2190-25-2

Basic information

• Product Name: 1,3-DIHEXADECANOYL-2-[CIS-9-OCTADECENOYL]GLYCEROL
• Synonyms: 1,3-PALMITIN-2-ELAIDIN;1,3-DIHEXADECANOYL-2-[CIS-9-OCTADECENOYL]GLYCEROL;1,3-DIPALMITOYL-2-OLEOYL-GLYCEROL;glyceryl 1,3-dipalmitate-2-oleate;1,2,3-Propanetriol 1,3-dipalmitate 2-oleate;1-O,3-O-Bis(hexadecanoyl)-2-O-[(9Z)-9-octadecenoyl]-L-glycerol;2-O-Oleoyl-1-O,3-O-dipalmitoyl-L-glycerol;Glycerol-1,3-dipalmitate-2-oleate
• CAS NO: 2190-25-2
• Molecular Formula: C₅₃H₁₀₀O₆
• Molecular Weight: 833.36
• Product Categories: Fatty Acid Derivatives & Lipids;Glycerols
• Mol File: 2190-25-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 782.6°C at 760 mmHg
• Flash Point: 292.9°C
• Appearance: /
• Density: 0.917g/cm³
• Vapor Pressure: 1.9E-24mmHg at 25°C
• Refractive Index: 1.469
• Storage Temp.: −20°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 1,3-DIHEXADECANOYL-2-[CIS-9-OCTADECENOYL]GLYCEROL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIHEXADECANOYL-2-[CIS-9-OCTADECENOYL]GLYCEROL(2190-25-2)
• EPA Substance Registry System: 1,3-DIHEXADECANOYL-2-[CIS-9-OCTADECENOYL]GLYCEROL(2190-25-2)

Safety Data

• Statements: 53
• WGK Germany: 3
• Hazardous Substances Data: 2190-25-2(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C53H100O6/c1-4-7-10-13-16-19-22-25-26-29-32-35-38-41-44-47-53(56)59-50(48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2)49-58-52(55)46-43-40-37-34-31-28-24-21-18-15-12-9-6-3/h25-26,50H,4-24,27-49H2,1-3H3/b26-25-

Upstream product

• 122-32-7 trioleoylglycerol 
• 57-10-3 1-hexadecylcarboxylic acid 
• 623-65-4 palmitic anhydride 
• 1001440-60-3 1-O-triisopropylsilyl-2-oleoyl-3-palmitoyl-sn-glycerol 
• 14465-68-0 trilinolenin 
• 555-44-2 glyceroltripalmitate 
• 112-80-1 cis-Octadecenoic acid 
• 502-52-3 hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester 
• 112-77-6 (Z)-9-octadecenoyl chloride 

Downstream Products

• 555-44-2 glyceroltripalmitate 
• 111-62-6 oleic acid ethyl ester 
• 628-97-7 hexadecanoic acid ethyl ester 
• 502-52-3 hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester 
• 3123-73-7 1-palmitoyl-2-oleoyl-rac-glycerol 
• 2177-97-1 1,3-dihexadecanoyl-2-octadecanoylglycerol 

Relevant articles and documents

Synthesis and physical properties of symmetrical and non-symmetrical triacylglycerols containing two palmitic fatty acids

A series of symmetrical (ABA) and non-symmetrical (AAB) triacylglycerol (TAG) isomers containing "A," palmitic (P; 16:0) acid, and "B," either oleic (O; 9c-18:1), elaidic (E; 9t-18:1), linoleic (L; 9c,12c-18:2) or linolenic (Ln; 9c,12c,15c-18:3) fatty acids were synthesized by esterification of the thermodynamically more-stable 1,3-di- or 1(3)-monoacylglycerols [1,3-DAG or 1(3)-MAG], respectively. 1,3- dipalmitoylglycerol (1,3P-DAG) was esterified with O, L or Ln acid to prepare the symmetrical TAG isomers POP, PLP and PLnP, while the O- E-, L- and Ln-1(3)MAG precursors, synthesized or obtained commercially, were esterified with P acid to prepare the non-symmetrical TAG isomers OPP, EPP, LPP and LnPP, respectively. The drop point(s), solid fat content and melting point values of the synthesized TAG were determined. The 1,3-dipalmitoylglycerol (1,3P-DAG) and 1(3)P-MAG precursors were prepared, in multi-gram quantities, by partial glycerolysis (glycerol/p-toluenesulfonic acid) of tripalmitin. After fractionation by silica gel chromatography, the 1(3)P-MAG and 1,3P-DAG isomers (ca. 80% of total MAG or DAG) were purified (>98%) by crystallization from acetone [silver ion-HPLC was utilized to determine the structural purities of the DAG (or MAG) precursors, and the synthesized TAG]. Esterification of the appropriate, thermodynamically more-stable MAG or DAG precursors was found to be a very versatile method for synthesis (in 80-90% yields) of multi-gram (3-5 g) quantities of symmetrical and non-symmetrical TAG isomers, in chemical and structural purities of >96 and 97-99%, respectively.

Preparation of Triacylglycerol Molecular Species by Interesterification Using Endocellular Lipase in n-Hexane

The interesterification of triacylglycerol with fatty acid was done to prepare triacylglycerol molecular species.Optimum operating conditions for the interesterification using a 1,3-positional specific endocellular lipase from Rhizopus japonicus NR400 in a batch system were investigated.The reaction was done at 40 deg C for 5 hr in the following system: Trioleoylglycerol palmitic acid = 1:3.5 (mol/mol), 10 ml n-hexane/g trioleoylglycerol, and 2500 units of enzyme/g trioleoylglycerol.Under these conditions, the content of palmitoyl groups in 1,3-positions of triacylglycerol was about 60 molpercent.Additional interesterification (2-cycle reaction) using palmitic acid and the novel triacylglycerol prepared by one-step interesterification (1-cycle reaction) resulted in a preparation of highly pure 1,3-dipalmitoyl-2-oleoylglycerol.