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700057P

Avanti

22(S)-hydroxycholesterol

cholest-5-ene-3β,22(S)-diol, powder

Synonym(s):
5-cholestene-3β,22-diol; 22-hydroxycholest-5-en-3-ol
Empirical Formula (Hill Notation):
C27H46O2
CAS Number:
Molecular Weight:
402.65
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (700057P-5mg)

manufacturer/tradename

Avanti Polar Lipids 700057P

shipped in

dry ice

storage temp.

−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

InChI key

RZPAXNJLEKLXNO-QUOSNDFLSA-N

General description

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

Biochem/physiol Actions

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.

Packaging

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

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More documents

Quotes and Ordering

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
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:
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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