description

    Arctigenin is an extract from A. lappa, a burdock plant traditionally used in Japanese Kampo medicine for its antioxidant, anti-inflammatory, antiproliferative, and antiviral activity. At 0.1 μM, arctigenin can block the activation of Akt induced by glucose starvation in pancreatic cancer PANC-1 cells, which is a key process in the tolerance exhibited by cancer cells to glucose starvation.1 It has potent in vitro antiviral activities against influenza A virus and shows neuroprotective effects against an experimental mouse model of Japanese encephalitis.2,3 Arctigenin also demonstrates a therapeutic effect in ischemic stroke treatment of middle cerebral artery occluded rats by suppressing microglia activation and decreasing IL-1β and TNF-α expression.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Awale, S., Lu, J., Kalauni, S.K., et al. Identification of arctigenin as an antitumor agent having the ability to eliminate the tolerance of cancer cells to nutrient starvation. Cancer Res. 66(3), 1751-1757 (2006).

    2. Hayashi, K., Narutaki, K., Nagaoka, Y., et al. Therapeutic effect of arctiin and arctigenin in immunocompetent and immunocompromised mice infected with influenza A virus. Biol. Pharm. Bull. 33(7), 1199-1205 (2010).

    3. Swarup, V., Ghosh, J., Mishra, M.K., et al. Novel strategy for treatment of Japanese encephalitis using arctigenin, a plant lignan. J. Antimicrob. Chemother. 61(3), 679-688 (2008).

    4. Fan, T., Jiang, W.L., Zhu, J., et al. Arctigenin protects focal cerebral ischemia-reperfusion rats through inhibiting neuroinflammation. Biol. Pharm. Bull. 35(11), 2004-2009 (2012).