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A triglyceride formed by acylation of the three hydroxy groups of glycerol with linoleic acid.
Linolein is a triglyceride in which Glyceryl Trilinoleate is esterified with linoleic acid.
Glyceryl Trilinoleate's a primary constituent of sunflower oil and multiple other vegetable fats.
CAS: 537-40-6
MF: C57H98O6
MW: 879.38
EINECS: 208-666-6
Synonyms
C18:2,[CIS,CIS]-9,12;GLYCEROL TRILINOLATE;GLYCEROL TRI-9,12-OCTADECADIENOATE;GLYCERYL TRILINOLEATE;1,2,3-TRI-[(CIS,CIS)-9,12-OCTADECADIENOYL]GLYCEROL;TRILINOLEIN;2,3-Bis[(9Z,12Z)-9,12-octadecadienoyloxy]propyl (9Z,12Z)-9,12-octadecadienoate;9,12-Octadecadienoic acid (Z,Z)-, 1,2,3-propanetriyl ester
9,12-Octadecadienoic acid (9Z,12Z)-,1,1′,1′′-(1,2,3-propanetriyl) ester;Linolein,tri-;9,12-Octadecadienoic acid (Z,Z)-,1,2,3-propanetriyl ester;9,12-Octadecadienoic acid (9Z,12Z)-,1,2,3-propanetriyl ester;Trilinolein;Glyceryl trilinoleate;Linoleic triglyceride;Trilinoleoylglycerol;Glycerol trilinoleate;Trilinoleyl glyceride;Triglyceride LLL;Glycerin trilinoleate;Efaderma F;LLL;LLL triacylglycerol;Linoleic acid triglyceride;138501-64-1;1704716-09-5
Glyceryl Trilinoleate is used in the manufacturing of biodiesel.
Glyceryl Trilinoleate is also an ingredient in some cosmetic products.
Glyceryl Trilinoleate is a symmetrical triglyceride derived from glycerol and three units of the unsaturated fatty acid oleic acid.
Most triglycerides are unsymmetrical, being derived from mixtures of fatty acids.
Glyceryl Trilinoleate represents 4–30% of olive oil.
Glyceryl Trilinoleate is also known as glyceryl trioleate and is one of the two components of Lorenzo's oil.
The oxidation of triolein is according to the formula:
C57H104O6 + 80 O2 → 57 CO2 + 52 H2O
This gives a respiratory quotient of 57/80 or 0.7125.
The heat of combustion is 8,389 kcal (35,100 kJ) per mole or 9.474 kcal (39.64 kJ) per gram.
Per mole of oxygen Glyceryl Trilinoleate is 104.9 kcal (439 kJ).
Glyceryl Trilinoleate is a natural compound that has been shown to inhibit the activity of acetylcholinesterase in human serum.
Glyceryl Trilinoleate is also found in Chinese herbs and has been used as a traditional medicine for treating atherosclerotic cardiovascular disease.
Glyceryl Trilinoleate is believed to have a matrix effect on cells, which may be due to its ability to increase the levels of biological properties such as epidermal growth factor (EGF) and reactive oxygen species (ROS).
Glycerol trilinoleate has been shown to be an effective treatment for chronic oral ulcers, skin cells, and mucin gene expression.
The optimum concentration of Glyceryl Trilinoleate is unknown, but it has been shown to be most effective at concentrations between 1 μM-10 μM.
Glyceryl Trilinoleate, with the CAS number 537-40-6, is a triglyceride composed of three linoleic acid molecules esterified to a glycerol backbone.
Glyceryl Trilinoleate is a colorless to pale yellow oil that is typically found in various vegetable oils, particularly in high concentrations in safflower and sunflower oils.
Glyceryl Trilinoleate is characterized by its high degree of unsaturation, containing multiple double bonds in its fatty acid chains, which contributes to its fluidity and reactivity.
This unsaturation makes Glyceryl Trilinoleate susceptible to oxidation, leading to rancidity if not properly stored.
Glyceryl Trilinoleate is often studied for its nutritional properties, as linoleic acid is an essential fatty acid important for human health.
Additionally, Glyceryl Trilinoleate has applications in the food industry as a source of dietary fat and in the cosmetic industry for its emollient properties.
Glyceryl Trilinoleate's molecular structure and properties make it a subject of interest in both biochemistry and nutrition science.
Glyceryl Trilinoleate Chemical Properties
Melting point: -5--4 °C
Boiling point: 816.5±65.0 °C(Predicted)
Density: 0.925 g/mL at 20 °C(lit.)
Refractive index: n20/D 1.479
Storage temp.: -20°C
Solubility: Chloroform (Sparingly), Hexanes (Slightly)
Form: liquid
Color: Colourless to Pale Yellow
Biological source: synthetic (organic)
BRN: 1718698
LogP: 22.158 (est)
CAS DataBase Reference: 537-40-6(CAS DataBase Reference)
Uses
Glyceryl Trilinoleate is an emollient, it replenishes the lipids present in the stratum corneum, thereby improving skin look, feel, and texture.
Depending on a formulator’s requirements, Glyceryl Trilinoleate can also be used as a solvent and to control a formula’s viscosity.
A linoleate triacylglycerol compound.
