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 | |
3D model (JSmol) |
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| DrugBank | |
| ECHA InfoCard | 100.121.386 |
| KEGG | |
PubChem CID |
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| RTECS number |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| 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: | |
| Warning | |
| H319 | |
| 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).
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 effect on any human disease.