1.0 2010-04-08 22:05:02 UTC 2025-11-18 22:32:16 UTC FDB001620 7-Methylxanthosine 7-methylxanthosine is a member of the class of compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. 7-methylxanthosine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 7-methylxanthosine can be found in arabica coffee, which makes 7-methylxanthosine a potential biomarker for the consumption of this food product. C11H15N4O6 299.26 299.099159232 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-9λ⁵-purin-9-ylium 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-methyl-2,6-dioxo-1,3-dihydro-9λ⁵-purin-9-ylium CN1C=[N+]([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C2=C1C(=O)NC(=O)N2 InChI=1S/C11H14N4O6/c1-14-3-15(8-5(14)9(19)13-11(20)12-8)10-7(18)6(17)4(2-16)21-10/h3-4,6-7,10,16-18H,2H2,1H3,(H-,12,13,19,20)/p+1/t4-,6-,7-,10-/m1/s1 SYPRQIWERSQQNL-KQYNXXCUSA-O 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. Purine nucleosides Organic compounds Nucleosides, nucleotides, and analogues Purine nucleosides Aromatic heteropolycyclic compounds 6-oxopurines Alkaloids and derivatives Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Lactams N-substituted imidazoles Organic cations Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pentoses Primary alcohols Pyrimidones Secondary alcohols Tetrahydrofurans Ureas Vinylogous amides Xanthines 6-oxopurine Alcohol Alkaloid or derivatives Aromatic heteropolycyclic compound Azacycle Azole Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazopyrimidine Lactam Monosaccharide N-glycosyl compound N-substituted imidazole Organic cation Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Primary alcohol Purine Purine nucleoside Purinone Pyrimidine Pyrimidone Secondary alcohol Tetrahydrofuran Urea Vinylogous amide Xanthine Purine alkaloids xanthosines logp -1.36 ALOGPS logs -1.82 ALOGPS solubility 5.05e+00 g/l ALOGPS logp -5.8 ChemAxon pka_strongest_acidic 8.5 ChemAxon pka_strongest_basic -3 ChemAxon iupac 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-9λ⁵-purin-9-ylium ChemAxon average_mass 299.26 ChemAxon mono_mass 299.099159232 ChemAxon smiles CN1C=[N+]([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C2=C1C(=O)NC(=O)N2 ChemAxon formula C11H15N4O6 ChemAxon inchi InChI=1S/C11H14N4O6/c1-14-3-15(8-5(14)9(19)13-11(20)12-8)10-7(18)6(17)4(2-16)21-10/h3-4,6-7,10,16-18H,2H2,1H3,(H-,12,13,19,20)/p+1/t4-,6-,7-,10-/m1/s1 ChemAxon inchikey SYPRQIWERSQQNL-KQYNXXCUSA-O ChemAxon polar_surface_area 136.93 ChemAxon refractivity 67.4 ChemAxon polarizability 27.87 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 5 ChemAxon physiological_charge 1 ChemAxon formal_charge 1 ChemAxon Specdb::MsMs 100464 Specdb::MsMs 100465 Specdb::MsMs 100466 Specdb::MsMs 165801 Specdb::MsMs 165802 Specdb::MsMs 165803 Arabica coffee Type 1 specific Coffea arabica 13443