Molecule Identification Common Name PA(18:3(9Z,12Z,15Z)/20:1(11Z)) Definition PA(18:3(9Z,12Z,15Z)/20:1(11Z)) 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(18:3(9Z,12Z,15Z)/20:1(11Z)), in particular, consists of one chain of alpha-linolenic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. Structure [H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC InChI=1S/C41H73O8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(43)49-39(38-48-50(44,45)46)37-47-40(42)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h6,8,12,14,17-19,21,39H,3-5,7,9-11,13,15-16,20,22-38H2,1-2H3,(H2,44,45,46)/b8-6-,14-12-,19-17-,21-18-/t39-/m1/s1 Synonyms Value Source 1-alpha-Linolenoyl-2-eicosenoyl-sn-glycero-3-phosphate HMDB 1-alpha-Linolenoyl-2-eicosenoyl-sn-phosphatidic acid HMDB PA(18:3/20:1) HMDB PA(18:3N3/20:1N9) HMDB PA(18:3W3/20:1W9) HMDB PA(38:4) HMDB Phosphatidic acid(18:3(9Z,12Z,15Z)/20:1(11Z)) HMDB Phosphatidic acid(18:3/20:1) HMDB Phosphatidic acid(18:3n3/20:1n9) HMDB Phosphatidic acid(18:3W3/20:1W9) HMDB Phosphatidic acid(38:4) HMDB Phosphatidate(18:3(9Z,12Z,15Z)/20:1(11Z)) HMDB Phosphatidate(18:3/20:1) HMDB Phosphatidate(18:3N3/20:1N9) HMDB Phosphatidate(18:3W3/20:1W9) HMDB Phosphatidate(38:4) HMDB 1-alpha-linolenoyl-2-eicosenoyl-sn-glycero-3-phosphate SMPDB, HMDB 1-alpha-linolenoyl-2-eicosenoyl-sn-phosphatidic acid SMPDB, HMDB PA(18:3/20:1) SMPDB, HMDB PA(18:3n3/20:1n9) SMPDB, HMDB PA(18:3w3/20:1w9) SMPDB, HMDB PA(38:4) SMPDB, HMDB Phosphatidic acid(18:3(9Z,12Z,15Z)/20:1(11Z)) SMPDB, HMDB Phosphatidic acid(18:3/20:1) SMPDB, HMDB Phosphatidic acid(18:3n3/20:1n9) SMPDB, HMDB Phosphatidic acid(18:3w3/20:1w9) SMPDB, HMDB Phosphatidic acid(38:4) SMPDB, HMDB Phosphatidate(18:3(9Z,12Z,15Z)/20:1(11Z)) SMPDB, HMDB Phosphatidate(18:3/20:1) SMPDB, HMDB Phosphatidate(18:3n3/20:1n9) SMPDB, HMDB Phosphatidate(18:3w3/20:1w9) SMPDB, HMDB PA(18:3(9Z,12Z,15Z)/20:1(11Z)) SMPDB
Chemical Formula C41 H73 O8 P Average Molecular Weight 725.001 Monoisotopic Molecular Weight 724.504306309 IUPAC Name [(2R)-2-[(11Z)-icos-11-enoyloxy]-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxy]phosphonic acid Traditional Name (2R)-2-[(11Z)-icos-11-enoyloxy]-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxyphosphonic acid CAS Registry Number None SMILES [H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC
InChI Identifier InChI=1S/C41H73O8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(43)49-39(38-48-50(44,45)46)37-47-40(42)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h6,8,12,14,17-19,21,39H,3-5,7,9-11,13,15-16,20,22-38H2,1-2H3,(H2,44,45,46)/b8-6-,14-12-,19-17-,21-18-/t39-/m1/s1
InChI Key OPQIHVOQEYIOFW-HIVPAWMSSA-N Functional Ontology Physiological effect Not Available Disposition Process Naturally occurring process Biological process Biochemical pathway Metabolic pathway De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/20:3(8Z,11Z,14Z)) (PathBank: SMP0075878 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0075879 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0075881 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/22:4(7Z,10Z,13Z,16Z)) (PathBank: SMP0075885 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0091154 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/22:1(13Z)) (PathBank: SMP0091157 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0091161 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/24:0) (PathBank: SMP0091163 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:1(11Z)/20:1(11Z)) (PathBank: SMP0099884 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/20:3(5Z,8Z,11Z)) (PathBank: SMP0075877 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0075888 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/24:1(15Z)) (PathBank: SMP0075890 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/22:0) (PathBank: SMP0091156 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/22:0/22:0) (PathBank: SMP0099896 )Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/20:1(11Z)) (PathBank: SMP0063877 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/20:2(11Z,14Z)) (PathBank: SMP0075876 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) (PathBank: SMP0075886 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:1(11Z)/22:0) (PathBank: SMP0099887 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:1(11Z)/22:1(13Z)) (PathBank: SMP0099888 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/22:1(13Z)/22:1(13Z)) (PathBank: SMP0099898 )Phosphatidylethanolamine Biosynthesis PE(18:3(9Z,12Z,15Z)/20:1(11Z)) (PathBank: SMP0071779 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/20:1(11Z)) (PathBank: SMP0075875 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/22:2(13Z,16Z)) (PathBank: SMP0075884 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/22:0/22:1(13Z)) (PathBank: SMP0099897 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0025682 )De Novo Triacylglycerol Biosynthesis TG(18:3(9Z,12Z,15Z)/20:1(11Z)/18:4(6Z,9Z,12Z,15Z)) (PathBank: SMP0025683 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:1(11Z)/20:1(13Z)) (PathBank: SMP0082144 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:1(13Z)/20:1(13Z)) (PathBank: SMP0082147 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:1(13Z)/22:0) (PathBank: SMP0082148 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:1(13Z)/22:1(13Z)) (PathBank: SMP0082149 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:1(11Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0099885 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:1(11Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0099886 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0099889 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:4(5Z,8Z,11Z,14Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0099890 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:4(5Z,8Z,11Z,14Z)/22:0) (PathBank: SMP0099891 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:4(5Z,8Z,11Z,14Z)/22:1(13Z)) (PathBank: SMP0099892 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:4(8Z,11Z,14Z,17Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0099893 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:4(8Z,11Z,14Z,17Z)/22:0) (PathBank: SMP0099894 )Cardiolipin Biosynthesis CL(18:3(9Z,12Z,15Z)/20:1(11Z)/20:4(8Z,11Z,14Z,17Z)/22:1(13Z)) (PathBank: SMP0099895 )Role Not Available 
