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Merck

P0453

Sigma-Aldrich

白皮杉醇

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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About This Item

经验公式(希尔记法):
C14H12O4
CAS号:
分子量:
244.24
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

方案

≥98% (HPLC)

质量水平

表单

powder

颜色

light tan to yellow

mp

223.0-227.0 °C

溶解性

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

储存温度

2-8°C

SMILES字符串

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

基因信息

human ... CDK2(1017)

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一般描述

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。

应用

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

生化/生理作用

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。

特点和优势

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。

外形

光敏粉末

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

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
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)
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)

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