1.0 2011-09-21 01:01:57 UTC 2019-11-26 03:21:21 UTC FDB025790 PC(22:2(13Z,16Z)/18:3(9Z,12Z,15Z)) PC(22:2(13Z,16Z)/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(22:2(13Z,16Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, 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-Docosadienoyl-2-a-linolenoyl-sn-glycero-3-ocholine 1-docosadienoyl-2-a-linolenoyl-sn-glycero-3-phosphocholine 1-Docosadienoyl-2-alpha-linolenoyl-sn-glycero-3-ocholine 1-docosadienoyl-2-alpha-linolenoyl-sn-glycero-3-phosphocholine Atidylcholine(22:2N6/18:3N3) Atidylcholine(22:2W6/18:3W3) GPCho(22:2n6/18:3n3) GPCho(22:2w6/18:3w3) PC(22:2n6/18:3n3) PC(22:2w6/18:3w3) Phosphatidylcholine(22:2n6/18:3n3) Phosphatidylcholine(22:2w6/18:3w3) C48H86NO8P 836.1721 835.609105245 (2-{[(2R)-3-(docosa-13,16-dienoyloxy)-2-(octadeca-9,12,15-trienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium (2-{[(2R)-3-(docosa-13,16-dienoyloxy)-2-(octadeca-9,12,15-trienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium CCCCCC=CCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-22,26,46H,6-8,10,12-13,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1 MNLODOXUTCKZPS-YACUFSJGSA-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. Phosphatidylcholines Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines Aliphatic acyclic compounds Amines Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Organic oxides Organic salts Organopnictogen compounds Phosphocholines Tetraalkylammonium salts Aliphatic acyclic compound Alkyl phosphate Amine Carbonyl group Carboxylic acid derivative Carboxylic acid ester Diacylglycero-3-phosphocholine Dialkyl phosphate Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative 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 Solid logp 6.27 ALOGPS logs -7.50 ALOGPS solubility 2.78e-05 g/l ALOGPS logp 9.86 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-3-(docosa-13,16-dienoyloxy)-2-(octadeca-9,12,15-trienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium ChemAxon average_mass 836.1721 ChemAxon mono_mass 835.609105245 ChemAxon smiles CCCCCC=CCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC ChemAxon formula C48H86NO8P ChemAxon inchi InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-22,26,46H,6-8,10,12-13,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1 ChemAxon inchikey MNLODOXUTCKZPS-YACUFSJGSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 258.26 ChemAxon polarizability 102.36 ChemAxon rotatable_bond_count 43 ChemAxon acceptor_count 4 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 252548 Specdb::NmrOneD 252549 Specdb::NmrOneD 252550 Specdb::NmrOneD 252551 Specdb::NmrOneD 252552 Specdb::NmrOneD 252553 Specdb::NmrOneD 252554 Specdb::NmrOneD 252555 Specdb::NmrOneD 252556 Specdb::NmrOneD 252557 Specdb::NmrOneD 252558 Specdb::NmrOneD 252559 Specdb::NmrOneD 252560 Specdb::NmrOneD 252561 Specdb::NmrOneD 252562 Specdb::NmrOneD 252563 Specdb::NmrOneD 252564 Specdb::NmrOneD 252565 Specdb::NmrOneD 252566 Specdb::NmrOneD 252567 HMDB08600 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Cow milk, pasteurized, vitamin A + D added, 0% fat Type 2 specific Cow milk, pasteurized, vitamin A + D added, 1% fat Type 2 specific Cow milk, pasteurized, vitamin A + D added, 2% fat Type 2 specific Cow milk, pasteurized, vitamin D added, 3.25% fat Type 2 specific Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 2-acylglycerol O-acyltransferase 2 Q3SYC2 MOGAT2 Acyl-protein thioesterase 1 O75608 LYPLA1 Acyl-protein thioesterase 2 O95372 LYPLA2 Choline kinase alpha P35790 CHKA Choline-phosphate cytidylyltransferase A P49585 PCYT1A Choline-phosphate cytidylyltransferase B Q9Y5K3 PCYT1B Eosinophil lysophospholipase Q05315 CLC Lecithin retinol acyltransferase O95237 LRAT Lysophosphatidylcholine acyltransferase 2 Q7L5N7 LPCAT2 Lysophospholipid acyltransferase 5 Q6P1A2 LPCAT3 Neuropathy target esterase Q8IY17 PNPLA6 Phosphatidylcholine-sterol acyltransferase P04180 LCAT Phosphatidylcholine:ceramide cholinephosphotransferase 1 Q86VZ5 SGMS1 Phosphatidylcholine:ceramide cholinephosphotransferase 2 Q8NHU3 SGMS2 Phosphatidylethanolamine-binding protein 1 P30086 PEBP1 Phosphatidylethanolamine-binding protein 4 Q96S96 PEBP4 Phosphatidylserine synthase 1 P48651 PTDSS1 Phospholipase D2 O14939 PLD2 Phospholipase D3 Q8IV08 PLD3 Phospholipase D4 Q96BZ4 PLD4 Phospholipase D6 Q8N2A8 PLD6