From WikiPathways
10, 13, 18, 20 6, 16 10, 13, 18, 20 6, 16 6, 16 6, 16 11, 15, 19 7 Biotin synthesis E. Coli Biologically important acylcarnitine with database ID Straight even-chain fatty acids Bile acid synthesis WP5176 6, 16 6, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 10, 13, 18, 20 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 10, 13, 18, 20 1, 9, 10, 13, 16... 1, 9, 10, 13, 16... 1, 9, 10, 13, 16... 10, 13, 18, 20 1, 9, 10, 13, 18... 1, 9, 10, 13, 18... 1, 9, 10, 13, 18... 10, 13, 18, 20 10, 13, 18, 20 6, 16 6, 16 6, 16 6, 16 6, 16 6, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 10, 13, 18, 20 6, 16 6, 16 6, 16 10, 13, 18, 20 6, 16 6, 16 6, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 10, 13, 18, 20 6, 16 6, 16 6, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 10, 13... 10, 13, 18, 20 6, 16 10, 13, 18, 20 6, 16 6, 16 6, 16 6, 16 6, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 10, 13, 18, 20 1, 9, 10, 13, 16... 1, 9, 10, 13, 16... 1, 9, 10, 13, 16... 10, 13, 18, 20 1, 9, 10, 13, 18... 1, 9, 10, 13, 18... 1, 9, 10, 13, 18... 10, 13, 18, 20 CAR 2:0 17 Stearic acid FA 18:0 CoA 16:0 CAR 18:0 CAR 16:0 11, 17 CAR 18:0;3OH[S] 17 CoA 18:0;3oxo 17 CoA 18:0 CoA 18:1(2E) CoA 18:0;3OH[S] CoA 2:0 CAR 18:1(2E) 17 CoA 16:0;3OH[S] CoA 16:0;3oxo CoA 2:0 CAR 2:0 CAR 16:0;3OH[S] 17 17 CAR 16:1(2E) 17 CoA 16:1(2E) CAR 2:0 17 CoA 2:0 CoA 12:0 CoA 14:1(2E) CoA 14:0;3OH[S] CoA 14:0 CAR 14:0 17 CAR 14:1(2E) CAR 14:0;3OH[S] 17 Palmitic acid FA 16:0 17 Myristic acid FA 14:0 CoA 14:0;3oxo CAR 2:0 17 CoA 2:0 CoA 10:0 CoA 12:1(2E) CoA 12:0;3OH[S] CAR 12:0 17 CAR 12:1(2E) 17 CAR 12:0;3OH[S] FA 12:0 CoA 12:0;3oxo CAR 2:0 17 CoA 2:0 CoA 8:0 CoA 10:1(2E) CoA 10:0;3OH[S] CAR 10:0 CAR 10:1(2E) 17 17 CAR 10:0;3OH[S] FA 10:0 CoA 10:0;3oxo CAR 2:0 CoA 2:0 17 CoA 6:0 CoA 8:1(2E) CoA 8:0;3OH[S] CAR 8:0 17 CAR 8:1(2E) CAR 8:0;3OH[S] FA 8:0 CoA 8:0;3oxo CAR 2:0 CoA 2:0 17 CoA 4:0 CoA 6:1(2E) CoA 6:0;3OH[S] CAR 6:0 17 CAR 6:1(2E) 17 CAR 6:0;3OH[S] 17 FA 6:0 CoA 6:0;3oxo CAR 2:0 17 CoA 2:0 CoA 2:0 CoA 