24305-63-3

Basic information

• Product Name: Glycidyl Linoleate
• Synonyms: Glycidyl Linoleate;(9Z,12Z)-9,12-Octadecadienoic Acid 2-OxiranylMethyl Ester;2,3-Epoxypropyl Linoleate;Linoleic Acid 2,3-Epoxypropyl Ester;Linoleic Acid Glycidyl Ester
• CAS NO: 24305-63-3
• Molecular Formula: C21H36O3
• Molecular Weight: 336.50874
• Product Categories: Fatty Acid Derivatives & Lipids;Glycerols;Glycerols, Fatty Acid Derivatives & Lipids
• Mol File: 24305-63-3.mol

Chemical Properties

• Boiling Point: 431.6±33.0 °C(Predicted)
• Appearance: /
• Density: 0.952±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Stability: Light Sensitive
• CAS DataBase Reference: Glycidyl Linoleate(CAS DataBase Reference)
• NIST Chemistry Reference: Glycidyl Linoleate(24305-63-3)
• EPA Substance Registry System: Glycidyl Linoleate(24305-63-3)

Safety Data

• Hazardous Substances Data: 24305-63-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Glycidyl Linoleate is used as a potential inhibitor for Monoacylglycerol Lipase (MAGL), an enzyme involved in the degradation of endocannabinoids. By inhibiting this enzyme, GL can modulate the endocannabinoid system, which has implications for various therapeutic applications, including pain management and neuroprotection.
Used in Chemical Industry:
Due to its unique chemical properties, Glycidyl Linoleate can be used as a starting material for the synthesis of various derivatives, such as epoxy resins, surfactants, and other specialty chemicals. Its versatility as a building block makes it valuable in the development of new materials and products.
Used in Cosmetics Industry:
Glycidyl Linoleate's compatibility with skin and its ability to form stable emulsions make it a suitable ingredient for cosmetics and personal care products. It can be used as an emollient, moisturizer, or viscosity modifier, enhancing the texture and feel of creams, lotions, and other formulations.
Used in Food Industry:
As a derivative of linoleic acid, Glycidyl Linoleate can be utilized in the food industry for various applications, such as a stabilizer, emulsifier, or texturizer. Its ability to improve the properties of food products without affecting their taste or appearance makes it a valuable additive in the industry.

Upstream product

• 60-33-3 linoleic acid 
• 7459-33-8 linoleyl chloride 
• 556-52-5 oxiranyl-methanol 
• 106-89-8 epichlorohydrin 

Relevant articles and documents

LINOLEIC ACID DERIVATIVES, PHARMACEUTICAL COMPOSITION OR FOOD COMPOSITION COMPRISING SAID LINOLEIC ACID DERIVATIVES, AND THEIR USES

This invention relates to linoleic acid derivative of Formula (I) below comprising a hydrophobic part C17H31 linked to a polar head part "A": wherein said polar head part A is selected from A1 to A4 below: wherein R1 and R2 are independently selected from the group composed of H or a saturated or unsaturated, straight or branched alkyl group containing 1 to 8 carbon atoms, or R1 and R2 are linked together to form a divalent radical of formula -R1-R2-, wherein -R1-R2- is preferably -CH2-CH2- or-(CH2)3-; R3 is independently selected from the group composed of:

Structure-activity relationship of a series of inhibitors of monoacylglycerol hydrolysis - Comparison with effects upon fatty acid amide hydrolase

A series of 32 heterocyclic analogues based on the structure of 2-arachidonoylglycerol (2-AG) were synthesized and tested for their ability to inhibit monoacylglycerol lipase and fatty acid amide hydrolase activities. The designed compounds feature a hydrophobic moiety and different heterocyclic subunits that mimic the glycerol fragment. This series has allowed us to carry out the first systematic structure-activity relationship study on inhibition of 2-AG hydrolysis. The most promising compounds were oxiran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate (1) and tetrahydro-2H-pyran-2- ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate (5). They inhibited cytosolic 2-oleoylglycerol (2-OG) hydrolysis completely (IC50 values of 4.5 and 5.6 μM, respectively). They also blocked, albeit less potently, 2-OG hydrolysis in membrane fractions (IC50 values of 19 and 26 μM, respectively) and anandamide hydrolysis (IC50 values of 12 and 51 μM, respectively). These compounds will be useful in delineating the importance of the cytosolic hydrolytic activity in the regulation of 2-AG levels and, hence, its potential as a target for drug development.