2.0 2012-07-30 14:54:48 -0600 2015-06-03 17:20:50 -0600 ECMDB21190 M2MDB001599 CDP-1,2-dioctadec-11-enoylglycerol Cdp-1,2-dioctadec-11-enoylglycerol belongs to the class of CDP-Diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. (inferred from compound structure) C48H85N3O15P2 1006.1471 1005.545592089 [({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy][(2R)-2,3-bis[(11Z)-octadec-11-enoyloxy]propoxy]phosphinic acid {[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(2R)-2,3-bis[(11Z)-octadec-11-enoyloxy]propoxyphosphinic acid CCCCCC\C=C/CCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h13-16,35-36,40-41,45-47,54-55H,3-12,17-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b15-13-,16-14-/t40-,41-,45-,46-,47-/m1/s1 KISJWPWNABZPGN-RUNXRXMXSA-N Membrane logp 6.88 ALOGPS logs -5.54 ALOGPS solubility 2.92e-03 g/l ALOGPS logp 10.34 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -0.52 ChemAxon iupac [({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy][(2R)-2,3-bis[(11Z)-octadec-11-enoyloxy]propoxy]phosphinic acid ChemAxon average_mass 1006.1471 ChemAxon mono_mass 1005.545592089 ChemAxon smiles CCCCCC\C=C/CCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC ChemAxon formula C48H85N3O15P2 ChemAxon inchi InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h13-16,35-36,40-41,45-47,54-55H,3-12,17-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b15-13-,16-14-/t40-,41-,45-,46-,47-/m1/s1 ChemAxon inchikey KISJWPWNABZPGN-RUNXRXMXSA-N ChemAxon polar_surface_area 263.27 ChemAxon refractivity 260.85 ChemAxon polarizability 109.15 ChemAxon rotatable_bond_count 44 ChemAxon acceptor_count 12 ChemAxon donor_count 5 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 290775 Specdb::NmrOneD 290776 Specdb::NmrOneD 290777 Specdb::NmrOneD 290778 Specdb::NmrOneD 290779 Specdb::NmrOneD 290780 Specdb::NmrOneD 290781 Specdb::NmrOneD 290782 Specdb::NmrOneD 290783 Specdb::NmrOneD 290784 Specdb::NmrOneD 290785 Specdb::NmrOneD 290786 Specdb::NmrOneD 290787 Specdb::NmrOneD 290788 Specdb::NmrOneD 290789 Specdb::NmrOneD 290790 Specdb::NmrOneD 290791 Specdb::NmrOneD 290792 Specdb::NmrOneD 290793 Specdb::NmrOneD 290794 Specdb::MsMs 38594 Specdb::MsMs 38595 Specdb::MsMs 38596 Specdb::MsMs 41042 Specdb::MsMs 41043 Specdb::MsMs 41044 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 CDP-diacylglycerol pyrophosphatase P06282 CDH_ECOLI cdh http://ecmdb.ca/proteins/P06282.xml CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase P0ABF8 PGSA_ECOLI pgsA http://ecmdb.ca/proteins/P0ABF8.xml Phosphatidate cytidylyltransferase P0ABG1 CDSA_ECOLI cdsA http://ecmdb.ca/proteins/P0ABG1.xml CDP-diacylglycerol--serine O-phosphatidyltransferase P23830 PSS_ECOLI pssA http://ecmdb.ca/proteins/P23830.xml Cytidine triphosphate + Hydrogen ion + PA(16:0/16:0) > CDP-1,2-dioctadec-11-enoylglycerol + Pyrophosphate CDP-1,2-dioctadec-11-enoylglycerol + Glycerol 3-phosphate > Cytidine monophosphate + Hydrogen ion + PGP(18:1(11Z)/18:1(11Z)) CDP-1,2-dioctadec-11-enoylglycerol + L-Serine > Cytidine monophosphate + Hydrogen ion + PS(16:0/16:0) CDP-1,2-dioctadec-11-enoylglycerol + Water > Cytidine monophosphate +2 Hydrogen ion + PA(16:0/16:0)