Rhapontigenin

Rhapontigenin
Names
	Preferred IUPAC name 5-[(E)-2-(3-Hydroxy-4-methoxyphenyl)ethen-1-yl]benzene-1,3-diol
	Other names Protigenin; 3,3',5-trihydroxy-4'-methoxystilbene; piceatannol 4'-methyl ether
Identifiers
CAS Number	500-65-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:174376;
ChEMBL	ChEMBL113029;
ChemSpider	4478875;
PubChem CID	5320954;
UNII	22BG4NNH6W ;
CompTox Dashboard (EPA)	DTXSID501023634 ;
	InChI InChI=1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+ Key: PHMHDRYYFAYWEG-NSCUHMNNSA-N;
	SMILES COc1ccc(cc1O)\C=C\c(cc2O)cc(O)c2;
Properties
Chemical formula	C15H14O4
Molar mass	258.27 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Rhapontigenin is a stilbenoid. It can be isolated from Vitis coignetiae or from Gnetum cleistostachyum.

It shows an action on prostate cancer cells. It has been shown to inhibit the human cytochrome P450 1A1, an enzyme implicated in the biotransformation of a number of carcinogenic and immunotoxic compounds.

Injected in rats, rhapontigenin shows a rapid glucuronidation and a poor bioavailability.