439146-24-4 Usage
Description
O-Arachidonoylglycerol (O-ARACHIDONOYL GLYCIDOL) is an ester derivative of the essential fatty acid Arachidonic Acid (A765000) and serves as an intermediate in the preparation of the endocannabinoid 2-Arachidonyl Glycerol (A765050). It is characterized by its pale yellow oil appearance and exhibits inhibitory activity against monoacylglycerol lipase and fatty acid amide hydrolase.
Uses
Used in Pharmaceutical Industry:
O-Arachidonoylglycerol is used as an intermediate compound for the synthesis of endocannabinoids, specifically 2-Arachidonyl Glycerol (A765050), which play a crucial role in various physiological processes and have potential therapeutic applications.
Used in Research Applications:
O-Arachidonoylglycerol is utilized as a research tool in the study of endocannabinoid systems, their interactions with various biological pathways, and their potential roles in disease management and treatment.
Used in Drug Development:
Due to its inhibitory activity against monoacylglycerol lipase and fatty acid amide hydrolase, O-Arachidonoylglycerol may be employed in the development of novel drugs targeting these enzymes, which could have implications for treating conditions related to endocannabinoid dysregulation.
Used in Cosmetics Industry:
Given its origin from an essential fatty acid, O-Arachidonoylglycerol may also find applications in the cosmetics industry for its potential benefits to skin health and as an ingredient in anti-aging or moisturizing products.
Check Digit Verification of cas no
The CAS Registry Mumber 439146-24-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,3,9,1,4 and 6 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 439146-24:
(8*4)+(7*3)+(6*9)+(5*1)+(4*4)+(3*6)+(2*2)+(1*4)=154
154 % 10 = 4
So 439146-24-4 is a valid CAS Registry Number.
439146-24-4Relevant articles and documents
Structure-activity relationship of a series of inhibitors of monoacylglycerol hydrolysis - Comparison with effects upon fatty acid amide hydrolase
Cisneros, José Antonio,Vandevoorde, Séverine,Ortega-Gutiérrez, Silvia,Paris, Clément,Fowler, Christopher J.,López-Rodríguez, María L.
, p. 5012 - 5023 (2008/03/12)
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.
