1.0 2018-06-25 21:46:07 UTC 2020-04-22 15:51:12 UTC BMDB0062041 BMDB62041 Phosphatidylserine Phosphatidylserine 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. Phosphatidylserine is possibly soluble (in water) and a very strong basic compound (based on its pKa). In cattle, phosphatidylserine is involved in the metabolic pathway called phosphatidylethanolamine biosynthesis pe(18:1(9Z)/18:2(9Z,12Z)) pathway. 3-O-sn-Phosphatidyl-L-serine O3-Phosphatidyl-L-serine Phosphatidyl-L-serine (2S)-2-Amino-3-({[(2R)-2-(butanoyloxy)-3-(propanoyloxy)propoxy](hydroxy)phosphoryl}oxy)propanoate 2-Acetamido-2-deoxy-D-glucose D-GlcNAc N-Acetyl-D-glucosamine N-Acetylchitosamine N Acetyl D glucosamine 2 Acetamido 2 deoxy D glucose 2 Acetamido 2 deoxyglucose 2-Acetamido-2-deoxyglucose Acetylglucosamine C13H24NO10P 385.3041 385.113782505 (2S)-2-amino-3-({[(2R)-2-(butanoyloxy)-3-(propanoyloxy)propoxy](hydroxy)phosphoryl}oxy)propanoic acid phosphatidylserine 8002-43-5 [H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC)OC(=O)CCC)C(O)=O InChI=1S/C13H24NO10P/c1-3-5-12(16)24-9(6-21-11(15)4-2)7-22-25(19,20)23-8-10(14)13(17)18/h9-10H,3-8,14H2,1-2H3,(H,17,18)(H,19,20)/t9-,10+/m1/s1 UNJJBGNPUUVVFQ-ZJUUUORDSA-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 logp -1.02 ALOGPS logs -2.02 ALOGPS logp -1.6 ChemAxon pka_strongest_acidic 1.47 ChemAxon pka_strongest_basic 9.38 ChemAxon iupac (2S)-2-amino-3-({[(2R)-2-(butanoyloxy)-3-(propanoyloxy)propoxy](hydroxy)phosphoryl}oxy)propanoic acid ChemAxon average_mass 385.3041 ChemAxon mono_mass 385.113782505 ChemAxon smiles [H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC)OC(=O)CCC)C(O)=O ChemAxon formula C13H24NO10P ChemAxon inchi InChI=1S/C13H24NO10P/c1-3-5-12(16)24-9(6-21-11(15)4-2)7-22-25(19,20)23-8-10(14)13(17)18/h9-10H,3-8,14H2,1-2H3,(H,17,18)(H,19,20)/t9-,10+/m1/s1 ChemAxon inchikey UNJJBGNPUUVVFQ-ZJUUUORDSA-N ChemAxon polar_surface_area 171.68 ChemAxon refractivity 81.81 ChemAxon polarizability 35.59 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 7 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 7195 Specdb::CMs 40269 Specdb::CMs 175021 Specdb::NmrOneD 152430 Specdb::NmrOneD 152431 Specdb::NmrOneD 152432 Specdb::NmrOneD 152433 Specdb::NmrOneD 152434 Specdb::NmrOneD 152435 Specdb::NmrOneD 152436 Specdb::NmrOneD 152437 Specdb::NmrOneD 152438 Specdb::NmrOneD 152439 Specdb::NmrOneD 152440 Specdb::NmrOneD 152441 Specdb::NmrOneD 152442 Specdb::NmrOneD 152443 Specdb::NmrOneD 152444 Specdb::NmrOneD 152445 Specdb::NmrOneD 152446 Specdb::NmrOneD 152447 Specdb::NmrOneD 152448 Specdb::NmrOneD 152449 Specdb::MsMs 252210 Specdb::MsMs 252211 Specdb::MsMs 252212 Specdb::MsMs 272151 Specdb::MsMs 272152 Specdb::MsMs 272153 Specdb::MsMs 2577627 Specdb::MsMs 2577628 Specdb::MsMs 2577629 Specdb::MsMs 2759996 Specdb::MsMs 2759997 Specdb::MsMs 2759998 Specdb::MsMs 2790671 Specdb::MsMs 2790672 Specdb::MsMs 2790673 Specdb::MsMs 2945661 Specdb::MsMs 2945662 Specdb::MsMs 2945663 Milk Jensen RG, Ferris AM, Lammi-Keefe CJ: The composition of milk fat. J Dairy Sci. 1991 Sep;74(9):3228-43. doi: 10.3168/jds.S0022-0302(91)78509-3. 1779072 Milk Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. 11913692 Milk Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 DB00144 13628254 18303 6323481 Phosphatidylserine Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. 11913692 Jensen RG, Ferris AM, Lammi-Keefe CJ: The composition of milk fat. J Dairy Sci. 1991 Sep;74(9):3228-43. doi: 10.3168/jds.S0022-0302(91)78509-3. 1779072 Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684