Resveratrol

Resveratrol
	Chemical structures of cis- ((Z)-resveratrol, left) and trans-resveratrol ((E)-resveratrol, right)
Names
	Preferred IUPAC name 5-[(E)-2-(4-Hydroxyphenyl)ethen-1-yl]benzene-1,3-diol
	Other names trans-3,5,4′-Trihydroxystilbene;; 3,4′,5-Stilbenetriol;; trans-Resveratrol;; (E)-5-(p-Hydroxystyryl)resorcinol;; (E)-5-(4-hydroxystyryl)benzene-1,3-diol
Identifiers
CAS Number	501-36-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:45713 ;
ChEMBL	ChEMBL165 ;
ChemSpider	392875 ;
DrugBank	DB02709 ;
ECHA InfoCard	100.121.386
KEGG	C03582 ;
PubChem CID	445154;
RTECS number	CZ8987000;
UNII	Q369O8926L ;
CompTox Dashboard (EPA)	DTXSID4031980 ;
	InChI InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+ Key: LUKBXSAWLPMMSZ-OWOJBTEDSA-N ; InChI=1/C14H12O3/c15-; 12-5-3-10(4-6-12); 1-2-11-7-13(16)9-; 14(17)8-11/h1-9,15-; 17H/b2-1+;
	SMILES Oc1ccc(cc1)\C=C\c2cc(O)cc(O)c2;
Properties
Chemical formula	C14H12O3
Molar mass	228.247 g·mol−1
Appearance	white powder with; slight yellow cast
Melting point	261 to 263 °C (502 to 505 °F; 534 to 536 K)
Solubility in water	0.03 g/L
Solubility in DMSO	16 g/L
Solubility in ethanol	50 g/L
UV-vis (λmax)	304nm (trans-resveratrol, in water); 286nm (cis-resveratrol, in water)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H319
Precautionary statements	P264, P280, P305+P351+P338, P337+P313
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	23.2 μM (5.29 g)
Safety data sheet (SDS)	Fisher Scientific; Sigma Aldrich
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Resveratrol (3,5,4′-trihydroxy-trans-stilbene) is a stilbenoid, a type of natural phenol or polyphenol and a phytoalexin produced by several plants in response to injury or when the plant is under attack by pathogens, such as bacteria or fungi. Sources of resveratrol in food include the skin of grapes, blueberries, raspberries, mulberries, and peanuts.

Although commonly used as a dietary supplement and studied in laboratory models of human diseases, there is no high-quality evidence that resveratrol improves lifespan or has a substantial positive effect on any human disease. In particular, its effect on cancer prevention is so slight that drinking red wine for the sake of consuming resveratrol causes 100,000 alcohol-induced cancers for each single case of cancer that might be prevented by the resveratrol in the wine.