CHOLESTERYL ARACHIDONATE Chemical Properties

Melting point:

19 °C

Boiling point:

697.9±54.0 °C(Predicted)

Density 

0.97±0.1 g/cm3(Predicted)

storage temp. 

−20°C

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly)

form 

viscous liquid

color 

clear

Stability:

Light Sensitive

Safety Information

WGK Germany 

3

CHOLESTERYL ARACHIDONATE Usage And Synthesis

Description

Cholesteryl arachidonate is a cholesterol ester that is found in plasma and the adrenal gland. It is a component of low-density lipoprotein (LDL) and oxidiation of the arachidonate moiety contributes to macrophage activation and foam cell formation in atherosclerosis. Cholesteryl arachidonate undergoes hydrolysis to release arachidonic acid during ACTH-stimulated prostaglandin synthesis in rat adrenocortical cells. Levels of cholesteryl arachidonate are increased in the bronchoalveolar lavage fluid (BALF) in pediatric cystic fibrosis patients compared to healthy controls as well as in placentas of women with chorioamnionitis.

Uses

Cholesteryl arachidonate is a cholesterol ester found associated with the neutral core of low density lipoprotein.

Definition

ChEBI: A cholesterol ester obtained by the formal condensation of the hydroxy group in cholesterol with the carboxy group of arachidonic acid.

IC 50

Human Endogenous Metabolite

References

[1] BEHLING CHENG . Fundamental studies of adrenal retinoid-X-receptor: Protein isoform, tissue expression, subcellular distribution, and ligand availability[J]. Journal of Steroid Biochemistry and Molecular Biology, 2017, 171: Pages 110-120. DOI: 10.1016/j.jsbmb.2017.03.002
[2] SOO-HO CHOI. Polyoxygenated cholesterol ester hydroperoxide activates TLR4 and SYK dependent signaling in macrophages.[J]. PLoS ONE, 2013: e83145. DOI: 10.1371/journal.pone.0083145
[3] G.V. VAHOUNY. Cholesterol arachidonate as a prostaglandin precursor in adrenocortical cells[J]. Prostaglandins, 1978, 16 2: Pages 207-220. DOI: 10.1016/0090-6980(78)90022-9
[4] DANIEL C MA. Cholesteryl esters are elevated in the lipid fraction of bronchoalveolar lavage fluid collected from pediatric cystic fibrosis patients.[J]. PLoS ONE, 2015: e0125326. DOI: 10.1371/journal.pone.0125326
[5] DELMIS J. Placental lipid contents in preterm labor complicated by chorioamnionitis.[J]. Journal of Perinatal Medicine, 1989, 17 6: 417-422. DOI: 10.1515/jpme.1989.17.6.417

CHOLESTERYL ARACHIDONATE(604-34-2)Related Product Information

• 5-CHOLESTENE
• Arachidonic acid
• METHYL ARACHIDONATE
• ARACHIDONIC ACID ETHYL ESTER
• CHOLESTERYL ARACHIDONATE, [ARACHIDONATE-1-14C],CHOLESTERYL ARACHIDONATE [ARACHIDONYL-3H],CHOLESTERYL ARACHIDONATE-,[3H]
• ARACHIDONYL ALCOHOL APPROX 99
• CHOLESTERYL ARACHIDONATE
• CHOLESTERYL ARACHIDONATE, [ARACHIDONATE 5,6,8,9,11,12,14,15-3H]
• ARACHIDONIC ACID PROPYL ESTER