6-amino-3,7-dihydro-2H-purin-2-one

• ChemBase ID: 100974
• Molecular Formular: C5H5N5O
• Molecular Mass: 151.1261
• Monoisotopic Mass: 151.04940981
• SMILES: c12c(c(nc(=O)[nH]1)N)[nH]cn2
• Canonical SMILES: O=c1nc(N)c2c([nH]1)nc[nH]2
• InChI: InChI=1S/C5H5N5O/c6-3-2-4(8-1-7-2)10-5(11)9-3/h1H,(H4,6,7,8,9,10,11)
• InChIKey: DRAVOWXCEBXPTN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-3,7-dihydro-2H-purin-2-one
• IUPAC Traditional name: isoguanine
• Synonyms: 6-amino-3,7-dihydro-2H-purin-2-one; 6-Amino-3,7-dihydro-2H-purin-2-one; 2-Hydroxy-6-aminopurine; 2-Hydroxyadenine; 2-Oxoadenine; 2-Oxyadenine; 6-Amino-2-hydroxypurine; Guanopterin; NSC 241501; Isoguanine

Database IDs

• CAS Number: 3373-53-3
• MDL Number: MFCD00142931
• PubChem SID: 162087727
• PubChem CID: 76900

CALCULATED PROPERTIES

• Acid pKa: 9.410234
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.2393888
• LogD (pH = 7.4): -1.2431796
• Log P: -1.2393389
• Molar Refractivity: 38.9011 cm^3
• Polarizability: 13.285709 Å^3
• Polar Surface Area: 96.16 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous Base
• Apperance: Beige Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - I819000

A nucleotide base as immunostimulator agent.

REFERENCES

• Allawi, H., et al.: Biochemistry, 36, 10581 (1997)
• Wilhelm, J., et al.: Chem. BioChem., 4, 1120 (1997)