Description
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Expression
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Biological Properties

Metabolome  -  SMDBM0022  ( Xanthine )

Description

  • IDSMDBM0022
  • NameXanthine
  • OrganismHomo sapiens (Human)
  • Synonyms2,6-Dihydroxypurine; 2,6-Dioxo-1,2,3,6-tetrahydropurine; 9H-Purine-2,6-(1H,3H)-dione; Purine-2(3H),6(1H)-dione; Xan; 1H-Purine-2,6-diol; 2,6(1,3)-Purinedion; 2,6-Dioxopurine; 3,7-Dihydro-1H-purine-2,6-dione; 3,7-Dihydropurine-2,6-dione; 9H-Purine-2,6(1H,3H)-dione; 9H-Purine-2,6-diol; Dioxopurine; Isoxanthine; Pseudoxanthine; Purine-2,6(1H,3H)-dione; Purine-2,6-diol; Xanthic oxide; Xanthin;

Expression

  • Data from ( PMID: 28797078 )
  • SampleSeminal plasma samples from patients diagnosed with unexplained male infertility (n=130) and healthy subjects (n=130)
  • ProtocolGas Chromatography-Mass Spectrometry (GC-MS)
  • InstrumentPegasus HT system (Leco Corporation, St Joseph, USA) coupled with an Agilent 6890N gas chromatography
  • Expression FC0.880
  • Chemical FormulaC5H4N4O2
  • Average Molecular Weight152.11090
  • CAS Registry Number69-89-6

Biological Properties

  • DescriptionXanthine, also known as Xan or 2,6-dioxopurine, belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. An oxopurine in which the purine ring is substituted by oxo groups at positions 2 and 6 and N-9 is protonated. Xanthine is an extremely weak basic (essentially neutral) compound (based on its pKa). Xanthine exists in all living species, ranging from bacteria to humans. Within humans, xanthine participates in a number of enzymatic reactions. In particular, xanthine can be biosynthesized from guanine; which is mediated by the enzyme guanine deaminase. In addition, xanthine and ribose 1-phosphate can be biosynthesized from xanthosine through the action of the enzyme purine nucleoside phosphorylase. In humans, xanthine is involved in azathioprine action pathway. Xanthine is a potentially toxic compound. Xanthine, with regard to humans, has been found to be associated with several diseases such as hydrocephalus, adenosine kinase deficiency, xanthinuria type II, and eosinophilic esophagitis; xanthine has also been linked to the inborn metabolic disorder lesch-nyhan syndrome.