4-[3,7-bis(2H3)methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl]butanoic acid

• ChemBase ID: 163715
• Molecular Formular: C11H14N4O4
• Molecular Mass: 266.25326
• Monoisotopic Mass: 266.10150495
• SMILES: n1(c(=O)n(c2c(c1=O)n(cn2)C)C)CCCC(=O)O
• Canonical SMILES: OC(=O)CCCn1c(=O)c2n(C)cnc2n(c1=O)C
• InChI: InChI=1S/C11H14N4O4/c1-13-6-12-9-8(13)10(18)15(11(19)14(9)2)5-3-4-7(16)17/h6H,3-5H2,1-2H3,(H,16,17)
• InChIKey: WKASGTGXOGALBG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[3,7-bis(^2H₃)methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl]butanoic acid
• IUPAC Traditional name: 4-[3,7-bis(^2H₃)methyl-2,6-dioxopurin-1-yl]butanoic acid
• Synonyms: 2,3,6,7-Tetrahydro-3,7-(dimethyl-d6)-2,6-dioxo-1H-purine-1-butanoic Acid; 3,6-Dihydro-3,7-(dimethyl-d6)-2,6-dioxopurine-1(2H)-butyric Acid; 1-(3-Carboxypropyl)theobromine-d6; 1-(3'-Carboxypropyl)-3,7-(dimethyl-d6)xanthine; 3,7-(Dimethyl-d6)-1-(3-carboxypropyl)xanthine; 1-(3-Carboxypropyl)-3,7-dimethyl Xanthine-d6

Database IDs

• PubChem SID: 162257850
• PubChem CID: 71314528

CALCULATED PROPERTIES

• Acid pKa: 3.7607539
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -2.2821152
• LogD (pH = 7.4): -3.8219638
• Log P: -0.5419883
• Molar Refractivity: 65.3702 cm^3
• Polarizability: 24.07656 Å^3
• Polar Surface Area: 95.74 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C181237

A labelled metabolite of Pentoxifylline (P276500).

REFERENCES

• Yamaoka, K., et al.: J. Pharmacokin. Biopharm., 6, 165 (1978)
• Cottam, H.B., et al.: J. Med. Chem., 39, 2 (1978)
• Janvilisri, T., et al.: J. Biol. Chem., 278, 20645 (1978)