[2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxy-3-octadecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate

Base Information

• Chemical Name: [2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxy-3-octadecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• CAS No.: 18892-74-5
• Molecular Formula: C₄₆H₈₄NO₈P
• Molecular Weight: 810.149
• Mol file: 18892-74-5.mol

Synonyms:1-stearoyl-2-arachidonoyl-sn-glycero-phosphocholine;1-stearoyl-2-arachidonylcholine phosphoglyceride;1-stearoyl-2-arachidonylphosphatidylcholine;alpha-stearoyl-beta-arachidonyl-L-phosphatidylcholine;ST-AR-phosphatidylcholine;stearoylarachidonylphosphatidylcholine

Chemical Property of [2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxy-3-octadecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 121.00000
• Density: g/cm³
• LogP: 13.12660
• XLogP3: 13.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 42
• Exact Mass: 809.59345564
• Heavy Atom Count: 56
• Complexity: 1090

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC

Technology Process of [2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxy-3-octadecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate

There total 5 articles about [2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxy-3-octadecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate 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: 82.0%

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) + 1-stearoyl-sn-glycero-3-phosphocholine (19420-57-6,5655-17-4) → 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (35418-59-8,18892-74-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In chloroform; at 20 ℃; for 120h;

DOI:10.1111/febs.14807

Reference yield: 82.0%

→ 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (35418-59-8,18892-74-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In chloroform; at 20 ℃; for 120h;

Reference yield:

1-0-triphenylmethyl-2-arachidonoyl-sn-glycero-3-phosphocholine + stearic anhydride (638-08-4) → 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (35418-59-8,18892-74-5)

Guidance literature:

upstream raw materials:

stearic anhydride

all cis 5,8,11,14-eicosatetraenoic acid

1-stearoyl-sn-glycero-3-phosphocholine

1-stearoyl-sn-glycero-3-phosphocholine