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Merck
CN

P0453

白皮杉醇

≥98% (HPLC), Resveratrol analog, powder

别名:

(E)-4-[2-(3,5二羟苯基）乙烯基]-1,2-苯二酚, 3,3′，4,5′-四羟基-反式-芪, 3,3′，4,5′-己烯雌酚, 比杉特醇

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关于此项目

经验公式（希尔记法）:
C14H12O4
化学文摘社编号:
10083-24-6
分子量:
244.24
UNSPSC Code:
12352200
PubChem Substance ID:
24278620
NACRES:
NA.77
MDL number:
MFCD00221715

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产品名称

白皮杉醇, 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

200

Gene Information

human ... CDK2(1017)

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相关类别

Application

白皮杉醇已用于:
  • 研究其对共济失调-毛细血管扩张突变（ATM）蛋白激酶的作用
  • 作为ZAP-70（ζ链相关蛋白激酶70）的抑制剂
  • 作为完整的人红细胞和内翻外红细胞囊泡 （IOV）中MRP1介导的2′,7′-双-（羧丙基）-5（6）-羧基荧光素（BCPCF）运输的抑制剂

Biochem/physiol Actions

白皮杉醇是白藜芦醇的类似物，具有潜在的抗氧化、抗癌和抗炎特性。研究表明白皮杉醇干扰细胞因子的信号通路，特别是抑制脾酪氨酸激酶（Syk）和PI3K。在用几种致炎因子(inflammatory agent)处理后，它还通过抑制IκBα激酶和p65磷酸化来抑制人类培养细胞中NFκB的活化。

Features and Benefits

这种化合物是激酶磷酸酶生物学研究的特色产品。点击此处发现更多特色激酶磷酸酶生物产品。在sigma.com/discover-bsm可了解更多关于生物活性小分子的其他研究领域。

General description

白皮杉醇是一种天然的四羟基芪，它是从葡萄、红葡萄酒和大戟属植物Euphorbia lagascae种子中提取的。

Physical form

光敏粉末

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000453976
0000453976
0000219282
0000215417
0000215417

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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
Piceatannol, natural polyphenolic stilbene, inhibits adipogenesis via modulation of mitotic clonal expansion and insulin receptor-dependent insulin signaling in early phase of differentiation
Kwon JY, et al.
The Journal of Biological Chemistry, 287(14), 11566-11578 (2012)
Nelly Noraz et al.
Development (Cambridge, England), 143(12), 2183-2193 (2016-04-29)
In the hematopoietic system, Syk family tyrosine kinases are essential components of immunoreceptor ITAM-based signaling. While there is increasing data indicating the involvement of immunoreceptors in neural functions, the contribution of Syk kinases remains obscure. Previously, we identified phosphorylated forms
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)
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Product Information Sheet - P0453

Product Information Sheet

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