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Merck
CN

93791

Allantoin

analytical standard

Synonym(s):

5-Ureidohydantoin, Glyoxylic(acid) diureide

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About This Item

Empirical Formula (Hill Notation):
C4H6N4O3
CAS Number:
97-59-6
Molecular Weight:
158.12
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329770270
EC Number:
202-592-8
Beilstein/REAXYS Number:
102364
MDL number:
MFCD00005260

Key Documents

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InChI

1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)

SMILES string

NC(=O)NC1NC(=O)NC1=O

InChI key

POJWUDADGALRAB-UHFFFAOYSA-N

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

ign. residue

≤0.2%

mp

230 °C (dec.) (lit.)

solubility

H2O: 0.1 g/10 mL, clear, colorless

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

Allantoin may be used as an analytical reference standard for the quantification of the analyte in biological samples using different chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Purine metabolite via the uric acid pathway. Uric acid also reacts with free radicals to produce allantoin, thus allantoin may be a useful biomarker for oxidative stress.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK7774
BCCG2523
BCCB7603
BCBV3695
BCBR1418V

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Measurement of allantoin in urine and plasma by high-performance liquid chromatography with pre-column derivatization
Chen.B.X, et al.
Journal of Chromatography. B, Biomedical Applications, 617(2), 241-247 (1993)
Improved HPLC method for the simultaneous determination of allantoin, uric acid and creatinine in cattle urine
George.K.S, et al.
Journal of Chromatography. B, Biomedical Applications, 832(1), 134-137 (2006)
Analysis of oxonic acid, uric acid, creatine, allantoin, xanthine and hypoxanthine in poultry litter by reverse phase HPLC
Eiteman.A.M, et al.
Fresenius Journal of Analytical Chemistry, 348(10), 680-683 (1994)
Juan Luis Díaz-Leal et al.
Journal of experimental botany, 63(11), 4095-4106 (2012-03-24)
The ureides allantoin and allantoate are key molecules in the transport and storage of nitrogen in ureide legumes. In shoots and leaves from Phaseolus vulgaris plants using symbiotically fixed nitrogen as the sole nitrogen source, ureide levels were roughly equivalent
Adviye A Tolun et al.
Annals of epidemiology, 22(12), 892-894 (2012-10-16)
Oxidative stress has been implicated in Down syndrome (DS) pathology. This study compares DS individuals and controls on their urinary levels of allantoin and 2,3-dinor-iPF2α-III; these biomarkers have been previously validated in a clinical model of oxidative stress. Urine samples
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