Resveratrol
Polyphenol with a stilbene skeleton / From Wikipedia, the free encyclopedia
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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.[6][7] Sources of resveratrol in food include the skin of grapes, blueberries, raspberries, mulberries, and peanuts.[8][9]
Quick Facts Names, Identifiers ...
Chemical structures of cis- ((Z)-resveratrol, left) and trans-resveratrol ((E)-resveratrol, right)[1] | |
Names | |
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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 | |
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3D model (JSmol) |
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DrugBank |
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ECHA InfoCard | 100.121.386 |
KEGG |
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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)[2] |
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)[1] |
Hazards | |
GHS labelling:[3] | |
Warning | |
H319 | |
P264, P280, P305+P351+P338, P337+P313 | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
23.2 μM (5.29 g)[4] |
Safety data sheet (SDS) | Fisher Scientific[2] Sigma Aldrich[5] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Although commonly used as a dietary supplement and studied in laboratory models of human diseases,[10] there is no high-quality evidence that resveratrol improves lifespan or has a substantial effect on any human disease.[11][12]