Compound: xanthosine
SMILES: O=c1[nH]c(=O)c2ncn(c2[nH]1)[C@@H]3O[C@H](CO)[C@H]([C@H]3O)O
InChIKey: UBORTCNDUKBEOP-UUOKFMHZSA-N
Synonyms: xanthosine, 146-80-5, Xanthine riboside, BM66HT53C3, 1H-Purine-2,6-dione, 3,9-dihydro-9-beta-D-ribofuranosyl-, 9 beta-D-ribofuranosylxanthine, CHEBI:18107, DTXSID90861829, NSC-18930, 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-2,6-dione, 9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-9H-purine-2,6-diol, 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purine-2,6-diol, RefChem:195180, 9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-3H-purine-2,6-dione, DTXCID101474855, 7-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-3H-purine-2,6-dione, 205-679-9, 9-beta-D-Ribofuranosylxanthine, MFCD00005726, 2,3-Dihydroxanthosine, beta-D-Ribofuranoside, xanthine-9, 9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purine-2,6-diol, AI3-52693, Xanthosine-13C5, 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,3,6,9-tetrahydro-1H-purine-2,6-dione, 9-b-D-Ribofuranosylxanthine, 9-[(4S,2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-dihydropurine -2,6-dione, xanthosin, UNII-BM66HT53C3, 3,9-Dihydro-9-ss-D-ribofuranosyl-1H-purine-2,6-dione; 2,3-Dihydro-2-oxoinosine, 4UO, EINECS 205-679-9, NSC 18930, XANTHOSINE [MI], Xanthosine, 9-beta-D-, 9-D-Ribofuranosylxanthine, bmse000128, 2,3-Dihydro-2-oxoinosine, 9-?-D-Ribofuranosylxanthine, 9-delta-Ribofuranosylxanthine, 1H-Purine-2,6-dione, 3,9-dihydro-9-.beta.-D-ribofuranosyl-, SCHEMBL133792, SCHEMBL188120, CHEMBL402439, orb1297640, xanthine 9-beta-D-ribofuranoside, MSK6931, UBORTCNDUKBEOP-UUOKFMHZSA-N, 9-beta-delta-Ribofuranosylxanthine, s9369, SBB006470, AKOS024282554, CCG-267285, CS-W012243, EBC-616188, GS-3230, HY-W011527, NX02884, ST057082, SY073035, 9-.BETA.-D-RIBOFURANOSYL XANTHINE, X0008, C01762, F791197, Q408788, 3,9-Dihydro-9-D-ribofuranosyl-1H-purine-2,6-dione, 3,9-Dihydro-9-b-D-ribofuranosyl-1H-purine-2,6-dione, 3,9-Dihydro-9-delta-ribofuranosyl-1H-purine-2,6-dione, 185DA837-1A29-446F-A96C-EBBA1B464566, 9-beta-D-ribofuranosyl-3,9-dihydro-1H-purine-2,6-dione, 3,9-Dihydro-9-beta-delta-ribofuranosyl-1H-purine-2,6-dione, 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-3H-purine-2,6-dione
Theoretical properties:
molecular_formula: C10H12N4O6
molecular_weight: 284.23 g/mol
exact_mass: 284.07568412 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 5
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 2
heavy_atom_count: 20
topological_polar_surface_area: 146 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Xanthosine is a purine nucleoside in which xanthine is attached to ribofuranose via a beta-N9-glycosidic bond. It has a role as a mouse metabolite, an Escherichia coli metabolite and a human metabolite. It is a purines D-ribonucleoside and a member of xanthosines.
chebi: A purine nucleoside in which xanthine is attached to ribofuranose via a β-<em>N</em><small><sup>9</small></sup>-glycosidic bond.
chembl: XANTHOSINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Xanthosine is a nucleoside derived from xanthine and ribose.  It is the biosynthetic precursor to 7-methylxanthosine by the action of 7-methylxanthosine synthase.  7-Methylxanthosine in turn is the precursor to theobromine (active alkaloid in chocolate), which in turn is the precursor to caffeine, the alkaloid in coffee and tea.