CAS 35474-99-8

1-Monoarachidin

Description:

1-Monoarachidin, with the CAS number 35474-99-8, is a chemical compound that belongs to the class of fatty acids and their derivatives. It is a monoacylglycerol, specifically derived from arachidonic acid, which is a polyunsaturated fatty acid important in various biological processes. The structure of 1-monoarachidin features a glycerol backbone esterified with one arachidonic acid molecule, which contributes to its unique properties. This compound is known for its role in cellular signaling and as a precursor for the synthesis of bioactive lipids. It may exhibit various biological activities, including anti-inflammatory effects, due to the involvement of arachidonic acid in the production of eicosanoids. Additionally, 1-monoarachidin can be found in certain natural sources and may have applications in research related to lipid metabolism and cell signaling pathways. Its solubility and stability can vary depending on the conditions, making it relevant in both biochemical studies and potential therapeutic contexts.

Formula: C₂₃H₃₈O₄

InChI: InChI=1/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-21-22(25)20-24/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-

InChI key: InChIKey=DCPCOKIYJYGMDN-DOFZRALJNA-N

SMILES: C(CC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)C(OCC(CO)O)=O

Synonyms:

• (all-Z)-(±)-2,3-Dihydroxypropyl 5,8,11,14-eicosatetraenoate
• 1-Arachidonoylglycerol
• 1-Arachidonylglycerol
• 1-Monoarachidin
• 1-Monoarachidonoyl-rac-glycerol
• 5,8,11,14-Eicosatetraenoic acid, 2,3-dihydroxypropyl ester, (all-Z)-
• 5,8,11,14-eicosatetraenoic acid, 2,3-dihydroxypropyl ester, (5Z,8Z,11Z,14Z)-

1-Monoarachidonin

CAS: 35474-99-8

Formula: C23H38O4

Purity: >98%

Color and Shape: Liquid

Molecular weight: 378.55

Ref: 48-31-2041

1-Arachidonoyl Glycerol

CAS: 35474-99-8

2-Arachidonoylglycerol (2-AG) is identified as a more potent endogenous cannabinoid ligand compared to its analogue, 1-Arachidonoylglycerol (1-AG), exhibiting 10 to 100 times the ligand binding affinity and agonist activity at the CB1 receptor, thus making it a natural ligand. However, 2-AG's chemical instability leads to rapid isomerization to 1-AG (also referred to as 1(3)-AG) both in vitro and in vivo. This isomerization process, where 1-AG becomes a frequent contaminant in synthetic 1-AG preparations, significantly decreases their cannabinergic potency. Furthermore, 1-AG is characterized as a weak CB1 receptor agonist with potential for other pharmacological effects.

Formula: C₂₃H₃₈O₄

Color and Shape: Solid

Molecular weight: 378.6

Ref: TM-T84599