Adrenoyl-ethanolamine

Base Information

• Chemical Name: Adrenoyl-ethanolamine
• CAS No.: 150314-35-5
• Molecular Formula: C₂₄H₄₁NO₂
• Molecular Weight: 375.595
• DSSTox Substance ID: DTXSID501028460
• Wikipedia: Docosatetraenoylethanolamide
• Wikidata: Q5287253
• Pharos Ligand ID: MBXJ8ZDZDMXJ
• Metabolomics Workbench ID: 4691
• ChEMBL ID: CHEMBL321585
• Mol file: 150314-35-5.mol

Synonyms:7,10,13,16-docosatetraenylethanolamide;7,10,13,16-DTEA

Chemical Property of Adrenoyl-ethanolamine

Chemical Property:

• Boiling Point: 544.5±50.0 °C(Predicted)
• PKA: 14.49±0.10(Predicted)
• PSA: 49.33000
• Density: 0.932±0.06 g/cm3(Predicted)
• LogP: 6.41170
• Storage Temp.: Desiccate at -20°C
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 18
• Exact Mass: 375.313729551
• Heavy Atom Count: 27
• Complexity: 436

Purity/Quality:

99% ^*data from raw suppliers

(7Z,10Z,13Z,16Z)-N-(2-Hydroxyethyl)-7,10,13,16-docosatetraenamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=CCC=CCC=CCCCCCC(=O)NCCO
• Isomeric SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)NCCO
• Description: Docosatetraenoyl ethanolamide (DEA) is an endocannabinoid containing docosatetraenoic acid in place of the arachidonate moiety of AEA. DEA acts on CB1 receptors with potency and efficacy similar to that of AEA. However, its specific role and relative importance as a cannabinergic neurotransmitter have not been elucidated.
• Uses: (7Z,10Z,13Z,16Z)-N-(2-Hydroxyethyl)-7,10,13,16-docosatetraenamide is an endocannabinoid and an analog of anandamide, which is an endogenous cannabinoid and TRPV1 receptor agonist.

Technology Process of Adrenoyl-ethanolamine

There total 2 articles about Adrenoyl-ethanolamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

adrenic acid (2091-25-0,28874-58-0) → docosatetraenoyl ethanolamide (150314-35-5)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride

With oxalyl dichloride;

DOI:10.1021/jm00072a026

Reference yield:

ethanolamine (141-43-5) + (7Z,10Z,13Z,16Z)-Docosa-7,10,13,16-tetraenoyl chloride → docosatetraenoyl ethanolamide (150314-35-5)

Guidance literature:

DOI:10.1021/jm00072a026

upstream raw materials:

ethanolamine

adrenic acid

Refernces