(2R,3S,5R)-2-(6-amino-9H-purin-9-yl)-5-[hydroxy(13C)methyl](2,3,4,5-13C4)oxolane-3,4-diol

• ChemBase ID: 159564
• Molecular Formular: C10H13N5O4
• Molecular Mass: 272.20459419
• Monoisotopic Mass: 272.11352811
• SMILES: [13C@@H]1([13CH]([13C@H](O[13C@H]1n1cnc2c1ncnc2N)[13CH2]O)O)O
• Canonical SMILES: O[13CH2][13C@H]1O[13C@H]([13C@H]([13CH]1O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6?,7+,10-/m1/s1/i1+1,4+1,6+1,7+1,10+1
• InChIKey: OIRDTQYFTABQOQ-UVGRXDSASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,5R)-2-(6-amino-9H-purin-9-yl)-5-[hydroxy(^1^3C)methyl](2,3,4,5-^1^3C₄)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3S,5R)-2-(6-aminopurin-9-yl)-5-[hydroxy(^1^3C)methyl](2,3,4,5-^1^3C₄)oxolane-3,4-diol
• Synonyms: 9-β-D-Ribofuranosyl-9H-purin-6-amine-13C5; 9-β-D-Ribofuranosyladenine-13C5; Adenine Riboside-13C5; Adenocard-13C5; Adenocor-13C5; Adenogesic-13C5; Adenoscan-13C5; Adrekar-13C5; Boniton-13C5; D-Adenosine-13C5; 1-(6-Amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranose-13C5; Myocol-13C5; NSC 7652-13C5; Adenosine-13C5

Database IDs

• CAS Number: 159496-13-6
• PubChem SID: 162253699
• PubChem CID: 71313037

CALCULATED PROPERTIES

• Acid pKa: 12.454003
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -2.2061195
• LogD (pH = 7.4): -2.09263
• Log P: -2.0909638
• Molar Refractivity: 63.1956 cm^3
• Polarizability: 24.545797 Å^3
• Polar Surface Area: 139.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 233-235°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A280402

Labelled nucleotide.

REFERENCES

• Long, X., et al.: J. Pharmacol. Exper. Ther., 335, 781 (2010)
• Ham, M., et al.: J. Pharmacol. Exper. Ther., 335, 607 (2010)