1.0 2011-09-21 01:32:00 UTC 2015-07-21 06:59:16 UTC FDB027919 LPA(18:0e/0:0) 1-Octadecyl-sn-glycero-3-phosphate is a lysophosphatidyl ether lipid. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. The formation of the ether bond in mammals requires two enzymes, dihydoxyacetonephosphate acyltransferase (DHAPAT) and alkyldihydroxyacetonephosphate synthase (ADAPS), that reside in the peroxisome. [HMDB] [(2R)-2-Hydroxy-3-octadecoxy-propyl] dihydrogen ate [(2R)-2-hydroxy-3-octadecoxy-propyl] dihydrogen phosphate 1-Octadecyl-sn-glycero-3-ate 1-Octadecyl-sn-glycero-3-phosphate LysoPA(18:0e) LysoPA(o-18:0) PA(o-18:0/0:0) C21H45O6P 424.5522 424.295375684 [(2R)-2-hydroxy-3-(octadecyloxy)propoxy]phosphonic acid (2R)-2-hydroxy-3-(octadecyloxy)propoxyphosphonic acid [H][C@@](O)(COCCCCCCCCCCCCCCCCCC)COP(O)(O)=O InChI=1S/C21H45O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26-19-21(22)20-27-28(23,24)25/h21-22H,2-20H2,1H3,(H2,23,24,25)/t21-/m1/s1 HUUYDUFSUADEJQ-OAQYLSRUSA-N belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage. Phosphatidylcholines Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines Aliphatic acyclic compounds Amines Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Organic oxides Organic salts Organopnictogen compounds Phosphocholines Tetraalkylammonium salts Aliphatic acyclic compound Alkyl phosphate Amine Carbonyl group Carboxylic acid derivative Carboxylic acid ester Diacylglycero-3-phosphocholine 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 Organic salt Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphocholine Phosphoric acid ester Quaternary ammonium salt Tetraalkylammonium salt Solid logp 5.43 ALOGPS logs -5.25 ALOGPS solubility 2.41e-03 g/l ALOGPS logp 6.23 ChemAxon pka_strongest_acidic 1.51 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac [(2R)-2-hydroxy-3-(octadecyloxy)propoxy]phosphonic acid ChemAxon average_mass 424.5522 ChemAxon mono_mass 424.295375684 ChemAxon smiles [H][C@@](O)(COCCCCCCCCCCCCCCCCCC)COP(O)(O)=O ChemAxon formula C21H45O6P ChemAxon inchi InChI=1S/C21H45O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26-19-21(22)20-27-28(23,24)25/h21-22H,2-20H2,1H3,(H2,23,24,25)/t21-/m1/s1 ChemAxon inchikey HUUYDUFSUADEJQ-OAQYLSRUSA-N ChemAxon polar_surface_area 96.22 ChemAxon refractivity 114.43 ChemAxon polarizability 51.55 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Plasmalogen Synthesis SMP00479 Specdb::CMs 11365 Specdb::MsMs 291091 Specdb::MsMs 291092 Specdb::MsMs 291093 Specdb::MsMs 330907 Specdb::MsMs 330908 Specdb::MsMs 330909 HMDB11144 1-acyl-sn-glycerol-3-phosphate acyltransferase alpha Q99943 AGPAT1 1-acyl-sn-glycerol-3-phosphate acyltransferase beta O15120 AGPAT2 1-acyl-sn-glycerol-3-phosphate acyltransferase delta Q9NRZ5 AGPAT4 1-acyl-sn-glycerol-3-phosphate acyltransferase epsilon Q9NUQ2 AGPAT5 1-acyl-sn-glycerol-3-phosphate acyltransferase gamma Q9NRZ7 AGPAT3 Acyl-CoA:lysophosphatidylglycerol acyltransferase 1 Q92604 LPGAT1 Focal adhesion kinase 1 Q05397 PTK2 Glycerol-3-phosphate acyltransferase 3 Q53EU6 AGPAT9 Glycerol-3-phosphate acyltransferase 4 Q86UL3 AGPAT6 Lipid phosphate phosphatase-related protein type 4 Q7Z2D5 LPPR4 Lysocardiolipin acyltransferase 1 Q6UWP7 LCLAT1 Lysophosphatidic acid phosphatase type 6 Q9NPH0 ACP6 Lysophosphatidic acid receptor 1 Q92633 LPAR1 Lysophosphatidic acid receptor 2 Q9HBW0 LPAR2 Lysophosphatidic acid receptor 3 Q9UBY5 LPAR3 Lysophosphatidic acid receptor 5 Q9H1C0 LPAR5 Lysophosphatidylcholine acyltransferase 2 Q7L5N7 LPCAT2 Lysophospholipid acyltransferase LPCAT4 Q643R3 LPCAT4