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

• ChemBase ID: 171904
• Molecular Formular: C13H17N5O5
• Molecular Mass: 323.30458
• Monoisotopic Mass: 323.12296867
• SMILES: [nH]1c(nc2c(c1=O)ncn2[C@H]1[C@@H]2C([C@H](O1)CO)OC(O2)(C)C)N
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]2C1OC(O2)(C)C)n1cnc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C13H17N5O5/c1-13(2)22-7-5(3-19)21-11(8(7)23-13)18-4-15-6-9(18)16-12(14)17-10(6)20/h4-5,7-8,11,19H,3H2,1-2H3,(H3,14,16,17,20)/t5-,7?,8+,11-/m1/s1
• InChIKey: XKPDAYWPKILAMO-DWVWSIQXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-[(3aS,4R,6R)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-2-amino-6,9-dihydro-1H-purin-6-one
• IUPAC Traditional name: 9-[(3aS,4R,6R)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-2-amino-1H-purin-6-one
• Synonyms: 2',3'-O-Isopropylideneguanosine

Database IDs

• CAS Number: 362-76-5
• PubChem SID: 164227814
• PubChem CID: 57369667

CALCULATED PROPERTIES

• Acid pKa: 10.157895
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -1.0038692
• LogD (pH = 7.4): -1.0044627
• Log P: -1.0037936
• Molar Refractivity: 76.8281 cm^3
• Polarizability: 29.187702 Å^3
• Polar Surface Area: 133.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 15% Ammonium Hydroxide; DMSO; Hot 50% aq. Ethanol; Methanol; Warm Water
• Apperance: White to Off-White Solid
• Melting Point: >295°C dec.

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - I868300

A useful precursor for the preparation of nucleic acids.