2.0 2012-05-31 09:56:34 -0600 2015-09-13 12:56:05 -0600 ECMDB00071 M2MDB000024 Deoxyinosine Deoxyinosine is a nucleoside that is formed when hypoxanthine is attached to a deoxyribose ring (also known as a ribofuranose) via a beta-N9-glycosidic bond. Deoxyinosine is found in DNA while Inosine is found in RNA. Inosine is a nucleic acid important for RNA editing. Adenosine deaminase (ADA) catalyzes the conversion of adenosine and deoxyadenosine to inosine and deoxyinosine, respectively. 2'-Deoxyinosine 2-deoxy-Inosine 2-Deoxyinosine 2deoxy-Inosine 9-(2-Deoxy-b-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one 9-(2-Deoxy-b-D-erythro-pentofuranosyl)-Hypoxanthine 9-(2-Deoxy-b-delta-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one 9-(2-Deoxy-b-delta-erythro-pentofuranosyl)-hypoxanthine 9-(2-Deoxy-b-δ-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one 9-(2-Deoxy-b-δ-erythro-pentofuranosyl)-hypoxanthine 9-(2-Deoxy-beta-D-erythro-pentofuranosyl)-Hypoxanthine 9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one 9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-Hypoxanthine 9-(2-Deoxy-β-D-erythro-pentofuranosyl)-hypoxanthine 9-(2-Deoxy-β-δ-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one 9-(2-Deoxy-β-δ-erythro-pentofuranosyl)-hypoxanthine D-Ino Delta-Ino Deoxyinosine DInosine δ-Ino C10H12N4O4 252.2267 252.085854892 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-ol 2'-deoxy-inosine 890-38-0 OC[C@H]1O[C@H](C[C@@H]1O)N1C=NC2=C1N=CN=C2O InChI=1S/C10H12N4O4/c15-2-6-5(16)1-7(18-6)14-4-13-8-9(14)11-3-12-10(8)17/h3-7,15-16H,1-2H2,(H,11,12,17)/t5-,6+,7+/m0/s1 VGONTNSXDCQUGY-RRKCRQDMSA-N Solid Cytosol Extra-organism Periplasm logp -1.67 ALOGPS logs -1.40 ALOGPS solubility 1.01e+01 g/l ALOGPS melting_point 250 oC logp -0.66 ChemAxon pka_strongest_acidic 11.68 ChemAxon pka_strongest_basic -0.1 ChemAxon iupac 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-ol ChemAxon average_mass 252.2267 ChemAxon mono_mass 252.085854892 ChemAxon smiles OC[C@H]1O[C@H](C[C@@H]1O)N1C=NC2=C1N=CN=C2O ChemAxon formula C10H12N4O4 ChemAxon inchi InChI=1S/C10H12N4O4/c15-2-6-5(16)1-7(18-6)14-4-13-8-9(14)11-3-12-10(8)17/h3-7,15-16H,1-2H2,(H,11,12,17)/t5-,6+,7+/m0/s1 ChemAxon inchikey VGONTNSXDCQUGY-RRKCRQDMSA-N ChemAxon polar_surface_area 113.52 ChemAxon refractivity 58.97 ChemAxon polarizability 23.69 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 7 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Purine metabolism ec00230 purine deoxyribonucleosides degradation PW002077 Metabolic purine deoxyribonucleosides degradation PWY0-1297 Specdb::CMs 309 Specdb::CMs 310 Specdb::CMs 2027 Specdb::CMs 2877 Specdb::CMs 30423 Specdb::CMs 30424 Specdb::CMs 30981 Specdb::CMs 37280 Specdb::CMs 146686 Specdb::CMs 1049584 Specdb::CMs 1049586 Specdb::CMs 1049588 Specdb::CMs 1049590 Specdb::CMs 1049592 Specdb::CMs 1049593 Specdb::CMs 1049595 