1.0 2020-05-05 15:49:42 UTC 2020-05-05 18:39:05 UTC BMDB0109676 1-Stearoylglycerophosphoserine C24H48NO9P 525.62 525.306669128 2-amino-3-({hydroxy[2-hydroxy-3-(octadecanoyloxy)propoxy]phosphoryl}oxy)propanoic acid 2-amino-3-{[hydroxy(2-hydroxy-3-(octadecanoyloxy)propoxy)phosphoryl]oxy}propanoic acid CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OCC(N)C(O)=O InChI=1S/C24H48NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h21-22,26H,2-20,25H2,1H3,(H,28,29)(H,30,31) ZPDQFUYPBVXUKS-UHFFFAOYSA-N belongs to the class of organic compounds known as 1-acyl-glycerol-3-phosphoserines. These are monoacylglycerol-3-phosphoserines with a fatty acyl chain linked to the O1-atom of the glycerol moiety. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphoserines 1-acyl-glycerol-3-phosphoserines Alpha amino acids Amino acids Carbonyl compounds Carboxylic acid esters Carboxylic acids Dialkyl phosphates Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Monoalkylamines Organic oxides Organopnictogen compounds Phosphoethanolamines Secondary alcohols 1-monoacyl-glycerol-3-phosphoserine Alcohol 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 Dialkyl phosphate Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative 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 Secondary alcohol Aliphatic acyclic compounds logp 1.65 ALOGPS logs -5.50 ALOGPS logp 3.5 ChemAxon pka_strongest_acidic 1.51 ChemAxon pka_strongest_basic 9.38 ChemAxon iupac 2-amino-3-({hydroxy[2-hydroxy-3-(octadecanoyloxy)propoxy]phosphoryl}oxy)propanoic acid ChemAxon average_mass 525.62 ChemAxon mono_mass 525.306669128 ChemAxon smiles CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OCC(N)C(O)=O ChemAxon formula C24H48NO9P ChemAxon inchi InChI=1S/C24H48NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h21-22,26H,2-20,25H2,1H3,(H,28,29)(H,30,31) ChemAxon inchikey ZPDQFUYPBVXUKS-UHFFFAOYSA-N ChemAxon polar_surface_area 165.61 ChemAxon refractivity 132.44 ChemAxon polarizability 59.93 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 7 ChemAxon donor_count 4 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 1241962 Specdb::MsMs 1241963 Specdb::MsMs 1241964 Specdb::MsMs 1357357 Specdb::MsMs 1357358 Specdb::MsMs 1357359 Specdb::MsMs 2344988 Specdb::MsMs 2344989 Specdb::MsMs 2344990 Specdb::MsMs 2589757 Specdb::MsMs 2589758 Specdb::MsMs 2589759 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 74849606 74819135