2.0 2012-05-31 14:20:23 -0600 2015-06-03 17:19:01 -0600 ECMDB11156 M2MDB000816 PA(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-phosphate 2-Acetyl-1-(5Z,8Z,11Z,14Z-eicosatetraenyl)-sn-glycero-phosphoric acid PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) C25H43O7P 486.5785 486.274640242 [(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 acid CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCOC[C@]([H])(COP(=O)(O)O)OC(C)=O InChI=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/s1 LTIFQHVEGFEXBJ-NTNVCBRRSA-N Solid Inner membrane Membrane Outer membrane logp 5.89 ALOGPS logs -5.60 ALOGPS solubility 1.22e-03 g/l ALOGPS logp 6.11 ChemAxon pka_strongest_acidic 1.32 ChemAxon pka_strongest_basic -4.1 ChemAxon iupac [(2R)-2-(acetyloxy)-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yloxy]propoxy]phosphonic acid ChemAxon average_mass 486.5785 ChemAxon mono_mass 486.274640242 ChemAxon smiles CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCOC[C@]([H])(COP(=O)(O)O)OC(C)=O ChemAxon formula C25H43O7P ChemAxon inchi InChI=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/s1 ChemAxon inchikey LTIFQHVEGFEXBJ-NTNVCBRRSA-N ChemAxon polar_surface_area 102.29 ChemAxon refractivity 137.25 ChemAxon polarizability 53.73 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Glycerophospholipid metabolism ec00564 phospholipid biosynthesis I PHOSLIPSYN-PWY Specdb::CMs 22989 Specdb::CMs 145910 Specdb::NmrOneD 306751 Specdb::NmrOneD 306752 Specdb::NmrOneD 306753 Specdb::NmrOneD 306754 Specdb::NmrOneD 306755 Specdb::NmrOneD 306756 Specdb::NmrOneD 306757 Specdb::NmrOneD 306758 Specdb::NmrOneD 306759 Specdb::NmrOneD 306760 Specdb::NmrOneD 306761 Specdb::NmrOneD 306762 Specdb::NmrOneD 306763 Specdb::NmrOneD 306764 Specdb::NmrOneD 306765 Specdb::NmrOneD 306766 Specdb::NmrOneD 306767 Specdb::NmrOneD 306768 Specdb::NmrOneD 306769 Specdb::NmrOneD 306770 Specdb::MsMs 27359 Specdb::MsMs 27360 Specdb::MsMs 27361 Specdb::MsMs 33917 Specdb::MsMs 33918 Specdb::MsMs 33919 Specdb::MsMs 2784955 Specdb::MsMs 2784956 Specdb::MsMs 2784957 Specdb::MsMs 2923435 Specdb::MsMs 2923436 Specdb::MsMs 2923437 HMDB11156 24766522 Keseler, 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. 21097882 Kanehisa, 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. 22080510 Uniprot Consortium (2012). "Reorganizing the protein space at the Universal Protein Resource (UniProt)." Nucleic Acids Res 40:D71-D75. 22102590 Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A 1-acyl-sn-glycerol-3-phosphate acyltransferase P26647 PLSC_ECOLI plsC http://ecmdb.ca/proteins/P26647.xml Protein crcA P37001 CRCA_ECOLI crcA http://ecmdb.ca/proteins/P37001.xml Probable phospholipid ABC transporter-binding protein mlaB P64602 MLAB_ECOLI mlaB http://ecmdb.ca/proteins/P64602.xml Probable phospholipid ABC transporter-binding protein mlaD P64604 MLAD_ECOLI mlaD http://ecmdb.ca/proteins/P64604.xml Probable phospholipid ABC transporter permease protein mlaE P64606 MLAE_ECOLI mlaE http://ecmdb.ca/proteins/P64606.xml