'Wikipedia License Lecithin (from the Greek lekithos (egg yolk)) is a generic term to designate any group of yellow-brownish fatty substances occurring in animal and plant tissues, which are amphiphilic - they attract both water (and so are hydrophilic) and fatty substances (lipophilic), and are used for smoothing food textures, dissolving powders (emulsifiers), homogenizing liquid mixtures, and repelling sticking materials. Lecithins are usually phospholipids, composed of phosphoric acid with choline, glycerol or other fatty acids usually glycolipids or triglyceride. Glycerophospholipids in lecithin include phosphatidylcholine, phosphatidylethanolamine, phosphatidylinositol, phosphatidylserine, and phosphatidic acid. Lecithin was first isolated in 1845 by the French chemist and pharmacist Theodore Gobley. In 1850, he named the phosphatidylcholine lécithine. Gobley originally isolated lecithin from egg yolk—λέκιθος lekithos is "egg yolk" in Ancient Greek—and established the complete chemical formula of phosphatidylcholine in 1874; in between, he had demonstrated the presence of lecithin in a variety of biological matters, including venous blood, bile, human brain tissue, fish eggs, fish roe, and chicken and sheep brain. Lecithin can easily be extracted chemically using any non-polar solvent such as hexane, ethanol, acetone, petroleum ether, benzene, etc., or extraction can be done mechanically. It is usually available from sources such as soybeans, eggs, milk, marine sources, rapeseed, cottonseed, and sunflower. It has low solubility in water, but is an excellent emulsifier. In aqueous solution, its phospholipids can form either liposomes, bilayer sheets, micelles, or lamellar structures, depending on hydration and temperature. This results in a type of surfactant that usually is classified as amphipathic. Lecithin is sold as a food supplement and for medical uses. In cooking, it is sometimes used as an emulsifier and to prevent sticking, for example in nonstick cooking spray. Read full article at Wikipedia Formula C48H90NO7P
Net Charge 0 Average Mass 824.206 Monoisotopic Mass 823.645 InChI InChI=1S/C48H90NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)54-45-47(46-56-57(51,52)55-44-42-49(3,4)5)53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,40,43,47H,6-13,15,18,21,23-39,41-42,44-46H2,1-5H3/b16-14-,19-17-,22-20-,43-40- InChIKey MWEZXEFKBKZJCZ-ARPDTERPSA-N SMILES C(C(COC(CCCCCCCCCCC/C=C\C/C=C\CCCCC)=O)O/C=C\CCCCCCCC/C=C\CCCCCC)OP([O-])(=O)OCC[N+](C)(C)C
Metabolite of Species Details Homo Sapiens (NCBI:9606) Found in urine (BTO:0001419). See: PubMed
ChEBI Ontology Outgoing PC(22:2(13Z,16Z)/P-18:1(11Z)) (CHEBI:88856) is a glycerophosphocholine (CHEBI:36313)
IUPAC Name [2-({3-[(13Z,16Z)-docosa-13,16-dienoyloxy]-2-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]propyl phosphonato}oxy)ethyl]trimethylazanium
Synonyms Sources 1-Docosadienoyl-2-(1-enyl-vaccenoyl)-sn-glycero-3-phosphocholine HMDB GPCho(22:2/18:1) HMDB GPCho(22:2n6/18:1n7) HMDB GPCho(22:2w6/18:1w7) HMDB GPCho(40:3) HMDB Lecithin HMDB PC aa C40:3 HMDB PC(22:2/18:1) HMDB PC(22:2n6/18:1n7) HMDB PC(22:2w6/18:1w7) HMDB PC(40:3) HMDB Phosphatidylcholine(22:2/18:1) HMDB Phosphatidylcholine(22:2n6/18:1n7) HMDB Phosphatidylcholine(22:2w6/18:1w7) HMDB Phosphatidylcholine(40:3)