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Merck

700058P

Avanti

22(R)-hydroxycholesterol

Avanti Research - A Croda Brand

别名:

5-cholestene-3β,22-diol; 22-hydroxycholest-5-en-3-ol

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1 MG
$184.00
5 MG
$647.00

About This Item

经验公式(希尔记法):
C27H46O2
CAS号:
分子量:
402.65
MDL编号:
UNSPSC代码:
12352211
NACRES:
NA.25

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描述

cholest-5-ene-3β,22(R)-diol

方案

>99% (TLC)

表单

powder

包装

pkg of 1 × 1 mg (700058P-1mg)
pkg of 1 × 5 mg (700058P-5mg)

制造商/商品名称

Avanti Research - A Croda Brand

运输

dry ice

储存温度

−20°C

SMILES字符串

O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H]([C@H](O)CCC(C)C)C)(CC3)C)CC=C2C1)C

InChI

1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25+,26-,27+/m0/s1

InChI key

RZPAXNJLEKLXNO-GFKLAVDKSA-N

一般描述

22(R)-hydroxycholesterol is a diastereomer of 22(S)-hydroxycholesterol.[1] It is present in neonate brain.[2]

应用

22(R)-hydroxycholesterol has been used as a liver X receptor (LXR) ligand in breast cancer cell lines.[3] It may be used as an internal standard to spike mouse brain tissue samples for ultra-performance liquid chromatography–high resolution mass spectrometry (UPLC-ESI-HRMS) analysis.[4]

生化/生理作用

22(R)-hydroxycholesterol (22(R)-HC) is a liver X receptor (LXR) ligand.[5]. 22(R)-HC in combination with other oxysterols promote mesenchymal stem cell osteogenesis.[6] It regulates cholesterol homeostasis.[7] Low levels of 22(R)-HC is observed in Alzheimer′s disease and it may be implicated in neuroinflammation and neurodegenerative diseases.[2] 22(R)-hydroxycholesterol also suppresses prostate tumor progression.[8]

包装

5 mL Amber Glass Screw Cap Vial (700058P-1mg)
5 mL Amber Glass Screw Cap Vial (700058P-5mg)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

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Sophie Ayciriex et al.
Analytical and bioanalytical chemistry, 404(10), 3049-3059 (2012-09-27)
Cholesterol and oxysterols are involved as key compounds in the development of severe neurodegenerative diseases and in neuroinflammation processes. Monitoring their concentration changes under pathological conditions is of interest to get insights into the role of lipids in diseases. For
Hyunmi Kim et al.
Biochimica et biophysica acta, 1859(8), 1056-1070 (2016-05-22)
MAP kinase phosphatase (MKP)-1 plays a pivotal role in controlling MAP kinase (MAPK)-dependent (patho) physiological processes. Although MKP-1 gene expression is tightly regulated at multiple levels, the underlying mechanistic details remain largely unknown. In this study, we demonstrate that MKP-1
Megan M Augustin et al.
The Plant journal : for cell and molecular biology, 82(6), 991-1003 (2015-05-06)
Steroid alkaloids have been shown to elicit a wide range of pharmacological effects that include anticancer and antifungal activities. Understanding the biosynthesis of these molecules is essential to bioengineering for sustainable production. Herein, we investigate the biosynthetic pathway to cyclopamine
Combined treatment with 9-cis beta-carotene and 22R-hydroxycholesterol augments cholesterol efflux in macrophages
Mahler L, et al.
Algal research, 44, 101700-101700 (2019)
Fatemeh Hassani-Nezhad-Gashti et al.
Clinical pharmacology and therapeutics, 108(4), 856-865 (2020-04-29)
We conducted a clinical trial with 22 healthy volunteers to investigate the effects of pregnane X receptor (PXR) agonist rifampin on blood pressure (BP). The study was randomized, crossover, single-blind, and placebo-controlled. Rifampin 600 mg or placebo once daily was administered

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