Piceatannol (Astringenin; NSC-622471; trans-Piceatannol)

Description: Piceatannol (also known as Astringenin; NSC-622471; trans-Piceatannol), a naturally occuring stilbene, is a potent and selective Syk inhibitor and shows ca.10-fold selectivity for Srk over Lyn. It has anti-inflammatory, immunomodulatory and antiproliferative activities. Piceatannol demonstrated high in vivo anti-inflammatory activity in female BALB/c mice with dextran sulfate sodium (DSS)-induced colitis. It inhibits p56lck and syk protein tyrosine kinases and inhibits TNF-induced NF-kappaB activation and gene expression. Synthesis results from conversion of resveratrol by cytochrome P450 1B1.

References: J Biol Chem. 1994 Nov 25; 269(47):29697-703.; Int Immunopharmacol. 2008 Dec 10; 8(12):1695-702.

Synonym: NSC 622471; NSC-622471; Piceatannol; NSC622471.

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

InChi Key: CDRPUGZCRXZLFL-OWOJBTEDSA-N

InChi Code: InChI=1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8, 15-18H/b2-1+

SMILES Code: c1(c(ccc(\C=C\c2cc(O)cc(c2)O)c1)O)O