1.0 2016-09-30 23:10:47 UTC 2020-05-11 20:40:58 UTC BMDB0004824 BMDB04824 N2,N2-Dimethylguanosine 2,2-Dimethylguanosine 2-(Dimethylamino)-9-(beta-D-ribofuranosyl)-1,9-dihydro-6H-purin-6-one 2-Dimethylamino-6-oxypurine riboside m22g N2-Dimethylguanosine 2-(Dimethylamino)-9-(b-D-ribofuranosyl)-1,9-dihydro-6H-purin-6-one 2-(Dimethylamino)-9-(β-D-ribofuranosyl)-1,9-dihydro-6H-purin-6-one N,N- Dimethylguanosine N,N-Dimethyl-guanosine m(2)2g m2(2)g N(2),N(2)-Dimethylguanosine m(2)(2)g N2,N2-Dimethylguanosine C12H17N5O5 311.2939 311.122968679 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-(dimethylamino)-6,9-dihydro-3H-purin-6-one 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-(dimethylamino)-3H-purin-6-one 2140-67-2 CN(C)C1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O InChI=1S/C12H17N5O5/c1-16(2)12-14-9-6(10(21)15-12)13-4-17(9)11-8(20)7(19)5(3-18)22-11/h4-5,7-8,11,18-20H,3H2,1-2H3,(H,14,15,21)/t5-,7-,8-,11-/m1/s1 RSPURTUNRHNVGF-IOSLPCCCSA-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 Aminopyrimidines and derivatives Azacyclic compounds Dialkylarylamines Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyrimidines Hypoxanthines N-substituted imidazoles Organopnictogen compounds Oxacyclic compounds Pentoses Primary alcohols Secondary alcohols Tetrahydrofurans Alcohol Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Dialkylarylamine Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxypyrimidine Hypoxanthine 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 methylguanosine Solid melting_point 235 - 236 °C logp -1.23 ALOGPS logs -1.36 ALOGPS logp -1.6 ChemAxon pka_strongest_acidic 7.85 ChemAxon pka_strongest_basic 2.59 ChemAxon iupac 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-(dimethylamino)-6,9-dihydro-3H-purin-6-one ChemAxon average_mass 311.2939 ChemAxon mono_mass 311.122968679 ChemAxon smiles CN(C)C1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O ChemAxon formula C12H17N5O5 ChemAxon inchi InChI=1S/C12H17N5O5/c1-16(2)12-14-9-6(10(21)15-12)13-4-17(9)11-8(20)7(19)5(3-18)22-11/h4-5,7-8,11,18-20H,3H2,1-2H3,(H,14,15,21)/t5-,7-,8-,11-/m1/s1 ChemAxon inchikey RSPURTUNRHNVGF-IOSLPCCCSA-N ChemAxon polar_surface_area 132.44 ChemAxon refractivity 74.26 ChemAxon polarizability 30.38 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 9 ChemAxon donor_count 4 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 18266 Specdb::CMs 38815 Specdb::CMs 135760 Specdb::CMs 143494 Specdb::MsMs 85944 Specdb::MsMs 85945 Specdb::MsMs 85946 Specdb::MsMs 148137 Specdb::MsMs 148138 Specdb::MsMs 148139 Specdb::MsMs 1448409 Specdb::MsMs 2227252 Specdb::MsMs 2227473 Specdb::MsMs 2229680 Specdb::MsMs 2229790 Specdb::MsMs 2232062 Specdb::MsMs 2232145 Specdb::MsMs 2253181 Specdb::MsMs 2253209 Specdb::MsMs 2253243 Specdb::MsMs 2253268 Specdb::MsMs 2255240 Specdb::MsMs 2255277 Specdb::MsMs 2255308 Specdb::MsMs 2255340 Specdb::MsMs 2257182 Specdb::MsMs 2257212 Specdb::MsMs 2257351 Specdb::MsMs 2257388 Specdb::NmrOneD 54622 Specdb::NmrOneD 54623 Specdb::NmrOneD 54624 Specdb::NmrOneD 54625 Specdb::NmrOneD 54626 Specdb::NmrOneD 54627 Specdb::NmrOneD 54628 Specdb::NmrOneD 54629 Specdb::NmrOneD 54630 Specdb::NmrOneD 54631 Specdb::NmrOneD 54632 Specdb::NmrOneD 54633 Specdb::NmrOneD 54634 Specdb::NmrOneD 54635 Specdb::NmrOneD 54636 Specdb::NmrOneD 54637 Specdb::NmrOneD 54638 Specdb::NmrOneD 54639 Specdb::NmrOneD 54640 Specdb::NmrOneD 54641 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB023432 83878 19289 92919 7086 Gerster, John F.; Robins, Roland K. Purine nucleosides. X. The synthesis of certain naturally occurring 2-substituted amino-9-b-D-ribofuranosylpurin-6(1 H)-ones (N2-substituted guanosines). Journal of the American Chemical Society (1965), 87(16), 3752-9.