P0453

Piceatannol

powder

• Synonyme(s) : (E)-4-[2-(3,5Dihydroxyphenyl)ethenyl]1,2-benzenediol, 3,3′,4,5′-Stilbenetetrol, 3,3′,4,5′-Tetrahydroxy-trans-stilbene, Astringenin
• Formule empirique (notation de Hill): C₁₄H₁₂O₄
• Numéro CAS: 10083-24-6
• Poids moléculaire : 244.24
• Numéro MDL: MFCD00221715
• Code UNSPSC : 12352200
• ID de substance PubChem : 24278620
• Nomenclature NACRES : NA.77

Propriétés

• Pureté: ≥98% (HPLC)
• Niveau de qualité: 200
• Forme: powder
• Couleur: light tan to yellow
• Pf: 223.0-227.0 °C
• Solubilité: H₂O: 0.5 mg/mL; DMSO: 10 mg/mL; ethanol: 10 mg/mL
• Température de stockage: 2-8°C
• Chaîne SMILES: Oc1cc(O)cc(\C=C\c2ccc(O)c(O)c2)c1
• 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+
• Clé InChI: CDRPUGZCRXZLFL-OWOJBTEDSA-N
• Informations sur le gène: human ... CDK2(1017)

Description

Description générale

Piceatannol is a natural tetrahydroxystilbene, that is extracted from grapes, red wine and Euphorbia lagascae seeds.

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)

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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Forme physique

Photosensitive powder

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302 + H312 + H332
• Conseils de prudence: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312
• Classification des risques: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)