1.0 2011-09-21 01:36:06 UTC 2015-07-21 06:59:21 UTC FDB028205 LysoPE(0:0/20:5(5Z,8Z,11Z,14Z,17Z)) LysoPE(0:0/20:5(5Z,8Z,11Z,14Z,17Z)) 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] (5Z,8Z,11Z,14Z,17Z-Eicosapentaenoyl)-lysoatidylethanolamine 1-Hydroxy-2-eicosapentaenoyl-sn-glycero-3-oethanolamine 1-hydroxy-2-eicosapentaenoyl-sn-glycero-3-phosphoethanolamine LPE(0:0/20:5) LPE(0:0/20:5n3) LPE(0:0/20:5w3) LPE(20:5) Lyso-PE(0:0/20:5) Lyso-PE(0:0/20:5n3) Lyso-PE(0:0/20:5w3) Lyso-PE(20:5) Lysoatidylethanolamine(0:0/20:5) Lysoatidylethanolamine(0:0/20:5N3) Lysoatidylethanolamine(0:0/20:5W3) Lysoatidylethanolamine(20:5) LysoPE(0:0/20:5) LysoPE(0:0/20:5n3) LysoPE(0:0/20:5w3) LysoPE(20:5) Lysophosphatidylethanolamine(0:0/20:5) Lysophosphatidylethanolamine(0:0/20:5n3) Lysophosphatidylethanolamine(0:0/20:5w3) C25H42NO7P 499.5772 499.269889215 (2-aminoethoxy)[(2R)-3-hydroxy-2-(icosa-5,8,11,14,17-pentaenoyloxy)propoxy]phosphinic acid 2-aminoethoxy(2R)-3-hydroxy-2-(icosa-5,8,11,14,17-pentaenoyloxy)propoxyphosphinic acid [H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC InChI=1S/C25H42NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(28)33-24(22-27)23-32-34(29,30)31-21-20-26/h3-4,6-7,9-10,12-13,15-16,24,27H,2,5,8,11,14,17-23,26H2,1H3,(H,29,30)/t24-/m1/s1 MMHCCHGAKPRCIO-XMMPIXPASA-N belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphoethanolamine. 2-acyl-sn-glycero-3-phosphoethanolamines Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphoethanolamines Aliphatic acyclic compounds Amino acids and derivatives Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Fatty acid esters Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Phosphoethanolamines Primary alcohols 2-monoacyl-sn-glycero-3-phosphoethanolamine Alcohol Aliphatic acyclic compound Alkyl phosphate Amine Amino acid or derivatives Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl phosphate Fatty acid ester Fatty acyl Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphoethanolamine Phosphoric acid ester Primary alcohol Primary aliphatic amine Primary amine Solid logp 4.26 ALOGPS logs -4.96 ALOGPS solubility 5.45e-03 g/l ALOGPS logp 3.5 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 10 ChemAxon iupac (2-aminoethoxy)[(2R)-3-hydroxy-2-(icosa-5,8,11,14,17-pentaenoyloxy)propoxy]phosphinic acid ChemAxon average_mass 499.5772 ChemAxon mono_mass 499.269889215 ChemAxon smiles [H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC ChemAxon formula C25H42NO7P ChemAxon inchi InChI=1S/C25H42NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(28)33-24(22-27)23-32-34(29,30)31-21-20-26/h3-4,6-7,9-10,12-13,15-16,24,27H,2,5,8,11,14,17-23,26H2,1H3,(H,29,30)/t24-/m1/s1 ChemAxon inchikey MMHCCHGAKPRCIO-XMMPIXPASA-N ChemAxon polar_surface_area 128.31 ChemAxon refractivity 141.4 ChemAxon polarizability 54.32 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon HMDB11489 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823