Principaux documents

Voir toute la documentation

P0453

Piceatannol

Name: Piceatannol
Brand: SIGMA

≥98% (HPLC), Resveratrol analog, 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

Se connecter pour consulter les tarifs organisationnels et contractuels.

Sélectionner une taille de conditionnement

Changer de vue

A propos de cet article

Formule empirique (notation de Hill) :

C₁₄H₁₂O₄

Numéro CAS:

10083-24-6

Poids moléculaire :

244.24

UNSPSC Code:

12352200

PubChem Substance ID:

24278620

NACRES:

NA.77

MDL number:

MFCD00221715

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

200

Service technique

Besoin d'aide ? Notre équipe de scientifiques expérimentés est là pour vous.

Laissez-nous vous aider

Propriétés

Nom du produit

Piceatannol, powder

assay

≥98% (HPLC)

Quality Level

200

form

powder

color

light tan to yellow

mp

223.0-227.0 °C

solubility

H₂O: 0.5 mg/mL, DMSO: 10 mg/mL, ethanol: 10 mg/mL

storage temp.

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+

InChI key

CDRPUGZCRXZLFL-OWOJBTEDSA-N

Gene Information

human ... CDK2(1017)

Description

General description

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)

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.

Physical form

Photosensitive powder

Still not finding the right product?

Explore all of our products under

pictograms

GHS07

signalword

Warning

hcodes

H302 + H312 + H332

pcodes

P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number

Vous ne trouvez pas la bonne version ?

Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

Rechercher un(e) COA

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Contenu apparenté

Product Information Sheet - P0453

Product Information Sheet

Piceatannol inhibits TNF-induced NF-$\kappa$B activation and NF-$\kappa$B-mediated gene expression through suppression of I$\kappa$B$\alpha$ kinase and p65 phosphorylation

Ashikawa K, et al.

Journal of immunology (Baltimore, Md. : 1950), 169(11), 6490-6497 (2002)

A candidate anti-HIV reservoir compound, auranofin, exerts a selective `anti-memory?effect by exploiting the baseline oxidative status of lymphocytes

Chirullo B, et al.

Cell Death & Disease, 4(12), e944-e944 (2013)

Piceatannol Protects Human Retinal Pigment Epithelial Cells against Hydrogen Peroxide Induced Oxidative Stress and Apoptosis through Modulating PI3K/Akt Signaling Pathway.

Yiming Hao et al.

Nutrients, 11(7) (2019-07-07)

This study investigated the protective effect and the molecular mechanism of piceatannol on hydrogen peroxide (H2O2)-induced retinal pigment epithelium cell (ARPE-19) damage. Piceatannol treatment significantly inhibited H2O2-induced RPE cell death and reactive oxygen species (ROS) generation by 64.4% and 75.0%

Afficher tous les articles scientifiques apparentés