A purine nucleoside
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Isomer(s)
33459Allopurinol Riboside
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Inosine

Item No. 34373

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
58-63-9
Synonyms
  • 9-β-D-Ribofuranosylhypoxanthine
  • NSC 20262
Molecular Formula
C10H12N4O5
Formula Weight
268.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Water: 10 mg/ml
λmax
248 nm
SMILES
O[C@H]1[C@](O[C@@H]([C@H]1O)CO)([H])N2C3=C(C(N=CN3)=O)N=C2
InChi Code
InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1
InChi Key
UGQMRVRMYYASKQ-KQYNXXCUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

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    Cayman Chemical
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    Product Description

    Inosine is a purine nucleoside composed of hypoxanthine (Item No. 22254) and ribose.1 It is formed from inosine-5'-monophosphate (Item No. 18135) by 5'-nucleotidase.2 Inosine can also be formed by the deamination of adenosine, a post-translational modification known as A-to-I editing that occurs in tRNA and mRNA and is catalyzed by adenosine deaminase acting on RNA (ADAR).1 It inhibits the production of TNF-α, IL-1, and IL-12 in LPS-stimulated isolated mouse peritoneal macrophages when used at concentrations ranging from 30 to 1,000 µM.3 Inosine reduces sensorimotor impairments in a rat model of cerebral ischemia induced by middle cerebral artery occlusion (MCAO) when administered as a continuous infusion into the cisterna magna via osmotic minipump.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Srinivansan, S., Torres, A.G., and de Puplana, L.R. Inosine in biology and disease. Genes (Basel) 12(4), 600 (2021).

    2. Haskó, G., Sitkovsky, M.V., and Szabó, C. Immunomodulatory and neuroprotective effects of inosine. Trends Pharamacol. Sci. 25(3), 152-157 (2004).

    3. Haskó, G., Kuhel, D.G., Németh, Z.H., et al. Inosine inhibits inflammatory cytokine production by a posttranscriptional mechanism and protects against endotoxin-induced shock. J. Immunol. 164(2), 1013-1019 (2000).

    4. Chen, P., Goldberg, D.E., Kolb, B., et al. Inosine induces axonal rewiring and improves behavioral outcome after stroke. Proc. Natl. Acad. Sci. USA 99(13), 9031-9036 (2002).