1.0 2016-09-30 22:50:22 UTC 2020-05-07 14:44:57 UTC BMDB0002044 BMDB02044 8-Hydroxyguanosine 7,8-dihydro-8-oxo-Guanosine 8-Oxoguanosine Purine-6,8(1H,9H)-dione, 2-amino-9-.beta.-D-ribofuranosyl- (7ci,8ci) Purine-6,8(1H,9H)-dione, 2-amino-9-.beta.-delta-ribofuranosyl- (7ci,8ci) 7,8-dihydro-8-Oxoguanosine 8-OxoGuo 8-oxo-7,8-Dihydroguanosine 8-OxoG nucleoside 8-Hydroxyguanosine C10H13N5O6 299.2401 299.086583173 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,7,8,9-tetrahydro-1H-purine-6,8-dione 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,7-dihydropurine-6,8-dione 3868-31-3 NC1=NC2=C(NC(=O)N2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1 InChI=1S/C10H13N5O6/c11-9-13-6-3(7(19)14-9)12-10(20)15(6)8-5(18)4(17)2(1-16)21-8/h2,4-5,8,16-18H,1H2,(H,12,20)(H3,11,13,14,19)/t2-,4-,5-,8-/m1/s1 FPGSEBKFEJEOSA-UMMCILCDSA-N belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Organic compounds Nucleosides, nucleotides, and analogues Purine nucleosides Purine nucleosides Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyrimidines N-substituted imidazoles Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pentoses Primary alcohols Purines and purine derivatives Secondary alcohols Tetrahydrofurans Alcohol Aromatic heteropolycyclic compound Azacycle Azole Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxypyrimidine Imidazole Imidazopyrimidine Monosaccharide N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Primary alcohol Purine Purine nucleoside Pyrimidine Secondary alcohol Tetrahydrofuran Aromatic heteropolycyclic compounds Solid logp -2.08 ALOGPS logs -1.49 ALOGPS logp -3 ChemAxon pka_strongest_acidic 7.53 ChemAxon pka_strongest_basic 3.54 ChemAxon iupac 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,7,8,9-tetrahydro-1H-purine-6,8-dione ChemAxon average_mass 299.2401 ChemAxon mono_mass 299.086583173 ChemAxon smiles NC1=NC2=C(NC(=O)N2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1 ChemAxon formula C10H13N5O6 ChemAxon inchi InChI=1S/C10H13N5O6/c11-9-13-6-3(7(19)14-9)12-10(20)15(6)8-5(18)4(17)2(1-16)21-8/h2,4-5,8,16-18H,1H2,(H,12,20)(H3,11,13,14,19)/t2-,4-,5-,8-/m1/s1 ChemAxon inchikey FPGSEBKFEJEOSA-UMMCILCDSA-N ChemAxon polar_surface_area 169.74 ChemAxon refractivity 74.4 ChemAxon polarizability 26.94 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 23372 Specdb::CMs 38241 Specdb::CMs 166716 Specdb::NmrOneD 109058 Specdb::NmrOneD 109059 Specdb::NmrOneD 109060 Specdb::NmrOneD 109061 Specdb::NmrOneD 109062 Specdb::NmrOneD 109063 Specdb::NmrOneD 109064 Specdb::NmrOneD 109065 Specdb::NmrOneD 109066 Specdb::NmrOneD 109067 Specdb::NmrOneD 109068 Specdb::NmrOneD 109069 Specdb::NmrOneD 109070 Specdb::NmrOneD 109071 Specdb::NmrOneD 109072 Specdb::NmrOneD 109073 Specdb::NmrOneD 109074 Specdb::NmrOneD 109075 Specdb::NmrOneD 109076 Specdb::NmrOneD 109077 Specdb::MsMs 317821 Specdb::MsMs 317822 Specdb::MsMs 317823 Specdb::MsMs 364417 Specdb::MsMs 364418 Specdb::MsMs 364419 Specdb::MsMs 2282155 Specdb::MsMs 2282156 Specdb::MsMs 2282157 Specdb::MsMs 3086236 Specdb::MsMs 3086237 Specdb::MsMs 3086238 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 FDB022815 58640 65131 1177182 8-Hydroxyguanosine Wong, Peter K.; Floyd, Robert A. photochemical synthesis of 8-hydroxyguanine nucleosides. Methods in Enzymology (1994), 234(Oxygen Radicals in Biological Systems, Pt. D), 59-65.