[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methyl acetate

• ChemBase ID: 146018
• Molecular Formular: C16H19N5O8
• Molecular Mass: 409.35076
• Monoisotopic Mass: 409.12336259
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n1cnc2c1nc([nH]c2=O)N)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)[nH]c2=O)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(21)19-16(17)20-14(10)25/h5,9,11-12,15H,4H2,1-3H3,(H3,17,19,20,25)/t9-,11-,12-,15-/m1/s1
• InChIKey: ULXDFYDZZFYGIY-SDBHATRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(2-amino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methyl acetate
• Synonyms: 2',3',5'-Triacetylguanosine; Guanosine 2′,3′,5′-triacetate; 2′,3′,5′-Tri-O-acetylguanosine; 2’,3’,5’-Tri-O-acetylguanosine; Guanosine Triacetate; NSC 66387; Triacetylguanosine; 2',3',5'-Tri-O-acetyl Guanosine; 2′,3′,5′-三乙酰鸟嘌呤核苷; 2′,3′,5′-三乙酰鸟苷

Database IDs

• CAS Number: 6979-94-8
• EC Number: 230-242-4
• MDL Number: MFCD00057054
• PubChem SID: 24888303; 162240218
• PubChem CID: 65173

CALCULATED PROPERTIES

• Acid pKa: 10.157907
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -1.382895
• LogD (pH = 7.4): -1.3835119
• Log P: -1.382842
• Molar Refractivity: 92.0756 cm^3
• Polarizability: 35.89212 Å^3
• Polar Surface Area: 173.43 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 226-231 °C(lit.)

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98%; 95%; 98%
• Empirical Formula (Hill Notation): C16H19N5O8
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - 850926

Packaging
1, 5 g in glass bottle