[(3aS,4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]methanol

• ChemBase ID: 171874
• Molecular Formular: C13H17N5O4
• Molecular Mass: 307.30518
• Monoisotopic Mass: 307.12805405
• SMILES: n1cnc2c(c1N)ncn2[C@H]1C2[C@H]([C@H](O1)CO)OC(O2)(C)C
• Canonical SMILES: OC[C@H]1O[C@H](C2[C@H]1OC(O2)(C)C)n1cnc2c1ncnc2N
• InChI: InChI=1S/C13H17N5O4/c1-13(2)21-8-6(3-19)20-12(9(8)22-13)18-5-17-7-10(14)15-4-16-11(7)18/h4-6,8-9,12,19H,3H2,1-2H3,(H2,14,15,16)/t6-,8+,9?,12-/m1/s1
• InChIKey: LCCLUOXEZAHUNS-HRLNAYTHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3aS,4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]methanol
• IUPAC Traditional name: [(3aS,4R,6R)-6-(6-aminopurin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methanol
• Synonyms: 2',3'-O-(1-Methylethylidene)adenosine; NSC 29413; 2',3'-Isopropylidene Adenosine

Database IDs

• CAS Number: 362-75-4
• PubChem SID: 164227784
• PubChem CID: 59854420

CALCULATED PROPERTIES

• Acid pKa: 14.58375
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.50367695
• LogD (pH = 7.4): -0.39020115
• Log P: -0.38853925
• Molar Refractivity: 75.4026 cm^3
• Polarizability: 29.437391 Å^3
• Polar Surface Area: 117.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 221-222°C