7α-Hydroxycholesterol

7α-Hydroxycholesterol is a cholesterol oxide and can serve as a biomarker for oxidative stress and lipid peroxidation. 7α-Hydroxycholesterol has cytotoxic and pro-inflammatory activities. 7α-Hydroxycholesterol can also inhibit sterol synthesis and reduce the activity of HMG-CoA reductase. 7α-Hydroxycholesterol can be used in the research of diseases such as diabetes and atherosclerosis[1][2][3][4][5].

Product Specifications

CAS Number

[566-26-7]

UNSPSC

12352211

Target

Akt; ERK; HMG-CoA Reductase (HMGCR) ; MDM-2/p53; Src; Toll-like Receptor (TLR)

Type

Natural Products

Related Pathways

Apoptosis; Immunology/Inflammation; MAPK/ERK Pathway; Metabolic Enzyme/Protease; PI3K/Akt/mTOR; Protein Tyrosine Kinase/RTK; Stem Cell/Wnt

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Metabolic Disease; Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/7-alpha-hydroxycholesterol.html

Purity

99.99

Solubility

DMSO : 50 mg/mL (ultrasonic)

Smiles

CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

Molecular Formula

C27H46O2

Molecular Weight

402.65

References & Citations

[1] Ferderbar S, et al. Cholesterol oxides as biomarkers of oxidative stress in type 1 and type 2 diabetes mellitus. Diabetes Metab Res Rev. 2007 Jan;23 (1) :35-42.|[2]Kitano S, et al. Oxidative status of human low density lipoprotein isolated by anion-exchange high-performance liquid chromatography--assessment by total hydroxyoctadecadienoic acid, 7-hydroxycholesterol, and 8-iso-prostaglandin F (2alpha) . Anal Chim Acta. 2007 Feb 28;585 (1) :86-93.|[3]Nury T, et al. Improved synthesis and in vitro evaluation of the cytotoxic profile of oxysterols oxidized at C4 (4α- and 4β-hydroxycholesterol) and C7 (7-ketocholesterol, 7α- and 7β-hydroxycholesterol) on cells of the central nervous system. Eur J Med Chem. 2013;70:558-67.|[4]Kandutsch AA, et al. Inhibition of sterol synthesis in cultured mouse cells by 7alpha-hydroxycholesterol, 7beta-hydroxycholesterol, and 7-ketocholesterol. J Biol Chem. 1973 Dec 25;248 (24) :8408-17.|[5]Son Y, et al. Glucocorticoids Impair the 7α-Hydroxycholesterol-Enhanced Innate Immune Response. Immune Netw. 2023 Oct 19;23 (5) :e40.