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Merck
CN

700057P

Avanti

22(S)-hydroxycholesterol

Avanti Research - A Croda Brand

别名:

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

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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

描述

cholest-5-ene-3β,22(S)-diol

方案

>99% (TLC)

表单

powder

包装

pkg of 1 × 5 mg (700057P-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-QUOSNDFLSA-N

一般描述

22(S)-hydroxycholesterol is a stereo isoform of the 22(R)-hydroxycholesterol.

生化/生理作用

22(S)-hydroxycholesterol (22(S)-HC) promotes glucose catabolism and uptake. It is regarded as a potential target to treat type 2 diabetes. 22(S)-HC also prevents the accumulation of lipids and lipid synthesis in hepatocytes and myotubes. It shows no interaction with liver X receptor (LXR) like 22(R)-hydroxycholesterol and is not estrogenic.

包装

5 mL Amber Glass Screw Cap Vial (700057P-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)

Lot/Batch Number

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Hiroyoshi Sato et al.
Bioscience, biotechnology, and biochemistry, 68(8), 1790-1793 (2004-08-24)
In order to test the estrogenic activity of sterol oxidation products from cholesterol and phytosterols, an estrogen-dependent gene expression assay was performed in estrogen receptor alpha-stably transformed HeLa cells. The ranking of the estrogenic potency of these compounds was different:
Ying Liu et al.
Journal of lipid research, 59(3), 439-451 (2018-01-05)
Cholesterol 25-hydroxylase (CH25H) catalyzes the production of 25-hydroxycholesterol (25-HC), an oxysterol that can play an important role in different biological processes. However, the mechanisms regulating CH25H expression have not been fully elucidated. In this study, we determined that CH25H is
Nina Pettersen Hessvik et al.
The Journal of steroid biochemistry and molecular biology, 128(3-5), 154-164 (2011-11-05)
The aim of this study was to explore the effects of 22(S)-hydroxycholesterol (22(S)-HC) on lipid and glucose metabolism in human-derived cells from metabolic active tissues. Docking of T0901317 and 22(S)-HC showed that both substances fitted into the ligand binding domain

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