1,3-Dipalmitoyl-2-oleoylglycerol

Base Information

• Chemical Name: 1,3-Dipalmitoyl-2-oleoylglycerol
• CAS No.: 2190-25-2
• Molecular Formula: C53H100 O6
• Molecular Weight: 833.373
• Hs Code.: 2915900090
• UNII: 1H3NGP56NB
• Nikkaji Number: J347.965J
• Wikidata: Q27145476
• Mol file: 2190-25-2.mol

Synonyms:1,3-dipalmitoyl-2-oleoylglycerol

Chemical Property of 1,3-Dipalmitoyl-2-oleoylglycerol

Chemical Property:

• Vapor Pressure: 1.9E-24mmHg at 25°C
• Boiling Point: 782.6°C at 760 mmHg
• Flash Point: 292.9°C
• PSA: 78.90000
• Density: 0.917g/cm³
• LogP: 16.98470
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 22.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 51
• Exact Mass: 832.75199091
• Heavy Atom Count: 59
• Complexity: 870

Purity/Quality:

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

1,3-Dipalmitoyl-2-oleoylGlycerol ^*data from reagent suppliers

Safty Information:

• Statements: 53

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Lipids -> Ambiguous Lipids
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC
• Uses: 1,3-Dipalmitoyl-2-oleoyl Glycerol is a triglyceride found in oils from various natural sources such as palm kernels, sunflower seeds and soybean. 1,3-Dipalmitoyl-2-oleoyl Glycerol is used to study the effects of specific synthetic triglycerides on atherosclerosis.

Technology Process of 1,3-Dipalmitoyl-2-oleoylglycerol

There total 10 articles about 1,3-Dipalmitoyl-2-oleoylglycerol 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%

(Z)-Octadec-9-enoic acid 2-bromo-1-bromomethyl-ethyl ester + Hexadecanoatetris-decyl-methyl-ammonium; → 2-Oleodipalmitin (2190-25-2)

Guidance literature:

In toluene; for 4h; Heating;

DOI:10.1039/P29830001553

Reference yield: 93.0%

palmitic anhydride (623-65-4) + 1-O-triisopropylsilyl-2-oleoyl-3-palmitoyl-sn-glycerol (1001440-60-3) → 2-Oleodipalmitin (2190-25-2)

Guidance literature:

With trimethylsilyl bromide; tetrabutylammomium bromide; In chloroform; for 2h; Heating;

DOI:10.1039/b713246h

Reference yield: 84.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) + hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester (502-52-3) → 2-Oleodipalmitin (2190-25-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In tetrachloromethane; at 28 ℃; for 3.5h;

DOI:10.1007/s11746-007-1173-y

upstream raw materials:

trioleoylglycerol

1-hexadecylcarboxylic acid

(Z)-9-octadecenoyl chloride

cis-Octadecenoic acid

Downstream raw materials:

oleic acid ethyl ester

hexadecanoic acid ethyl ester

hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester

1-palmitoyl-2-oleoyl-rac-glycerol

Refernces

• 1、 Lisa, Miroslav,Velinska, Hana,Holcapek, Michal. "Regioisomeric characterization of triacylglycerols using silver-ion HPLC/MS and randomization synthesis of standards". experimental part. p. 3903 - 3910. Retrieved 2010/03/23.
• 2、 Stamatov, Stephan D.,Stawinski, Jacek. "Regioselective and stereospecific acylation across oxirane- and silyloxy systems as a novel strategy to the synthesis of enantiomerically pure mono-, di- and triglycerides". . p. 3787 - 3800. Retrieved 2008/10/09.