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About This Item
Empirical Formula (Hill Notation):
C27H46O2
CAS Number:
Molecular Weight:
402.65
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
description
cholest-5-ene-3β,22(S)-diol
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (700057P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−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
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)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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:
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 700057P-5MG | 04061835384655 |