Piceatannol

Catalog # Availability Size / Price Qty
1554/10
Piceatannol | CAS No. 10083-24-6 | NFkB/IkB Inhibitors
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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%

Product Details
Citations (8)
Reviews

Biological Activity

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

Background References

  1. A novel and essential role for FcgammaRIIa in cancer cell-induced platelet activation.
    Mitrugno A, Williams D, Kerrigan S, Moran N
    Blood, 2013;123(2):249-60.
  2. CXCL9 causes heterologous desensitization of CXCL12-mediated memory T lymphocyte activation.
    Giegold O, Ogrissek N, Richter C, Schroder M, Herrero San Juan M, Pfeilschifter J, Radeke H
    J Immunol, 2013;190(7):3696-705.
  3. Antibody-opsonized bacteria evoke an inflammatory dendritic cell phenotype and polyfunctional Th cells by cross-talk between TLRs and FcRs.
    Bakema J, Tuk C, van Vliet S, Bruijns S, Vos J, Letsiou S, Dijkstra C, van Kooyk Y, Brenkman A, van Egmond M
    J Immunol, 2015;194(4):1856-66.
  4. RhoG protein regulates platelet granule secretion and thrombus formation in mice.
    Goggs R, Harper M, Pope R, Savage J, Williams C, Mundell S, Heesom K, Bass M, Mellor H, Poole A
    J Biol Chem, 2013;288(47):34217-29.
  5. 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
  6. 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
  7. 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
  8. 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

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