Xanthosine
Names | |
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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 | |
ChEMBL | ChEMBL402439 |
ChemSpider | 58484 |
Jmol interactive 3D | Image Image |
PubChem | 64959 |
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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 otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
verify (what is ?) | |
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
- Xanthosine monophosphate
- Xanthosine diphosphate
- Xanthosine triphosphate
References
- ↑ Merck Index, 11th Edition, 9974
- ↑ 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
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