Piceatannol

Cat. No. 1554 8 Citations Submit a Review Datasheet / COA / SDS

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Description: Inhibits TNF-induced NF-κB activation

Chemical Name: 4-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-1,2-benzenediol

Purity: ≥98% (HPLC)

Datasheet

Citations (8)

Reviews

Pathways (1)

Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity for Piceatannol

Piceatannol is an anti-inflammatory, immunomodulatory and antiproliferative agent. Inhibits p56^lck 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 for Piceatannol

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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for Piceatannol

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	ethanol	24.43	100
	DMSO	24.43	100

Preparing Stock Solutions for Piceatannol

The following data is based on the product molecular weight 244.25. Batch specific molecular weights may vary from batch to batch due to the degree 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	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 for Piceatannol

Certificate of Analysis / Product Datasheet

Safety Datasheet

References for Piceatannol

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

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.

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Keywords: Piceatannol, Piceatannol supplier, Syk, p56lck, kinase, inhibitors, inhibits, TNF-induced, NF-κB, NF-kappaB, NF-kB, activation, Kinases, Nuclear, Factor, Kappa, B, Cytokine, Signaling, Signalling, Transcription, Factors, Src, Kinase, NF-kB/IkB, 1554, Tocris Bioscience

8 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

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

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

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

Farrand et al (2013) Piceatannol enhances cisp. 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

Shin et al (2015) TH2 cells and their cytokines regulate formation and function of lymphatic vessels. Nat Commun 6 6196 PMID: 25648335

Bakema et al (2015) Antibody-opsonized bacteria evoke an inflammatory dendritic cell phenotype and polyfunctional Th cells by cross-talk between TLRs and FcRs. J Immunol 194 1856 PMID: 25582855

Meyer et al (2012) A "genome-to-lead" approach for insecticide discovery: pharmacological characterization and screening of Aedes aegypti D(1)-like DA receptors. PLoS Negl Trop Dis 6 e1478 PMID: 22292096

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

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Pathways for Piceatannol

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.