File:Resveratrol3d.png · Wikimedia Commons · See Wikimedia Commons
resveratrol
Sign in to saveAlso known as 3,4',5-stilbenetriol, 3,5,4'-trihydroxystilbene, trans-resveratrol, 3,4',5-trihydroxy-trans-stilbene, 5-[(E)-2-(4-hydroxyphenyl)vinyl]benzene-1,3-diol, 3,4',5-trihydroxystilbene, (E)-resveratrol
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.
Chemical data
- Formula
- C14H12O3
- Molecular weight
- 228.24 g/mol
- IUPAC name
- 5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol
- SMILES
- C1=CC(=CC=C1/C=C/C2=CC(=CC(=C2)O)O)O
- InChIKey
- LUKBXSAWLPMMSZ-OWOJBTEDSA-N
- XLogP
- 3.1
- Polar surface area
- 60.7 Ų
- H-bond donors
- 3
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
21,235 papers- Resveratrol for cancer therapy: Challenges and future perspectives.Cancer letters · 2021
- Resveratrol as an anti-cancer agent: A review.Critical reviews in food science and nutrition · 2018
- Resveratrol in Various Pockets: A Review.Current topics in medicinal chemistry · 2019
- The impact of resveratrol on skin wound healing, scarring, and aging.International wound journal · 2022
- Resveratrol cytotoxicity is energy-dependent.Journal of food biochemistry · 2019
via PubMed
Wikidata facts
- Mass
- 228.079
Show 4 more facts
- Commons category
- Resveratrol
- chemical formula
- C₁₄H₁₂O₃
- isomeric SMILES
- C1=CC(=CC=C1/C=C/C2=CC(=CC(=C2)O)O)O
- canonical SMILES
- C1=CC(=CC=C1C=CC2=CC(=CC(=C2)O)O)O
via Wikidata · CC0
~12 min read
Article
27 sectionsContents
- Research
- Cardiovascular disease
- Cancer
- Metabolic syndrome
- Lifespan
- Cognition
- Alzheimer's disease
- Diabetes
- Other
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Metabolism
- Chemistry
- Biosynthesis
- Biotransformation
- Adverse effects
- Occurrences
- Plants
- Foods
- Wine and grape juice
- Selected foods
- History
- Related compounds
- See also
- References
- External links
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.