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Piceatannol

SIGMA/P0453 - powder

Synonym: (E)-4-[2-(3,5Dihydroxyphenyl)ethenyl]1,2-benzenediol; 3,3′,4,5′-Stilbenetetrol; 3,3′,4,5′-Tetrahydroxy-trans-stilbene; Astringenin

CAS Number: 10083-24-6
Empirical Formula (Hill Notation): C14H12O4
Molecular Weight: 244.24
MDL Number: MFCD00221715
Linear Formula: C14H12O4
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-P0453-5MG 5 mg
 $417.00
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45-P0453-25MG 25 mg
 $1610.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: P0453-25MG

 

assay ≥98% (HPLC)
color light tan to yellow
form powder
InChI 1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H/b2-1+
InChI key CDRPUGZCRXZLFL-OWOJBTEDSA-N
mp 223.0-227.0 °C
Quality Level 200 
SMILES string Oc1cc(O)cc(C=Cc2ccc(O)c(O)c2)c1
solubility DMSO: 10 mg/mL
  ethanol: 10 mg/mL
  H2O: 0.5 mg/mL
storage temp. 2-8°C
Application: Piceatannol has been used:
• to study its effect on Ataxia-Telangiectasia Mutated (ATM) protein kinase
• as an inhibitor of ZAP-70 (ζ-chain-associated protein kinase 70)
• as an inhibitor of MRP1-mediated 2′,7′-bis-(carboxypropyl)-5(6)-carboxyfluorescein (BCPCF) transport in intact human erythrocytes and inside-out erythrocyte vesicles (IOVs)
Biochem/physiol Actions: Piceatannol is an analog of resveratrol that possess potential anti-oxidant, anti-cancer and anti-inflammatory properties. Picetannol has been shown to interfere with the cytokine signaling pathway, notably in the inhibition of the spleen tyrosine kinase (Syk) and PI3K. It also inhibits the activation of NFκB in human cultured cells, after treatment with several inflammatory agents, through inhibition of IκBα kinase and p65 phosphorylation.
Features and Benefits: This compound is a featured product for Kinase Phosphatase Biology research. Click here  to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
General description: Piceatannol is a natural tetrahydroxystilbene, that is extracted from grapes, red wine and Euphorbia lagascae seeds.
Packaging: 25 mg in poly bottle
Packaging: 5 mg in glass bottle
Physical form: Photosensitive powder
Purity ≥98% (HPLC)
mp 223.0-227.0 °C
Storage Temp. 2-8°C
UNSPSC 12352200

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