2-amino-6,9-dihydro(4,5-13C2,7-15N)-1H-purin-6-one

• ChemBase ID: 169800
• Molecular Formular: C5H5N5O
• Molecular Mass: 154.10481857
• Monoisotopic Mass: 154.05315437
• SMILES: [nH]1[13c]2[13c]([15n]c1)c(=O)[nH]c(n2)N
• Canonical SMILES: Nc1[nH]c(=O)[13c]2[13c](n1)[nH]c[15n]2
• InChI: InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)/i2+1,3+1,7+1
• InChIKey: UYTPUPDQBNUYGX-QZTPXDJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-6,9-dihydro(4,5-^1^3C₂,7-^1^5N)-1H-purin-6-one
• IUPAC Traditional name: 2-amino-1,9-dihydro(4,5-^1^3C₂,7-^1^5N)purin-6-one
• Synonyms: 2-Amino-1,9-dihydro-6H-purin-6-one-4,5-13C2, 7-15N; 2-Amino-6-hydroxy-1H-purine-4,5-13C2, 7-15N; 2-Amino-6-hydroxypurine-4,5-13C2, 7-15N; 2-Aminohypoxanthine-4,5-13C2, 7-15N; 9H-Guanine-4,5-13C2, 7-15N; Guanine-4,5-13C2,7-15N

Database IDs

• PubChem SID: 162263932
• PubChem CID: 71317169

CALCULATED PROPERTIES

• Acid pKa: 9.3818245
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.1465186
• LogD (pH = 7.4): -1.1503007
• Log P: -1.146267
• Molar Refractivity: 38.0248 cm^3
• Polarizability: 13.099217 Å^3
• Polar Surface Area: 96.16 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous Sodium Hydroxide; DMSO
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - G836003

Labelled Guanine (G836000). Guanine is on one of the five nucleobases incorporated into biological nucleic acids. Guanine, along with adenine and cytosine, is present in both DNA and RNA, whereas thymine is usually seen only in DNA, and uracil only in RNA

REFERENCES

• Geslain, R., et al.: J. Biol. Chem., 284, 27760 (2009)
• Manini, P., et al.: Toxicol. Lett., 190, 41 (2009)
• Gong, B., et al.: Biochem., 48, 11961 (2009)
• Sugimoto, M., et al.: J. Agric. Food Chem., 58, 374 (2009)