C9253

Cholesteryl oleate

≥98% (HPLC; detection at 205 nm)

• Synonyme(s) : 3β-Hydroxy-5-cholestene 3-oleate, 5-Cholesten-3β-ol 3-oleate, Cholesteryl cis-9-octadecenoate, Oleic acid cholesteryl ester
• Formule empirique (notation de Hill): C₄₅H₇₈O₂
• Numéro CAS: 303-43-5
• Poids moléculaire : 651.10
• Numéro Beilstein : 2343071
• Numéro CE : 206-142-1
• Numéro MDL: MFCD00003645
• Code UNSPSC : 12352211
• ID de substance PubChem : 24893143
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: synthetic (organic)
• Pureté: ≥98% (HPLC; detection at 205 nm)
• Forme: powder
• Pf: 44-47 °C (lit.)
• Groupe fonctionnel: ester
• Conditions d'expédition: ambient
• Température de stockage: −20°C
• Chaîne SMILES: [H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)O[C@H]1CC[C@@]2(C)C(C1)=CC[C@]3([H])[C@]2([H])CC[C@]4(C)[C@]([H])(CC[C@@]34[H])[C@H](C)CCCC(C)C
• InChI: 1S/C45H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h14-15,26,35-36,38-42H,7-13,16-25,27-34H2,1-6H3/b15-14-/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
• Clé InChI: RJECHNNFRHZQKU-RMUVNZEASA-N

Description

Application

Cholesteryl oleate was used to study the ability of silicone hydrogel contact lenses to absorb tear lipids, cholesterol and cholesterol esters. It was also used in the development of amperometric cholesterol biosensors.

Actions biochimiques/physiologiques

Cholesterol in plasma is present in an esterified form such as Cholesteryl oleate. The liver is a primary source of cholesteryl oleate that enriches the LDL particles when released into plasma. The secretion of lipoproteins enriched with cholesteryl oleate has close correlation with the pathogenesis of coronary artery atherosclerosis.

Notes préparatoires

Cholesteryl oleate yields a clear, colorless solution in chloroform at 100 mg/ml.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)