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Cholesteryl oleate

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Cholesteryl oleate Basic information

Product Name:
Cholesteryl oleate
Synonyms:
  • cholest-5-en-3-yl (9E)-octadec-9-enoate
  • 5-CHOLESTEN-3-BETA-OL OLEATE
  • 5-CHOLESTEN-3BETA-OL 3-OLEATE
  • 5-CHOLESTEN-3BETA-OL 3-(9-OCTADECENOATE)
  • 3beta-hydroxy-5-cholestene 3-oleate
  • 3BETA-HYDROXY-5-CHOLESTENE 3-OLEATE, OLEOYLCHOLESTEROL
  • cholestreyloleate
  • Oleoylcholesterol
CAS:
303-43-5
MF:
C45H78O2
MW:
651.12
EINECS:
206-142-1
Product Categories:
  • Cholesteryl Compounds (Liquid Crystals)
  • Functional Materials
  • Liquid Crystals & Related Compounds
Mol File:
303-43-5.mol
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Cholesteryl oleate Chemical Properties

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
BRN 
2343071
LogP
18.284 (est)
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)
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Safety Information

WGK Germany 
3
TSCA 
Yes
HazardClass 
IRRITANT

MSDS

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Cholesteryl oleate Usage And Synthesis

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

Uses

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.

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.]

Cholesteryl oleate Supplier

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