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Piceatannol

Piceatannol^[1]

IUPAC name	5-[(E)-2-(3,4-dihydroxyphenyl)vinyl]benzene-1,3-diol
Other names	3,4,3',5'-tetrahydroxy-trans-stilbene
Identifiers
CAS number	10083-24-6
PubChem	667639
SMILES	C1=CC(=C(C=C1C=CC2=CC(=CC(=C2)O)O)O)O
Properties
Molecular formula	C₁₄H₁₂O₄
Molar mass	244.24
Appearance	Light tan to yellow powder
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Piceatannol (3,4,3',5'-tetrahydroxy-trans-stilbene) is a phenolic stilbenoid. It is a metabolite of resveratrol found in red wine. LMP2A, a viral protein-tyrosine kinase implicated in leukemia, non-Hodgkin's lymphoma and other diseases associated with Epstein-Barr virus, were found to be blocked by picetannol in vitro.^[2] Therefore there is research interest in piceatannol as an anti-cancer and anti-EBV drug.^[3]

References

^ Piceatannol at Sigma-Aldrich
^ Geahlen RL, McLaughlin JL (1989). "Piceatannol (3,4,3',5'-tetrahydroxy-trans-stilbene) is a naturally occurring protein-tyrosine kinase inhibitor". Biochem. Biophys. Res. Commun. 165 (1): 241–5. PMID 2590224.
^ Swanson-Mungerson M, Ikeda M, Lev L, Longnecker R, Portis T (2003). "Identification of latent membrane protein 2A (LMP2A) specific targets for treatment and eradication of Epstein-Barr virus (EBV)-associated diseases". J. Antimicrob. Chemother. 52 (2): 152–4. doi:10.1093/jac/dkg306. PMID 12837743.

v • d • e Stilbenoids
Stilbenoids	Resveratrol • Pterostilbene • Piceatannol • Pinosylvin

v • d • e Types of Phenylpropanoids
Phenylpropanoids	Cinnamic acids • Cinnamaldehydes • Monolignols • Coumarins • Flavonoids • Stilbenoids • Furanocoumarin • Lignans • Lignins • Suberins