P0453

Piceatannol

powder

• Synonym(e): 3,3′,4,5′-Stilbentetrol, trans-3,3′,4,5′-Tetrahydroxystilben, Astringenin
• Empirische Formel (Hill-System): C₁₄H₁₂O₄
• CAS-Nummer: 10083-24-6
• Molekulargewicht: 244.24
• MDL-Nummer: MFCD00221715
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24278620
• NACRES: NA.77

Eigenschaften

• Assay: ≥98% (HPLC)
• Qualitätsniveau: 200
• Form: powder
• Farbe: light tan to yellow
• mp (Schmelzpunkt): 223.0-227.0 °C
• Löslichkeit: H₂O: 0.5 mg/mL; DMSO: 10 mg/mL; ethanol: 10 mg/mL
• Lagertemp.: 2-8°C
• SMILES String: 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+
• InChIKey: CDRPUGZCRXZLFL-OWOJBTEDSA-N
• Angaben zum Gen: human ... CDK2(1017)

Beschreibung

Allgemeine Beschreibung

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

Anwendung

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. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Physikalische Form

Photosensitive powder

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H302 + H312 + H332
• P-Sätze: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312
• Gefahreneinstufungen: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)