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A0349000

Allantoin

European Pharmacopoeia (EP) Reference 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
Beilstein:
102364
MDL number:
MFCD00005260
UNSPSC Code:
41116107
PubChem Substance ID:
329770602
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

allantoin

manufacturer/tradename

EDQM

mp

230 °C (dec.) (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

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

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)

InChI key

POJWUDADGALRAB-UHFFFAOYSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Allantoin EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

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

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Sigma-Aldrich

U2625

Uric acid

Camila G Moreira et al.
Journal of ethnopharmacology, 141(3), 1005-1011 (2012-04-17)
Pyrostegia venusta is a native Brazilian plant which has a variety of uses in traditional folk medicine including the treatment of vitiligo. However, its effectiveness on melanogenesis is not yet elucidated. This study aimed to investigate the melanogenic activity of
Peng Wang et al.
Journal of agricultural and food chemistry, 60(11), 2793-2798 (2012-03-01)
Despite increasing knowledge of allantoin as a phytochemical involved in rice, relatively little is known about its distribution and function in rice grains. In this study, allantoin was quantified in 15 Chinese rice grains, and its contents varied with grain
Ray Collier et al.
The Plant journal : for cell and molecular biology, 72(3), 355-367 (2012-06-26)
Legumes can access atmospheric nitrogen through a symbiotic relationship with nitrogen-fixing bacteroids that reside in root nodules. In soybean, the products of fixation are the ureides allantoin and allantoic acid, which are also the dominant long-distance transport forms of nitrogen
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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