4:1(2E) CoA 4:0;3OH[S] CAR 4:0 17 CAR 4:1(2E) CAR 4:0;3OH[S] 17 17 FA 4:0 CoA 4:0;3oxo CAR 2:0 17 CAR 2:0 17 Oleic acid FA 18:1(9Z) CoA 16:1(7Z) CAR 18:1(9Z) CAR 16:1(7Z) 17 17 CAR 18:1(9Z);3OH[S] CoA 18:1(9Z);3oxo 17 CoA 18:1(9Z) CoA 18:2(2E,9Z) CoA 18:1(9Z);3OH[S] CoA 2:0 CAR 18:2(2E,9Z) 17 CoA 16:1(7Z);3OH[S] CoA 16:1(7Z);3oxo CoA 2:0 CAR 2:0 17 CAR 16:1(7Z);3OH[S] CAR 16:2(2E,7Z) 17 CoA 16:2(2E,7Z) CAR 2:0 17 CoA 2:0 CoA 12:1(3Z) CoA 14:2(2E,5Z) CoA 14:1(5Z);3OH[S] CoA 14:1(5Z) CAR 14:1(5Z) CAR 14:2(2E,5Z) 17 CAR 14:1(5Z);3OH[S] 17 CoA 14:1(5Z);3oxo CoA 18:2 (9Z,12Z) CAR 2:0 CoA 2:0 17 CoA 16:2(7Z,10Z) CoA 18:3 (2E,9Z,12Z) CoA 18:2(9Z,12Z);3OH[S] CAR 18:2(9Z,12Z) CAR 18:3 (2E,9Z,12Z) 17 CAR 18:2(9Z,12Z);3OH[S] Linoleic acid FA 18:2(9Z,12Z) CoA 18:2(9Z,12Z);3oxo CAR 2:0 17 CoA 2:0 CoA 14:2(5Z,8Z) CoA 16:3(2E,7Z,10Z) CoA 16:2(7Z,10Z);3OH[S] CAR 16:2(7Z,10Z) CAR 16:3(2E,7Z,10Z) CAR 16:2(7Z,10Z);3OH[S] CoA 16:2(7Z,10Z);3oxo CAR 2:0 17 CoA 2:0 CoA 12:2(3Z,6Z) CoA 14:3(2E,5Z,8Z) CoA 14:2(5Z,8Z);3OH[S] CAR 14:2(5Z,8Z) 17 CAR 14:3(2E,5Z,8Z) CAR 14:2(5Z,8Z);3OH[S] CoA 14:2(5Z,8Z);3oxo CAR 2:0 CoA 2:0 17 CoA 10:1(4Z) CoA 12:2(2E,6Z) CoA 12:1(6Z);3OH[S] CAR 12:2(3Z,6Z) CAR 12:2(2E,6Z) CAR 12:1(6Z);3OH[S] CoA 12:1(6Z);3oxo CoA 10:2(2E,4Z) CoA 10:1(3E) CAR 10:1(4Z) 17 CAR 10:2(2E,4Z) 17 CAR 10:1(3E) 17 CoA 16:1(9Z) CAR 2:0 17 CoA 2:0 CoA 14:1(7Z) CoA 16:2(2E,9Z) CoA 16:1(9Z);3OH[S] CAR 16:1(9Z) 17 CAR 16:2(2E,9Z) CAR 16:1(9Z);3OH[S] CoA 16:1(9Z);3oxo CAR 2:0 17 CoA 2:0 CoA 12:1(5Z) CoA 14:2(2E,7Z) CoA 14:1(7Z);3OH[S] CAR 14:1(7Z) 17 CAR 14:2(2E,7Z) CAR 14:1(7Z);3OH[S] 17 CoA 14:1(7Z);3oxo 17 CAR 2:0 17 CoA 2:0 CoA 10:1(3Z) CoA 12:2(2E,5Z) CoA 12:1(5Z);3OH[S] CAR 12:1(5Z) 17 CAR 12:2(2E,5Z) CAR 12:1(5Z);3OH[S] CoA 12:1(5Z);3oxo CAR 10:1(3Z) 17 Palmitoleic acid FA 16:1(9Z) CAR 2:0 CoA 15:0;15COOH 17 CAR 17:0;17COOH 17 CAR 15:0;15COOH CAR 17:0;3OH[S];17COOH 17 CoA 17:0;3oxo;17COOH CoA 17:0;17COOH CoA 17:1(2E);17COOH CoA 17:0;3OH[S];17COOH CoA 2:0 CAR 17:1(2E);17COOH CoA 15:0;3OH[S];15COOH CoA 15:0;3oxo;15COOH CoA 2:0 CAR 