Piceatannol

Pricing Availability Delivery Time Qty
Cat.No. 1554 - Piceatannol | C14H12O4 | CAS No. 10083-24-6
Description: Inhibits TNF-induced NF-κB activation
Chemical Name: 4-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-1,2-benzenediol
Purity: ≥98% (HPLC)
Datasheet
Citations (5)
Literature
Pathways

Biological Activity

Anti-inflammatory, immunomodulatory and antiproliferative agent. Inhibits p56lck and syk protein tyrosine kinases and inhibits TNF-induced NF-κB activation and gene expression. Synthesis results from conversion of resveratrol (Cat. No. 1418) by cytochrome P450 1B1.

Technical Data

M. Wt 244.25
Formula C14H12O4
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 10083-24-6
PubChem ID 667639
InChI Key CDRPUGZCRXZLFL-OWOJBTEDSA-N
Smiles OC1=CC(\C=C\C2=CC(O)=C(O)C=C2)=CC(O)=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 24.43 100
ethanol 24.43 100

Preparing Stock Solutions

The following data is based on the product molecular weight 244.25. 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 4.09 mL 20.47 mL 40.94 mL
5 mM 0.82 mL 4.09 mL 8.19 mL
10 mM 0.41 mL 2.05 mL 4.09 mL
50 mM 0.08 mL 0.41 mL 0.82 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.

Ashikawa et al (2002) Piceatannol inhibits TNF-induced NF-kB activation and NF-kB-mediated gene expression through suppression of IkBa kinase and p65 phosphorylation. J.Immunol. 169 6490 PMID: 12444159

Geahlen and McLaughlin (1989) Piceatannol (3,4,3',5'-tetrahydroxy-trans-stilbene) is a naturally occurring protein-tyrosine kinase inhibitor. Biochem.Biophys.Res.Commun. 165 241 PMID: 2590224

Oliver et al (1994) Inhibition of mast cell FceR1-mediated signalling and effector function by the syk-selective inhibitor, piceatannol. J.Biol.Chem. 269 29697 PMID: 7961959

Potter et al (2002) The cancer preventative agent resveratrol is converted to the anticancer agent piceatannol by the cytochrome P450 enzyme CYP1B1. Br.J.Cancer 86 774 PMID: 11875742


If you know of a relevant reference for Piceatannol, please let us know.

View Related Products by Product Action

View all NF-κB and IκB Inhibitors

Keywords: Syk p56lck kinase inhibitors inhibits TNF-induced NF-κB NF-kappaB NF-kB activation Kinases Nuclear Factor Kappa B Cytokine Signaling Signalling Transcription Factors NF-kB/IkB

5 Citations for Piceatannol

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

Verma et al (2015) Type II cytokines impair host defense against an intracellular fungal pathogen by amplifying macrophage generation of IL-33. J Neurosci 8 380 PMID: 25118166

Mitrugno et al (2014) A novel and essential role for FcγRIIa in cancer cell-induced platelet activation. Blood 123 249 PMID: 24258815

Farrand et al (2013) Piceatannol enhances cisplatin sensitivity in ovarian cancer via modulation of p53, X-linked inhibitor of apoptosis protein (XIAP), and mitochondrial fission. J Biol Chem 288 23740 PMID: 23833193

Siddoway et al (2013) An essential role for inhibitor-2 regulation of protein phosphatase-1 in synaptic scaling. J Neurosci 33 11206 PMID: 23825423

Dierks et al (2010) The ITK-SYK fusion oncogene induces a T-cell lymphoproliferative disease in mice mimicking human disease. Cancer Res 70 6193 PMID: 20670954


Do you know of a great paper that uses Piceatannol from Tocris? If so please let us know.

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Literature in this Area

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Pathways for Piceatannol

NF-κB

NF-κB Signaling Pathway

NF-κB signaling plays an important role in inflammation, the innate and adaptive immune response and stress. Dysregulated signaling can occur in inflammatory and autoimmune diseases.

Protocols

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