Arctigenin

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Cat.No. 1777 - Arctigenin | C21H24O6 | CAS No. 7770-78-7
Description: Potent MEK1 inhibitor. Also inhibits IκBα phosphorylation
Alternative Names: (-)-Arctigenin
Chemical Name: (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone
Purity: ≥98% (HPLC)
Datasheet
Citations (1)
Literature
Pathways

Biological Activity

Antioxidant, anti-inflammatory, antiproliferative and antiviral agent. Inhibits LPS-induced iNOS expression via inhibition of IκBα phosphorylation and p65 nuclear translocation (IC50 = 10 nM). Inhibits HIV-1 replication in vitro. Also potently inhibits MKK1 (MEK1) (IC50 = 0.5 nM) and provides neuroprotection by binding to kainate receptors.

Compound Libraries

Arctigenin is also offered as part of the Tocriscreen Plus and Tocriscreen Kinase Inhibitor Toolbox I. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 372.42
Formula C21H24O6
Storage Desiccate at -20°C
Purity ≥98% (HPLC)
CAS Number 7770-78-7
PubChem ID 64981
InChI Key NQWVSMVXKMHKTF-JKSUJKDBSA-N
Smiles OC(C=C3)=C(OC)C=C3C[C@@H](C(OC2)=O)[C@H]2CC1=CC(OC)=C(OC)C=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 37.24 100
ethanol 9.31 25mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 372.42. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.69 mL 13.43 mL 26.85 mL
5 mM 0.54 mL 2.69 mL 5.37 mL
10 mM 0.27 mL 1.34 mL 2.69 mL
50 mM 0.05 mL 0.27 mL 0.54 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Cho et al (2002) Potent inhibition of lipopolysaccharide-inducible nitric oxide synthase expression by dibenzylbutyrolactone lignans through inhibition of I-κBα phosphorylation and of p65 nuclear translocation. Int.Immunopharmacol. 2 105 PMID: 11789661

Jang et al (2002) Arctigenin protects cultured cortical neurons from glutamate-induced neurodegeneration by binding to kainate receptor. J.Neurosci.Res. 68 233 PMID: 11948668

Schroder et al (1990) Differential in vitro anti-HIV activity of natural lignans. Z.Naturforsch.C. 45 1215 PMID: 1965681

Cho et al (2003) Arctigenin, a potent inhibitor of MKK1, inhibits lipopolysaccharide (LPS)-inducible nitric oxide synthase expression through inhibition of I-κBα phosphorylation and of p65 nuclear translocation. Exp.Biol.Abstr. 152.2 PMID:


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Keywords: Arctigenin, supplier, inhibitors, IκB, IκBα, IkappaBalpha, phosphorylation, inhibits, MKK1, kainate, receptors, Nuclear, Factor, Kappa, B, Glutamate, Kainate, Receptors, iGluR, Ionotropic, Transcription, Factors, antiviral, NF-kB, NF-kappaB, NF-κB, (-)-Arctigenin, MEK, Tocris Bioscience

1 Citation for Arctigenin

Citations are publications that use Tocris products. Selected citations for Arctigenin include:

Ogungbe et al (2014) (-) Arctigenin and (+) pinoresinol are antagonists of the human thyroid hormone receptor β. J Chem Inf Model 54 3051 PMID: 25383984


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MAPK Signaling Scientific Review

MAP kinase signaling is integral to the regulation of numerous cellular processes such as proliferation and differentiation, and as a result is an important focus of cancer and immunology research. Updated for 2016, this review discusses the regulation of the MAPK pathway and properties of MAPK cascades. Compounds available from Tocris are listed.

Pathways for Arctigenin

MAPK

MAPK Signaling Pathway

The mitogen-activated protein kinase pathway evokes an intracellular signaling cascade in response to extracellular stimuli such as heat and stress. It can influence cell division, metabolism and survival.

Protocols

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