2:0 CAR 15:0;3OH[S];15COOH 17 CAR 15:1(2E);15COOH CoA 15:1(2E);15COOH CAR 2:0 17 CoA 2:0 CoA 11:0;11COOH CoA 13:1(2E);13COOH CoA 13:0;3OH[S];13COOH CoA 13:0;13COOH CAR 13:0;13COOH CAR 13:1(2E);13COOH 17 CAR 13:0;3OH[S];13COOH CoA 13:0;3oxo;13COOH CAR 2:0 17 CoA 2:0 CoA 9:0;9COOH CoA 11:1(2E);11COOH CoA 11:0;3OH[S];11COOH CAR 11:0;11COOH 17 CAR 11:1(2E);11COOH CAR 11:0;3OH[S];11COOH CoA 11:0;3oxo;11COOH CAR 2:0 17 CoA 2:0 CoA 7:0;7COOH CoA 9:1(2E);9COOH CoA 9:0;3OH[S];9COOH CAR 9:0;9COOH CAR 9:1(2E);9COOH CAR 9:0;3OH[S];9COOH CoA 9:0;3oxo;9COOH CAR 2:0 CoA 2:0 17 CoA 5:0;5COOH CoA 7:1(2E);7COOH CoA 7:0;3OH[S];7COOH CAR 7:0;7COOH 17 CAR 7:1(2E);7COOH CAR 7:0;3OH[S];7COOH CoA 7:0;3oxo;7COOH CAR 2:0 CoA 2:0 17 CoA 3:0;3COOH CoA 5:1(2E);5COOH CoA 5:0;3OH[S];5COOH CAR 5:0;5COOH 17 CAR 5:1(2E);5COOH CAR 5:0;3OH[S];5COOH 17 CoA 5:0;3oxo;5COOH CAR 3:0;3COOH FA 17:0;17COOH 17 FA 15:0;15COOH FA 13:0;13COOH FA 11:0;11COOH FA 9:0;9COOH FA 7:0;7COOH FA 5:0;5COOH FA 18:0;18OH FA 16:0;16OH FA 14:0;14OH FA 12:0;12OH FA 10:0;10OH FA 8:0;8OH FA 6:0;6OH FA 18:0;18oxo FA 16:0;16oxo FA 14:0;14oxo FA 12:0;12oxo FA 10:0;10oxo FA 8:0;8oxo FA 6:0;6oxo 10, 13, 18, 20 6, 16 6, 16 6, 16 10, 13, 18, 20 6, 16 6, 16 6, 16 CoA 20:4(5Z,8Z,11Z,14Z) CAR 2:0 CoA 2:0 17 CoA 18:4(3Z,6Z,9Z,12Z) CoA 20:5(2E,5Z,8Z,11Z,14Z) CoA 20:4(5Z,8Z,11Z,14Z);3OH[S] CAR 20:4(5Z,8Z,11Z,14Z) CAR 20:5(2E,5Z,8Z,11Z,14Z) CAR 20:4(5Z,8Z,11Z,14Z);3OH[S] Arachidonic acid FA 20:4(5Z,8Z,11Z,14Z) CoA 20:4(5Z,8Z,11Z,14Z);3oxo CAR 2:0 CoA 2:0 17 CoA 16:3(4Z,7Z,10Z) CoA 18:4(2E,6Z,9Z,12Z) CoA 18:3(6Z,9Z,12Z);3OH[S] CAR 18:4(3Z,6Z,9Z,12Z) CAR 18:4(2E,6Z,9Z,12Z) CAR 18:3(6Z,9Z,12Z);3OH[S] CoA 18:3(6Z,9Z,12Z);3oxo CAR 16:3(4Z,7Z,10Z) 6, 16 6, 16 6, 16 CoA 16:4(2E,4Z,7Z,10Z) CoA 16:3(3E,7Z,10Z) CAR 16:4(2E,4Z,7Z,10Z) CAR 16:3(3E,7Z,10Z) 6, 16 CoA 18:3(6Z,9Z,12Z) CAR 18:3(6Z,9Z,12Z) gamma-Linolenic acid FA 18:3(6Z,9Z,12Z) 10, 13, 18, 20 16 10, 13, 18, 20 6, 16 16 16 6, 16 6, 16 10, 13, 18, 20 6, 16 6, 16 6, 16 10, 13, 18, 20 6, 16 6, 16 6, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 