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700058P

Avanti

22(R)-hydroxycholesterol

Avanti Research™ - A Croda Brand

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C27H46O2
Numéro CAS:
17954-98-2
Poids moléculaire :
402.65
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Description

cholest-5-ene-3β,22(R)-diol

Pureté

>99% (TLC)

Forme

powder

Conditionnement

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

Fabricant/nom de marque

Avanti Research™ - A Croda Brand

Conditions d'expédition

dry ice

Température de stockage

−20°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

Clé InChI

RZPAXNJLEKLXNO-GFKLAVDKSA-N

Catégories apparentées

Description générale

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

Application

22(R)-hydroxycholesterol has been used as a liver X receptor (LXR) ligand in breast cancer cell lines. 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.

Actions biochimiques/physiologiques

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

Conditionnement

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

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (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)
Chih-Pin Chuu et al.
Anticancer research, 30(9), 3643-3648 (2010-10-15)
Previously, we and other groups reported that liver X receptor (LXR) agonists T0901317, 22(R)-hydroxycholesterol, and 24(S)-hydroxycholesterol suppressed the proliferation of prostate and breast cancer cells. In this study, we report that T0901317 and 22(R)-hydroxycholesterol treatment inhibited the proliferation of different
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