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

Description

1,3-DIHEXADECANOYL-2-[CIS-9-OCTADECENOYL]GLYCEROL, also known as 1,3-Dipalmitoyl-2-oleoyl Glycerol, is a triglyceride derived from natural sources such as palm kernels, sunflower seeds, and soybean. It is a type of glycerol molecule with specific fatty acid chains attached, which gives it unique properties and applications in various fields.

Uses

Used in Pharmaceutical Industry:
1,3-DIHEXADECANOYL-2-[CIS-9-OCTADECENOYL]GLYCEROL is used as a research compound for studying the effects of specific synthetic triglycerides on atherosclerosis. Its unique structure allows scientists to investigate the role of triglycerides in the development and progression of this cardiovascular disease.
Used in Nutritional Research:
In the field of nutrition, 1,3-DIHEXADECANOYL-2-[CIS-9-OCTADECENOYL]GLYCEROL is used to understand the role of triglycerides in human health and metabolism. This knowledge can be applied to develop better dietary guidelines and create more effective nutritional supplements.
Used in Cosmetics Industry:
1,3-DIHEXADECANOYL-2-[CIS-9-OCTADECENOYL]GLYCEROL may also find applications in the cosmetics industry, where it can be used as an ingredient in various skincare and hair care products due to its moisturizing and emollient properties.
Used in Food Industry:
In the food industry, 1,3-DIHEXADECANOYL-2-[CIS-9-OCTADECENOYL]GLYCEROL can be used as an additive to improve the texture, taste, and shelf life of certain products, such as baked goods and confectionery items.
Overall, 1,3-DIHEXADECANOYL-2-[CIS-9-OCTADECENOYL]GLYCEROL is a versatile compound with potential applications in various industries, including pharmaceuticals, nutrition, cosmetics, and food. Its unique properties make it a valuable tool for research and product development.

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 
• 112-77-6 (Z)-9-octadecenoyl chloride 
• 112-80-1 cis-Octadecenoic acid 
• 502-52-3 hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester 
• 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 

Downstream Products

• 2177-97-1 1,3-dihexadecanoyl-2-octadecanoylglycerol 
• 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 

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.