Product Name: PICEATANNOL
Synonyms: (E)-3,3',4,5'-Stilbenetetrol;Piceatannol, (E)-;4-[(1E)-2-(3,5-DIHYDROXYPHENYL)ETHENYL]-1,2-BENZENEDIOL;3,3',4,5'-TETRAHYDROXYSTILBENE;3,3',4,5'-TETRAHYDROXY-TRANS-STILBENE;3,4,3',5'-TETRAHYDROXY-TRANS-STILBENE;1,2-Benzenediol,4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-;Piceatannol - CAS 10083-24-6 - Calbiochem
CAS: 10083-24-6
MF: C14H12O4
MW: 244.24
EINECS: 600-132-4
Product Categories: phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Aromatics, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals;Syk;Inhibitors;Stilbenes (substituted);Protein Kinase;Aromatics;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;chemical reagent;pharmaceutical intermediate
Mol File: 10083-24-6.mol

PICEATANNOL Chemical Properties
Melting point  223-227 °C
Boiling point  108°C/0.04mmHg(lit.)
density  1.1245 (rough estimate)
refractive index  1.5190 (estimate)
storage temp.  2-8°C
solubility  H2O: 0.5 mg/mL
pka 9.17±0.10(Predicted)
form  powder
color  light tan to yellow
λmax 323nm(MeOH)(lit.)
Safety Information
Safety Statements  24/25
WGK Germany  3
HS Code  29072990

PICEATANNOL Usage And Synthesis
Description Piceatannol is a chemical compound with similar structure to resveratrol, being widely existed in vegetables such as grapes, blueberries and passion fruit. It is capable of inhibiting the growth of immature adipocytes, so as to achieve the purpose of weight loss. In addition, it also helps prevent cancer, heart disease and neurological diseases.
In early April 2012, researchers in Purdue University has published a new study in 《Biochemistry》journal, finding that piceatannol can delay the production of new fat cells, and inhibit the growth of immature fat cells into mature cells, which can help control the obesity. The researchers also claim that while this study shows that red wine helps to lose weight, further research is needed to improve the stability and solubility of the white fat to maximize its effect.
Laboratory preparation: 3, 4-dimethoxybenzyl alcohol is used as the starting material; to obtain the target product; the raw material needs to undergo bromination, Arbuzov rearrangement reaction, Wittig-Horner reaction and demethylation reaction.
Application Antioxidants, having anti-inflammatory, anti-thrombotic, anti-cancer, anti-cancer, anti-hyperlipidemia, anti-bacterial activities.
Chemical Properties yellow to golden or green crystalline powder
Uses A human metabolite of Resveratrol (R150000).
Definition ChEBI: A stilbenol that is trans-stilbene in which one of the phenyl groups is substituted by hydroxy groups at positions 3 and 4, while the other phenyl group is substituted by hydroxy groups at positions 3 and 5.
Biological Activity Anti-inflammatory, immunomodulatory and antiproliferative agent. Inhibits p56 lck and syk protein tyrosine kinases and inhibits TNF-induced NF- κ B activation and gene expression. Synthesis results from conversion of resveratrol (5-[(1E)-2-(4-Hydroxyphenyl)ethenyl]-1,3,benzenediol ) by cytochrome P450 1B1.