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700037P

Avanti

24(R/S),25-epoxycholesterol

Avanti Polar Lipids

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Synonym(s):
Cholest-5-en-3-ol, 24,25-epoxy-, (3β)-
Empirical Formula (Hill Notation):
C27H44O2
CAS Number:
Molecular Weight:
400.64
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (700037P-1mg)

manufacturer/tradename

Avanti Polar Lipids

shipped in

dry ice

storage temp.

−20°C

Application

24(R/S),25-epoxycholesterol has been used as liver X receptor ligand in breast cancer cell lines.

Biochem/physiol Actions

24(R/S),25-epoxycholesterol (24(R/S),25-EC) is a side chain substituted cholesterol. It is an effective activator of liver X receptor (LXR) transcription. 24R and 24S epimers of epoxycholesterol inhibit cholesterol synthesis from 24,25-dihydrolanosterol. The levels of 24(R/S),25-EC is elevated in gastric carcinoma and may also inhibit gastric tumor invasion. 24(R/S),25-EC regulates gastric epithelial function and also may modulates the phosphatidylinositol 3-kinase - protein kinase B (PI3K/AKT) signaling.

Packaging

5 mL Amber Glass Screw Cap Vial (700037P-1mg)

Regulatory Information

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G T Emmons et al.
Journal of lipid research, 30(1), 133-138 (1989-01-01)
The 24R and 24S epimers of the acetates of 24,25-epoxycholesterol and 24,25-epoxylanosterol have been prepared and purified by preparative normal phase high performance liquid chromatography. Neither pair of epimers could be differentiated by 1H NMR. However, the 13C NMR spectra
Wenting Hong et al.
Lipids in health and disease, 18(1), 203-203 (2019-11-24)
A healthy gastric mucosal epithelium exhibits tumor-suppressive properties. Gastric epithelial cell dysfunction contributes to gastric cancer development. Oxysterols provided from food or cholesterol oxidation in the gastric epithelium may be further sulfated by hydroxysteroid sulfotransferase 2B1 (SULT2B1), which is highly
Fenghua Guo et al.
Biochemical and biophysical research communications, 504(4), 892-898 (2018-09-19)
Gastric cancer (GC) is one of the most common cancers and is the second-leading cause of cancer-associated morbidity worldwide. Oxysterols are oxidized derivatives of cholesterol that may be important in many biological processes, but the levels and roles of oxysterols
Samantha A Hutchinson et al.
International journal of molecular sciences, 20(13) (2019-07-05)
Low fruit and vegetable consumption and high saturated fat consumption causes elevated circulating cholesterol and are breast cancer risk factors. During cholesterol metabolism, oxysterols form that bind and activate the liver X receptors (LXRs). Oxysterols halt breast cancer cell proliferation
Samantha A Hutchinson et al.
Nutrients, 11(11) (2019-11-07)
Interventions that alter cholesterol have differential impacts on hormone receptor positive- and negative-breast cancer risk and prognosis. This implies differential regulation or response to cholesterol within different breast cancer subtypes. We evaluated differences in side-chain hydroxycholesterol and liver X nuclear

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