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C9253

Sigma-Aldrich

Cholesteryl oleate

≥98% (HPLC; detection at 205 nm)

Sinónimos:

3β-Hydroxy-5-cholestene 3-oleate, 5-Cholesten-3β-ol 3-oleate, Cholesteryl cis-9-octadecenoate, Oleic acid cholesteryl ester

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About This Item

Fórmula empírica (notación de Hill):
C45H78O2
Número de CAS:
303-43-5
Peso molecular:
651.10
Beilstein:
2343071
Número CE:
206-142-1
Número MDL:
MFCD00003645
Código UNSPSC:
12352211
ID de la sustancia en PubChem:
24893143
NACRES:
NA.77

origen biológico

synthetic (organic)

Análisis

≥98% (HPLC; detection at 205 nm)

formulario

powder

mp

44-47 °C (lit.)

grupo funcional

ester

Condiciones de envío

ambient

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

RJECHNNFRHZQKU-RMUVNZEASA-N

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Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Nota de preparación

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Marta Overchuk et al.
ACS nano, 13(4), 4560-4571 (2019-03-28)
Lipoprotein mimetic nanostructures, which consist of an amphiphilic lipid shell, a hydrophobic core, and an apolipoprotein mimetic peptide, serve as a versatile platform for the design of drug delivery vehicles as well as the investigation of supramolecular assemblies. Porphyrin incorporation
L L Rudel et al.
The Journal of clinical investigation, 100(1), 74-83 (1997-07-01)
Relationships among plasma lipoprotein cholesterol, cholesterol secretion by the isolated, perfused liver, and coronary artery atherosclerosis were examined in African green monkeys fed diets containing cholesterol and 35% of calories as fat enriched in polyunsaturated, monounsaturated, or saturated fatty acids.
J A Hamilton et al.
The Journal of biological chemistry, 258(21), 12821-12826 (1983-11-10)
The incorporation of cholesteryl oleate and triolein into phospholipid vesicles was studied in cosonicated mixtures of 94 weight % egg phosphatidylcholine and 6 weight % neutral lipid (0-6% triolein and 6-0% cholesteryl oleate). 13C NMR spectroscopy was used to quantitate
Design of an Interference-Free Cholesterol Amperometric Biosensor Based on the Electrosynthesis of Polymeric Films of Diaminonaphthalene Isomers
Garcia-Ruiz E et al
Electroanalysis, 16, 497-504 (2004)
Chendong Yang et al.
The Journal of clinical investigation, 114(6), 813-822 (2004-09-17)
The ABC transporters ABCG5 and ABCG8 limit absorption and promote excretion of dietary plant sterols. It is not known why plant sterols are so assiduously excluded from the body. Here we show that accumulation of plant sterols in mice lacking
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