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Merck

700057P

Avanti

22(S)-hydroxycholesterol

Avanti Research - A Croda Brand

Synonym(e):

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

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About This Item

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

Beschreibung

cholest-5-ene-3β,22(S)-diol

Assay

>99% (TLC)

Form

powder

Verpackung

pkg of 1 × 5 mg (700057P-5mg)

Hersteller/Markenname

Avanti Research - A Croda Brand

Versandbedingung

dry ice

Lagertemp.

−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

InChIKey

RZPAXNJLEKLXNO-QUOSNDFLSA-N

Allgemeine Beschreibung

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

Biochem./physiol. Wirkung

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.

Verpackung

5 mL Amber Glass Screw Cap Vial (700057P-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


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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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