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9-beta-D-Ribofuranosylxanthine

PubChem CID: 1189

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Compound Synonyms 9-.beta.-D-Ribofuranosylxanthine, .beta.-D-Ribofuranoside, xanthine-9, 9-pentofuranosyl-3,9-dihydro-1H-purine-2,6-dione, MFCD00005726, SCHEMBL6676995, CHEMBL1880013, SCHEMBL21602879, 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-2,6-dione, NSC18930, STK246877, STK681920, 9-pentofuranosyl-9H-purine-2,6-diol, AKOS005422623, AKOS005596524, NCGC00161976-01, LS-13790, SY073035, NS00007495, L000880, SR-01000091574, SR-01000091574-1, 1H-Purine-2, 3,9-dihydro-9-.beta.-D-ribofuranosyl-, Z2651719377, 9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-6-hydroxy-3H-purin-2(9H)-one?NSC 18930, STK246877, STK681920
Topological Polar Surface Area 146.0
Hydrogen Bond Donor Count 5.0
Inchi Key UBORTCNDUKBEOP-UHFFFAOYSA-N
Rotatable Bond Count 2.0
State Solid
Substituent Name Purine ribonucleoside, Alkaloid or derivatives, Xanthine, N-glycosyl compound, Glycosyl compound, Purinone, 6-oxopurine, Purine, Imidazopyrimidine, Pyrimidone, Pyrimidine, N-substituted imidazole, Monosaccharide, Saccharide, Heteroaromatic compound, Vinylogous amide, Oxolane, Imidazole, Azole, Urea, Secondary alcohol, Lactam, 1,2-diol, Oxacycle, Azacycle, Organoheterocyclic compound, Ether, Hydrocarbon derivative, Primary alcohol, Organooxygen compound, Organonitrogen compound, Alcohol, Aromatic heteropolycyclic compound
Synonyms &beta, -D-Ribofuranoside, xanthine-9, 1H-Purine-2,6-dione, 3, 9-dihydro-9-&beta, -D-ribofuranosyl-, 1H-Purine-2,6-dione, 3,9-dihydro-9-beta-D-ribofuranosyl-, 3,9-Dihydro-9-b-D-ribofuranosyl-1H-purine-2,6-dione, 3,9-Dihydro-9-beta-delta-ribofuranosyl-1H-purine-2,6-dione, 3,9-Dihydro-9-D-ribofuranosyl-1H-purine-2,6-dione, 3,9-Dihydro-9-delta-ribofuranosyl-1H-purine-2,6-dione, 9-&beta, -D-Ribofuranosylxanthine, 9-b-D-Ribofuranosylxanthine, 9-beta-D-ribofuranosyl-3,9-dihydro-1H-purine-2,6-dione, 9-beta-D-Ribofuranosylxanthine, 9-beta-delta-Ribofuranosylxanthine, 9-D-Ribofuranosylxanthine, 9-delta-Ribofuranosylxanthine, beta-D-Ribofuranoside, xanthine-9, Xanthine riboside
Heavy Atom Count 20.0
Compound Name 9-beta-D-Ribofuranosylxanthine
Kingdom Organic compounds
Description Biological Source: Production by guanine-free mutants of bacteria e.g. Bacillus subtilis, Aerobacter aerogenesand is also reported from seeds of Trifolium alexandrinum Physical Description: Prismatic cryst. (H2O) (Chemnetbase) The deamination product of guanosine, Xanthosine monophosphate is an intermediate in purine metabolism, formed from IMP, and forming GMP., Xanthylic acid can be used in quantitative measurements of the Inosine monophosphate dehydrogenase enzyme activities in purine metabolism, as recommended to ensure optimal thiopurine therapy for children with acute lymphoblastic leukaemia (ALL). (PMID: 16725387). Xanthosine is found in many foods, some of which are calabash, rambutan, apricot, and pecan nut.
Exact Mass 284.076
Formal Charge 0.0
Monoisotopic Mass 284.076
Isotope Atom Count 0.0
Molecular Complexity 434.0
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 284.23
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-2,6-dione
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Class Purine nucleosides
Inchi InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)
Smiles C1=NC2=C(N1C3C(C(C(O3)CO)O)O)NC(=O)NC2=O
Xlogp -2.4
Superclass Nucleosides, nucleotides, and analogues
Defined Bond Stereocenter Count 0.0
Molecular Formula C10H12N4O6

  • 1. Outgoing r'ship FOUND_IN to/from Coffea Arabica (Plant) Rel Props:Source_db:fooddb_chem_all