HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(6-Aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
L-ADENOSINE · β-L-Adenosine · (2S,3S,4R,5S) · ADA inhibitor · BETA-L-ADENOSINE · L-Adenosine USP/EP/BP · Adenosine Impurity 11 · -2-(6-Amino-9H-purin-9-yl)
Identifiers & Physical Properties
| CAS No. | 2946-52-3 |
|---|---|
| Molecular formula | C10H13N5O4 |
| Average molar mass | 267.24 g/mol |
| Monoisotopic mass | 267.09675391 g/mol |
| SMILES | Nc1ncnc2c1ncn2C1OC(CO)C(O)C1O |
| InChIKey | OIRDTQYFTABQOQ-UHFFFAOYSA-N |
| PubChem CID | 191 |
| ChEMBL | CHEMBL11909 |
| ChEBI | CHEBI:93913 |
Chemical & Physical Properties
| XLogP | -1.1 |
|---|---|
| Topological polar surface area | 140 |
| Hydrogen bond donors | 4 |
| Hydrogen bond acceptors | 8 |
| Rotatable bonds | 2 |
| Heavy atoms | 19 |
| Formal charge | 0 |
| Complexity | 335 |
| Solubility | >40.1 [ug/mL] (The mean of the results at pH 7.4)DMSO (Slightly), Methanol (Slightly, Heated) |
| Melting point | 230 °C |
| Boiling point | 676.3±65.0 °C(Predicted) |
| Density | 2.08±0.1 g/cm3(Predicted) |
| Storage conditions | -20°C Freezer |
| Physical state | Solid |
| pKa (acidity coefficient) | 13.11±0.70(Predicted) |
| Color | Off-White |
Applications & Uses
Uses
L-Adenosine is an intermediate in the synthesis of (2S,3S,4R,5R)-2-(6-Amino-9H-purin-9-yl)-5-(((3-aminophenyl)thio)methyl)tetrahydrofuran-3,4-diol (A609900), an enantiomer of (2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-(((3-aminophenyl)thio)methyl)tetrahydrofuran-3,4-diol (A577286), which an intermediate used in the synthesis of S-adenosylhomocysteine analogs with biological activities.