(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)-4-(2-methoxyethoxy)oxolan-3-ol

• ChemBase ID: 172954
• Molecular Formular: C13H19N5O5
• Molecular Mass: 325.32046
• Monoisotopic Mass: 325.13861873
• SMILES: [C@@H]1([C@H]([C@@H](O[C@@H]1CO)n1cnc2c1ncnc2N)OCCOC)O
• Canonical SMILES: COCCO[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1ncnc2N)CO
• InChI: InChI=1S/C13H19N5O5/c1-21-2-3-22-10-9(20)7(4-19)23-13(10)18-6-17-8-11(14)15-5-16-12(8)18/h5-7,9-10,13,19-20H,2-4H2,1H3,(H2,14,15,16)/t7-,9-,10-,13-/m1/s1
• InChIKey: PUDXUJRJLRLJIU-QYVSTXNMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)-4-(2-methoxyethoxy)oxolan-3-ol
• IUPAC Traditional name: (2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-(2-methoxyethoxy)oxolan-3-ol
• Synonyms: (2R,3R,4R,5R)-5-(6-Amino-9H-purin-9-yl)-2-(hydroxymethyl)-4-(2-methoxyethoxy)tetrahydrofuran-3-ol; 2'-O-(2-Methoxyethyl)adenosine

Database IDs

• CAS Number: 168427-74-5
• MDL Number: MFCD02682961
• PubChem SID: 164228864
• PubChem CID: 11393191

CALCULATED PROPERTIES

• Acid pKa: 12.991909
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -1.6099559
• LogD (pH = 7.4): -1.4964759
• Log P: -1.4948128
• Molar Refractivity: 78.9903 cm^3
• Polarizability: 30.823956 Å^3
• Polar Surface Area: 137.77 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - M262565

A adenosine derivative as building blocks for cross-linking oligonucleotides.

REFERENCES

• Martin, P., et al.: Helv. Chim. Acta, 78, 486 (1995)