C8753

Cholesteryl arachidonate

≥95% (HPLC; detection at 205 nm), viscous liquid

• Synonym(s): 3β-Hydroxy-5-cholestene 3-arachidonate, 5-Cholesten-3β-ol 3-arachidonate, Cholesteryl eicosatetraenoate
• Empirical Formula (Hill Notation): C₄₇H₇₆O₂
• CAS Number: 604-34-2
• Molecular Weight: 673.11
• NACRES: NA.77
• PubChem Substance ID: 24893099
• UNSPSC Code: 12352211
• MDL number: MFCD00056441

Properties

• Product Name: Cholesteryl arachidonate, ≥95% (HPLC; detection at 205 nm), viscous liquid
• InChI: 1S/C47H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h11-12,14-15,17-18,20-21,28,37-38,40-44H,7-10,13,16,19,22-27,29-36H2,1-6H3/b12-11+,15-14+,18-17+,21-20+
• SMILES string: CCCCC\C=C\C\C=C\C\C=C\C\C=C\CCCC(=O)OC1CCC2(C)C3CCC4(C)C(CCC4C3CC=C2C1)C(C)CCCC(C)C
• InChI key: IMXSFYNMSOULQS-SXXSVFILSA-N
• assay: ≥95% (HPLC; detection at 205 nm)
• form: viscous liquid
• color: clear
• functional group: ester
• shipped in: dry ice
• storage temp.: −20°C
• Quality Level: 200

Description

Application

Cholesteryl arachidoante was oxidized and used to study the biological effects.[1][2]

Biochem/physiol Actions

Cholesteryl arachidonate is a cholesterol ester found associated with the neutral core of low density lipoprotein. Receptor-LDL complexes are taken up by lysosomes and hydrolyzed to release cholesterol from the esters.[3] The enzyme acid cholesteryl ester hydrolase is responsible for the hydrolysis of cholesteryl esters; a defective enzyme can result in the formation of atherosclerotic lesions in humans.[4]

Preparation Note

Cholesteryl arachidonate is a clear, colorless viscous liquid in chloroform.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves