2.0 2012-07-30 14:54:48 -0600 2015-06-03 17:20:50 -0600 ECMDB21189 M2MDB001598 CDP-1,2-dihexadecanoylglycerol Cdp-1,2-dihexadecanoylglycerol 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) 1,2-Dihexadecanoyl-sn-glycero-3-CDP 1,2-Dihexadecanoyl-sn-glycero-3-cytidine 5'-diphosphate 1,2-Dihexadecanoyl-sn-glycero-3-cytidine 5'-diphosphoric acid 1,2-Dipalmitoyl-sn-glycero-3-CDP 1,2-Dipalmitoyl-sn-glycero-3-cytidine 5'-diphosphate 1,2-Dipalmitoyl-sn-glycero-3-cytidine 5'-diphosphoric acid CDP-1,2-Dipalmitoylglycerol CDP-DG(16:0/16:0) CDP-DG(32:0) CDP-Diacylglycerol(16:0/16:0) CDP-Diacylglycerol(32:0) CDP-Dihexadecanoyl-sn-glycerol C44H81N3O15P2 954.0726 953.514291961 [({[(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(hexadecanoyloxy)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(hexadecanoyloxy)propoxyphosphinic acid CCCCCCCCCCCCCCCC(=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)CCCCCCCCCCCCCCC InChI=1S/C44H81N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h31-32,36-37,41-43,50-51H,3-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t36-,37-,41-,42-,43-/m1/s1 ITYHVANGBZMQML-BQUKFSKHSA-N Membrane logp 5.98 ALOGPS logs -5.21 ALOGPS solubility 5.83e-03 g/l ALOGPS logp 9.28 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(hexadecanoyloxy)propoxy]phosphinic acid ChemAxon average_mass 954.0726 ChemAxon mono_mass 953.514291961 ChemAxon smiles CCCCCCCCCCCCCCCC(=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)CCCCCCCCCCCCCCC ChemAxon formula C44H81N3O15P2 ChemAxon inchi InChI=1S/C44H81N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h31-32,36-37,41-43,50-51H,3-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t36-,37-,41-,42-,43-/m1/s1 ChemAxon inchikey ITYHVANGBZMQML-BQUKFSKHSA-N ChemAxon polar_surface_area 263.27 ChemAxon refractivity 240.21 ChemAxon polarizability 104.25 ChemAxon rotatable_bond_count 42 ChemAxon acceptor_count 12 ChemAxon donor_count 5 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 4523 Specdb::NmrOneD 305151 Specdb::NmrOneD 305152 Specdb::NmrOneD 305153 Specdb::NmrOneD 305154 Specdb::NmrOneD 305155 Specdb::NmrOneD 305156 Specdb::NmrOneD 305157 Specdb::NmrOneD 305158 Specdb::NmrOneD 305159 Specdb::NmrOneD 305160 Specdb::NmrOneD 305161 Specdb::NmrOneD 305162 Specdb::NmrOneD 305163 Specdb::NmrOneD 305164 Specdb::NmrOneD 305165 Specdb::NmrOneD 305166 Specdb::NmrOneD 305167 Specdb::NmrOneD 305168 Specdb::NmrOneD 305169 Specdb::NmrOneD 305170 Specdb::MsMs 37004 Specdb::MsMs 37005 Specdb::MsMs 37006 Specdb::MsMs 39452 Specdb::MsMs 39453 Specdb::MsMs 39454 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-dihexadecanoylglycerol + Pyrophosphate CDP-1,2-dihexadecanoylglycerol + Glycerol 3-phosphate > Cytidine monophosphate + Hydrogen ion + PGP(16:0/16:0) CDP-1,2-dihexadecanoylglycerol + L-Serine > Cytidine monophosphate + Hydrogen ion + PS(16:0/16:0) CDP-1,2-dihexadecanoylglycerol + Water > Cytidine monophosphate +2 Hydrogen ion + PA(16:0/16:0)