7-Ketocholesterol

7-Ketocholesterol is an oxidation product of cholesterol, widely present in atherosclerotic plaques, and has a stronger atherogenic effect than cholesterol. 7-Ketocholesterol can inhibit the rate-limiting enzymes involved in bile acid and cholesterol synthesis, such as cholesterol 7α-hydroxylase and HMG-CoA reductase. 7-Ketocholesterol exhibits pro-inflammatory effects both in vivo and in vitro and can induce cell apoptosis (apoptosis) [1].

Product Specifications

CAS Number

[566-28-9]

Product Name Alternative

CI-636,Clodantoin,Xenazoic acid; CV58911

UNSPSC

12352211

Hazard Statement

H302, H315, H319, H335

Target

Endogenous Metabolite; p38 MAPK

Type

Natural Products

Related Pathways

MAPK/ERK Pathway; Metabolic Enzyme/Protease

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Metabolic Disease; Cardiovascular Disease

Assay Protocol

https://www.medchemexpress.com/7-ketocholesterol.html

Purity

99.87

Solubility

DMSO : 6.06 mg/mL (ultrasonic)

Smiles

C[C@]1(CC2)[C@](CC[C@]1([H])[C@H](C)CCCC(C)C)([H])[C@@](C(C=C3C[C@H]4O)=O)([H])[C@@]2([H])[C@]3(CC4)C

Molecular Formula

C27H44O2

Molecular Weight

400.64

Precautions

H302, H315, H319, H335

References & Citations

[1]M A Lyons, et al. 7-Ketocholesterol. Int J Biochem Cell Biol. Mar-Apr 1999;31 (3-4) :369-75. |[2]Amelia Anderson, et al. 7-Ketocholesterol in disease and aging. Redox Biol. 2020 Jan;29:101380.|[3]Amaral J, et al. 7-Ketocholesterol induces inflammation and angiogenesis in vivo: a novel rat model. PLoS One. 2013;8 (2) :e56099.|[4]Tani M, et al. 7-Ketocholesterol enhances leukocyte adhesion to endothelial cells via p38MAPK pathway. PLoS One. 2018 Jul 31;13 (7) :e0200499.|[5]Luthra S, et al. 7-Ketocholesterol activates caspases-3/7, -8, and-12 in human microvascular endothelial cells in vitro[J]. Microvascular research, 2008, 75 (3) : 343-350.