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

• ChemBase ID: 132884
• Molecular Formular: C16H19N5O7
• Molecular Mass: 393.35136
• Monoisotopic Mass: 393.12844797
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n1cnc2c1ncnc2N)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1[C@H](OC(=O)C)[C@H](O[C@H]1n1cnc2c1ncnc2N)COC(=O)C
• InChI: InChI=1S/C16H19N5O7/c1-7(22)25-4-10-12(26-8(2)23)13(27-9(3)24)16(28-10)21-6-20-11-14(17)18-5-19-15(11)21/h5-6,10,12-13,16H,4H2,1-3H3,(H2,17,18,19)/t10-,12-,13-,16-/m1/s1
• InChIKey: GCVZNVTXNUTBFB-XNIJJKJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-amino-9H-purin-9-yl)oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-aminopurin-9-yl)oxolan-2-yl]methyl acetate
• Synonyms: Adenosine 2',3',5'-Triacetate; Tri-O-acetyladenosine; NSC 76766; 2',3',5'-Tri-O-acetyladenosine; 2′,3′,5′-Tri-O-acetyladenosine

Database IDs

• CAS Number: 7387-57-7
• MDL Number: MFCD00057001
• PubChem SID: 162227161; 24900484
• PubChem CID: 96503

CALCULATED PROPERTIES

• Acid pKa: 18.535484
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -0.88270015
• LogD (pH = 7.4): -0.7692491
• Log P: -0.76758766
• Molar Refractivity: 90.6501 cm^3
• Polarizability: 36.117744 Å^3
• Polar Surface Area: 157.75 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 168-170°C

Safety Information

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

Product Information

• Purity: ≥98%