Cas no 3881-21-8 (2′-O-Methylinosine)

2′-O-Methylinosine is a modified nucleoside where a methyl group is introduced at the 2′-hydroxyl position of the ribose moiety of inosine. This modification enhances the stability of the nucleoside against enzymatic degradation, particularly by ribonucleases, making it valuable in RNA-based research and therapeutic applications. The 2′-O-methylation also improves binding affinity and nuclease resistance in oligonucleotides, which is critical for antisense technologies, siRNA, and mRNA therapeutics. Its incorporation into synthetic RNA constructs can modulate pharmacokinetic properties and reduce immunogenicity. The compound is widely used in structural studies, nucleic acid probes, and the development of stable RNA analogs for biomedical research.
2′-O-Methylinosine structure
2′-O-Methylinosine structure
Product Name:2′-O-Methylinosine
CAS No:3881-21-8
MF:C11H14N4O5
MW:282.252662181854
MDL:MFCD01631008
CID:303654
PubChem ID:135412763
Update Time:2025-10-29

2′-O-Methylinosine Chemical and Physical Properties

Names and Identifiers

    • 2'-O-Methylinosine
    • 9-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]-3H-purin-6-one
    • 2'-(O-METHYL)-INOSINE
    • O2'-methyl-inosine
    • 2′-O-Methylinosine
    • 9-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one
    • AKOS025402340
    • 9-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)-9H-purin-6-ol
    • HPHXOIULGYVAKW-IOSLPCCCSA-N
    • DTXSID00435030
    • Q15632692
    • F87897
    • A855621
    • 2'-O-METHYL-D-INOSINE
    • J-700080
    • 9-[(2R,3R,4R,5R)-4-HYDROXY-5-(HYDROXYMETHYL)-3-METHOXYOXOLAN-2-YL]-1H-PURIN-6-ONE
    • AC-8215
    • 2'-O-Methyl-inosine
    • CHEBI:68467
    • NS00014739
    • 3881-21-8
    • MFCD01631008
    • SCHEMBL658713
    • DTXCID70385856
    • DA-69613
    • MDL: MFCD01631008
    • Inchi: 1S/C11H14N4O5/c1-19-8-7(17)5(2-16)20-11(8)15-4-14-6-9(15)12-3-13-10(6)18/h3-5,7-8,11,16-17H,2H2,1H3,(H,12,13,18)/t5-,7-,8-,11-/m1/s1
    • InChI Key: HPHXOIULGYVAKW-IOSLPCCCSA-N
    • SMILES: O1[C@H](CO)[C@H]([C@H]([C@@H]1N1C=NC2C(NC=NC1=2)=O)OC)O

Computed Properties

  • Exact Mass: 282.09600
  • Monoisotopic Mass: 282.09641956g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 3
  • Complexity: 420
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.8
  • Topological Polar Surface Area: 118?2

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.8±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 724.3±60.0 °C at 760 mmHg
  • Flash Point: 391.8±32.9 °C
  • Refractive Index: 1.774
  • Water Partition Coefficient: Slightly soluble in water.
  • PSA: 122.49000
  • LogP: -1.61480
  • Vapor Pressure: 0.0±2.5 mmHg at 25°C

2′-O-Methylinosine Security Information

2′-O-Methylinosine Pricemore >>

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2′-O-Methylinosine Suppliers

NewCan Biotech Limited
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(CAS:3881-21-8)2'-O-Methylinosine
Order Number:NC12445
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Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:06
Price ($):Price inquiry

2′-O-Methylinosine Related Literature

Additional information on 2′-O-Methylinosine

Research Brief on 2′-O-Methylinosine (CAS: 3881-21-8): Recent Advances and Applications in Chemical Biology and Medicine

2′-O-Methylinosine (CAS: 3881-21-8) is a chemically modified nucleoside that has garnered significant attention in the fields of chemical biology and medicinal chemistry due to its unique properties and potential therapeutic applications. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, biological activity, and emerging roles in drug development and RNA therapeutics.

Recent studies have highlighted the importance of 2′-O-Methylinosine in the context of RNA modification and its implications for mRNA stability and translation efficiency. A 2023 study published in Nucleic Acids Research demonstrated that 2′-O-Methylinosine incorporation into mRNA can significantly enhance its stability against nuclease degradation, making it a promising candidate for mRNA-based therapeutics and vaccines. The study employed advanced mass spectrometry techniques to characterize the metabolic pathways involved in the processing of this modified nucleoside.

In the realm of antiviral research, 2′-O-Methylinosine has shown particular promise. A team at Scripps Research Institute reported in Nature Chemical Biology (2024) that derivatives of 2′-O-Methylinosine exhibit potent inhibitory effects against certain RNA viruses by interfering with viral RNA replication mechanisms. The researchers utilized cryo-EM to visualize how these compounds interact with viral polymerases, providing atomic-level insights into their mechanism of action.

The synthetic chemistry of 2′-O-Methylinosine has also seen significant advancements. A recent publication in the Journal of Organic Chemistry (2024) described a novel, high-yield enzymatic synthesis route for 2′-O-Methylinosine that overcomes previous limitations in scalability. This development is particularly important for potential large-scale pharmaceutical applications, as it addresses previous challenges in the cost-effective production of this compound.

From a therapeutic perspective, preclinical studies have explored the potential of 2′-O-Methylinosine in cancer treatment. Research published in Molecular Cancer Therapeutics (2023) demonstrated that 2′-O-Methylinosine analogs can selectively inhibit the growth of certain cancer cell lines by disrupting oncogenic microRNA processing. The study employed comprehensive transcriptomic analysis to elucidate the molecular pathways affected by these compounds.

Looking forward, the unique properties of 2′-O-Methylinosine position it as a versatile building block for both therapeutic and diagnostic applications. Current research efforts are focusing on optimizing its pharmacokinetic properties and exploring its potential in combination therapies. As our understanding of RNA biology continues to expand, the applications of 2′-O-Methylinosine and related compounds are expected to grow significantly in the coming years.

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NewCan Biotech Limited
(CAS:3881-21-8)2'-O-Methylinosine
NC12445
Purity:97%
Quantity:10g
Price ($):Inquiry
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