Uric acid

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Uric acid
Image:Uric acid.png
Image:Uric acid3D.png
General
Systematic name 7,9-dihydro-1H-purine-
2,6,8(3H)-trione
Other names 2,6,8 Trioxypurine
Molecular formula C5H4N4O3
SMILES C12NC(=O)NC(=O)C=2NC(=O)N1
Molar mass 168g/mol
Appearance White Crystals
CAS number 69-93-2
Properties
Density and phase 1.87
Solubility in water Slightly
Melting point decomposes on heating
Boiling point N/A
Acidity (pKa) 3.89
Structure
Molecular shape  ?
Coordination geometry  ?
Crystal structure  ?
Dipole moment  ?
Hazards
MSDS  ?
Main hazards  ?
Flash point  ? °C
R/S statement R: ? S: ?
RTECS number  ?
Supplementary data page
Structure & properties  ?
Thermodynamic data Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Related compounds
Related compounds hypoxanthine, xanthine,
purine, urea,
urate, ammonia
Except where noted otherwise, data are given for
materials in their standard state (at 25°C, 100 kPa)
Infobox disclaimer and references


Uric acid is an organic compound of carbon, nitrogen, oxygen and hydrogen with the structure shown right:

Uric acid is the final oxidation product of purine metabolism in the human body and is found in small amounts in urine. Purine precursors include xanthine and hypoxanthine, which are converted to uric acid by xanthine oxidase.

Uric acid is the end product of nitrogen metabolism in birds and reptiles, whereas in humans and many other higher animals the main product of nitrogen detoxification is urea, and in fish, bacteria and protozoa, it is ammonia.

In animals that produce uric acid in high quantities, it is excreted in feces as a dry mass. While this compound is produced through a complex and energetically costly metabolic pathway (in comparison to other nitrogenated wastes), its elimination minimizes water loss. It is therefore commonly found in the excretions of animals that live in very dry environments.

Humans produce only small quantities of uric acid with excess accumulation leading to a type of arthritis known as gout.

In human blood, uric acid concentrations between 3.6 and 8.3 mg/dL are considered normal by the American Medical Association, although significantly lower levels are common in vegetarians due to a decreased intake of purine-rich meat.

The disease gout in humans is associated with abnormal levels of uric acid in the system. Saturation of uric acid in the human blood stream may result in one form of kidney stones when the acid crystallizes into solid inside the kidney. A percentage of gout patients eventually get uric kidney stones.

Uric acid may be a marker of oxidative stress, and may have a potential therapeutic role as an antioxidant (PMID 16375736).

The high nitrogen content of uric acid makes guano a useful agricultural fertilizer.

The crystalline form of uric acid is used as a reflector in certain species of fireflies.

See also

External links

es:Ácido úrico fr:Acide urique it:Acido urico he:חומצת שתן mk:Мочна киселина ja:尿酸 pl:Kwas moczowy pt:Ácido úrico sv:Urinsyra