1.0 2016-09-30 23:45:55 UTC 2020-05-21 16:27:47 UTC BMDB0007862 BMDB07862 PA(18:1(11Z)/18:1(11Z)) 1,2-Di(11Z-octadecenoyl)-rac-phosphatidic acid 1,2-Divaccenoyl-rac-glycero-3-phosphate PA(18:1/18:1) PA(18:1N7/18:1N7) PA(18:1W7/18:1W7) PA(36:2) Phosphatidic acid(18:1/18:1) Phosphatidic acid(18:1n7/18:1n7) Phosphatidic acid(18:1W7/18:1W7) Phosphatidic acid(36:2) C39H73O8P 700.979 700.504306309 [(2R)-2,3-bis[(11Z)-octadec-11-enoyloxy]propoxy]phosphonic acid (2R)-2,3-bis[(11Z)-octadec-11-enoyloxy]propoxyphosphonic acid [H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,37H,3-12,17-36H2,1-2H3,(H2,42,43,44)/b15-13-,16-14-/t37-/m1/s1 LMYYBYHAZAFVTR-RLSIPVDZSA-N belongs to the class of organic compounds known as 1,2-diacylglycerol-3-phosphates. These are glycerol-3-phosphates in which the glycerol moiety is bonded to two aliphatic chains through ester linkages. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphates 1,2-diacylglycerol-3-phosphates Carbonyl compounds Carboxylic acid esters Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Monoalkyl phosphates Organic oxides 1,2-diacylglycerol-3-phosphate Aliphatic acyclic compound Alkyl phosphate Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative Monoalkyl phosphate Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organooxygen compound Phosphoric acid ester Aliphatic acyclic compounds Solid logp 9.11 ALOGPS logs -7.02 ALOGPS logp 12.93 ChemAxon pka_strongest_acidic 1.32 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac [(2R)-2,3-bis[(11Z)-octadec-11-enoyloxy]propoxy]phosphonic acid ChemAxon average_mass 700.979 ChemAxon mono_mass 700.504306309 ChemAxon smiles [H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC ChemAxon formula C39H73O8P ChemAxon inchi InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,37H,3-12,17-36H2,1-2H3,(H2,42,43,44)/b15-13-,16-14-/t37-/m1/s1 ChemAxon inchikey LMYYBYHAZAFVTR-RLSIPVDZSA-N ChemAxon polar_surface_area 119.36 ChemAxon refractivity 199.21 ChemAxon polarizability 85.22 ChemAxon rotatable_bond_count 38 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) SMP0078737 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) SMP0078738 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/18:2(9Z,12Z)) SMP0078739 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)) SMP0078740 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0078741 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0078742 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0078743 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/16:0) SMP0078744 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/16:1(9Z)) SMP0078745 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/18:0) SMP0078746 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) SMP0078747 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) SMP0078748 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/18:2(9Z,12Z)) SMP0078749 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)) SMP0078750 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0078751 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0078752 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0078753 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:2(9Z,12Z)/16:0) SMP0078754 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:2(9Z,12Z)/16:1(9Z)) SMP0078755 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:2(9Z,12Z)/18:0) SMP0078756 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:2(9Z,12Z)/18:1(11Z)) SMP0078757 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:2(9Z,12Z)/18:1(9Z)) SMP0078758 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) SMP0078759 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)) SMP0078760 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0078761 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0078762 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0078763 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)/16:0) SMP0078764 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)/16:1(9Z)) SMP0078765 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)/18:0) SMP0078766 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)) SMP0078767 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)/18:1(9Z)) SMP0078768 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z)) SMP0078769 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) SMP0078770 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0078771 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0078772 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0078773 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/16:0) SMP0078774 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/16:1(9Z)) SMP0078775 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:0) SMP0078776 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:1(11Z)) SMP0078777 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:1(9Z)) SMP0078778 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:2(9Z,12Z)) SMP0078779 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/20:4(5Z,8Z,11Z,14Z)) SMP0078780 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0078781 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0078782 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0078783 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)/16:0) SMP0078784 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)/16:1(9Z)) SMP0078785 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:0) SMP0078786 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(11Z)) SMP0078787 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z)) SMP0078788 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) SMP0078789 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)/20:4(5Z,8Z,11Z,14Z)) SMP0078790 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0078791 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0078792 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0078793 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/16:0) SMP0078794 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/16:1(9Z)) SMP0078795 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:0) SMP0078796 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)) SMP0078797 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(9Z)) SMP0078798 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) SMP0078799 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:4(5Z,8Z,11Z,14Z)) SMP0078800 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0078801 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0078802 Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0078803 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/18:1(11Z)) SMP0074849 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/18:1(9Z)) SMP0074850 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/18:2(9Z,12Z)) SMP0074851 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/18:3(6Z,9Z,12Z)) SMP0074852 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/18:3(9Z,12Z,15Z)) SMP0074853 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/18:4(6Z,9Z,12Z,15Z)) SMP0074854 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/20:0) SMP0074855 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/20:1(11Z)) SMP0074856 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/20:2(11Z,14Z)) SMP0074857 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/20:3(5Z,8Z,11Z)) SMP0074858 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/20:3(8Z,11Z,14Z)) SMP0074859 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)) SMP0074860 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/20:4(8Z,11Z,14Z,17Z)) SMP0074861 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0074862 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/22:0) SMP0074863 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/22:1(13Z)) SMP0074864 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/22:2(13Z,16Z)) SMP0074865 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/22:4(7Z,10Z,13Z,16Z)) SMP0074866 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0074867 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0074868 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0074869 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/24:0) SMP0074870 De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/24:1(15Z)) SMP0074871 Specdb::CMs 1087188 Specdb::NmrOneD 303411 Specdb::NmrOneD 303412 Specdb::NmrOneD 303413 Specdb::NmrOneD 303414 Specdb::NmrOneD 303415 Specdb::NmrOneD 303416 Specdb::NmrOneD 303417 Specdb::NmrOneD 303418 Specdb::NmrOneD 303419 Specdb::NmrOneD 303420 Specdb::NmrOneD 303421 Specdb::NmrOneD 303422 Specdb::NmrOneD 303423 Specdb::NmrOneD 303424 Specdb::NmrOneD 303425 Specdb::NmrOneD 303426 Specdb::NmrOneD 303427 Specdb::NmrOneD 303428 Specdb::NmrOneD 303429 Specdb::NmrOneD 303430 Specdb::MsMs 27518 Specdb::MsMs 27519 Specdb::MsMs 27520 Specdb::MsMs 34076 Specdb::MsMs 34077 Specdb::MsMs 34078 Specdb::MsMs 2352067 Specdb::MsMs 2352068 Specdb::MsMs 2352069 Specdb::MsMs 2367700 Specdb::MsMs 2367701 Specdb::MsMs 2367702 Specdb::MsMs 2583302 Specdb::MsMs 2583303 Specdb::MsMs 2583304 All Tissues Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 24766516 53478602 89528 FDB025054 C00416 Phosphatidates-36-2 BMDBP02833 Lipin 1 E1BPE8 LPIN1 Enzyme