[(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]methyl acetate

• ChemBase ID: 107453
• Molecular Formular: C15H19N5O5
• Molecular Mass: 349.34186
• Monoisotopic Mass: 349.13861873
• SMILES: CC(=O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc23)[C@@H]2OC(C)(C)O[C@H]12
• Canonical SMILES: CC(=O)OC[C@H]1O[C@H]([C@H]2[C@@H]1OC(O2)(C)C)n1cnc2c1ncnc2N
• InChI: InChI=1S/C15H19N5O5/c1-7(21)22-4-8-10-11(25-15(2,3)24-10)14(23-8)20-6-19-9-12(16)17-5-18-13(9)20/h5-6,8,10-11,14H,4H2,1-3H3,(H2,16,17,18)/t8-,10-,11-,14-/m1/s1
• InChIKey: AGPPMENETHBDES-IDTAVKCVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]methyl acetate
• IUPAC Traditional name: [(3aR,4R,6R,6aR)-6-(6-aminopurin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methyl acetate
• Synonyms: 2',3'-ISOPROPYLIDENEADENOSINE-5'-MONOACETATE; 2’,3’-O-Isopropylidene-5’-O-acetyladenosine; 2',3'-O-(1-Methylethylidene)adenosine 5'-Acetate; NSC 90373; 5'-Acetyl-2',3'-isopropylidene Adenosine; 5′-Acetyl-2′,3′-isopropylideneadenosine; 5′-乙酰基-2′,3′-异亚丙基腺苷

Database IDs

• CAS Number: 15888-38-7
• EC Number: 240-026-1
• MDL Number: MFCD00005755
• PubChem SID: 162094565
• PubChem CID: 85167

CALCULATED PROPERTIES

• Acid pKa: 18.53552
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -0.06255368
• LogD (pH = 7.4): 0.05092425
• Log P: 0.052586153
• Molar Refractivity: 84.5541 cm^3
• Polarizability: 33.293602 Å^3
• Polar Surface Area: 123.61 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 170-172°C

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C15H19N5O5

DETAILS

MP Biomedicals - 05203779

MP Biomedicals Rare Chemical collection

REFERENCES

• Griffey, R., et al.: J. Biol. Chem., 260, 9734 (1985)