10, 13, 18, 20 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 1, 9, 10, 13, 16... CAR 2:0 17 CoA 20:5(5Z,8Z,11Z,14Z,17Z) CAR 22:6(4Z,7Z,10Z,13Z,16Z,19Z) CAR 20:5(5Z,8Z,11Z,14Z,17Z) CAR 22:5(7Z,10Z,13Z,16Z,19Z);3OH[S] CoA 22:5(7Z,10Z,13Z,16Z,19Z);3oxo CoA 22:6(4Z,7Z,10Z,13Z,16Z,19Z) CoA 22:7(2E,4Z,7Z,10Z,13Z,16Z,19Z) CoA 22:5(7Z,10Z,13Z,16Z,19Z);3OH[S] CoA 2:0 CAR 22:7(2E,4Z,7Z,10Z,13Z,16Z,19Z) CoA 20:5(5Z,8Z,11Z,14Z,17Z);3OH[S] CoA 20:5(5Z,8Z,11Z,14Z,17Z);3oxo CoA 2:0 CAR 2:0 17 CAR 20:5(5Z,8Z,11Z,14Z,17Z);3OH[S] CAR 20:6(2E,5Z,8Z,11Z,14Z,17Z) CoA 20:6(2E,5Z,8Z,11Z,14Z,17Z) CAR 2:0 CoA 2:0 17 CoA 16:4(4Z,7Z,10Z,13Z) CoA 18:5(2E,6Z,9Z,12Z,15Z) CoA 18:4(6Z,9Z,12Z,15Z);3OH[S] CoA 18:5(3Z,6Z,9Z,12Z,15Z) CAR 18:5(3Z,6Z,9Z,12Z,15Z) CAR 18:5(2E,6Z,9Z,12Z,15Z) CAR 18:4(6Z,9Z,12Z,15Z);3OH[S] CoA 18:4(6Z,9Z,12Z,15Z);3oxo CAR 2:0 CoA 2:0 17 CoA 14:3(5Z,8Z,11Z) CoA 16:5(2E,4Z,7Z,10Z,13Z) CoA 16:3(7Z,10Z,13Z);3OH[S] CAR 16:4(4Z,7Z,10Z,13Z) CAR 16:5(2E,4Z,7Z,10Z,13Z) CAR 16:3(7Z,10Z,13Z);3OH[S] CoA 16:3(7Z,10Z,13Z);3oxo CAR 2:0 17 CoA 2:0 CoA 12:3(3Z,6Z,9Z) CoA 14:4(2E,5Z,8Z,11Z) CoA 14:3(5Z,8Z,11Z);3OH[S] CAR 14:3(5Z,8Z,11Z) CAR 14:4(2E,5Z,8Z,11Z) CAR 14:3(5Z,8Z,11Z);3OH[S] CoA 14:3(5Z,8Z,11Z);3oxo CAR 2:0 CoA 2:0 17 CoA 10:2(4Z,7Z) CoA 12:3(2E,6Z,9Z) CoA 12:2(6Z,9Z);3OH[S] CAR 12:3(3Z,6Z,9Z) CAR 12:3(2E,6Z,9Z) CAR 12:2(6Z,9Z);3OH[S] CoA 12:2(6Z,9Z);3oxo CAR 2:0 17 CoA 2:0 CoA 8:1(5Z) CoA 10:3(2E,4Z,7Z) CoA 10:1(7Z);3OH[S] CAR 10:2(4Z,7Z) CAR 10:3(2E,4Z,7Z) 17 CAR 10:1(7Z);3OH[S] CoA 10:1(7Z);3oxo CAR 2:0 CoA 2:0 17 CoA 6:1(3Z) CoA 8:2(2E,5Z) CoA 8:1(5Z);3OH[S] CAR 8:1(5Z) CAR 8:2(2E,5Z) CAR 8:1(5Z);3OH[S] CoA 8:1(5Z);3oxo CAR 6:1(3Z) 17 Docosahexaenoic acid FA 22:6(4Z,7Z,10Z,13Z,16Z,19Z) CoA 22:6(3E,7Z,10Z,13Z,16Z,19Z) CAR 22:6(3E,7Z,10Z,13Z,16Z,19Z) 16 CAR 22:6(2E,7Z,10Z,13Z,16Z,19Z) CoA 22:6(2E,7Z,10Z,13Z,16Z,19Z) 16 CoA 16:4(3E,7Z,10Z,13Z) 6, 16 CAR 16:4(3E,7Z,10Z,13Z) 6, 16 CAR 16:4(2E,7Z,10Z,13Z) CoA 16:4(2E,7Z,10Z,13Z) 1, 6, 9, 10, 13... CoA 10:2(3E,7Z) CAR 10:2(3E,7Z) 17 1, 6, 9, 10, 13... CAR 10:2(2E,7Z) CoA 