2.0 2012-05-31 14:53:54 -0600 2015-06-03 17:20:24 -0600 ECMDB20622 M2MDB001420 XDP XDP is a member of the chemical class known as Purine Ribonucleoside Monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. . XDP is produced by the action of xanthosine triphosphatase when using XTP as a substrate. Xanthosine diphosphate Xanthosine diphosphoric acid C10H14N4O12P2 444.1853 444.008344956 [({[(2R,3S,4R,5R)-5-(2,6-dihydroxy-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid XDP [H][C@]1(COP(O)(=O)OP(O)(O)=O)O[C@@]([H])(N2C=NC3=C2N=C(O)N=C3O)[C@]([H])(O)[C@]1([H])O InChI=1S/C10H14N4O12P2/c15-5-3(1-24-28(22,23)26-27(19,20)21)25-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H,22,23)(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1 YMOPVQQBWLGDOD-UUOKFMHZSA-N Cytosol logp -0.98 ALOGPS logs -2.08 ALOGPS solubility 3.73e+00 g/l ALOGPS logp -3.1 ChemAxon pka_strongest_acidic 1.78 ChemAxon pka_strongest_basic 0.069 ChemAxon iupac [({[(2R,3S,4R,5R)-5-(2,6-dihydroxy-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid ChemAxon average_mass 444.1853 ChemAxon mono_mass 444.008344956 ChemAxon smiles [H][C@]1(COP(O)(=O)OP(O)(O)=O)O[C@@]([H])(N2C=NC3=C2N=C(O)N=C3O)[C@]([H])(O)[C@]1([H])O ChemAxon formula C10H14N4O12P2 ChemAxon inchi InChI=1S/C10H14N4O12P2/c15-5-3(1-24-28(22,23)26-27(19,20)21)25-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H,22,23)(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1 ChemAxon inchikey YMOPVQQBWLGDOD-UUOKFMHZSA-N ChemAxon polar_surface_area 247.04 ChemAxon refractivity 84.15 ChemAxon polarizability 35.07 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 13 ChemAxon donor_count 7 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Collection of Reactions without pathways PW001891 Metabolic Specdb::CMs 1083518 Specdb::EiMs 4454 Specdb::NmrOneD 252008 Specdb::NmrOneD 252009 Specdb::NmrOneD 252010 Specdb::NmrOneD 252011 Specdb::NmrOneD 252012 Specdb::NmrOneD 252013 Specdb::NmrOneD 252014 Specdb::NmrOneD 252015 Specdb::NmrOneD 252016 Specdb::NmrOneD 252017 Specdb::NmrOneD 252018 Specdb::NmrOneD 252019 Specdb::NmrOneD 252020 Specdb::NmrOneD 252021 Specdb::NmrOneD 252022 Specdb::NmrOneD 252023 Specdb::NmrOneD 252024 Specdb::NmrOneD 252025 Specdb::NmrOneD 252026 Specdb::NmrOneD 252027 Specdb::MsMs 25298 Specdb::MsMs 25299 Specdb::MsMs 25300 Specdb::MsMs 31856 Specdb::MsMs 31857 Specdb::MsMs 31858 439486 388584 C01337 XDP Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 UPF0244 protein yjjX P39411 YJJX_ECOLI yjjX http://ecmdb.ca/proteins/P39411.xml Water + Xanthosine 5-triphosphate > Hydrogen ion + Phosphate + XDP RXN0-5074