A nucleoside and an intermediate in the biosynthesis of caffeine
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Isomer(s)
33503Oxanosine
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Xanthosine (hydrate)

Item No. 39018

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
5968-90-1
Molecular Formula
C10H12N4O6 • 2H2O
Formula Weight
320.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
λmax
234, 261 nm
SMILES
O=C1C2=C(NC(N1)=O)N([C@@H]3O[C@@H]([C@H]([C@H]3O)O)CO)C=N2.O.O
InChi Code
InChI=1S/C10H12N4O6.2H2O/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);2*1H2/t3-,5-,6-,9-;;/m1../s1
InChi Key
ZCCPXSQIUORWCO-LGVAUZIVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $54

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    5 g

    $149

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    Cayman Chemical
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    Product Description

    Xanthosine is a nucleoside and an intermediate in the biosynthesis of caffeine (Item No. 14118).1 It restores glucose uptake and reverses free fatty acid-induced decreases in AMPK activation and gluconeogenesis in CC1 hepatocytes.2 Xanthosine (10, 50, and 100 mg/kg) reduces fasting blood glucose levels and increases gluconeogenesis in a rat model of diabetes induced by streptozotocin (STZ; Item No. 13104).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sato, F. Plant Alkaloid Engineering. Comprehensive Natural Products III: Chemistry and Biology 2, (2020).

    2. Ahmed, S.A., Sarma, P., Barge, S.R., et al. Xanthosine, a purine glycoside mediates hepatic glucose homeostasis through inhibition of gluconeogenesis and activation of glycogenesis via regulating the AMPK/ FoxO1/AKT/GSK3β signaling cascade. Chem. Biol. Interact. 371, 110347 (2023).