1.02011-09-21 00:55:14 UTC2019-11-26 03:21:18 UTCFDB025297PC(18:1(9Z)/18:3(9Z,12Z,15Z))PC(18:1(9Z)/18:3(9Z,12Z,15Z)) 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(18:1(9Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean 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-(9Z-Octadecenoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-ocholine1-Oleoyl-2-a-linolenoyl-sn-glycero-3-ocholine1-oleoyl-2-a-linolenoyl-sn-glycero-3-phosphocholine1-Oleoyl-2-alpha-linolenoyl-sn-glycero-3-ocholine1-oleoyl-2-alpha-linolenoyl-sn-glycero-3-phosphocholine18:1-18:3-PCAtidylcholine (1-18:1-2-18:3)Atidylcholine(18:1N9/18:3N3)Atidylcholine(18:1W9/18:3W3)GPCho(18:1N9/18:3N3)GPCho(18:1W9/18:3W3)PC(18:1N9/18:3N3)PC(18:1W9/18:3W3)C44H80NO8P782.0817781.562155053trimethyl(2-{[(2R)-3-(octadec-9-enoyloxy)-2-(octadeca-9,12,15-trienoyloxy)propyl phosphono]oxy}ethyl)azaniumtrimethyl(2-{[(2R)-3-(octadec-9-enoyloxy)-2-(octadeca-9,12,15-trienoyloxy)propyl phosphono]oxy}ethyl)azanium[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCCInChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-23,42H,6-8,10,12-14,16,18-19,24-41H2,1-5H3/t42-/m1/s1FVQGNFUBHWGFCY-HUESYALOSA-N belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.PhosphatidylcholinesOrganic compoundsLipids and lipid-like moleculesGlycerophospholipidsGlycerophosphocholinesAliphatic acyclic compoundsAminesCarbonyl compoundsCarboxylic acid estersDialkyl phosphatesDicarboxylic acids and derivativesFatty acid estersHydrocarbon derivativesOrganic oxidesOrganic saltsOrganopnictogen compoundsPhosphocholinesTetraalkylammonium saltsAliphatic acyclic compoundAlkyl phosphateAmineCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDiacylglycero-3-phosphocholineDialkyl phosphateDicarboxylic acid or derivativesFatty acid esterFatty acylHydrocarbon derivativeOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganic phosphoric acid derivativeOrganic saltOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPhosphocholinePhosphoric acid esterQuaternary ammonium saltTetraalkylammonium saltSolidlogp5.69logs-7.42solubility3.16e-05 g/llogp8.44pka_strongest_acidic1.86pka_strongest_basic-6.7iupactrimethyl(2-{[(2R)-3-(octadec-9-enoyloxy)-2-(octadeca-9,12,15-trienoyloxy)propyl phosphono]oxy}ethyl)azaniumaverage_mass782.0817mono_mass781.562155053smiles[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCCformulaC44H80NO8PinchiInChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-23,42H,6-8,10,12-14,16,18-19,24-41H2,1-5H3/t42-/m1/s1inchikeyFVQGNFUBHWGFCY-HUESYALOSA-Npolar_surface_area111.19refractivity238.74polarizability95.79rotatable_bond_count40acceptor_count4donor_count0physiological_charge0formal_charge0Specdb::NmrOneD255368Specdb::NmrOneD255369Specdb::NmrOneD255370Specdb::NmrOneD255371Specdb::NmrOneD255372Specdb::NmrOneD255373Specdb::NmrOneD255374Specdb::NmrOneD255375Specdb::NmrOneD255376Specdb::NmrOneD255377Specdb::NmrOneD255378Specdb::NmrOneD255379Specdb::NmrOneD255380Specdb::NmrOneD255381Specdb::NmrOneD255382Specdb::NmrOneD255383Specdb::NmrOneD255384Specdb::NmrOneD255385Specdb::NmrOneD255386Specdb::NmrOneD255387HMDB08107Cow milk, pasteurized, vitamin A + D added, 0% fatType 2specificCow milk, pasteurized, vitamin A + D added, 1% fatType 2specificCow milk, pasteurized, vitamin A + D added, 2% fatType 2specificCow milk, pasteurized, vitamin D added, 3.25% fatType 2specificMilk (Cow)Type 2specific1.43751.861.06uM2-acylglycerol O-acyltransferase 2Q3SYC2MOGAT2Acyl-protein thioesterase 1O75608LYPLA1Acyl-protein thioesterase 2O95372LYPLA2Choline kinase alphaP35790CHKACholine-phosphate cytidylyltransferase AP49585PCYT1ACholine-phosphate cytidylyltransferase BQ9Y5K3PCYT1BEosinophil lysophospholipaseQ05315CLCLecithin retinol acyltransferaseO95237LRATLysophosphatidylcholine acyltransferase 2Q7L5N7LPCAT2Lysophospholipid acyltransferase 5Q6P1A2LPCAT3Neuropathy target esteraseQ8IY17PNPLA6Phosphatidylcholine-sterol acyltransferaseP04180LCATPhosphatidylcholine:ceramide cholinephosphotransferase 1Q86VZ5SGMS1Phosphatidylcholine:ceramide cholinephosphotransferase 2Q8NHU3SGMS2Phosphatidylethanolamine-binding protein 1P30086PEBP1Phosphatidylethanolamine-binding protein 4Q96S96PEBP4Phosphatidylserine synthase 1P48651PTDSS1Phospholipase D2O14939PLD2Phospholipase D3Q8IV08PLD3Phospholipase D4Q96BZ4PLD4Phospholipase D6Q8N2A8PLD6