1.02011-09-21 01:36:18 UTC2015-07-21 06:59:21 UTCFDB028219LysoPE(16:0/0:0)LysoPE(16:0/0:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms. [HMDB]1-Hexadecanoyl-sn-glycero-3-oethanolamine1-Palmitoyl-2-hydroxy-sn-glycero-3-oethanolamine1-palmitoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine1-Palmitoyl-sn-glycero-3-oethanolamine zwitterion2-Ammonioethyl (2R)-2-hydroxy-3-(palmitoyloxy)propyl ate2-Ammonioethyl (2R)-2-hydroxy-3-(palmitoyloxy)propyl ic acidLPE(16:0/0:0)Lyso-PE(16:0/0:0)Lysoatidylethanolamine(16:0/0:0)LysoPE(16:0/0:0)Lysophosphatidylethanolamine(16:0/0:0)PE(16:0/0:0)C21H44NO7P453.5503453.285539279(2-aminoethoxy)[(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy]phosphinic acid2-aminoethoxy(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxyphosphinic acid[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OCCNInChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)/t20-/m1/s1YVYMBNSKXOXSKW-HXUWFJFHSA-N belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphoethanolamine.1-acyl-sn-glycero-3-phosphoethanolaminesOrganic compoundsLipids and lipid-like moleculesGlycerophospholipidsGlycerophosphoethanolaminesAliphatic acyclic compoundsAmino acids and derivativesCarbonyl compoundsCarboxylic acid estersDialkyl phosphatesFatty acid estersHydrocarbon derivativesMonoalkylaminesMonocarboxylic acids and derivativesOrganic oxidesOrganopnictogen compoundsPhosphoethanolaminesSecondary alcohols1-monoacyl-sn-glycero-3-phosphoethanolamineAlcoholAliphatic acyclic compoundAlkyl phosphateAmineAmino acid or derivativesCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDialkyl phosphateFatty acid esterFatty acylHydrocarbon derivativeMonocarboxylic acid or derivativesOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganic phosphoric acid derivativeOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPhosphoethanolaminePhosphoric acid esterPrimary aliphatic aminePrimary amineSecondary alcohol1-acyl-sn-glycero-3-phosphoethanolamineMonoacylglycerophosphoethanolaminesSolidlogp4.10logs-5.28solubility2.37e-03 g/llogp3.53pka_strongest_acidic1.87pka_strongest_basic10iupac(2-aminoethoxy)[(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy]phosphinic acidaverage_mass453.5503mono_mass453.285539279smiles[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OCCNformulaC21H44NO7PinchiInChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)/t20-/m1/s1inchikeyYVYMBNSKXOXSKW-HXUWFJFHSA-Npolar_surface_area128.31refractivity117.41polarizability52.25rotatable_bond_count23acceptor_count5donor_count3physiological_charge0formal_charge0Phospholipid BiosynthesisSMP00025map00564Specdb::CMs19244Specdb::CMs39628Specdb::CMs156537Specdb::NmrOneD261088Specdb::NmrOneD261089Specdb::NmrOneD261090Specdb::NmrOneD261091Specdb::NmrOneD261092Specdb::NmrOneD261093Specdb::NmrOneD261094Specdb::NmrOneD261095Specdb::NmrOneD261096Specdb::NmrOneD261097Specdb::NmrOneD261098Specdb::NmrOneD261099Specdb::NmrOneD261100Specdb::NmrOneD261101Specdb::NmrOneD261102Specdb::NmrOneD261103Specdb::NmrOneD261104Specdb::NmrOneD261105Specdb::NmrOneD261106Specdb::NmrOneD261107Specdb::MsMs308758Specdb::MsMs308759Specdb::MsMs308760Specdb::MsMs353026Specdb::MsMs353027Specdb::MsMs353028Specdb::MsMs2253014Specdb::MsMs2253481Specdb::MsMs2255464Specdb::MsMs2348036Specdb::MsMs2348037Specdb::MsMs2348038Specdb::MsMs2587597Specdb::MsMs2587598Specdb::MsMs2587599HMDB11503AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823