2.0 2012-05-31 13:46:56 -0600 2015-06-03 15:53:48 -0600 ECMDB01178 M2MDB000285 Adenosine diphosphate ribose Adenosine diphosphate ribose is a member of the chemical class known as Purine Ribonucleoside Diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. Adenosine diphosphate ribose is a molecule formed into chains by the enzyme poly ADP ribose polymerase. It binds to and activates the TRPM2 ion channel (WikiPedia) (Rib5)ppA 5-(Adenosine 5'-pyrophosphoryl)-D-ribose A5'pp5Rib Adenosine 5'-diphosphoribose Adenosine diphosphate ribose Adenosine diphosphoric acid ribose AdoPPRib ADP Ribose ADP-D-Ribose ADP-Rib ADP-Ribose ADPribose Ribose adenosine diphosphate Ribose adenosine diphosphoric acid [5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [hydroxy-[(3,4,5-trihydroxyoxolan-2-yl)methoxy]phosphoryl] hydrogen phosphate [5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [hydroxy-[(3,4,5-trihydroxyoxolan-2-yl)methoxy]phosphoryl] hydrogen phosphoric acid C15H23N5O14P2 559.3157 559.071673493 [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-2-yl]methoxy})phosphinic acid {[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy[(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-2-yl]methoxyphosphinic acid 20762-30-5 [H][C@@]1(O)O[C@]([H])(COP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]1([H])O InChI=1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1 SRNWOUGRCWSEMX-KEOHHSTQSA-N Solid Cytosol logp -1.80 ALOGPS logs -2.19 ALOGPS solubility 3.61e+00 g/l ALOGPS logp -6.7 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic 5 ChemAxon iupac [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-2-yl]methoxy})phosphinic acid ChemAxon average_mass 559.3157 ChemAxon mono_mass 559.071673493 ChemAxon smiles [H][C@@]1(O)O[C@]([H])(COP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]1([H])O ChemAxon formula C15H23N5O14P2 ChemAxon inchi InChI=1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1 ChemAxon inchikey SRNWOUGRCWSEMX-KEOHHSTQSA-N ChemAxon polar_surface_area 291.52 ChemAxon refractivity 111.12 ChemAxon polarizability 46.49 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 15 ChemAxon donor_count 8 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Purine metabolism ec00230 NAD salvage pathway I PYRIDNUCSAL-PWY Specdb::CMs 1083585 Specdb::NmrOneD 289495 Specdb::NmrOneD 289496 Specdb::NmrOneD 289497 Specdb::NmrOneD 289498 Specdb::NmrOneD 289499 Specdb::NmrOneD 289500 Specdb::NmrOneD 289501 Specdb::NmrOneD 289502 Specdb::NmrOneD 289503 Specdb::NmrOneD 289504 Specdb::NmrOneD 289505 Specdb::NmrOneD 289506 Specdb::NmrOneD 289507 Specdb::NmrOneD 289508 Specdb::NmrOneD 289509 Specdb::NmrOneD 289510 Specdb::NmrOneD 289511 Specdb::NmrOneD 289512 Specdb::NmrOneD 289513 Specdb::NmrOneD 289514 Specdb::MsMs 27380 Specdb::MsMs 27381 Specdb::MsMs 27382 Specdb::MsMs 33938 Specdb::MsMs 33939 Specdb::MsMs 33940 HMDB01178 192 187 C00301 16960 ADENOSINE_DIPHOSPHATE_RIBOSE APR Adenosine_diphosphate_ribose 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 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. 17765195 Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). 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Science 316:593-597. 17379776 ADP-ribose pyrophosphatase Q93K97 ADPP_ECOLI nudF http://ecmdb.ca/proteins/Q93K97.xml ADP compounds hydrolase nudE P45799 NUDE_ECOLI nudE http://ecmdb.ca/proteins/P45799.xml Adenosine diphosphate ribose + Water <> Adenosine monophosphate +2 Hydrogen ion + D-Ribose-5-phosphate R01054 RXN0-1441 Adenosine diphosphate ribose + Water <> Adenosine monophosphate + D-Ribose-5-phosphate R01054 Water + NAD <> Hydrogen ion + Adenosine diphosphate ribose + Niacinamide NADNUCLEOSID-RXN Adenosine diphosphate ribose + Water > Hydrogen ion + Adenosine monophosphate + D-Ribose-5-phosphate RXN0-1441 Adenosine diphosphate ribose + Water > Adenosine monophosphate + D-Ribose-5-phosphate Adenosine diphosphate ribose + Water <> Adenosine monophosphate +2 Hydrogen ion + D-Ribose-5-phosphate 48 mM Na2HPO4, 22 mM KH2PO4, 10 mM NaCl, 45 mM (NH4)2SO4, supplemented with 1 mM MgSO4, 1 mg/l thiamine·HCl, 5.6 mg/l CaCl2, 8 mg/l FeCl3, 1 mg/l MnCl2·4H2O, 1.7 mg/l ZnCl2, 0.43 mg/l CuCl2·2H2O, 0.6 mg/l CoCl2·2H2O and 0.6 mg/l Na2MoO4·2H2O. 4 g/L Gluco Bioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h 26.2 uM 0.0 37 oC BW25113 Stationary Phase, glucose limited 104800 0 Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. 17379776