1.02011-09-21 01:32:00 UTC2015-07-21 06:59:16 UTCFDB027919LPA(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 phosphate1-Octadecyl-sn-glycero-3-ate1-Octadecyl-sn-glycero-3-phosphateLysoPA(18:0e)LysoPA(o-18:0)PA(o-18:0/0:0)C21H45O6P424.5522424.295375684[(2R)-2-hydroxy-3-(octadecyloxy)propoxy]phosphonic acid(2R)-2-hydroxy-3-(octadecyloxy)propoxyphosphonic acid[H][C@@](O)(COCCCCCCCCCCCCCCCCCC)COP(O)(O)=OInChI=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/s1HUUYDUFSUADEJQ-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.PhosphatidylcholinesOrganic compoundsLipids and lipid-like moleculesGlycerophospholipidsGlycerophosphocholinesAliphatic acyclic compoundsAminesCarbonyl compoundsCarboxylic acid estersDialkyl phosphatesDicarboxylic acids and derivativesFatty acid estersHydrocarbon derivativesOrganic oxidesOrganic saltsOrganopnictogen compoundsPhosphocholinesTetraalkylammonium saltsAliphatic acyclic compoundAlkyl phosphateAmineCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDiacylglycero-3-phosphocholineDialkyl phosphateDicarboxylic acid or derivativesFatty acid esterFatty acylHydrocarbon derivativeOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganic phosphoric acid derivativeOrganic saltOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPhosphocholinePhosphoric acid esterQuaternary ammonium saltTetraalkylammonium saltSolidlogp5.43logs-5.25solubility2.41e-03 g/llogp6.23pka_strongest_acidic1.51pka_strongest_basic-3.4iupac[(2R)-2-hydroxy-3-(octadecyloxy)propoxy]phosphonic acidaverage_mass424.5522mono_mass424.295375684smiles[H][C@@](O)(COCCCCCCCCCCCCCCCCCC)COP(O)(O)=OformulaC21H45O6PinchiInChI=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/s1inchikeyHUUYDUFSUADEJQ-OAQYLSRUSA-Npolar_surface_area96.22refractivity114.43polarizability51.55rotatable_bond_count22acceptor_count5donor_count3physiological_charge-2formal_charge0Plasmalogen SynthesisSMP00479Specdb::CMs11365Specdb::MsMs291091Specdb::MsMs291092Specdb::MsMs291093Specdb::MsMs330907Specdb::MsMs330908Specdb::MsMs330909HMDB111441-acyl-sn-glycerol-3-phosphate acyltransferase alphaQ99943AGPAT11-acyl-sn-glycerol-3-phosphate acyltransferase betaO15120AGPAT21-acyl-sn-glycerol-3-phosphate acyltransferase deltaQ9NRZ5AGPAT41-acyl-sn-glycerol-3-phosphate acyltransferase epsilonQ9NUQ2AGPAT51-acyl-sn-glycerol-3-phosphate acyltransferase gammaQ9NRZ7AGPAT3Acyl-CoA:lysophosphatidylglycerol acyltransferase 1Q92604LPGAT1Focal adhesion kinase 1Q05397PTK2Glycerol-3-phosphate acyltransferase 3Q53EU6AGPAT9Glycerol-3-phosphate acyltransferase 4Q86UL3AGPAT6Lipid phosphate phosphatase-related protein type 4Q7Z2D5LPPR4Lysocardiolipin acyltransferase 1Q6UWP7LCLAT1Lysophosphatidic acid phosphatase type 6Q9NPH0ACP6Lysophosphatidic acid receptor 1Q92633LPAR1Lysophosphatidic acid receptor 2Q9HBW0LPAR2Lysophosphatidic acid receptor 3Q9UBY5LPAR3Lysophosphatidic acid receptor 5Q9H1C0LPAR5Lysophosphatidylcholine acyltransferase 2Q7L5N7LPCAT2Lysophospholipid acyltransferase LPCAT4Q643R3LPCAT4