2.02015-06-05 11:08:47 -06002015-08-05 16:22:05 -0600ECMDB23846M2MDB005129alpha-D-Ribose 1-methylphosphonate 5-phosphateAn 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-phosphatea-D-Ribose 1-methylphosphonic acid 5-phosphoric acidalpha-D-Ribose 1-methylphosphonic acid 5-phosphoric acidα-D-Ribose 1-methylphosphonate 5-phosphateα-D-Ribose 1-methylphosphonic acid 5-phosphoric acidC6H14O10P2308.116308.006220647{[(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 acidCP(O)(=O)O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1OInChI=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/s1RITBIFGLPRFTSB-KVTDHHQDSA-Nlogp-1.45logs-1.20solubility1.92e+01 g/llogp-2.7pka_strongest_acidic0.96pka_strongest_basic-3.7iupac{[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(methyl)phosphoryl]oxy}oxolan-2-yl]methoxy}phosphonic acidaverage_mass308.116mono_mass308.006220647smilesCP(O)(=O)O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1OformulaC6H14O10P2inchiInChI=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/s1inchikeyRITBIFGLPRFTSB-KVTDHHQDSA-Npolar_surface_area162.98refractivity54.23polarizability23.93rotatable_bond_count5acceptor_count8donor_count5physiological_charge-3formal_charge0Phosphonate and phosphinate metabolismec00440methylphosphonate degradation IThe 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.PW002065MetabolicSpecdb::CMs1084105Specdb::EiMs3223Specdb::NmrOneD247128Specdb::NmrOneD247129Specdb::NmrOneD247130Specdb::NmrOneD247131Specdb::NmrOneD247132Specdb::NmrOneD247133Specdb::NmrOneD247134Specdb::NmrOneD247135Specdb::NmrOneD247136Specdb::NmrOneD247137Specdb::NmrOneD247138Specdb::NmrOneD247139Specdb::NmrOneD247140Specdb::NmrOneD247141Specdb::NmrOneD247142Specdb::NmrOneD247143Specdb::NmrOneD247144Specdb::NmrOneD247145Specdb::NmrOneD247146Specdb::NmrOneD247147Specdb::MsMs24017Specdb::MsMs24018Specdb::MsMs24019Specdb::MsMs30815Specdb::MsMs30816Specdb::MsMs30817C20423Alpha-D-ribose 1-methylphosphonate 5-triphosphate diphosphataseP16689PHNM_ECOLIphnMhttp://ecmdb.ca/proteins/P16689.xmlAlpha-D-ribose 1-methylphosphonate 5-phosphate C-P lyaseP16688PHNJ_ECOLIphnJhttp://ecmdb.ca/proteins/P16688.xmlalpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + PyrophosphateR10186 alpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + MethaneR10204 alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water > Hydrogen ion + Pyrophosphate + alpha-D-Ribose 1-methylphosphonate 5-phosphatePW_R006036alpha-D-Ribose 1-methylphosphonate 5-phosphate > Methane + alpha-D-Ribose 1,2-cyclic phosphate 5-phosphatePW_R006037alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + Pyrophosphatealpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methanealpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + Pyrophosphatealpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane