2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione

• ChemBase ID: 1470
• Molecular Formular: C5H4N4O3
• Molecular Mass: 168.11026
• Monoisotopic Mass: 168.02834001
• SMILES: O=c1[nH]c(=O)c2c([nH]1)[nH]c(=O)[nH]2
• Canonical SMILES: O=c1[nH]c2c([nH]1)[nH]c(=O)[nH]c2=O
• InChI: InChI=1S/C5H4N4O3/c10-3-1-2(7-4(11)6-1)8-5(12)9-3/h(H4,6,7,8,9,10,11,12)
• InChIKey: LEHOTFFKMJEONL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione
• IUPAC Traditional name: uric acid
• Synonyms: 2,6,8-Trioxypurine; URIC ACID FREE ACID; 2,6,8-Trihydroxypurine; Uric acid; 7,9-Dihydro-1H-Purine-2,6,8(3H)-trione; 1H-Purine-2,6,8-triol; 2,6,8-Trioxopurine; Lithic Acid; NSC 3975; Purine-2,6,8(1H,3H,9H)-trione; Uric Acid; 7,9-Dihydro-1h-Purine-2,6,8(3h)-Trione; 2,6,8-三羟基嘌呤; 尿酸

Database IDs

• CAS Number: 69-93-2
• EC Number: 200-720-7
• MDL Number: MFCD00005712
• Beilstein Number: 156158
• PubChem SID: 46505972; 160964929; 24900620; 24900634
• PubChem CID: 1175

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.614509
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): -1.5473273
• LogD (pH = 7.4): -1.7376761
• Log P: -1.5441929
• Molar Refractivity: 45.6286 cm^3
• Polarizability: 13.321943 Å^3
• Polar Surface Area: 99.33 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.12
• LOG S: -1.98
• Solubility (Water): 1.76e+00 g/l

PROPERTIES

Physical Property

• Solubility: 0.06 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• Apperance: crystalline
• Melting Point: > 300°C (Decomposes); >300 °C(lit.)
• Density: 1.89 g/ml
• Hydrophobicity(logP): -2.17 [NAHUM,A & HORVATH,C (1980)]

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: YU7050080
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ~99%; ≥98.0% (HPLC); ≥99%; ≥99% (HPLC)
• Grade: purum
• Ignition Residue: ≤0.1%
• Impurities: ≤0.005% Phosphorus (P)
• Cation Traces: Al: ≤0.005%; Ca: ≤0.01%; Cu: ≤0.0005%; Fe: ≤0.0005%; K: ≤0.05%; Mg: ≤0.001%; Na: ≤0.1%; NH4+: ≤0.05%; Pb: ≤0.001%; Zn: ≤0.0005%
• Product Line: BioXtra
• Empirical Formula (Hill Notation): C5H4N4O3

DETAILS

MP Biomedicals - 02103215

Free Acid
Purity: ~99%
Crystalline
Although this crystalline material is of high purity, the crystals are still an off-white color.

DrugBank - DB01696

Drug information: experimental

Sigma Aldrich - U2625

Packaging
1 kg in poly bottle
25, 100 g in poly bottle

Toronto Research Chemicals - U829200

Uric Acid is a heterocyclcic compound that is created when purine nucleotides are broken down of by the human body. High blood concetration of Uric Acid is known as hyperuricemia and is often associated with a wide range of disorders and medical conditio

REFERENCES

• Heinig, M. et al.: Cle. Clin. J. Med., 73, 1059 (2006)
• Glantzounis, G.K. et al.: Curr. Pharmac. Des., 11, 4145 (2006)
• Dehghan, A. et al.: Diab. Care, 31, 361 (2006)
• Nakagawa, T. et al.: Am. J. Physiol. Renal Physiol., 290, F625 (2006)