[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(2-amino-6-sulfanyl-9H-purin-9-yl)oxolan-2-yl]methyl acetate

• ChemBase ID: 160228
• Molecular Formular: C16H19N5O7S
• Molecular Mass: 425.41636
• Monoisotopic Mass: 425.10051897
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]1n1cnc2c1nc(nc2S)N)COC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1[C@H](OC(=O)C)[C@H](O[C@H]1n1cnc2c1nc(N)nc2S)COC(=O)C
• InChI: InChI=1S/C16H19N5O7S/c1-6(22)25-4-9-11(26-7(2)23)12(27-8(3)24)15(28-9)21-5-18-10-13(21)19-16(17)20-14(10)29/h5,9,11-12,15H,4H2,1-3H3,(H3,17,19,20,29)/t9-,11-,12-,15-/m1/s1
• InChIKey: BZOOEMDKUJHUEP-SDBHATRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(2-amino-6-sulfanyl-9H-purin-9-yl)oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(2-amino-6-sulfanylpurin-9-yl)oxolan-2-yl]methyl acetate
• Synonyms: 6-Thio-guanosine 2',3',5'-Triacetate; Tri-O-acetylthioguanosine; NSC 70389; 2-Amino-6-mercaptopurine-9-(2',3',5'-tri-O-acetyl-β-ribofuranosyl)purine

Database IDs

• CAS Number: 2946-36-3
• PubChem SID: 162254363
• PubChem CID: 71313291

CALCULATED PROPERTIES

• Acid pKa: 7.372591
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.0011721882
• LogD (pH = 7.4): -0.29354635
• Log P: 0.004405561
• Molar Refractivity: 98.6059 cm^3
• Polarizability: 39.18146 Å^3
• Polar Surface Area: 157.75 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Hot Water; Methanol
• Apperance: Off-White Solid
• Melting Point: 245-248°C