{"ymdb_id":"YMDB01162","created_at":"2011-07-24T19:08:28.000Z","updated_at":"2016-10-18T17:11:48.000Z","name":"PA(16:0/16:1(9Z))","cas":null,"state":"Solid","melting_point":null,"description":"PA(16:0/16:1(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(16:0/16:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. 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":"Cytoplasm;Endoplasmic reticulum;Mitochondrion membrane","synthesis_reference":null,"chebi_id":null,"hmdb_id":null,"kegg_id":null,"pubchem_id":null,"cs_id":null,"foodb_id":null,"wikipedia_link":null,"biocyc_id":null,"iupac":"[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-(hexadecanoyloxy)propoxy]phosphonic acid","traditional_iupac":"(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-(hexadecanoyloxy)propoxyphosphonic acid","logp":"11.517606093999998","pka":"6.343234649149876","alogps_solubility":"9.92e-05 g/l","alogps_logp":"8.55","alogps_logs":"-6.81","acceptor_count":"5","donor_count":"2","rotatable_bond_count":"35","polar_surface_area":"119.35999999999999","refractivity":"179.6884","polarizability":"79.19758065761692","formal_charge":"0","physiological_charge":"-2","pka_strongest_basic":"-6.744159310865181","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-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-phosphatidic acid","1-palmitoyl-2-palmitoleoyl-sn-glycero-3-phosphate","PA(16:0/16:1)","PA(16:0/16:1n7)","PA(16:0/16:1w7)","PA(32:1)","Phosphatidic Acid(16:0/16:1)","Phosphatidic Acid(16:0/16:1n7)","Phosphatidic Acid(16:0/16:1w7)","Phosphatidic Acid(32:1)"],"pathways":[{"name":"Cardiolipin Biosynthesis","kegg_map_id":null},{"name":"Cardiolipin Biosynthesis CL(10:0/10:0/10:0/28:0)","kegg_map_id":null},{"name":"Cardiolipin Biosynthesis 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raffinose","concentration":"791750.0","concentration_units":"umol/L","error":"60150.0"}],"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."}],"proteins":[]}