Products for Research Use Only

Allantoin

CAT: 0013-GTR19160622-04Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19160622-04Size:200 mg
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Description
Extracted from Dioscorea opposite Thunb. (In Vitro) :Allantoin is a well-known cosmetic ingredient reported to have anti-oxidative and anti-inflammatory activities. Allantoin attenuates apoptosis and cytotoxicity and increased the viability of STZ-induced β-cells in a dose-dependent manner. Allantoin decreases the level of caspase-3 and increases the level of phosphorylated B-cell lymphoma 2 (Bcl-2) expression. Allantoin has been demonstrated to activate imidazoline 3 (I3) receptors. (In Vivo) :The subchronic administration of allantoin (1, 3 or 10 mg/kg, for 7 days) significantly increases the latency time measured during the passive avoidance task in scopolamine-induced cholinergic blockade and normal naive mice. Allantoin treatment (3 or 10 mg/kg, for 7 days) also increases the expression levels of phosphorylated phosphatidylinositide 3-kinase (PI3K), phosphorylated protein kinase B (Akt) and phosphorylated glycogen synthase kinase-3β (GSK-3β) . Allantoin significantly increases the neuronal cell proliferation of immature neurons in the hippocampal dentate gyrus region. Daily injection of allantoin for 8 days in STZ-treated rats significantly lowers plasma glucose and increases plasma insulin levels . Allantoin decreases blood pressures in SHRs at 30 minutes, as the most effective time. Also, this antihypertensive action is shown in a dose-dependent manner from SHRs treated with allantoin. Moreover, in anesthetized rats, allantoin inhibits cardiac contractility and heart rate. Also, the peripheral blood flow is markedly increased by allantoin.
CAS Number
97-59-6
Product Name Alternative
Allantoin | AI3-15281 | EC 202-592-8
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
Soluble in Water
Smiles
O=C (N) NC (C (N1) =O) NC1=O
Molecular Formula
C4H6N4O3
Molecular Weight
158.12
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(2,5-Dioxo-4-imidazolidinyl) urea

Chemical Information

Allantoin

Allantoin is an imidazolidine-2,4-dione that is 5-aminohydantoin in which a carbamoyl group is attached to the exocyclic nitrogen. It has a role as a vulnerary, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite. It is an imidazolidine-2,4-dione and a member of ureas. It is functionally related to a hydantoin. It is a tautomer of a 1-(5-hydroxy-2-oxo-2,3-dihydroimidazol-4-yl)urea.

CAS Number97-59-6
PubChem CID204
IUPAC Name(2,5-dioxoimidazolidin-4-yl)urea
Molecular FormulaC4H6N4O3
Molecular Weight158.12
XLogP-2.2
Topological Polar Surface Area113
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Heavy Atom Count11
Formal Charge0
Complexity225
SMILES
C1(C(=O)NC(=O)N1)NC(=O)N
InChI
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)
InChIKey
POJWUDADGALRAB-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Allantoin
CAS: 97-59-6
CID: 204
Formula: C4H6N4O3
MW: 158.12
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight158.12
XLogP3-2.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass158.04399007
Monoisotopic Mass158.04399007
Topological Polar Surface Area113 Ų
Heavy Atom Count11
Formal Charge0
Complexity225
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes