Lecithin

Base Information

• Chemical Name: Lecithin
• CAS No.: 17708-90-6
• Molecular Formula: C₄₂H₈₀NO₈P
• Molecular Weight: 758.073
• European Community (EC) Number: 232-307-2,306-547-4
• UNII: 6UCA7I41S8
• DSSTox Substance ID: DTXSID301334203
• Wikidata: Q27105002
• NCI Thesaurus Code: C68386
• RXCUI: 579598
• Metabolomics Workbench ID: 13400
• Mol file: 17708-90-6.mol

Synonyms:1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine;1-palmitoyl-2-linoleoylphosphatidylcholine;2-linoleoyl-1-palmitoyl-sn-phosphatidylcholine;palmitoyl-linoleoatephosphatidylcholine;PLPC

Chemical Property of Lecithin

Chemical Property:

• PSA: 121.00000
• LogP: 12.01420
• Storage Temp.: ?20°C
• XLogP3: 12.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 40
• Exact Mass: 757.56215551
• Heavy Atom Count: 52
• Complexity: 941

Purity/Quality:

98%min ^*data from raw suppliers

2-Linoleoyl-1-palmitoyl-sn-glycero-3-phosphocholine ≥97% (GC), ≥99% (TLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Lipids -> Ambiguous Lipids,UVCB,Biological Agents -> Plant Oils and Extracts
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC
• Recent EU Clinical Trials: A Randomized, Double-Blind, Parallel-Group Clinical Trial to Assess the Efficacy of Essentiale on Hepatic Steatosis Added to Standard of Care Versus Placebo Added to Standard of Care, in Non-Alcoholic Fatty Liver

Technology Process of Lecithin

There total 13 articles about Lecithin 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: 87.4%

→ lecithin (6931-84-6,70094-88-1,128114-92-1,17708-90-6,159701-21-0)

Guidance literature:

Reference yield: 77.0%

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) + 1-palmitoyl-sn-glycero-3-phosphocholine (17364-16-8,17364-17-9,17364-18-0,14863-27-5) → lecithin (6931-84-6,70094-88-1,128114-92-1,17708-90-6,159701-21-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1002/anie.200500534

Reference yield: 58.9%

2-chloroethyl phosphorodichloridate (1455-05-6) + 1-O-palmitoyl-2-arachidonoyl-glycerol (65886-78-4) + trimethylamine (75-50-3) → lecithin (6931-84-6,70094-88-1,128114-92-1,17708-90-6,159701-21-0)

Guidance literature:

2-chloroethyl phosphorodichloridate; 1-O-palmitoyl-2-arachidonoyl-glycerol; With triethylamine; In dichloromethane;

With water; triethylamine; In dichloromethane;

trimethylamine; In ethanol; at 70 - 80 ℃; for 72h;

DOI:10.1248/cpb.47.1659

upstream raw materials:

2-chloroethyl phosphorodichloridate

1-O-palmitoyl-2-arachidonoyl-glycerol

trimethylamine

linoleic acid

Downstream raw materials:

(R)-1,2-diacetoxy glycerylphosphoryl choline

1-hexadecanoyl-2-(9-carboxynonanoyl)glycerophosphocholine

1-palmitoyl-sn-glycero-3-phosphocholine

(R,S)-coriolic acid

Refernces

• 1、 -. "NOVEL FORMULATION OF DEHYDRATED LIPID VESICLES FOR CONTROLLED RELEASE OF ACTIVE PHARMACEUTICAL INGREDIENT VIA INHALATION". . . Retrieved 2009/03/07.
• 2、 -. "Novel pharmaceutical composition of ceftiofur". . . Retrieved 2008/06/13.