| Identification | More | [Name]
Cholesteryl oleate | [CAS]
303-43-5 | [Synonyms]
3beta-hydroxy-5-cholestene 3-oleate
3BETA-HYDROXY-5-CHOLESTENE 3-OLEATE, OLEOYLCHOLESTEROL
5-CHOLESTEN-3BETA-OL 3-(9-OCTADECENOATE)
5-CHOLESTEN-3BETA-OL 3-OLEATE
5-CHOLESTEN-3-BETA-OL OLEATE
CHOLESTEROL OLEATE
CHOLESTERYL CIS-9-OCTADECENOATE
CHOLESTERYL OCTADECENOATE
CHOLESTERYL OLEATE
oleic acid cholesteryl ester
(Z)-(3β)-cholest-5-en-3-yl9-octadecenoate
(Z)-3β-9-octdecenoylcholest-5-ene
9-octadecenoate,(Z)-Cholest-5-en-3-ol(3.beta.)-
9-octadecenoate,(z)-cholest-5-en-3-ol(3beta)
Cholest-5-en-3-ol (3beta)-, 9-octadecenoate, (Z)-
Cholest-5-en-3-yl (9Z)-9-octadecenoate
Cholesteroyl-oleate
cholestreyloleate
Oleoylcholesterol
3β-Hydroxy-5-cholestene 3-oleate | [EINECS(EC#)]
206-142-1 | [Molecular Formula]
C45H78O2 | [MDL Number]
MFCD00003645 | [Molecular Weight]
651.1 | [MOL File]
303-43-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white powder, lumpy powder or pale | [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 | [biological source]
synthetic (organic) | [BRN ]
2343071 | [Cosmetics Ingredients Functions]
SKIN CONDITIONING | [InChIKey]
RJECHNNFRHZQKU-RMUVNZEASA-N | [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 | [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]
303-43-5(EPA Substance) |
| Hazard Information | Back Directory | [Description]
Cholesteryl oleate is a cholesterol ester.1,2 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. | [storage]
Store at -20°C | [Purification Methods]
Purify the oleate ester by chromatography on silica gel and eluting with MeOH. [Beilstein 6 III 2642.] | [References]
[1] JI WANG. Enhancement of Anti-Inflammatory Activity of Curcumin Using Phosphatidylserine-Containing Nanoparticles in Cultured Macrophages.[J]. International Journal of Molecular Sciences, 2016, 17 5. DOI: 10.3390/ijms17060969
[2] AHMED A ABD-RABOU Shaker A M Dhruba J Bharali. Taribavirin and 5-Fluorouracil-Loaded Pegylated-Lipid Nanoparticle Synthesis, p38 Docking, and Antiproliferative Effects on MCF-7 Breast Cancer.[J]. Pharmaceutical Research, 2018, 35 4: 76. DOI: 10.1007/s11095-017-2283-3 |
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