2.0 2015-06-04 19:13:10 -0600 2015-08-05 16:22:05 -0600 ECMDB23840 M2MDB004852 alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate A ribose bisphosphate that is the cyclic-1,2-phosphate derivative of 5-phospho-α-D-ribose 5-O-phosphono-a-D-Ribofuranose 1,2-(hydrogen phosphate) 5-O-phosphono-a-D-Ribofuranose 1,2-(hydrogen phosphoric acid) 5-O-phosphono-alpha-D-Ribofuranose 1,2-(hydrogen phosphate) 5-O-phosphono-alpha-D-Ribofuranose 1,2-(hydrogen phosphoric acid) 5-O-phosphono-α-D-ribofuranose 1,2-(hydrogen phosphate) 5-O-phosphono-α-D-ribofuranose 1,2-(hydrogen phosphoric acid) 5-Phospho-α-D-ribose 1,2-cyclic phosphate a-D-Ribose 1,2-cyclic phosphate 5-phosphate a-D-Ribose 1,2-cyclic phosphoric acid 5-phosphoric acid alpha-D-Ribose 1,2-cyclic phosphoric acid 5-phosphoric acid PRCP α-D-ribose 1,2-cyclic phosphate 5-phosphate α-D-Ribose 1,2-cyclic phosphate 5-phosphate α-D-ribose 1,2-cyclic phosphoric acid 5-phosphoric acid α-D-Ribose 1,2-cyclic phosphoric acid 5-phosphoric acid C5H10O10P2 292.073 291.974920518 {[(3aR,5R,6R,6aR)-2,6-dihydroxy-2-oxo-tetrahydro-2H-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxy}phosphonic acid [(3aR,5R,6R,6aR)-2,6-dihydroxy-2-oxo-tetrahydro-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxyphosphonic acid O[C@@H]1[C@@H](COP(O)(O)=O)O[C@@H]2OP(O)(=O)O[C@H]12 InChI=1S/C5H10O10P2/c6-3-2(1-12-16(7,8)9)13-5-4(3)14-17(10,11)15-5/h2-6H,1H2,(H,10,11)(H2,7,8,9)/t2-,3-,4-,5-/m1/s1 OXGUIUWFXGIWNM-TXICZTDVSA-N logp -1.16 ALOGPS logs -1.15 ALOGPS solubility 2.06e+01 g/l ALOGPS logp -1.7 ChemAxon pka_strongest_acidic 1.04 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac {[(3aR,5R,6R,6aR)-2,6-dihydroxy-2-oxo-tetrahydro-2H-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxy}phosphonic acid ChemAxon average_mass 292.073 ChemAxon mono_mass 291.974920518 ChemAxon smiles O[C@@H]1[C@@H](COP(O)(O)=O)O[C@@H]2OP(O)(=O)O[C@H]12 ChemAxon formula C5H10O10P2 ChemAxon inchi InChI=1S/C5H10O10P2/c6-3-2(1-12-16(7,8)9)13-5-4(3)14-17(10,11)15-5/h2-6H,1H2,(H,10,11)(H2,7,8,9)/t2-,3-,4-,5-/m1/s1 ChemAxon inchikey OXGUIUWFXGIWNM-TXICZTDVSA-N ChemAxon polar_surface_area 151.98 ChemAxon refractivity 47.93 ChemAxon polarizability 21.28 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 7 ChemAxon donor_count 4 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 1085621 Specdb::EiMs 3367 Specdb::MsMs 28442 Specdb::MsMs 28443 Specdb::MsMs 28444 Specdb::MsMs 35000 Specdb::MsMs 35001 Specdb::MsMs 35002 C20440 Phosphoribosyl 1,2-cyclic phosphodiesterase P16692 PHNP_ECOLI phnP http://ecmdb.ca/proteins/P16692.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-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane R10204 alpha-D-Ribose 1-methylphosphonate 5-phosphate > Methane + alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate PW_R006037 alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Water > Hydrogen ion + Ribose 1,5-bisphosphate PW_R006038 alpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane alpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane