{"ymdb_id":"YMDB01169","created_at":"2011-07-24T19:09:05.000Z","updated_at":"2016-10-17T22:34:49.000Z","name":"PA(18:1(9Z)/18:1(9Z))","cas":"14268-17-8","state":"Solid","melting_point":null,"description":"PA(18:1(9Z)/18:1(9Z))is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids 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. PA(18:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":null,"synthesis_reference":"Hermetter, A.; Paltauf, F.; Hauser, H.  Synthesis of diacyl and alkylacyl glycerophosphoserines.    Chemistry and Physics of Lipids  (1982),  30(1),  35-45.","chebi_id":"60427","hmdb_id":"HMDB07865","kegg_id":"C00416","pubchem_id":"5873088","cs_id":"21403062","foodb_id":null,"wikipedia_link":"Lecithin","biocyc_id":"CPD-8268","iupac":"[(2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propoxy]phosphonic acid","traditional_iupac":"(2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propoxyphosphonic acid","logp":"12.93395909733333","pka":"6.343234649149876","alogps_solubility":"6.69e-05 g/l","alogps_logp":"9.13","alogps_logs":"-7.02","acceptor_count":"5","donor_count":"2","rotatable_bond_count":"38","polar_surface_area":"119.36000000000001","refractivity":"199.209","polarizability":"85.26864507879088","formal_charge":"0","physiological_charge":"-2","pka_strongest_basic":"-6.744159310865215","pka_strongest_acidic":"1.3174060830586427","bioavailability":"0","number_of_rings":"0","rule_of_five":"0","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["1,2-di(9Z-octadecenoyl)-rac-phosphatidic acid","1,2-Diacyl-sn-glycerol 3-phosphate","1,2-dioleoyl-rac-glycero-3-phosphate","1,2-Dioleoyl-sn-glycero-3-phosphate","1,2-dioleoylglycerol-3-phosphate","3-sn-Phosphatidate","Dioleoylphosphatidic acid","DOPA","PA(18:1(9Z)/18:1(9Z))[U]","PA(18:1/18:1)","PA(18:1/18:1)[U]","PA(18:1n9/18:1n9)","PA(18:1w9/18:1w9)","PA(36:2)","Phosphatidate","Phosphatidic acid","Phosphatidic acid(18:1/18:1)","Phosphatidic acid(18:1n9/18:1n9)","Phosphatidic acid(18:1w9/18:1w9)","Phosphatidic acid(36:2)"],"pathways":[{"name":"Glycerolipid metabolism","kegg_map_id":"00561"},{"name":"Glycerophospholipid metabolism","kegg_map_id":"00564"},{"name":"Glycerol metabolism","kegg_map_id":null},{"name":"Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(11Z))","kegg_map_id":null}],"growth_conditions":[],"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."}],"proteins":[]}