2.02012-05-31 14:20:23 -06002015-06-03 17:19:01 -0600ECMDB11156M2MDB000816PA(20:4(5Z,8Z,11Z,14Z)e/2:0)2-Acetyl-1-(5Z,8Z,11Z,14Z-eicosatetraenyl)-sn-glycero-phosphate is an 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.2-Acetyl-1-(5Z,8Z,11Z,14Z-eicosatetraenyl)-sn-glycero-phosphate2-Acetyl-1-(5Z,8Z,11Z,14Z-eicosatetraenyl)-sn-glycero-phosphoric acidPA(O-20:4(5Z,8Z,11Z,14Z)/2:0)C25H43O7P486.5785486.274640242[(2R)-2-(acetyloxy)-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yloxy]propoxy]phosphonic acid(2R)-2-(acetyloxy)-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yloxy]propoxyphosphonic acidCCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCOC[C@]([H])(COP(=O)(O)O)OC(C)=OInChI=1S/C25H43O7P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-30-22-25(32-24(2)26)23-31-33(27,28)29/h7-8,10-11,13-14,16-17,25H,3-6,9,12,15,18-23H2,1-2H3,(H2,27,28,29)/b8-7-,11-10-,14-13-,17-16-/t25-/m1/s1LTIFQHVEGFEXBJ-NTNVCBRRSA-NSolidInner membraneMembraneOuter membranelogp5.89logs-5.60solubility1.22e-03 g/llogp6.11pka_strongest_acidic1.32pka_strongest_basic-4.1iupac[(2R)-2-(acetyloxy)-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yloxy]propoxy]phosphonic acidaverage_mass486.5785mono_mass486.274640242smilesCCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCOC[C@]([H])(COP(=O)(O)O)OC(C)=OformulaC25H43O7PinchiInChI=1S/C25H43O7P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-30-22-25(32-24(2)26)23-31-33(27,28)29/h7-8,10-11,13-14,16-17,25H,3-6,9,12,15,18-23H2,1-2H3,(H2,27,28,29)/b8-7-,11-10-,14-13-,17-16-/t25-/m1/s1inchikeyLTIFQHVEGFEXBJ-NTNVCBRRSA-Npolar_surface_area102.29refractivity137.25polarizability53.73rotatable_bond_count22acceptor_count5donor_count2physiological_charge-2formal_charge0Glycerophospholipid metabolismec00564phospholipid biosynthesis IPHOSLIPSYN-PWYSpecdb::CMs22989Specdb::CMs145910Specdb::NmrOneD306751Specdb::NmrOneD306752Specdb::NmrOneD306753Specdb::NmrOneD306754Specdb::NmrOneD306755Specdb::NmrOneD306756Specdb::NmrOneD306757Specdb::NmrOneD306758Specdb::NmrOneD306759Specdb::NmrOneD306760Specdb::NmrOneD306761Specdb::NmrOneD306762Specdb::NmrOneD306763Specdb::NmrOneD306764Specdb::NmrOneD306765Specdb::NmrOneD306766Specdb::NmrOneD306767Specdb::NmrOneD306768Specdb::NmrOneD306769Specdb::NmrOneD306770Specdb::MsMs27359Specdb::MsMs27360Specdb::MsMs27361Specdb::MsMs33917Specdb::MsMs33918Specdb::MsMs33919Specdb::MsMs2784955Specdb::MsMs2784956Specdb::MsMs2784957Specdb::MsMs2923435Specdb::MsMs2923436Specdb::MsMs2923437HMDB1115624766522Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590.21097882Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114.22080510Uniprot Consortium (2012). "Reorganizing the protein space at the Universal Protein Resource (UniProt)." Nucleic Acids Res 40:D71-D75.22102590Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A1-acyl-sn-glycerol-3-phosphate acyltransferaseP26647PLSC_ECOLIplsChttp://ecmdb.ca/proteins/P26647.xmlProtein crcAP37001CRCA_ECOLIcrcAhttp://ecmdb.ca/proteins/P37001.xmlProbable phospholipid ABC transporter-binding protein mlaBP64602MLAB_ECOLImlaBhttp://ecmdb.ca/proteins/P64602.xmlProbable phospholipid ABC transporter-binding protein mlaDP64604MLAD_ECOLImlaDhttp://ecmdb.ca/proteins/P64604.xmlProbable phospholipid ABC transporter permease protein mlaEP64606MLAE_ECOLImlaEhttp://ecmdb.ca/proteins/P64606.xml