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

• ChemBase ID: 132832
• Molecular Formular: C13H16N4O4S
• Molecular Mass: 324.35554
• Monoisotopic Mass: 324.08922601
• SMILES: CC1(OC2[C@@H](OC(C2O1)CO)n1cnc2c1ncnc2S)C
• Canonical SMILES: OCC1O[C@H](C2C1OC(O2)(C)C)n1cnc2c1ncnc2S
• InChI: InChI=1S/C13H16N4O4S/c1-13(2)20-8-6(3-18)19-12(9(8)21-13)17-5-16-7-10(17)14-4-15-11(7)22/h4-6,8-9,12,18H,3H2,1-2H3,(H,14,15,22)/t6?,8?,9?,12-/m1/s1
• InChIKey: HXZCOKXEDYVENB-LCIRSVMXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(6R)-2,2-dimethyl-6-(6-sulfanyl-9H-purin-9-yl)-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]methanol
• IUPAC Traditional name: [(6R)-2,2-dimethyl-6-(6-sulfanylpurin-9-yl)-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methanol
• Synonyms: 2′,3′-O-Isopropylidene-6-mercaptopurine riboside; 2′,3′-O-Isopropylidene-6-thioinosine

Database IDs

• CAS Number: 5856-48-4
• EC Number: 227-474-3
• MDL Number: MFCD00051198
• PubChem SID: 162227109; 24896059
• PubChem CID: 16219520

CALCULATED PROPERTIES

• Acid pKa: 7.54163
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.52980906
• LogD (pH = 7.4): 0.30922133
• Log P: 0.5335939
• Molar Refractivity: 78.712 cm^3
• Polarizability: 31.346676 Å^3
• Polar Surface Area: 91.52 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - I4627

Application
2′,3′-O-Isopropylidene-6-thioinosine may be used to study metal complexing mechanisms.