Allantoin
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Allantoin is a chemical compound with formula C4H6N4O3. It is also called 5-ureidohydantoin or glyoxyldiureide.[1][2] It is a diureide of glyoxylic acid. Allantoin is a major metabolic intermediate in most organisms including animals, plants and bacteria. It is produced from uric acid, which itself is a degradation product of nucleic acids, by action of urate oxidase (uricase).[3][4][5] Allantoin also occurs as a natural mineral compound (IMA symbol Aan[6]).
Quick Facts Names, Identifiers ...
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IUPAC name
N-(2,5-Dioxoimidazolidin-4-yl)urea | |
Other names
1-(2,5-Dioxoimidazolidin-4-yl)urea Glyoxyldiureide 5-Ureidohydantoin | |
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ECHA InfoCard | 100.002.358 |
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Properties | |
C4H6N4O3 | |
Molar mass | 158.117 g·mol−1 |
Appearance | colourless crystalline powder |
Odor | odorless |
Density | 1.45 g/cm3 |
Melting point | 230 °C (446 °F; 503 K) (decomposes) |
Boiling point | 478 °C (892 °F; 751 K) [dubious – discuss] |
0.57 g/100 mL (25 °C) 4.0 g/100 mL (75 °C) | |
Solubility | soluble in alcohol, pyridine, NaOH insoluble in ethyl ether |
log P | −3.14 |
Acidity (pKa) | 8.48 |
Hazards | |
NFPA 704 (fire diamond) | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
> 5000 mg/kg (oral, rat) |
Safety data sheet (SDS) | Allantoin MSDS |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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