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

• ChemBase ID: 133989
• Molecular Formular: C14H17N5O6
• Molecular Mass: 351.31468
• Monoisotopic Mass: 351.11788329
• SMILES: CC(=O)O[C@@H]1[C@@H](C(O[C@H]1n1cnc2c1ncnc2N)CO)OC(=O)C
• Canonical SMILES: OCC1O[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)n1cnc2c1ncnc2N
• InChI: InChI=1S/C14H17N5O6/c1-6(21)23-10-8(3-20)25-14(11(10)24-7(2)22)19-5-18-9-12(15)16-4-17-13(9)19/h4-5,8,10-11,14,20H,3H2,1-2H3,(H2,15,16,17)/t8?,10-,11-,14-/m1/s1
• InChIKey: OUQFHKYWNKYTTQ-PQKOYNMZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R,5R)-4-(acetyloxy)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-yl acetate
• IUPAC Traditional name: (3R,4R,5R)-4-(acetyloxy)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-yl acetate
• Synonyms: Adenosine 2′,3′-diacetate; 2′,3′-Di-O-acetyladenosine

Database IDs

• CAS Number: 29886-19-9
• EC Number: 249-929-5
• MDL Number: MFCD00022828
• PubChem SID: 24894038; 162228266
• PubChem CID: 16219266

CALCULATED PROPERTIES

• Acid pKa: 14.582768
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -1.3238277
• LogD (pH = 7.4): -1.2103746
• Log P: -1.208713
• Molar Refractivity: 81.4986 cm^3
• Polarizability: 32.26043 Å^3
• Polar Surface Area: 151.68 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: 98-99% (TLC)