2.0 2015-09-08 17:50:25 -0600 2015-09-14 16:46:20 -0600 ECMDB24249 M2MDB006366 sn-glycero-3-phosphoethanolamine Sn-glycero-3-phosphoethanolamine is a substrate for: Lysoplasmalogenase. C5H14NO6P 215.1415 215.055873697 (2-aminoethoxy)(2,3-dihydroxypropoxy)phosphinic acid glycerophosphorylethanolamine NCCOP(O)(=O)OCC(O)CO InChI=1S/C5H14NO6P/c6-1-2-11-13(9,10)12-4-5(8)3-7/h5,7-8H,1-4,6H2,(H,9,10) JZNWSCPGTDBMEW-UHFFFAOYSA-N logp -2.31 ALOGPS logs -0.77 ALOGPS solubility 3.65e+01 g/l ALOGPS logp -3.4 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 10 ChemAxon iupac (2-aminoethoxy)(2,3-dihydroxypropoxy)phosphinic acid ChemAxon average_mass 215.1415 ChemAxon mono_mass 215.055873697 ChemAxon smiles NCCOP(O)(=O)OCC(O)CO ChemAxon formula C5H14NO6P ChemAxon inchi InChI=1S/C5H14NO6P/c6-1-2-11-13(9,10)12-4-5(8)3-7/h5,7-8H,1-4,6H2,(H,9,10) ChemAxon inchikey JZNWSCPGTDBMEW-UHFFFAOYSA-N ChemAxon polar_surface_area 122.24 ChemAxon refractivity 43.82 ChemAxon polarizability 19.07 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon glycerol metabolism III (sn-glycero-3-phosphoethanolamine) Glycerol metabolism starts with glycerol is introduced into the cytoplasm through a glycerol channel GlpF Glycerol is then phosphorylated through an ATP mediated glycerol kinase resulting in a Glycerol 3-phosphate. This compound can also be obtained through sn-glycero-3-phosphethanolamine reacting with water through a glycerophosphoryl diester phosphodiesterase producing a benzyl alcohol, a hydrogen ion and a glycerol 3-phosphate or the campound can be introduced into the cytoplasm through a glycerol-3-phosphate:phosphate antiporter. Glycerol 3-phosphate is then metabolized into a dihydroxyacetone phosphate in both aerobic or anaerobic conditions. In anaerobic conditions the metabolism is done through the reaction of glycerol 3-phosphate with a menaquinone mediated by a glycerol-3-phosphate dehydrogenase protein complex. In aerobic conditions, the metabolism is done through the reaction of glycerol 3-phosphate with ubiquinone mediated by a glycerol-3-phosphate dehydrogenase [NAD(P]+]. Dihydroxyacetone phosphate is then introduced into the fructose metabolism by turning a dihydroxyacetone into an isomer through a triosephosphate isomerase resulting in a D-glyceraldehyde 3-phosphate which in turn reacts with a phosphate through a NAD dependent Glyceraldehyde 3-phosphate dehydrogenase resulting in a glyceric acid 1,3-biphosphate. This compound is desphosphorylated by a phosphoglycerate kinase resulting in a 3-phosphoglyceric acid.This compound in turn can either react with a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase or a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase resulting in a 2-phospho-D-glyceric acid. This compound interacts with an enolase resulting in a phosphoenolpyruvic acid and water. Phosphoenolpyruvic acid can react either through a AMP driven phosphoenoylpyruvate synthase or a ADP driven pyruvate kinase protein complex resulting in a pyruvic acid. Pyruvic acid reacts with CoA through a NAD driven pyruvate dehydrogenase complex resulting in a carbon dioxide and a Acetyl-CoA which gets incorporated into the TCA cycle pathway. PW000916 Metabolic Specdb::CMs 2792 Specdb::CMs 133741 Specdb::CMs 141475 Specdb::CMs 1050301 Specdb::CMs 1050302 Specdb::CMs 1050304 Specdb::CMs 1050306 Specdb::CMs 1050308 Specdb::CMs 1050310 Specdb::CMs 1050311 Specdb::CMs 1050313 Specdb::CMs 1050315 Specdb::CMs 1050317 Specdb::CMs 1050319 Specdb::CMs 1050321 Specdb::CMs 1050323 Specdb::CMs 1050324 Specdb::CMs 1050326 Specdb::CMs 1050328 Specdb::CMs 1050330 Specdb::CMs 1050331 Specdb::CMs 1050333 Specdb::CMs 1050335 Specdb::CMs 1050337 Specdb::CMs 1050339 Specdb::NmrOneD 5732 Specdb::NmrOneD 5733 Specdb::NmrOneD 5734 Specdb::NmrOneD 5735 Specdb::NmrOneD 5736 Specdb::NmrOneD 5737 Specdb::NmrOneD 5738 Specdb::NmrOneD 5739 Specdb::NmrOneD 5740 Specdb::NmrOneD 5741 Specdb::NmrOneD 5742 Specdb::NmrOneD 5743 Specdb::NmrOneD 5744 Specdb::NmrOneD 5745 Specdb::NmrOneD 5746 Specdb::NmrOneD 5747 Specdb::NmrOneD 5748 Specdb::NmrOneD 5749 Specdb::NmrOneD 5750 Specdb::NmrOneD 5751 Specdb::MsMs 27476 Specdb::MsMs 27477 Specdb::MsMs 27478 Specdb::MsMs 34034 Specdb::MsMs 34035 Specdb::MsMs 34036 Specdb::MsMs 2835852 Specdb::MsMs 2835853 Specdb::MsMs 2835854 Specdb::MsMs 2873684 Specdb::MsMs 2873685 Specdb::MsMs 2873686 Glycerophosphoryl diester phosphodiesterase P09394 GLPQ_ECOLI glpQ http://ecmdb.ca/proteins/P09394.xml Glycerophosphoryl diester phosphodiesterase_ P10908 UGPQ_ECOLI ugpQ http://ecmdb.ca/proteins/P10908.xml sn-glycero-3-phosphoethanolamine + Water > Benzyl alcohol + Hydrogen ion + Glycerol 3-phosphate PW_R003445