Xanthosine

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Xanthosine[1]
Xanthosin.svg
Names
IUPAC name
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-2,6-dione
Other names
Xanthine riboside; 9-beta-D-Ribofuranosylxanthine
Identifiers
146-80-5 YesY
ChEMBL ChEMBL402439 N
ChemSpider 58484 N
Jmol-3D images Image
Image
PubChem 64959
Properties
C10H12N4O6
Molar mass 284.23 g·mol−1
Melting point Decomposes when heated
Sparingly soluble in cold water; freely soluble in hot water
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
Infobox references

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.[2]

See also[edit]

References[edit]

  1. ^ Merck Index, 11th Edition, 9974
  2. ^ Ashihara, Hiroshi; Yokota, Takao; Crozier, Alan "Biosynthesis and catabolism of purine alkaloids" Advances in Botanical Research 2013, vol. 68, 111-138. http://dx.doi.org/10.1016/B978-0-12-408061-4.00004-3