05670
Allantoin
≥98.0% (N)
Synonym(s):
NSC 7606, 5-Ureidohydantoin, Glyoxylic(acid) diureide
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About This Item
Empirical Formula (Hill Notation):
C4H6N4O3
CAS Number:
Molecular Weight:
158.12
Beilstein:
102364
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥98.0% (N)
form
powder
ign. residue
≤0.2%
mp
230 °C (dec.) (lit.)
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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Application
Reactant for:
Synthesis of Mannich bases for use as antibacterial agents
Synthesis of sulofenur analogs for use as antitumor agents
Synthesis of Mannich bases for use as antibacterial agents
Synthesis of sulofenur analogs for use as antitumor agents
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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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