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700058P

Avanti

22(R)-hydroxycholesterol

Avanti Research™ - A Croda Brand

Synonym(e):

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

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1 MG
CHF 125.00
5 MG
CHF 447.00

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1 MG
CHF 125.00
5 MG
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About This Item

Empirische Formel (Hill-System):
C27H46O2
CAS-Nummer:
17954-98-2
Molekulargewicht:
402.65
MDL-Nummer:
MFCD00070042
UNSPSC-Code:
12352211
NACRES:
NA.25

CHF 125.00

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Beschreibung

cholest-5-ene-3β,22(R)-diol

Assay

>99% (TLC)

Form

powder

Verpackung

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

Hersteller/Markenname

Avanti Research™ - A Croda Brand

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

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

InChIKey

RZPAXNJLEKLXNO-GFKLAVDKSA-N

Allgemeine Beschreibung

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

Anwendung

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]

Biochem./physiol. Wirkung

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]

Verpackung

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

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Analysenzertifikate (COA)

Lot/Batch Number

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Die Dokumentenbibliothek aufrufen

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
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)
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
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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