N-Docosa-4,7,10,13,16,19-hexaenoylglycine

Base Information

• Chemical Name: N-Docosa-4,7,10,13,16,19-hexaenoylglycine
• CAS No.: 132850-40-9
• Molecular Formula: C24H35NO3
• Molecular Weight: 385.5396
• DSSTox Substance ID: DTXSID60693952
• Mol file: 132850-40-9.mol

Synonyms:Docosahexaenoyl glycine;N-Docosa-4,7,10,13,16,19-hexaenoylglycine;132850-40-9;2-(docosa-4,7,10,13,16,19-hexaenoylamino)acetic acid;DTXSID60693952

Chemical Property of N-Docosa-4,7,10,13,16,19-hexaenoylglycine

Chemical Property:

• Boiling Point: 582.1±50.0 °C(Predicted)
• PKA: 3.56±0.10(Predicted)
• PSA: 66.40000
• Density: 0.996±0.06 g/cm3(Predicted)
• LogP: 6.05600
• Storage Temp.: -20°
• Solubility.: Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 16
• Exact Mass: 385.26169398
• Heavy Atom Count: 28
• Complexity: 581

Purity/Quality:

97% ^*data from raw suppliers

DocosahexaenoylGlycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCC=CCC=CCC=CCCC(=O)NCC(=O)O
• Description: DCHA-Gly is an endogenous lipoamino acid.
• Uses: Docosahexaenoyl glycine is which consists of DHA with glycine attached at its carboxy terminus.

Technology Process of N-Docosa-4,7,10,13,16,19-hexaenoylglycine

There total 4 articles about N-Docosa-4,7,10,13,16,19-hexaenoylglycine 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: 98.0%

methyl 2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)acetate → 2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)acetic acid (136897-53-5,132850-40-9)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; for 0.5h;

DOI:10.1021/acs.jmedchem.9b00994

Reference yield:

docosahexaenoic acid (6217-54-5) + glycine (56-40-6,18875-39-3,25718-94-9) → 2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)acetic acid (136897-53-5,132850-40-9)

Guidance literature:

docosahexaenoic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In ethyl acetate; at 20 ℃; for 1h;

glycine; In ethyl acetate; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2010.12.046

Reference yield:

docosahexaenoic acid (6217-54-5) → 2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)acetic acid (136897-53-5,132850-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine / dichloromethane / 18 h / 20 °C

2: water; sodium hydroxide / tetrahydrofuran / 2 h / 20 °C

With water; benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

docosahexaenoic acid

glycine