1.0 2016-10-03 18:37:56 UTC 2020-05-11 20:26:41 UTC BMDB0012409 BMDB12409 PS(18:3(9Z,12Z,15Z)/16:0) 1-a-Linolenoyl-2-palmitoyl-sn-glycero-3-phosphoserine 1-alpha-Linolenoyl-2-palmitoyl-sn-glycero-3-phosphoserine Phosphatidylserine(18:3/16:0) Phosphatidylserine(18:3n3/16:0) Phosphatidylserine(18:3W3/16:0) Phosphatidylserine(34:3) PS(18:3/16:0) PS(18:3N3/16:0) PS(18:3W3/16:0) PS(34:3) pSer(18:3/16:0) pSer(18:3n3/16:0) pSer(18:3W3/16:0) pSer(34:3) 1-(9Z,12Z,15Z-Octadeatrienoyl)-2-hexadecanoyl-sn-glycero-3-phosphoserine PS(18:3(9Z,12Z,15Z)/16:0) C40H72NO10P 757.9741 757.489384041 (2S)-2-amino-3-({[(2R)-2-(hexadecanoyloxy)-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxy](hydroxy)phosphoryl}oxy)propanoic acid (2S)-2-amino-3-{[(2R)-2-(hexadecanoyloxy)-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxy(hydroxy)phosphoryl]oxy}propanoic acid [H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O InChI=1S/C40H72NO10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(42)48-33-36(34-49-52(46,47)50-35-37(41)40(44)45)51-39(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h5,7,11,13,17-18,36-37H,3-4,6,8-10,12,14-16,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/b7-5-,13-11-,18-17-/t36-,37+/m1/s1 MGXXGWZPTJJSOQ-HPYWTVDESA-N belongs to the class of organic compounds known as phosphatidylserines. These are glycerophosphoserines in which two fatty acids are bonded to the glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphoserines Phosphatidylserines Amino acids Carbonyl compounds Carboxylic acid esters Carboxylic acids Dialkyl phosphates Fatty acid esters Hydrocarbon derivatives L-alpha-amino acids Monoalkylamines Organic oxides Organopnictogen compounds Phosphoethanolamines Tricarboxylic acids and derivatives Aliphatic acyclic compound Alkyl phosphate Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Diacyl-glycerol-3-phosphoserine Dialkyl phosphate Fatty acid ester Fatty acyl Hydrocarbon derivative L-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphoethanolamine Phosphoric acid ester Primary aliphatic amine Primary amine Tricarboxylic acid or derivatives Aliphatic acyclic compounds Diacylglycerophosphoserines Solid logp 4.58 ALOGPS logs -6.89 ALOGPS logp 9.3 ChemAxon pka_strongest_acidic 1.47 ChemAxon pka_strongest_basic 9.38 ChemAxon iupac (2S)-2-amino-3-({[(2R)-2-(hexadecanoyloxy)-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxy](hydroxy)phosphoryl}oxy)propanoic acid ChemAxon average_mass 757.9741 ChemAxon mono_mass 757.489384041 ChemAxon smiles [H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O ChemAxon formula C40H72NO10P ChemAxon inchi InChI=1S/C40H72NO10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(42)48-33-36(34-49-52(46,47)50-35-37(41)40(44)45)51-39(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h5,7,11,13,17-18,36-37H,3-4,6,8-10,12,14-16,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/b7-5-,13-11-,18-17-/t36-,37+/m1/s1 ChemAxon inchikey MGXXGWZPTJJSOQ-HPYWTVDESA-N ChemAxon polar_surface_area 171.68 ChemAxon refractivity 209.39 ChemAxon polarizability 87.85 ChemAxon rotatable_bond_count 39 ChemAxon acceptor_count 7 ChemAxon donor_count 3 ChemAxon physiological_charge -1 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 Specdb::MsMs 2323672 Specdb::MsMs 2323673 Specdb::MsMs 2323674 Specdb::MsMs 2523558 Specdb::MsMs 2523559 Specdb::MsMs 2523560 Specdb::MsMs 2615430 Specdb::MsMs 2615431 Specdb::MsMs 2615432 Specdb::MsMs 2843717 Specdb::MsMs 2843718 Specdb::MsMs 2843719 Specdb::CMs 781475 Specdb::CMs 781476 Specdb::CMs 781477 Specdb::CMs 781478 Specdb::CMs 781479 Specdb::CMs 781480 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 Brain 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 Heart 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 Kidney 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 Liver 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 52926061 FDB029025