2-hydroxy-2,3,6,8-tetrahydro-1H-purine-6,8-dione

• ChemBase ID: 130098
• Molecular Formular: C5H4N4O3
• Molecular Mass: 168.11026
• Monoisotopic Mass: 168.02834001
• SMILES: OC1NC2=NC(=O)N=C2C(=O)N1
• Canonical SMILES: OC1NC(=O)C2=NC(=O)N=C2N1
• InChI: InChI=1S/C5H4N4O3/c10-3-1-2(7-4(11)6-1)8-5(12)9-3/h5,12H,(H,9,10)(H,7,8,11)
• InChIKey: DZGSAURIFGGOJK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-2,3,6,8-tetrahydro-1H-purine-6,8-dione
• IUPAC Traditional name: uric acid
• Synonyms: 2,6,8-Trioxypurine; Uric acid

Database IDs

• CAS Number: 69-93-2
• EC Number: 200-720-7
• Beilstein Number: 156158
• PubChem SID: 162224383
• PubChem CID: 1175; 71308295
• CHEBI ID: 27226
• CHEMBL: 792
• Chemspider ID: 1142
• DrugBank ID: DB01696
• KEGG ID: C00366
• MeSH Name: Uric+Acid
• Unique Ingredient Identifier: 268B43MJ25
• Wikipedia Title: Uric_acid

CALCULATED PROPERTIES

• Acid pKa: 9.40433
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.383721
• LogD (pH = 7.4): -1.3874624
• Log P: -1.383673
• Molar Refractivity: 34.8414 cm^3
• Polarizability: 13.296765 Å^3
• Polar Surface Area: 103.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 60 mg dm^-3 (at 20 °C) in water
• Apperance: White crystals
• Melting Point: 300 - °C
• Partition Coefficient: -1.107
• pKa: 5.6
• pKb: 8.4
• Heat Capacity: 166.15 J K^-1 mol^-1 (at 24.0 °C)
• Std enthalpy of combustion: -1.9212--1.91956 MJ mol^-1
• Std enthalpy of formation: -619.69--617.93 kJ mol^-1
• Std molar entropy: 173.2 J K^-1 mol^-1