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Merck

P0453

Piceatannol

≥98% (HPLC), Resveratrol analog, powder

동의어(들):

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

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C14H12O4
CAS 번호:
Molecular Weight:
244.24
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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제품 이름

Piceatannol, powder

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

assay

≥98% (HPLC)

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

Quality Level

Gene Information

human ... CDK2(1017)

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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.

Physical form

Photosensitive powder

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

저장 등급

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

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 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)
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%
Resveratrol oligomers are potent MRP1 transport inhibitors
BOBROWSKA HM, et al.
Anticancer Research, 26(3A), 2081-2084 (2006)
José Pedro Lopes et al.
Frontiers in cellular and infection microbiology, 9, 289-289 (2019-08-29)
Cryptococcosis, caused by the basidiomycete Cryptococcus neoformans, is a life-threatening disease affecting approximately one million people per year worldwide. Infection can occur when C. neoformans cells are inhaled by immunocompromised people. In order to establish infection, the yeast must bypass

문서

Chronic inflammation is an underlying factor in the development and progression of many of the chronic diseases of aging, such as arthritis, atherosclerosis, diabetes, and cancer.

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

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