Specdb::CMs 1049598 Specdb::CMs 1049599 Specdb::CMs 1049602 Specdb::CMs 1049603 Specdb::EiMs 916 Specdb::NmrOneD 1068 Specdb::NmrOneD 3378 Specdb::NmrOneD 4930 Specdb::NmrOneD 4931 Specdb::NmrOneD 5572 Specdb::NmrOneD 5573 Specdb::NmrOneD 5574 Specdb::NmrOneD 5575 Specdb::NmrOneD 5576 Specdb::NmrOneD 5577 Specdb::NmrOneD 5578 Specdb::NmrOneD 5579 Specdb::NmrOneD 5580 Specdb::NmrOneD 5581 Specdb::NmrOneD 5582 Specdb::NmrOneD 5583 Specdb::NmrOneD 5584 Specdb::NmrOneD 5585 Specdb::NmrOneD 5586 Specdb::NmrOneD 5587 Specdb::NmrOneD 5588 Specdb::NmrOneD 5589 Specdb::NmrOneD 5590 Specdb::NmrOneD 5591 Specdb::MsMs 114 Specdb::MsMs 115 Specdb::MsMs 116 Specdb::MsMs 181365 Specdb::MsMs 181366 Specdb::MsMs 181367 Specdb::MsMs 2698092 Specdb::MsMs 2698093 Specdb::MsMs 2698094 Specdb::MsMs 179040 Specdb::MsMs 179041 Specdb::MsMs 179042 Specdb::MsMs 2984243 Specdb::MsMs 2984244 Specdb::MsMs 2984245 Specdb::NmrTwoD 1126 HMDB00071 65058 58569 C05512 DEOXYINOSINE 2ND 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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Direct conversion of 2'-deoxyinosine to 9-(2-deoxy-b-D-erythro-pentofuranosyl)-6-chloropurine and selected 6-substituted deoxynucleosides and their evaluation as substrates of adenosin http://hmdb.ca/system/metabolites/msds/000/000/052/original/HMDB00071.pdf?1358463161 Protein ushA P07024 USHA_ECOLI ushA http://ecmdb.ca/proteins/P07024.xml Multifunctional protein surE P0A840 SURE_ECOLI surE http://ecmdb.ca/proteins/P0A840.xml Purine nucleoside phosphorylase deoD-type P0ABP8 DEOD_ECOLI deoD http://ecmdb.ca/proteins/P0ABP8.xml Class B acid phosphatase P0AE22 APHA_ECOLI aphA http://ecmdb.ca/proteins/P0AE22.xml Adenosine deaminase P22333 ADD_ECOLI add http://ecmdb.ca/proteins/P22333.xml 5'-nucleotidase yfbR P76491 YFBR_ECOLI yfbR http://ecmdb.ca/proteins/P76491.xml Xanthosine phosphorylase P45563 XAPA_ECOLI xapA http://ecmdb.ca/proteins/P45563.xml Nucleoside permease nupC P0AFF2 NUPC_ECOLI nupC http://ecmdb.ca/proteins/P0AFF2.xml Nucleoside permease nupG P0AFF4 NUPG_ECOLI nupG http://ecmdb.ca/proteins/P0AFF4.xml Outer membrane protein N P77747 OMPN_ECOLI ompN http://ecmdb.ca/proteins/P77747.xml Outer membrane pore protein E P02932 PHOE_ECOLI phoE http://ecmdb.ca/proteins/P02932.xml Outer membrane protein F P02931 OMPF_ECOLI ompF http://ecmdb.ca/proteins/P02931.xml Outer membrane protein C P06996 OMPC_ECOLI ompC http://ecmdb.ca/proteins/P06996.xml DIMP + Water > Deoxyinosine + Phosphate Deoxyinosine + Phosphate <> Deoxyribose 1-phosphate + Hypoxanthine R02748 Deoxyadenosine + Hydrogen ion + Water > Deoxyinosine + Ammonium Deoxyadenosine + Water <> Deoxyinosine + Ammonia R02556 Water + Deoxyadenosine > Ammonia + Deoxyinosine R02556 ADDALT-RXN Deoxyinosine + Phosphate <> deoxyribose-1-phosphate + Hypoxanthine DEOXYINOPHOSPHOR-RXN Deoxyinosine + Ammonium < Water + Hydrogen ion + Deoxyadenosine PW_R006068