Description

2′,3′,5′-Tri-O-acetylinosine (CAS No. 3181-38-2) is a high-purity acetylated derivative of inosine, designed for advanced biochemical and pharmaceutical research applications. This compound, with the molecular formula C₁₆H₁₈N₄O₈, is a white to off-white crystalline powder that exhibits excellent stability under standard laboratory conditions. It is widely utilized in nucleoside chemistry, antiviral research, and as a key intermediate in the synthesis of modified nucleosides for therapeutic development. The product is rigorously tested for purity (>98% by HPLC) and is supplied with comprehensive analytical data, including NMR and MS spectra, ensuring reliability for sensitive experimental workflows. Store in a tightly sealed container at -20°C to maintain long-term stability.

Properties

• CAS Number: 3181-38-2
• Complexity: 698
• IUPAC Name: [(2R,3R,4R,5R)-3,4-diacetoxy-5-(6-oxo-1H-purin-9-yl)tetrahydrofuran-2-yl]methyl acetate
• InChI: InChI=1S/C16H18N4O8/c1-7(21)25-4-10-12(26-8(2)22)13(27-9(3)23)16(28-10)20-6-19-11-14(20)17-5-18-15(11)24/h5-6,10,12-13,16H,4H2,1-3H3,(H,17,18,24)/t10-,12-,13-,16-/m1/s1
• InChI Key: SFEQTFDQPJQUJM-XNIJJKJLSA-N
• Exact Mass: 394.11246355
• Molecular Formula: C16H18N4O8
• Molecular Weight: 394.34
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C2N=CNC3=O)OC(=O)C)OC(=O)C
• Topological: 147
• Monoisotopic Mass: 394.11246355
• Synonyms: 3181-38-2, 2′,3′,5′-Tri-O-acetylinosine, (2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-3,4-diyl diacetate, Inosine 2′,3′,5′-triacetate, 2′,3′,5′-TRIACETYLINOSINE, O2′,O3′,O5′-tri-acetylinosine, [(2R,3R,4R,5R)-3,4-diacetyloxy-5-(6-oxo-1H-purin-9-yl)oxolan-2-yl]methyl acetate, MFCD00038617, EINECS 221-669-7, AI3-52250, 2-3-5-triacetylinosine, SCHEMBL597993, SCHEMBL24191242, SFEQTFDQPJQUJM-XNIJJKJLSA-N, DTXSID101309735, NSC 66386, AKOS016010260, CS-W013872, (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-3,4-diyldiacetate, AS-12276, BP-58638, 2a(2),3a(2),5a(2)-Tri-O-acetylinosine, NS00045691, D84141, SR-01000005768, SR-01000005768-1, 9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purin-6-ol, 2 inverted exclamation marka,3 inverted exclamation marka,5 inverted exclamation marka-Tri-O-acetylinosine

2′,3′,5′-Tri-O-acetylinosine is primarily used as a protected intermediate in the synthesis of nucleoside analogs for antiviral and anticancer drug development. Its acetyl groups provide stability during chemical modifications, making it ideal for oligonucleotide synthesis and glycosylation studies. Researchers also employ this compound in metabolic pathway investigations and as a reference standard in analytical chemistry.

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