2.0 2015-06-05 11:08:47 -0600 2015-08-05 16:22:05 -0600 ECMDB23846 M2MDB005129 alpha-D-Ribose 1-methylphosphonate 5-phosphate An organophosphate oxoanion obtained by deprotonation of the phosphate and phosphonate OH groups of α-D-ribose 1-methylphosphonate 5-phosphate; major species at pH 7.3. a-D-Ribose 1-methylphosphonate 5-phosphate a-D-Ribose 1-methylphosphonic acid 5-phosphoric acid alpha-D-Ribose 1-methylphosphonic acid 5-phosphoric acid α-D-Ribose 1-methylphosphonate 5-phosphate α-D-Ribose 1-methylphosphonic acid 5-phosphoric acid C6H14O10P2 308.116 308.006220647 {[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(methyl)phosphoryl]oxy}oxolan-2-yl]methoxy}phosphonic acid [(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(methyl)phosphoryl]oxy}oxolan-2-yl]methoxyphosphonic acid CP(O)(=O)O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O InChI=1S/C6H14O10P2/c1-17(9,10)16-6-5(8)4(7)3(15-6)2-14-18(11,12)13/h3-8H,2H2,1H3,(H,9,10)(H2,11,12,13)/t3-,4-,5-,6-/m1/s1 RITBIFGLPRFTSB-KVTDHHQDSA-N logp -1.45 ALOGPS logs -1.20 ALOGPS solubility 1.92e+01 g/l ALOGPS logp -2.7 ChemAxon pka_strongest_acidic 0.96 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac {[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(methyl)phosphoryl]oxy}oxolan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 308.116 ChemAxon mono_mass 308.006220647 ChemAxon smiles CP(O)(=O)O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O ChemAxon formula C6H14O10P2 ChemAxon inchi InChI=1S/C6H14O10P2/c1-17(9,10)16-6-5(8)4(7)3(15-6)2-14-18(11,12)13/h3-8H,2H2,1H3,(H,9,10)(H2,11,12,13)/t3-,4-,5-,6-/m1/s1 ChemAxon inchikey RITBIFGLPRFTSB-KVTDHHQDSA-N ChemAxon polar_surface_area 162.98 ChemAxon refractivity 54.23 ChemAxon polarizability 23.93 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Phosphonate and phosphinate metabolism ec00440 methylphosphonate degradation I The pathway of methylphosphonate degradation starts with methylphosphonate being degrade by an ATP driven methylphosphonate degradation complex resulting in a alpha-D-ribose-1-methylphosphonate-5-triphosphate. This compound in turn is degraded by a water driven RPnTP hydrolase resulting in the release of a hydrogen ion, a pyrophosphate and a alpha-Dribose-1-methylphosphonate 5-phosphate. The latter compound is then involved with a carbon-phosphorous lyase resulting in the release of a methane and a 5-phospho-alpha-D-ribose 1,2-cyclic phosphate. This compound in turn gets degraded by a water driven 5-phospho-alpha-D-ribosyl 1,2-cyclic phosphate phosphodiesterase resulting in the release of a hydrogen ion and a alpha-D-ribose 1,5-biphosphate. PW002065 Metabolic Specdb::CMs 1084105 Specdb::EiMs 3223 Specdb::NmrOneD 247128 Specdb::NmrOneD 247129 Specdb::NmrOneD 247130 Specdb::NmrOneD 247131 Specdb::NmrOneD 247132 Specdb::NmrOneD 247133 Specdb::NmrOneD 247134 Specdb::NmrOneD 247135 Specdb::NmrOneD 247136 Specdb::NmrOneD 247137 Specdb::NmrOneD 247138 Specdb::NmrOneD 247139 Specdb::NmrOneD 247140 Specdb::NmrOneD 247141 Specdb::NmrOneD 247142 Specdb::NmrOneD 247143 Specdb::NmrOneD 247144 Specdb::NmrOneD 247145 Specdb::NmrOneD 247146 Specdb::NmrOneD 247147 Specdb::MsMs 24017 Specdb::MsMs 24018 Specdb::MsMs 24019 Specdb::MsMs 30815 Specdb::MsMs 30816 Specdb::MsMs 30817 C20423 Alpha-D-ribose 1-methylphosphonate 5-triphosphate diphosphatase P16689 PHNM_ECOLI phnM http://ecmdb.ca/proteins/P16689.xml Alpha-D-ribose 1-methylphosphonate 5-phosphate C-P lyase P16688 PHNJ_ECOLI phnJ http://ecmdb.ca/proteins/P16688.xml alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + Pyrophosphate R10186 alpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane R10204 alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water > Hydrogen ion + Pyrophosphate + alpha-D-Ribose 1-methylphosphonate 5-phosphate PW_R006036 alpha-D-Ribose 1-methylphosphonate 5-phosphate > Methane + alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate PW_R006037 alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + Pyrophosphate alpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + Pyrophosphate alpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane