Cholesteryl oleate

Synonym(s):3β-Hydroxy-5-cholestene 3-oleate;5-Cholesten-3β-ol 3-oleate;Cholesteryl cis-9-octadecenoate;Oleic acid cholesteryl ester

CAS NO.：303-43-5
Empirical Formula: C45H78O2
Molecular Weight: 651.12
MDL number: MFCD00003645
EINECS: 206-142-1
SAFETY DATA SHEET (SDS)
Update Date: 2025-10-23 08:41:34

What is Cholesteryl oleate ?

Description

Cholesteryl oleate is a cholesterol ester. It has been used in the generation of nanoparticles and liposomes for drug delivery.

Chemical properties

white to off-white powder, lumpy powder or pale

The Uses of Cholesteryl oleate

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.

What are the applications of Application

Cholesteryl oleate is an esterified form cholesterol found in plasma

Definition

ChEBI: The (Z)-stereoisomer of cholesteryl octadec-9-enoate.

Biochem/physiol Actions

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.

Purification Methods

Purify the oleate ester by chromatography on silica gel and eluting with MeOH. [Beilstein 6 III 2642.]

Properties of Cholesteryl oleate

Melting point:	44-47 °C (lit.)
Boiling point:	617.95°C (rough estimate)
Density	0.9287 (rough estimate)
refractive index	-20 ° (C=2, THF)
Flash point:	>230 °F
storage temp.	-20°C
solubility	chloroform: 0.1 g/mL, clear, colorless
form	Solid
color	White to Off-White Low-Melting
BRN	2343071
CAS DataBase Reference	303-43-5(CAS DataBase Reference)
NIST Chemistry Reference	Cholesteryl oleate(303-43-5)
EPA Substance Registry System	Cholest-5-en-3-ol (3.beta.)-, (9Z)-9-octadecenoate (303-43-5)