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700058P

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22(R)-hydroxycholesterol

Avanti Research™ - A Croda Brand

Sinonimo/i:

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

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CHF 125.00
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CHF 447.00

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1 MG
CHF 125.00
5 MG
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About This Item

Formula empirica (notazione di Hill):
C27H46O2
Numero CAS:
17954-98-2
Peso molecolare:
402.65
Numero MDL:
MFCD00070042
Codice UNSPSC:
12352211
NACRES:
NA.25

CHF 125.00

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Descrizione

cholest-5-ene-3β,22(R)-diol

Saggio

>99% (TLC)

Stato

powder

Confezionamento

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

Produttore/marchio commerciale

Avanti Research™ - A Croda Brand

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

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
RZPAXNJLEKLXNO-GFKLAVDKSA-N

Descrizione generale

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

Applicazioni

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]

Azioni biochim/fisiol

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]

Confezionamento

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

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (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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