1.0 2011-09-21 00:52:16 UTC 2017-03-11 23:00:37 UTC FDB025058 PC(14:0/14:0) PC(16:1(9Z)/22:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one 9Z-docosenoyl to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate. 1,2-Di-O-tetradecanoyl-sn-glycero-3-ocholine 1,2-Dimyristoyl-L-3-atidylcholine 1,2-Dimyristoyl-rac-glycero-3-ocholine 1,2-dimyristoyl-rac-glycero-3-phosphocholine 1,2-Dimyristoyl-sn-glycero-3-ocholine 1,2-Dimyristoylatidylcholine 1,2-Ditetradecanoyl-sn-glycero-3-ocholine Atidylcholine(14:0/14:0) Atidylcholine(28:0) Dimyristoyl atidylcholine Dimyristoylatidylcholine GPCho(14:0/14:0) GPCho(28:0) PC(14:0/14:0) PC(28:0) Phosphatidylcholine(14:0/14:0) Phosphatidylcholine(28:0) C44H86NO8P 788.1293 787.609105245 (2-{[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium 18194-24-6 CCCCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h17,19,42H,6-16,18,20-41H2,1-5H3/b19-17-/t42-/m1/s1 YFGYYMPGHQJKLU-HTDYWKJCSA-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 Diacylglycerophosphocholines Solid logp 5.89 ALOGPS logs -7.64 ALOGPS solubility 1.94e-05 g/l ALOGPS logp 9.53 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 788.1293 ChemAxon mono_mass 787.609105245 ChemAxon smiles CCCCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C44H86NO8P ChemAxon inchi InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h17,19,42H,6-16,18,20-41H2,1-5H3/b19-17-/t42-/m1/s1 ChemAxon inchikey YFGYYMPGHQJKLU-HTDYWKJCSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 235.39 ChemAxon polarizability 98.21 ChemAxon rotatable_bond_count 43 ChemAxon acceptor_count 4 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 221060 Specdb::NmrOneD 307051 Specdb::NmrOneD 307052 Specdb::NmrOneD 307053 Specdb::NmrOneD 307054 Specdb::NmrOneD 307055 Specdb::NmrOneD 307056 Specdb::NmrOneD 307057 Specdb::NmrOneD 307058 Specdb::NmrOneD 307059 Specdb::NmrOneD 307060 Specdb::NmrOneD 307061 Specdb::NmrOneD 307062 Specdb::NmrOneD 307063 Specdb::NmrOneD 307064 Specdb::NmrOneD 307065 Specdb::NmrOneD 307066 Specdb::NmrOneD 307067 Specdb::NmrOneD 307068 Specdb::NmrOneD 307069 Specdb::NmrOneD 307070 Specdb::MsMs 184524 Specdb::MsMs 326818 Specdb::MsMs 326819 Specdb::MsMs 326820 Specdb::MsMs 2586733 Specdb::MsMs 2586734 Specdb::MsMs 2586735 Specdb::MsMs 2687387 Specdb::MsMs 2687388 Specdb::MsMs 2687389 Specdb::MsMs 2742613 Specdb::MsMs 2742614 Specdb::MsMs 2742615 Specdb::MsMs 2940074 Specdb::MsMs 2940075 Specdb::MsMs 2940076 Specdb::MsMs 3062252 Specdb::MsMs 3062253 Specdb::MsMs 3062254 HMDB07866 MC3 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 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