3-(2H3)methyl-7-methyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione

• ChemBase ID: 174394
• Molecular Formular: C7H8N4O3
• Molecular Mass: 196.16342
• Monoisotopic Mass: 196.05964014
• SMILES: c1(=O)[nH]c(=O)n(c2c1n(c(=O)[nH]2)C)C
• Canonical SMILES: O=c1[nH]c(=O)c2c(n1C)[nH]c(=O)n2C
• InChI: InChI=1S/C7H8N4O3/c1-10-3-4(8-6(10)13)11(2)7(14)9-5(3)12/h1-2H3,(H,8,13)(H,9,12,14)
• InChIKey: HMLZLHKHNBLLJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(^2H₃)methyl-7-methyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione
• IUPAC Traditional name: 3-(^2H₃)methyl-7-methyl-1,9-dihydropurine-2,6,8-trione
• Synonyms: 7,9-Dihydro-7-methyl-3-(methyl-d3)-1H-purine-2,6,8(3H)-trione; 3,7-Dimethyluric Acid-d3; 8-Hydroxytheobromine-d3; Ba 2754-d3; Oxytheobromine-d3; 7-Methyl-3-(trideuteromethyl)uric Acid; 7-Methyl-3-methyluric Acid-d3

Database IDs

• CAS Number: 383160-11-0
• PubChem SID: 164230304
• PubChem CID: 71433931

CALCULATED PROPERTIES

• Acid pKa: 8.1296625
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.0978171
• LogD (pH = 7.4): -1.1685923
• Log P: -1.0968409
• Molar Refractivity: 55.422 cm^3
• Polarizability: 16.91411 Å^3
• Polar Surface Area: 81.75 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ammonium Hydroxide; DMSO; Water
• Apperance: White Powder
• Melting Point: >300°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Store in Freezer

DETAILS

Toronto Research Chemicals - M330900

A labelled metabolite of Caffeine.

REFERENCES

• Kalow, W., et al.: Clin. Pharmacol. Ther., 53, 503 (1993)
• Sharma, S., et al.: Cancer Res., 54, 5848 (1993)
• Sugawara, M., et al.: J. Biol. Chem., 275, 16473 (1993)
• Takeda, M., et al.: J. Pharmacol. Exp. Ther., 302, 666 (1993)