10:2(2E,7Z) 17 10, 13, 18, 20 6, 16 6, 16 CoA 18:3(9Z,12Z,15Z) 6, 16 CAR 2:0 CoA 2:0 17 CoA 16:3(7Z,10Z,13Z) CoA 18:4(2E,9Z,12Z,15Z) CoA 18:3(9Z,12Z,15Z);3OH[S] CAR 18:3(9Z,12Z,15Z) CAR 18:4(2E,9Z,12Z,15Z) CAR 18:3(9Z,12Z,15Z);3OH[S] CoA 18:3(9Z,12Z,15Z);3oxo CAR 16:3(7Z,10Z,13Z) alpha-Linolenic acid FA 18:3(9Z,12Z,15Z) 6, 16 Eicosapentaenoic acid FA 20:5(5Z,8Z,11Z,14Z,17Z) 10, 13, 18, 20 6, 16 6, 16 6, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... CoA 15:0 CAR 2:0 17 CoA 2:0 CoA 13:0 CoA 15:1(2E) CoA 15:0;3OH[S] CAR 15:0 CAR 15:1(2E) CAR 15:0;3OH[S] FA 15:0 CoA 15:0;3oxo CAR 2:0 CoA 2:0 17 CoA 11:0 CoA 13:1(2E) CoA 13:0;3OH[S] CAR 13:0 CAR 13:1(2E) CAR 13:0;3OH[S] CoA 13:0;3oxo CAR 2:0 17 CoA 2:0 CoA 9:0 CoA 11:1(2E) CoA 11:0;3OH[S] CAR 11:0 CAR 11:1(2E) CAR 11:0;3OH[S] CoA 11:0;3oxo CAR 2:0 17 CoA 2:0 CoA 9:1(2E) CoA 9:0;3OH[S] CAR 9:0 17 CAR 9:1(2E) CAR 9:0;3OH[S] CoA 9:0;3oxo 10, 13, 18, 20 1, 9, 10, 13, 16... 1, 9, 10, 13, 16... 1, 9, 10, 13, 16... 10, 13, 18, 20 1, 9, 10, 13, 18... 1, 9, 10, 13, 18... 1, 9, 10, 13, 18... CoA 7:0 CAR 2:0 17 CoA 2:0 CoA 5:0 CoA 7:1(2E) CoA 7:0;3OH[S] CAR 7:0 CAR 7:1(2E) CAR 7:0;3OH[S] CoA 7:0;3oxo CAR 3:0 17 CoA 3:0 CoA 5:1(2E) CoA 5:0;3OH[S] CAR 5:0 17 CAR 5:1(2E) CAR 5:0;3OH[S] CoA 5:0;3oxo Isoleucine 3-Methyl-2-oxovaleric acid 2-Methyl-3-hydroxybutyryl-CoA Tiglyl-CoA 2-Methylbutyryl-CoA 2-Methylacetoacetyl-CoA 10, 13, 18, 20 CoA 2:0 CAR 2:0 CoA 3:0 17 CAR 3:0 17 10, 13, 18, 20 CAR 4:0;2Me;3OH[S] 1, 9, 10, 13, 18... CAR 4:1(2E);2Me 17 1, 9, 10, 13, 18... CAR 4:0;2Me 17 CoA 3:1(2E) 1, 9, 10, 13, 18... CAR 3:1(2E) 10, 13, 18, 20 CoA 3:0;3OH[S] CAR 3:0;3OH[S] 17 10, 13, 18, 20 CoA 2:0;2Me;2COOH CAR 2:0;2Me;2COOH 17 CoA 3:0;3COOH 10, 13, 18, 20 CAR 3:0;3COOH 17 Valine 2-Oxo-isovaleric acid Isobutyryl-CoA Methacrylyl-CoA 3-Hydroxyisobutyryl-CoA 3-Hydroxyisobutyric acid CAR 3:0;2Me 17 10, 13, 18, 20 CAR 3:0;2Me;3OH[S] Methylmalonic semialdehyde 10, 13, 18, 20 Leucine 2-Oxo-isocaproic acid Isovaleryl-CoA 3-Methylcrotonyl-CoA 3-Methylglutaconyl-CoA 3-Hydroxy-3-methylglutaryl-CoA CoA 2:0 Acetoacetic acid CAR 4:0;3Me 17 CAR 4:1(2E);3Me 17 CAR 4:1(2E);3Me;4COOH 1, 9, 10, 13, 18... 