8-hydroxy-6-methyl(3a,10a-13C2,1-15N)-3H,5H,6H,7H,8H,10H-pyrimido[1,2-a]purin-10-one

• ChemBase ID: 178359
• Molecular Formular: C9H11N5O2
• Molecular Mass: 224.19465857
• Monoisotopic Mass: 224.09501919
• SMILES: n12c(n[13c]3[13c](c1=O)[15n]c[nH]3)NC(CC2O)C
• Canonical SMILES: CC1CC(O)n2c(N1)n[13c]1[13c](c2=O)[15n]c[nH]1
• InChI: InChI=1S/C9H11N5O2/c1-4-2-5(15)14-8(16)6-7(11-3-10-6)13-9(14)12-4/h3-5,15H,2H2,1H3,(H,10,11)(H,12,13)/i6+1,7+1,10+1
• InChIKey: UGJRDCQEZCPJPZ-NQAOKQPGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-hydroxy-6-methyl(3a,10a-^1^3C₂,1-^1^5N)-3H,5H,6H,7H,8H,10H-pyrimido[1,2-a]purin-10-one
• IUPAC Traditional name: 8-hydroxy-6-methyl(3a,10a-^1^3C₂,1-^1^5N)-3H,5H,6H,7H,8H-pyrimido[1,2-a]purin-10-one
• Synonyms: 5,6,7,8-Tetrahydro-4-hydroxy-6-methylpyrimido[1,2-a]purin-10(1H)-one-13C2,15N; 4,6,7,8-Tetrahydro-8-hydroxy-6-methylpyrimido[1,2-a]purin-10(3H)-one-13C2,15N

Database IDs

• PubChem SID: 164234269
• PubChem CID: 71752459

CALCULATED PROPERTIES

• Acid pKa: 10.320511
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.49395412
• LogD (pH = 7.4): -0.4943229
• Log P: -0.49385232
• Molar Refractivity: 55.6276 cm^3
• Polarizability: 20.348524 Å^3
• Polar Surface Area: 93.61 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 174-179°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T293687

Labelled cyclic propano guanine adduct DNA acetaldehyde histone.

REFERENCES

• Nath, R., et al.: Cancer Res., 58, 581 (1998)
• Wang, M., et al.: Chem. Res., 13, 1065 (1998)
• Terashima, I., et al.: Biochemistry, 40, 4106 (1998)
• Yokoyama, A., et al.: Carcinogenesis, 23, 1851 (1998)