{"ymdb_id":"YMDB01167","created_at":"2011-07-24T19:08:55.000Z","updated_at":"2016-10-18T17:11:49.000Z","name":"PA(18:0/16:1(9Z))","cas":null,"state":"Solid","melting_point":null,"description":"PA(18:0/16:1(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(18:0/16:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. Indeed, the concentration of phosphatidic acids is often over-estimated in tissues and biofluids as it can arise by inadvertent enzymatic hydrolysis during inappropriate storage or extraction conditions during analysis.","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-(octadecanoyloxy)propoxy]phosphonic acid","traditional_iupac":"(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-(octadecanoyloxy)propoxyphosphonic acid","logp":"12.406743423999998","pka":"6.343234649149876","alogps_solubility":"7.73e-05 g/l","alogps_logp":"8.91","alogps_logs":"-6.94","acceptor_count":"5","donor_count":"2","rotatable_bond_count":"37","polar_surface_area":"119.35999999999999","refractivity":"188.8904","polarizability":"83.4487108686099","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-octadecanoyl-2-(9Z-hexadecenoyl)-sn-phosphatidic acid","1-stearoyl-2-palmitoleoyl-sn-glycero-3-phosphate","PA(18:0/16:1)","PA(18:0/16:1n7)","PA(18:0/16:1w7)","PA(34:1)","Phosphatidic Acid(18:0/16:1)","Phosphatidic Acid(18:0/16:1n7)","Phosphatidic Acid(18:0/16:1w7)","Phosphatidic Acid(34:1)"],"pathways":[],"growth_conditions":[{"growth_media":"SD media with 2% raffinose","concentration":"60250.0","concentration_units":"umol/L","error":"9900.0"},{"growth_media":"SD media with 2% raffinose","concentration":"52500.0","concentration_units":"umol/L","error":"5000.0"}],"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":[]}