115433-29-9

Usage

Chemical structure

A triglyceride compound consisting of two eicosapentaenoic acid (EPA) molecules and one palmitic acid molecule attached to a glycerol backbone.

Natural sources

Found in fish oil and other marine sources.

Eicosapentaenoic acid (EPA)

An omega-3 fatty acid known for its anti-inflammatory and cardiovascular benefits.

Palmitic acid

A saturated fatty acid found in animal and plant fats.

Health benefits

Potential health benefits due to its EPA content.

Role in cardiovascular health

Interest in its role in maintaining cardiovascular health.

Inflammation regulation

Potential role in regulating inflammation due to the presence of EPA.

Molecular weight

Approximately 896.45 g/mol (calculated from the molecular formula).

Physical state

Likely a liquid at room temperature, as triglycerides are generally oils or fats.

Solubility

Soluble in nonpolar solvents such as hexane or chloroform, due to its fatty acid content.

Stability

May be sensitive to oxidation, as it contains unsaturated fatty acids (EPA).

Dietary intake

Can be obtained through consumption of fish oil supplements or by eating fatty fish such as salmon, mackerel, or sardines.

Bioavailability

The bioavailability of EPA from 1,2-dieicosapentaenoyl-3-palmitoylglycerol may be influenced by factors such as the presence of other fatty acids, the form of the supplement (e.g., ethyl ester or triglyceride form), and individual differences in metabolism.

Research focus

Further research is needed to fully understand the health benefits, optimal dosage, and potential side effects of 1,2-dieicosapentaenoyl-3-palmitoylglycerol supplementation.

Upstream product

• 10417-94-4 all cis-5,8,11,14,17-eicosapentaenoic acid 
• 305847-08-9 rac-1-monopalmitoylglycerol 

Relevant academic research and scientific papers

Effect of nitrogen and phosphorus starvation on the polyunsaturated triacylglycerol composition, including positional isomer distribution, in the alga Trachydiscus minutus

The yellow-green alga Trachydiscus minutus (Eustigmatophyceae, Heterocontophyta) was cultivated in a standard medium and under nitrogen- and phosphorus-starvation and its triacylglycerols were analyzed by RP-HPLC/MS-APCI. The molecular species of triacylglycerols included a total of 74 triacylglycerols having at least one polyunsaturated fatty acid. Polyunsaturated triacylglycerols were identified for the first time in a yellow-green alga. N-starvation brought about a nearly 50% drop in TAGs containing EPA, and also decreased TAGs containing ARA, while P-starvation had a sizable effect on those TAGs that contain two or three arachidonic acids. In four TAGs containing PUFA, i.e. EEE, EEA, EAA and AAA, N-starvation caused a rapid fivefold increase in ARA content and the ratio of TAGs containing ARA, i.e. AEE to AAA increased tenfold relative to control. Regioisomeric characterization of triacylglycerols containing palmitic, arachidonic (ARA) and eicosapentaenoic acids (EPA) showed that the proportion of positional isomers is affected by N- and P-starvation. N- and P-starvation also changed the ratio of symmetrical to asymmetrical TAGs. Positional isomers exhibited identical ratios of symmetrical and asymmetrical TAGs irrespective of the type of FAs. In control cultivation the major TAGs with a single PUFA were symmetrical ones (PEP or PAP) whose ratio to asymmetrical counterparts (PPE or PPA) was about 3:1, whereas N- and P-starvation yielded opposite ratios, 1:3-1:5. The control cultivation yielded ～90% asymmetrical TAGs with two PUFAs (i.e. PEE and PAA), whereas with N- and P-starvation the ratio of symmetrical to asymmetrical TAGs increased to 2:1 and 3:2, respectively.

Autoxidation of synthetic isomers of triacylglycerol containing eicosapentaenoic acid

Several triacylglycerols (TAG) that contained eicosapentaenoic acid (EPA) were chemically synthesized and stored at 25 °C to assess the influence of TAG structure on oxidative stability and formation of oxidation products. Oxidative stability was evaluated by oxygen consumption during storage of the TAG. Autoxidation products of TAG were analyzed by high-performance liquid chromatography (HPLC) and liquid chromatography-mass spectrometry (LC-MS). Results showed that a 2:1 (mole/mole) mixture of trieicosapentaenoylglycerol (EEE) and tripalmitoylglycerol (PPP) was most susceptible to autoxidation. The oxidative stability of TAG that contained EPA and palmitic acid was negatively correlated with the moles of EPA in a single TAG molecule. When TAG with one EPA and two other fatty acids were oxidized, chainlength of constituent fatty acids hardly affected the oxidative stability of EPA-containing TAG molecules, except for stearic acid. HPLC and LC-MS analyses showed that monohydroperoxides were major oxidation products regardless of type of TAG. Bis- and tris-hydroperoxides were formed during autoxidation of EEE and dieicosapentaenoylpalmitoylglycerol. Monohydroperoxy epidioxides were found in all autoxidized TAG. These observations suggested that TAG structure affected the oxidation of TAG with highly unsaturated fatty acids.