{"ymdb_id":"YMDB01189","created_at":"2011-07-24T19:10:48.000Z","updated_at":"2016-10-18T17:11:50.000Z","name":"PC(18:0/18:1(9Z))","cas":"8002-43-5","state":"Solid","melting_point":null,"description":"PC(18:0/18:1(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(18:0/18:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  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.","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":null,"synthesis_reference":null,"chebi_id":"18303","hmdb_id":"HMDB08038","kegg_id":"C00157","pubchem_id":"6323481","cs_id":"24766704","foodb_id":null,"wikipedia_link":"Lecithin","biocyc_id":"PHOSPHATIDYLCHOLINE","iupac":"trimethyl(2-{[(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-(octadecanoyloxy)propyl phosphono]oxy}ethyl)azanium","traditional_iupac":"trimethyl(2-{[(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-(octadecanoyloxy)propyl phosphono]oxy}ethyl)azanium","logp":"9.53014938252825","pka":null,"alogps_solubility":"1.95e-05 g/l","alogps_logp":"5.89","alogps_logs":"-7.64","acceptor_count":"4","donor_count":"0","rotatable_bond_count":"43","polar_surface_area":"111.19","refractivity":"235.38570000000007","polarizability":"97.78683726553342","formal_charge":"0","physiological_charge":"0","pka_strongest_basic":"-6.744159309169722","pka_strongest_acidic":"1.8550572064469137","bioavailability":"0","number_of_rings":"0","rule_of_five":"0","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["1-stearoyl-2-oleoyl-sn-glycero-3-phosphocholine","1,2-Diacyl-sn-glycero-3-phosphocholine","3-O-sn-Phosphatidyl-L-serine","3-sn-Phosphatidylcholine","Choline phosphatide","GPCho(18:0/18:1)","GPCho(18:0/18:1n9)","GPCho(18:0/18:1w9)","GPCho(36:1)","Lecithin","Lecithins","O3-Phosphatidyl-L-serine","PC(18:0/18:1)","PC(18:0/18:1n9)","PC(18:0/18:1w9)","PC(36:1)","Phosphatidyl-L-serine","phosphatidyl-L-serines","Phosphatidyl-N-trimethylethanolamine","Phosphatidylcholine","Phosphatidylcholine(18:0/18:1)","Phosphatidylcholine(18:0/18:1n9)","Phosphatidylcholine(18:0/18:1w9)","Phosphatidylcholine(36:1)"],"pathways":[{"name":"Arachidonic acid metabolism","kegg_map_id":"00590"},{"name":"Linoleic acid metabolism","kegg_map_id":"00591"},{"name":"alpha-Linolenic acid metabolism","kegg_map_id":"00592"},{"name":"Glycerophospholipid metabolism","kegg_map_id":"00564"},{"name":"Phosphatidylcholine biosynthesis PC(18:0/18:1(9Z))","kegg_map_id":null}],"growth_conditions":[{"growth_media":"YEB media with 0.5 mM glucose","concentration":"0.762","concentration_units":"\u0026#181;M","error":"0.0381"},{"growth_media":"SD media with 2% raffinose","concentration":"37250.0","concentration_units":"umol/L","error":"9675.0"},{"growth_media":"SD media with 2% raffinose","concentration":"325250.0","concentration_units":"umol/L","error":"1925.0"}],"references":[{"pubmed_id":19174513,"citation":"Ejsing, C. S., Sampaio, J. L., Surendranath, V., Duchoslav, E., Ekroos, K., Klemm, R. W., Simons, K., Shevchenko, A. (2009). \"Global analysis of the yeast lipidome by quantitative shotgun mass spectrometry.\" Proc Natl Acad Sci U S A 106:2136-2141."},{"pubmed_id":17287358,"citation":"Chi, A., Huttenhower, C., Geer, L. Y., Coon, J. J., Syka, J. E., Bai, D. L., Shabanowitz, J., Burke, D. J., Troyanskaya, O. G., Hunt, D. F. (2007). \"Analysis of phosphorylation sites on proteins from Saccharomyces cerevisiae by electron transfer dissociation (ETD) mass spectrometry.\" Proc Natl Acad Sci U S A 104:2193-2198."},{"pubmed_id":18407956,"citation":"Albuquerque, C. P., Smolka, M. B., Payne, S. H., Bafna, V., Eng, J., Zhou, H. (2008). \"A multidimensional chromatography technology for in-depth phosphoproteome analysis.\" Mol Cell Proteomics 7:1389-1396."},{"pubmed_id":15665377,"citation":"Gruhler, A., Olsen, J. V., Mohammed, S., Mortensen, P., Faergeman, N. J., Mann, M., Jensen, O. N. (2005). \"Quantitative phosphoproteomics applied to the yeast pheromone signaling pathway.\" Mol Cell Proteomics 4:310-327."},{"pubmed_id":17563356,"citation":"Smolka, M. B., Albuquerque, C. P., Chen, S. H., Zhou, H. (2007). \"Proteome-wide identification of in vivo targets of DNA damage checkpoint kinases.\" Proc Natl Acad Sci U S A 104:10364-10369."},{"pubmed_id":17330950,"citation":"Li, X., Gerber, S. A., Rudner, A. D., Beausoleil, S. A., Haas, W., Villen, J., Elias, J. E., Gygi, S. P. (2007). \"Large-scale phosphorylation analysis of alpha-factor-arrested Saccharomyces cerevisiae.\" J Proteome Res 6:1190-1197."},{"pubmed_id":9370337,"citation":"Yamashita, S., Nikawa, J. (1997). \"Phosphatidylserine synthase from yeast.\" Biochim Biophys Acta 1348:228-235."}],"proteins":[]}