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 (2)
Reviews
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
ethanol 9.31 25 with gentle warming
DMSO 37.24 100

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.

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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References

References are publications that support the biological activity of the product.

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


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Keywords: Arctigenin, 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, NF-kB/IkB, MEK, Antivirals, 1777, Tocris Bioscience

2 Citations 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

Rycaj et al (2016) Longitudinal tracking of subpopulation dynamics and molecular changes during LNCaP cell castration and identification of inhibitors that could target the PSA-/lo castration-resistant cells. Oncotarget 7 14220 PMID: 26871947


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Literature in this Area

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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.