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700058P

Avanti

22(R)-hydroxycholesterol

Avanti Research™ - A Croda Brand

同義詞:

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

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About This Item

經驗公式（希爾表示法）:
C27H46O2
CAS號碼:
17954-98-2
分子量：:
402.65
MDL號碼:
MFCD00070042
分類程式碼代碼:
12352211
NACRES:
NA.25
暫時無法取得訂價和供貨情況

描述

cholest-5-ene-3β,22(R)-diol

化驗

>99% (TLC)

形狀

powder

包裝

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

製造商／商標名

Avanti Research™ - A Croda Brand

運輸包裝

dry ice

儲存溫度

−20°C

SMILES 字串

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 密鑰

RZPAXNJLEKLXNO-GFKLAVDKSA-N

一般說明

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

應用

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]

包裝

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

法律資訊

Avanti Research is a trademark of Avanti Polar Lipids, LLC

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

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分析證明 (COA)

Lot/Batch Number

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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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