8-hydroxy-7-(2H3)methyl-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 179266
• Molecular Formular: C8H10N4O3
• Molecular Mass: 210.19
• Monoisotopic Mass: 210.0752902
• SMILES: c1(=O)n(c(=O)n(c2c1n(c(n2)O)C)C)C
• Canonical SMILES: Oc1nc2c(n1C)c(=O)n(c(=O)n2C)C
• InChI: InChI=1S/C8H10N4O3/c1-10-4-5(9-7(10)14)11(2)8(15)12(3)6(4)13/h1-3H3,(H,9,14)
• InChIKey: BYXCFUMGEBZDDI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-hydroxy-7-(^2H₃)methyl-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 8-hydroxy-7-(^2H₃)methyl-1,3-dimethylpurine-2,6-dione
• Synonyms: 7,9-Dihydro-1,3-dimethyl-7-(methyl-d3)-1H-purine-2,6,8(3H)-trione; 1,3,7-Trimethyluric Acid-d3

Database IDs

• CAS Number: 188297-95-2
• PubChem SID: 164235176
• PubChem CID: 71433761

CALCULATED PROPERTIES

• Acid pKa: 11.296023
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.16496159
• LogD (pH = 7.4): -0.16501507
• Log P: -0.1649609
• Molar Refractivity: 51.2854 cm^3
• Polarizability: 18.63268 Å^3
• Polar Surface Area: 78.67 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Melting Point: >300°C (dec.)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Store in freezer

DETAILS

Toronto Research Chemicals - T798000

A caffeine metabolite.

REFERENCES

• Regal, K.A., et al.: J. of Chromatography B, 708, 75 (1998)