Cholesteryl myristate;Cholesteryl tetradecanoate

Base Information

• Chemical Name: Cholesteryl myristate;Cholesteryl tetradecanoate
• CAS No.: 1989-52-2
• Molecular Formula: C41H72O2
• Molecular Weight: 597.021
• European Community (EC) Number: 217-867-8
• Mol file: 1989-52-2.mol

Synonyms:cholesteryl myristate

Chemical Property of Cholesteryl myristate;Cholesteryl tetradecanoate

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 8.15E-16mmHg at 25°C
• Melting Point: 84 °C
• Refractive Index: 1.506
• Boiling Point: 630.7 °C at 760 mmHg
• Flash Point: 334.8 °C
• PSA: 26.30000
• Density: 0.96 g/cm³
• LogP: 12.64070
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Hexanes (Slightly)
• XLogP3: 15.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 19
• Exact Mass: 596.55323154
• Heavy Atom Count: 43
• Complexity: 873

Purity/Quality:

98%,99%, ^*data from raw suppliers

CHOLESTERYL MYRISTATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCCC(C)C)C)C
• Isomeric SMILES: CCCCCCCCCCCCCC(=O)OC1CC[C@@]2(C3CC[C@]4(C(C3CC=C2C1)CCC4C(C)CCCC(C)C)C)C
• Description: Cholesteryl myristate is a cholesterol ester. Levels of cholesteryl myristate are increased in the serum, liver, and aorta in rabbits fed a high-cholesterol diet and positively correlate with development of non-alcoholic fatty liver disease (NAFLD). Plasma levels of cholesteryl myristate also positively correlate with the presence of unstable atherosclerotic plaques in coronary artery disease. Cholesterol myristate has been used in the composition of lipid nanoparticles as drug carrier systems for drugs with low water solubility.
• Uses: Cholesteryl Myristate is a natural steroid present in traditional Chinese medicine or used in tribal medicine.

Technology Process of Cholesteryl myristate;Cholesteryl tetradecanoate

There total 6 articles about Cholesteryl myristate;Cholesteryl tetradecanoate 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: 94.0%

cholesterol (57-88-5) + n-tetradecanoic acid (544-63-8) → cholesteryl tetradecanoate (1989-52-2)

Guidance literature:

With iron(III) chloride hexahydrate; In 1,3,5-trimethyl-benzene; for 12h; Reflux;

DOI:10.1055/s-0028-1083175

Reference yield:

cholesterol (57-88-5) + tetradecanoyl chloride (112-64-1) → cholesteryl tetradecanoate (1989-52-2)

Guidance literature:

at 100 ℃;

Reference yield:

methyl myristoate (124-10-7) + cholesterol (57-88-5) → cholesteryl tetradecanoate (1989-52-2)

Guidance literature:

With Lipozyme IM; at 80 ℃; for 48h; under 15.0012 - 30.0024 Torr;

DOI:10.1021/jf0107407

upstream raw materials:

cholesterol

n-tetradecanoic acid

tetradecanoyl chloride

methyl myristoate

Refernces

• 1、 Komura, Kenichi,Ozaki, Akiyoshi,Ieda, Noboru,Sugi, Yoshihiro. "FeCl3·6H2O as a versatile catalyst for the esterification of steroid alcohols with fatty acids". experimental part. p. 3407 - 3410. Retrieved 2009/05/09.