Molecule Identification Common Name PA(18:3(6Z,9Z,12Z)/22:0) Definition PA(18:3(6Z,9Z,12Z)/22:0) 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(6Z,9Z,12Z)/22:0), in particular, consists of one chain of gamma-linolenic acid at the C-1 position and one chain of behenic 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)CCCC\C=C/C\C=C/C\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC InChI=1S/C43H79O8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(45)51-41(40-50-52(46,47)48)39-49-42(44)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h12,14,18,23,27,29,41H,3-11,13,15-17,19-22,24-26,28,30-40H2,1-2H3,(H2,46,47,48)/b14-12-,23-18-,29-27-/t41-/m1/s1 Synonyms Value Source 1-gamma-Linolenoyl-2-behenoyl-sn-glycero-3-phosphate HMDB 1-gamma-Linolenoyl-2-behenoyl-sn-phosphatidic acid HMDB PA(18:3/22:0) HMDB PA(18:3N6/22:0) HMDB PA(18:3W6/22:0) HMDB PA(40:3) HMDB Phosphatidic acid(18:3(6Z,9Z,12Z)/22:0) HMDB Phosphatidic acid(18:3/22:0) HMDB Phosphatidic acid(18:3n6/22:0) HMDB Phosphatidic acid(18:3W6/22:0) HMDB Phosphatidic acid(40:3) HMDB Phosphatidate(18:3(6Z,9Z,12Z)/22:0) HMDB Phosphatidate(18:3/22:0) HMDB Phosphatidate(18:3N6/22:0) HMDB Phosphatidate(18:3W6/22:0) HMDB Phosphatidate(40:3) HMDB 1-gamma-linolenoyl-2-behenoyl-sn-glycero-3-phosphate SMPDB, HMDB 1-gamma-linolenoyl-2-behenoyl-sn-phosphatidic acid SMPDB, HMDB PA(18:3/22:0) SMPDB, HMDB PA(18:3n6/22:0) SMPDB, HMDB PA(18:3w6/22:0) SMPDB, HMDB PA(40:3) SMPDB, HMDB Phosphatidic acid(18:3(6Z,9Z,12Z)/22:0) SMPDB, HMDB Phosphatidic acid(18:3/22:0) SMPDB, HMDB Phosphatidic acid(18:3n6/22:0) SMPDB, HMDB Phosphatidic acid(18:3w6/22:0) SMPDB, HMDB Phosphatidic acid(40:3) SMPDB, HMDB Phosphatidate(18:3(6Z,9Z,12Z)/22:0) SMPDB, HMDB Phosphatidate(18:3/22:0) SMPDB, HMDB Phosphatidate(18:3n6/22:0) SMPDB, HMDB Phosphatidate(18:3w6/22:0) SMPDB, HMDB PA(18:3(6Z,9Z,12Z)/22:0) SMPDB
Chemical Formula C43 H79 O8 P Average Molecular Weight 755.071 Monoisotopic Molecular Weight 754.551256502 IUPAC Name [(2R)-2-(docosanoyloxy)-3-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]propoxy]phosphonic acid Traditional Name (2R)-2-(docosanoyloxy)-3-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]propoxyphosphonic acid CAS Registry Number None SMILES [H][C@@](COC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC
InChI Identifier InChI=1S/C43H79O8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(45)51-41(40-50-52(46,47)48)39-49-42(44)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h12,14,18,23,27,29,41H,3-11,13,15-17,19-22,24-26,28,30-40H2,1-2H3,(H2,46,47,48)/b14-12-,23-18-,29-27-/t41-/m1/s1
InChI Key JSDLJUHTHSRZTH-KSBWAUAKSA-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(6Z,9Z,12Z)/22:0/22:4(7Z,10Z,13Z,16Z)) (PathBank: SMP0067029 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/22:5(7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0075781 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0075782 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/24:1(15Z)) (PathBank: SMP0091057 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/22:5(4Z,7Z,10Z,13Z,16Z)) (PathBank: SMP0067030 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/22:1(13Z)) (PathBank: SMP0091050 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/24:0) (PathBank: SMP0091056 )Phosphatidylethanolamine Biosynthesis PE(18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0071775 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/22:0) (PathBank: SMP0075776 )Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0063873 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/22:2(13Z,16Z)) (PathBank: SMP0067028 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0024479 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0024480 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0024484 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/18:4(6Z,9Z,12Z,15Z)) (PathBank: SMP0024485 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0024486 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0024487 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/20:2(11Z,14Z)) (PathBank: SMP0033361 )De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/22:0/20:3(8Z,11Z,14Z)) (PathBank: SMP0033362 )Cardiolipin Biosynthesis CL(18:3(6Z,9Z,12Z)/22:0/22:0/22:0) (PathBank: SMP0082103 )Cardiolipin Biosynthesis CL(18:3(6Z,9Z,12Z)/22:0/22:0/22:1(13Z)) (PathBank: SMP0082104 )Cardiolipin Biosynthesis CL(18:3(6Z,9Z,12Z)/22:0/22:1(13Z)/22:1(13Z)) (PathBank: SMP0082105 )Role Not Available 
