1.0 2011-09-21 01:55:43 UTC 2015-07-21 06:59:43 UTC FDB029433 PC(o-18:1(9Z)/22:0) PC(o-18:1(9Z)/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(o-18:1(9Z)/22:0), in particular, consists of one chain of Oleyl alcohol at the C-1 position and one chain of behenic acid at the C-2 position. The Oleyl alcohol moiety is derived from beef fat, fish oil, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. [HMDB] 1-Oleyl-2-behenoyl-sn-glycero-3-ocholine 1-Oleyl-2-behenoyl-sn-glycero-3-phosphocholine PC Ae C40:1 PC(O-40:1) C48H96NO7P 830.2521 829.692440943 (2-{[(2R)-2-(docosanoyloxy)-3-[(9Z)-octadec-9-en-1-yloxy]propyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2R)-2-(docosanoyloxy)-3-[(9Z)-octadec-9-en-1-yloxy]propyl phosphono]oxy}ethyl)trimethylazanium CCCCCCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COCCCCCCCC\C=C/CCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C48H96NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h21,23,47H,6-20,22,24-46H2,1-5H3/b23-21-/t47-/m1/s1 VTSFZGCXFALJSV-FYAZAUILSA-N belongs to the class of organic compounds known as 1-alkyl,2-acylglycero-3-phosphocholines. These are glycerophosphocholines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position. 1-alkyl,2-acylglycero-3-phosphocholines Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines Aliphatic acyclic compounds Amines Carbonyl compounds Carboxylic acid esters Dialkyl ethers Dialkyl phosphates Fatty acid esters Glycerol ethers Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organic salts Organopnictogen compounds Phosphocholines Tetraalkylammonium salts 1-alkyl,2-acylglycero-3-phosphocholine Aliphatic acyclic compound Alkyl phosphate Amine Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Dialkyl phosphate Ether Fatty acid ester Fatty acyl Glycerol ether Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic salt Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphocholine Phosphoric acid ester Quaternary ammonium salt Tetraalkylammonium salt 1-(1Z-alkenyl),2-acylglycerophosphocholines Solid logp 6.70 ALOGPS logs -7.65 ALOGPS solubility 1.96e-05 g/l ALOGPS logp 11.69 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -4.1 ChemAxon iupac (2-{[(2R)-2-(docosanoyloxy)-3-[(9Z)-octadec-9-en-1-yloxy]propyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 830.2521 ChemAxon mono_mass 829.692440943 ChemAxon smiles CCCCCCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COCCCCCCCC\C=C/CCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C48H96NO7P ChemAxon inchi InChI=1S/C48H96NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h21,23,47H,6-20,22,24-46H2,1-5H3/b23-21-/t47-/m1/s1 ChemAxon inchikey VTSFZGCXFALJSV-FYAZAUILSA-N ChemAxon polar_surface_area 94.12 ChemAxon refractivity 254.04 ChemAxon polarizability 106.13 ChemAxon rotatable_bond_count 47 ChemAxon acceptor_count 4 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 2692133 Specdb::MsMs 2692134 Specdb::MsMs 2692135 Specdb::MsMs 2847911 Specdb::MsMs 2847912 Specdb::MsMs 2847913 Specdb::MsMs 2989886 Specdb::MsMs 2989887 Specdb::MsMs 2989888 HMDB13433 Lecithin retinol acyltransferase O95237 LRAT Lysophosphatidylcholine acyltransferase 2 Q7L5N7 LPCAT2 Lysophospholipid acyltransferase 5 Q6P1A2 LPCAT3 Phosphatidylcholine-sterol acyltransferase P04180 LCAT Phosphatidylcholine:ceramide cholinephosphotransferase 1 Q86VZ5 SGMS1 Phosphatidylcholine:ceramide cholinephosphotransferase 2 Q8NHU3 SGMS2 Phospholipase D2 O14939 PLD2 Phospholipase D3 Q8IV08 PLD3 Phospholipase D4 Q96BZ4 PLD4