Chemical Component Summary

NameXANTHINE
Identifiers3,9-dihydropurine-2,6-dione
FormulaC5 H4 N4 O2
Molecular Weight152.111
TypeNON-POLYMER
Isomeric SMILESc1[nH]c2c(n1)C(=O)NC(=O)N2
InChIInChI=1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)
InChIKeyLRFVTYWOQMYALW-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count15
Chiral Atom Count0
Bond Count16
Aromatic Bond Count10

Drug Info: DrugBank

DrugBank IDDB02134 
NameXanthine
Groups experimental
DescriptionA purine base found in most body tissues and fluids, certain plants, and some urinary calculi. It is an intermediate in the degradation of adenosine monophosphate to uric acid, being formed by oxidation of hypoxanthine. The methylated xanthine compounds caffeine, theobromine, and theophylline and their derivatives are used in medicine for their bronchodilator effects. (Dorland, 28th ed)
SynonymsXanthine
Categories
  • Alkaloids
  • Cytochrome P-450 CYP1A2 Substrates
  • Cytochrome P-450 Substrates
  • Heterocyclic Compounds, Fused-Ring
  • Purines
CAS number69-89-6

Drug Targets

NameTarget SequencePharmacological ActionActions
Purine nucleoside phosphorylase 2MSQVQFSHNPLFCIDIIKTYKPDFTPRVAFILGSGLGALADQIENAVAIS...unknown
Xanthine phosphoribosyltransferaseMSEKYIVTWDMLQIHARKLASRLMPSEQWKGIIAVSRGGLVPGALLAREL...unknown
Cytochrome P450 1A2MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...unknownsubstrate
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 1188, 5280342
ChEMBL CHEMBL1424
ChEBI CHEBI:17712, CHEBI:48517
CCDC/CSD YADJEU, VURMUR, YADJAQ, JULXUJ, WEGSEK