Cholesterol, oleate

Base Information

• Chemical Name: Cholesterol, oleate
• CAS No.: 303-43-5
• Molecular Formula: C45H78O2
• Molecular Weight: 651.113
• Hs Code.: 2916150000
• NSC Number: 18186
• ChEMBL ID: CHEMBL153910
• Mol file: 303-43-5.mol

Synonyms:Cholesterol, oleate;Cholest-5-en-3-ol (3.beta.)-, 9-octadecenoate, (Z)-;C45H78O2;NSC-18186;C45-H78-O2;CE 18:1;Cholest-5-en-3-ol (3.beta.)-, (9Z)-9-octadecenoate;Cholest-5-en-3-ol, 9-octadecenoate, (3.beta.)-,(Z)-;CHEMBL153910;SCHEMBL22620096;RJECHNNFRHZQKU-PFONDFGASA-N;NSC18186;Cholest-5-en-3-ol (3.beta.)-, (Z)-

Chemical Property of Cholesterol, oleate

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 4.2E-18mmHg at 25°C
• Melting Point: 44-47 °C(lit.)
• Refractive Index: -20 ° (C=2, THF)
• Boiling Point: 675.4 °C at 760 mmHg
• Flash Point: 362.9 °C
• PSA: 26.30000
• Density: 0.95 g/cm³
• LogP: 13.97710
• Storage Temp.: −20°C
• Solubility.: chloroform: 0.1 g/mL, clear, colorless
• XLogP3: 16.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 22
• Exact Mass: 650.60018173
• Heavy Atom Count: 47
• Complexity: 977

Purity/Quality:

Cholesteryl oleate ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCCC(C)C)C)C
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCCC(C)C)C)C
• Description: Cholesteryl oleate is a cholesterol ester. It has been used in the generation of nanoparticles and liposomes for drug delivery.
• 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.

Technology Process of Cholesterol, oleate

There total 12 articles about Cholesterol, oleate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) + cholesterol (57-88-5) → cholesterol oleate (303-43-5)

Guidance literature:

With TiO(acac)2; In xylene; for 36h; Heating;

DOI:10.1021/jo051337s

Reference yield: 99.0%

Methyl oleate (112-62-9) + cholesterol (57-88-5) → cholesterol oleate (303-43-5)

Guidance literature:

With iron(III)-acetylacetonate; In n-heptane; at 105 ℃; for 22h; Inert atmosphere;

DOI:10.1016/j.tet.2011.01.009

Reference yield:

(Z)-9-octadecenoyl chloride (112-77-6) + cholesterol (57-88-5) → cholesterol oleate (303-43-5)

Guidance literature:

In benzene; at 20 ℃;

DOI:10.1007/s11745-015-4019-7

upstream raw materials:

(Z)-9-octadecenoyl chloride

cholesterol

cis-Octadecenoic acid

cholesterol

Downstream raw materials:

(R,S)-10-hydroxyoctadec-(8E)-enoic acid

(10E)-9-hydroxy-10-octadecenoic acid

Methyl oleate

cholesterol

Refernces

• 1、 Banday, Mudasir R.,Farshori, Nida N.,Ahmad, Anis,Khan, Asad U.,Rauf, Abdul. "Synthesis and characterization of novel fatty acid analogs of cholesterol: In vitro antimicrobial activity". . p. 1459 - 1464. Retrieved 2010.
• 2、 Hammann, Simon,Wendlinger, Christine,Vetter, Walter. "Analysis of Intact Cholesteryl Esters of Furan Fatty Acids in Cod Liver". . p. 611 - 620. Retrieved 2015/06/08.