17 1, 9, 10, 13, 18... 1, 9, 10, 13, 18... CAR 4:0;3OH[S];3Me;4COOH 2, 17, 18 1, 9, 10, 13, 18... 10, 13, 18, 20 CAR 2:0 17 Acetoacetyl-CoA CoA 2:0 10, 13, 18, 20 CAR 2:0 CoA 2:0 17 CAR 2:0 10, 13, 18, 20 17 CAR 4:0;3oxo 1, 9, 10, 13, 18... 3-Hydroxyisovaleryl-CoA 3-Methylglutaryl-CoA CAR 4:0;3Me;3OH[S] 17 CAR 4:0;3Me[R];4COOH 1, 9, 10, 13, 18... 8, 17 14-Methylhexadecanoic acid 1, 9, 10, 13, 18... 14 CoA 16:0;14Me 14-Methylpentadecanoic acid 14 CoA 15:0;14Me 15-Methylhexadecanoic acid 14 CoA 16:0;15Me 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 10, 13, 18, 20 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 1, 6, 9, 16 CoA 16:0;3Me,7Me,11Me,15Me 12 Formyl-CoA Pristanoyl-CoA CoA 16:0;3Me,7Me,11Me,15Me;2OH 12 12 Pristanal CAR 16:0;3Me,7Me,11Me,15Me 17 CAR 16:0;3Me,7Me,11Me,15Me;2OH Phytanic acid Pristanic acid 7, 12 CAR 3:0 12 CoA 3:0 17 CoA 13:0;4Me,8Me,12Me 12 CoA 15:1(2E);2Me,6Me,10Me,14Me CoA 15:0;2Me,6Me,10Me,14Me;3OH[S] CAR 15:0;2Me,6Me,10Me,14Me 17 CAR 15:1(2E);2Me,6Me,10Me,14Me CAR 15:0;2Me,6Me,10Me,14Me;3OH[S] CoA 15:0;2Me,6Me,10Me,14Me;3oxo CAR 2:0 CoA 2:0 17 CoA 11:0;2Me,6Me,10Me 12 CoA 13:1(2E);4Me,8Me,12Me CoA 13:0;4Me,8Me,12Me;3OH[S] CAR 13:0;4Me,8Me,12Me CAR 13:1(2E);4Me,8Me,12Me CAR 13:0;4Me,8Me,12Me;3OH[S] CoA 13:0;4Me,8Me,12Me;3oxo CoA 11:1(2E),2Me,6Me,10Me CoA 11:0;2Me,6Me,10Me;3OH[S] CAR 11:0;2Me,6Me,10Me CAR 11:1(2E),2Me,6Me,10Me CAR 11:0;2Me,6Me,10Me;3OH[S] CoA 11:0;2Me,6Me,10Me;3oxo 10, 13, 18, 20 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 1, 6, 9, 10, 13... 1, 9, 10, 13, 16... CoA 9:0;4Me,8Me 12 CAR 2:0 CoA 2:0 17 CoA 7:0;2Me,6Me CoA 9:1(2E);4Me,8Me 12 CoA 9:0;4Me,8Me;3OH[S] CAR 9:0;4Me,8Me CAR 9:1(2E);4Me,8Me CAR 9:0;4Me,8Me;3OH[S] CoA 9:0;4Me,8Me;3oxo CAR 7:0;2Me,6Me 10, 13, 18, 20 CAR 3:0 CoA 3:0 17 10, 13, 18, 20 CoA 2:0 CAR 2:0 17 Histidine Proline Glutamine Glutamate Arginine 3-Hydroxybutyryl-CoA Crotonyl-CoA Glutaryl-CoA CAR 4:0;3OH[S] 1, 9, 10, 13, 18... CAR 4:1(2E) 3, 17 17 CAR 4:0;4COOH 17 Hydroxylysine Lysine Tryptophan Serine Alanine Glycine Cysteine CoA 2:0;2COOH CAR 2:0;2COOH 17 10, 13, 18, 20 CO2 CoA 6:0;6COOH CAR 6:0;6COOH 17 1, 9, 10, 13, 16... 