This website is for informational and educational purposes only. Please do not self-medicate; contact a medical professional for advice before administration. This website is for informational and educational purposes only. Please do not self-medicate; contact a medical professional for advice before administration.

9-beta-D-Ribofuranosylxanthine

PubChem CID: 1189

Connections displayed (default: 10).
Loading graph...

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
Heavy Atom Count 20.0
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.
Isotope Atom Count 0.0
Molecular Complexity 434.0
Database Name fooddb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-2,6-dione
Nih Violation False
Class Purine nucleosides
Xlogp -2.4
Superclass Nucleosides, nucleotides, and analogues
Is Pains False
Molecular Formula C10H12N4O6
Inchi Key UBORTCNDUKBEOP-UHFFFAOYSA-N
Rotatable Bond Count 2.0
State Solid
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
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
Compound Name 9-beta-D-Ribofuranosylxanthine
Kingdom Organic compounds
Exact Mass 284.076
Formal Charge 0.0
Brenk Violation False
Monoisotopic Mass 284.076
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 284.23
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
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
Defined Bond Stereocenter Count 0.0

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