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

• ChemBase ID: 171806
• Molecular Formular: C16H19N5O8
• Molecular Mass: 409.35076
• Monoisotopic Mass: 409.12336259
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]1n1c2c(nc1)c(nc(=O)[nH]2)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]1n1cnc2c1[nH]c(=O)nc2N)COC(=O)C
• InChI: InChI=1S/C16H19N5O8/c1-6(22)26-4-9-11(27-7(2)23)12(28-8(3)24)15(29-9)21-5-18-10-13(17)19-16(25)20-14(10)21/h5,9,11-12,15H,4H2,1-3H3,(H3,17,19,20,25)/t9-,11-,12-,15-/m1/s1
• InChIKey: QHMGQUDDESFBBM-SDBHATRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-amino-2-oxo-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-amino-2-oxo-3H-purin-9-yl)oxolan-2-yl]methyl acetate
• Synonyms: 1,2-Dihydro-2-oxo-adenosine 2',3',5'-Triacetate; 9-β-D-Ribofuranosylisoguanine Triacetate; Crotonosid Triacetate; Crotonoside Triacetate; Isoguanine Riboside Triacetate; 2-Hydroxyadenosine Triacetate; Isoguanosine Triacetate

Database IDs

• CAS Number: 173098-06-1
• PubChem SID: 164227716
• PubChem CID: 71749563

CALCULATED PROPERTIES

• Acid pKa: 10.868842
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -1.5155663
• LogD (pH = 7.4): -1.5153755
• Log P: -1.5152311
• Molar Refractivity: 91.6422 cm^3
• Polarizability: 36.078545 Å^3
• Polar Surface Area: 173.43 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Off-White Solid
• Melting Point: 240-245°C