Cholesteryl oleate

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
Cholesteryl oleate Structure
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)
Fp >230 °F
storage temp. -20°C
solubility chloroform: 0.1 g/mL, clear, colorless
form Solid
color White to Off-White
BRN 2343071
LogP18.284 (est)
CAS DataBase Reference303-43-5(CAS DataBase Reference)
NIST Chemistry ReferenceCholesteryl oleate(303-43-5)
EPA Substance Registry SystemCholest-5-en-3-ol (3.beta.)-, (9Z)-9-octadecenoate (303-43-5)
Safety Information
WGK Germany 3
TSCA Yes
HazardClass IRRITANT
MSDS Information
ProviderLanguage
Oleic acid cholesteryl ester English
SigmaAldrich English
ALFA English
Cholesteryl oleate Usage And Synthesis
DescriptionCholesteryl oleate is a cholesterol ester. It has been used in the generation of nanoparticles and liposomes for drug delivery.
Chemical Propertieswhite to off-white powder, lumpy powder or pale
UsesCholesteryl 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.
DefinitionChEBI: The (Z)-stereoisomer of cholesteryl octadec-9-enoate.
Biochem/physiol ActionsCholesterol 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 MethodsPurify the oleate ester by chromatography on silica gel and eluting with MeOH. [Beilstein 6 III 2642.]
Cholesteryl oleate Preparation Products And Raw materials
[(3S,8S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 2,4-dichlorobenzoate VINYL ESTER RESIN DODECYL BUTYRATE OLEYL OLEATE DODECYLCYCLOHEXANE POLYGLYCERYL-10 OLEATE Oleate ester HEXYL N-VALERATE OLEIC ACID-1-13C 2-METHYLEICOSANE CHOLESTERYL OLEATE, [CHOLESTERYL-1,2,6,7-3H(N)] nonyl octanoate NONYL FORMATE HEPTYL CAPRYLATE Propyl propionate Polyethylene glycol monooleate Pentaerythrityl oleate LUTEINESTER

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