1.0 2016-09-30 23:45:59 UTC 2020-05-21 16:27:50 UTC BMDB0007865 BMDB07865 PA(18:1(9Z)/18:1(9Z)) 1,2-Di-(9Z-octadecenoyl)-sn-glycero-3-phosphate 1-18:1-2-18:1-Phosphatidic acid PA(18:1/18:1) PA(18:1N9/18:1N9) PA(18:1OMEGA9/18:1OMEGA9) PA(36:2) Phosphatidic acid(18:1/18:1) Phosphatidic acid(18:1n9/18:1n9) Phosphatidic acid(18:1omega9/18:1omega9) Phosphatidic acid(36:2) 1,2-Di-(9Z-octadecenoyl)-sn-glycero-3-phosphoric acid 1-18:1-2-18:1-Phosphatidate Phosphatidate(18:1/18:1) Phosphatidate(18:1N9/18:1N9) Phosphatidate(18:1OMEGA9/18:1OMEGA9) Phosphatidate(36:2) 1,2-Dioleoyl-sn-glycero-3-phosphate Dioleoylphosphatidic acid C39H73O8P 700.979 700.504306309 [(2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propoxy]phosphonic acid (2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propoxyphosphonic acid 14268-17-8 [H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC 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/h17-20,37H,3-16,21-36H2,1-2H3,(H2,42,43,44)/b19-17-,20-18-/t37-/m1/s1 MHUWZNTUIIFHAS-DSSVUWSHSA-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 1-acyl-2-oleoyl-sn-glycero-3-phosphate Diacylglycerophosphates dioleoyl phosphatidic acid Solid logp 9.13 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[(9Z)-octadec-9-enoyloxy]propoxy]phosphonic acid ChemAxon average_mass 700.979 ChemAxon mono_mass 700.504306309 ChemAxon smiles [H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC 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/h17-20,37H,3-16,21-36H2,1-2H3,(H2,42,43,44)/b19-17-,20-18-/t37-/m1/s1 ChemAxon inchikey MHUWZNTUIIFHAS-DSSVUWSHSA-N ChemAxon polar_surface_area 119.36 ChemAxon refractivity 199.21 ChemAxon polarizability 85.27 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(9Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) SMP0079239 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)) SMP0079240 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)) SMP0079241 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0079242 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0079243 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0079244 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)/16:0) SMP0079245 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)/16:1(9Z)) SMP0079246 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)/18:0) SMP0079247 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)/18:1(11Z)) SMP0079248 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)/18:1(9Z)) SMP0079249 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) SMP0079250 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)) SMP0079251 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0079252 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0079253 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0079254 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/16:0) SMP0079255 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/16:1(9Z)) SMP0079256 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/18:0) SMP0079257 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)) SMP0079258 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/18:1(9Z)) SMP0079259 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z)) SMP0079260 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) SMP0079261 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0079262 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0079263 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0079264 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/16:0) SMP0079265 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/16:1(9Z)) SMP0079266 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:0) SMP0079267 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:1(11Z)) SMP0079268 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:1(9Z)) SMP0079269 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/18:2(9Z,12Z)) SMP0079270 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/20:4(5Z,8Z,11Z,14Z)) SMP0079271 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0079272 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0079273 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0079274 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/16:0) SMP0079275 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/16:1(9Z)) SMP0079276 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:0) SMP0079277 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(11Z)) SMP0079278 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z)) SMP0079279 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) SMP0079280 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/20:4(5Z,8Z,11Z,14Z)) SMP0079281 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0079282 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0079283 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0079284 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/16:0) SMP0079285 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/16:1(9Z)) SMP0079286 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:0) SMP0079287 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)) SMP0079288 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(9Z)) SMP0079289 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) SMP0079290 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:4(5Z,8Z,11Z,14Z)) SMP0079291 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0079292 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0079293 Cardiolipin Biosynthesis CL(18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0079294 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/18:1(9Z)) SMP0075126 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)) SMP0075127 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) SMP0075128 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) SMP0075129 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/18:4(6Z,9Z,12Z,15Z)) SMP0075130 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/20:0) SMP0075131 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/20:1(11Z)) SMP0075132 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/20:2(11Z,14Z)) SMP0075133 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/20:3(5Z,8Z,11Z)) SMP0075134 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/20:3(8Z,11Z,14Z)) SMP0075135 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)) SMP0075136 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/20:4(8Z,11Z,14Z,17Z)) SMP0075137 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0075138 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/22:0) SMP0075139 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/22:1(13Z)) SMP0075140 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/22:2(13Z,16Z)) SMP0075141 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/22:4(7Z,10Z,13Z,16Z)) SMP0075142 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0075143 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0075144 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0075145 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/24:0) SMP0075146 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/18:1(9Z)/24:1(15Z)) SMP0075147 Specdb::CMs 193665 Specdb::MsMs 29219 Specdb::MsMs 29220 Specdb::MsMs 29221 Specdb::MsMs 35777 Specdb::MsMs 35778 Specdb::MsMs 35779 Specdb::MsMs 2358639 Specdb::MsMs 2358640 Specdb::MsMs 2358641 Specdb::MsMs 2603462 Specdb::MsMs 2603463 Specdb::MsMs 2603464 Specdb::MsMs 3003517 Specdb::MsMs 3003518 Specdb::MsMs 3003519 Specdb::NmrOneD 311791 Specdb::NmrOneD 311792 Specdb::NmrOneD 311793 Specdb::NmrOneD 311794 Specdb::NmrOneD 311795 Specdb::NmrOneD 311796 Specdb::NmrOneD 311797 Specdb::NmrOneD 311798 Specdb::NmrOneD 311799 Specdb::NmrOneD 311800 Specdb::NmrOneD 311801 Specdb::NmrOneD 311802 Specdb::NmrOneD 311803 Specdb::NmrOneD 311804 Specdb::NmrOneD 311805 Specdb::NmrOneD 311806 Specdb::NmrOneD 311807 Specdb::NmrOneD 311808 Specdb::NmrOneD 311809 Specdb::NmrOneD 311810 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 14057128 83775 MX7 CPD-8268 Hermetter, A.; Paltauf, F.; Hauser, H. Synthesis of diacyl and alkylacyl glycerophosphoserines. Chemistry and Physics of Lipids (1982), 30(1), 35-45. BMDBP02833 Lipin 1 E1BPE8 LPIN1 Enzyme