[(2R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl 4-methylbenzene-1-sulfonate

• ChemBase ID: 178755
• Molecular Formular: C17H19N5O6S
• Molecular Mass: 421.42766
• Monoisotopic Mass: 421.10560435
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1c2c(nc1)c(ncn2)N)COS(=O)(=O)c1ccc(cc1)C)O)O
• Canonical SMILES: OC1[C@@H](COS(=O)(=O)c2ccc(cc2)C)O[C@H]([C@H]1O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C17H19N5O6S/c1-9-2-4-10(5-3-9)29(25,26)27-6-11-13(23)14(24)17(28-11)22-8-21-12-15(18)19-7-20-16(12)22/h2-5,7-8,11,13-14,17,23-24H,6H2,1H3,(H2,18,19,20)/t11-,13?,14+,17-/m1/s1
• InChIKey: CAXLRAROZXYOHH-OVHGWZCWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: [(2R,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl 4-methylbenzenesulfonate
• Synonyms: Adenosine 5'-(4-Methylbenzenesulfonate); 5'-O-Toluenesulfonyladenosine; 5'-Tosyladenosine; 5'-Tosyl Adenosine

Database IDs

• CAS Number: 5135-30-8
• PubChem SID: 164234665
• PubChem CID: 59996244

CALCULATED PROPERTIES

• Acid pKa: 12.456077
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 0.35799438
• LogD (pH = 7.4): 0.4714819
• Log P: 0.47314784
• Molar Refractivity: 101.1383 cm^3
• Polarizability: 40.096695 Å^3
• Polar Surface Area: 162.68 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 182-188°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere