Catalog Number: 1554
Chemical Name: 4-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-1,2-benzenediol
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
  • Solubility:
    Soluble to 100 mM in ethanol and to 100 mM in DMSO
  • Purity:
    >98%
  • Storage:
    Store at +4°C
  • CAS No:
    10083-24-6
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.
Background References
  1. Piceatannol (3,4,3',5'-tetrahydroxy-trans-stilbene) is a naturally occurring protein-tyrosine kinase inhibitor.
    Geahlen and McLaughlin
    Biochem.Biophys.Res.Commun., 1989;165:241
  2. The cancer preventative agent resveratrol is converted to the anticancer agent piceatannol by the cytochrome P450 enzyme CYP1B1.
    Potter et al.
    Br.J.Cancer, 2002;86:774
  3. Inhibition of mast cell FceR1-mediated signalling and effector function by the syk-selective inhibitor, piceatannol.
    Oliver et al.
    J.Biol.Chem., 1994;269:29697
  4. Piceatannol inhibits TNF-induced NF-kB activation and NF-kB-mediated gene expression through suppression of IkBa kinase and p65 phosphorylation.
    Ashikawa et al.
    J.Immunol., 2002;169:6490
Citations:

The citations listed below are publications that use Tocris products. Selected citations for Piceatannol include:

5 Citations: Showing 1 - 5
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  1. Type II cytokines impair host defense against an intracellular fungal pathogen by amplifying macrophage generation of IL-33.
    Authors: Verma Et al.
    J Neurosci 2015;8:380
  2. A novel and essential role for FcγRIIa in cancer cell-induced platelet activation.
    Authors: Mitrugno Et al.
    Blood 2014;123:249
  3. An essential role for inhibitor-2 regulation of protein phosphatase-1 in synaptic scaling.
    Authors: Siddoway Et al.
    J Neurosci 2013;33:11206
  4. Piceatannol enhances cisplatin sensitivity in ovarian cancer via modulation of p53, X-linked inhibitor of apoptosis protein (XIAP), and mitochondrial fission.
    Authors: Farrand Et al.
    J Biol Chem 2013;288:23740
  5. The ITK-SYK fusion oncogene induces a T-cell lymphoproliferative disease in mice mimicking human disease.
    Authors: Dierks Et al.
    Cancer Res 2010;70:6193

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