5 Methionine Threonine 3-Hydroxybutyric acid 10, 13, 18, 20 4 (25S)-THC-CoA CAR 3:0 17 CoA 3:0 Cholic acid 24-ene-THC-CoA (24R)-OH-(25R)-THC-CoA 24-keto-(25R)-THC-CoA Trihydroxycholestanoic Acid Cholesterol 10, 13, 18, 20 6, 16 6, 16 6, 16 10, 13, 18, 20 6, 16 6, 16 6, 16 6, 16 CoA 20:2(5Z,13E);[8-12cy5;11OH;9oxo];15OH[S] 6, 16 CAR 2:0 CoA 2:0 17 CoA 18:2(3Z,11E);[6-10cy;9OH;7oxo];13OH[S] CoA 20:3(2E,5Z,13E);[8-12cy5;11OH;9oxo];15OH[S] CoA 20:2(5Z,13E);[8-12cy5;11OH;9oxo];3OH[S],15OH[S] CAR 20:2(5Z,13E);[8-12cy5;11OH;9oxo];15OH[S] CAR 20:3(2E,5Z,13E);[8-12cy5;11OH;9oxo];15OH[S] CAR 20:2(5Z,13E);[8-12cy5;11OH;9oxo];3OH[S],15OH[S] PGE2 CoA 20:2(5Z,13E);[8-12cy5;11OH;9oxo];3oxo;15OH[S] CAR 2:0 CoA 2:0 17 CoA 16:1(9E);[4-8cy;7OH;5oxo];11OH[S] CoA 18:2(2E,11E);[6-10cy,9OH;7oxo];13OH[S] CoA 18:1(11E);[6-10cy,9OH;7oxo];3OH[S],13OH[S] CAR 18:2(3Z,11E);[6-10cy;9OH;7oxo];13OH[S] CAR 18:2(2E,11E);[6-10cy,9OH;7oxo];13OH[S] CAR 18:1(11E);[6-10cy,9OH;7oxo];3OH[S],13OH[S] CoA 18:1(11E);[6-10cy,9OH;7oxo];3oxo;13OH[S] CAR 16:1(9E);[4-8cy;7OH;5oxo];11OH[S] FA 16:1(9E);[4-8cy;7OH;5oxo];11OH[S] 6, 16 CAR 18:4(2E,9Z,12Z,15Z) CAR 22:6(4Z,7Z,10Z,13Z,16Z,19Z) CAR 2:0 Cholesterol 17 (25S)-THC-CoA 16 Acylcarnitine with database ID Acylcarnitine without database ID Metabolite with database ID Metabolite without database ID Single-step reaction Multiple-step reaction Carnitine acetyltransferase reaction Cholyl-CoA 10, 13, 18, 20 4 (25S)-DHC-CoA CAR 3:0 CoA 3:0 17 Taurochenodeoxycholic acid 24-ene-DHC-CoA (24R)-OH-(25R)-DHC-CoA 24-keto-(25R)-DHC-CoA Dihydroxycholestanoic Acid Chenodeoxycholoyl-CoA Leu, Ile, Val metabolism WP4686 Amino acid metabolism WP3925 Citric acid cycle WP78 Mitochondrial long chain fatty acid beta oxidation WP368 Fatty acid omega oxidation WP206 Fatty acid beta oxidation WP143 Metabolism of alpha-linolenic acid WP4586 Ketogenesis and ketolysis WP4742 Branched chain lipids Straight odd-chain fatty acids
Description
Pathways connecting acylcarnitines important for biological interpretation. Literature review at
https://doi.org/10.26434/chemrxiv-2023-h7b6m
This pathway was designed to facilitate data interpretation and better orientation in various acylcarnitines' metabolic origins. The map is divided into three sections: straight-chain fatty acids, branched-chain lipids, and odd-chain fatty acids.
The straight-chain fatty acid part describes the intermediates of β-oxidation from stearic acid to acetyl-CoA, intermediates of oleic acid, linoleic acid, α- and γ-linolenic acids, palmitoleic acid, docosahexaenoic and eicosapentaenoic acid complete degradation leading to acetyl-CoA, ω- and β-oxidation of dicarboxylic fatty acids, and partial β-oxidation of eicosanoids and docosanoids illustrated by prostaglandin E2 path.
The branched-chain lipids part includes α- and β-oxidation of phytanic and pristanic acids and degradation of branched-chain fatty acids of the iso and anteiso series leading to intermediates of branched-chain amino acid degradation. Amino acid-related metabolism, including ketogenesis and biotin synthesis, is included to cover all metabolic origins of short-chain acylcarnitines and branched acyl side chains of cholestanoic acids are β-oxidized in the pathway of bile acid synthesis. Degradation of branched-acyls leads to the production of both acetyl-CoA and propionyl-CoA and their respective acylcarnitines.
The odd-chain fatty acids part illustrates the metabolic fate of pentadecanoic acid via β-oxidation, leading to six molecules of acetyl-CoA and one propionyl-CoA and their acylcarnitine counterparts.
All metabolites are annotated using shorthand notation for lipid structures, common names, and the most appropriate database identifiers from LIPID MAPS or the Human metabolome database.
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DataNodes
fatty acid beta oxidation
WP368Annotated Interactions