CAS Number97-59-6
SynonymsAllantol; DL-Allantoin; uniderma; ALL; Allantoin; Septalan; N-(2,5-Dioxo-4-imidazolidinyl)urea; 2,5-Dioxo-4-imidazolidinyl-urea; 4-ureido-2,5-Imidazolidinedione; toin; 5-ureidohydantoin; ALANTOIN; (±)-Allantoin; Sebical; Alantan; 1-(2,5-Dioxoimidazolidin-4-yl)harnstoff; 1-(2,5-dioxoimidazolidin-4-yl)urea; 2,5-dioxo-4-imidazolidinyl urea; 1-(2,5-Dioxo-4-imidazolidinyl)urea; MFCD00005260; Psoralon; 5-Ureido-2,4-imidazolidindion; 5-ureido-Hydantoin; EINECS 202-592-8
Molecular FormulaC4H6N4O3
Molecular Weight158.12
Purity≥98.0 (N)%
Density1.7±0.1 g/cm3
Boiling Point478ºC
Melting Point230 °C (dec.) (lit.)
Appearancepowder
EINECS202-592-8
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 97-59-6 |
| Catalog No. | 2A-9013619 |
| Chinese Name | 尿囊素 |
| Synonyms | Allantol; DL-Allantoin; uniderma; ALL; Allantoin; Septalan; N-(2,5-Dioxo-4-imidazolidinyl)urea; 2,5-Dioxo-4-imidazolidinyl-urea; 4-ureido-2,5-Imidazolidinedione; toin; 5-ureidohydantoin; ALANTOIN; (±)-Allantoin; Sebical; Alantan; 1-(2,5-Dioxoimidazolidin-4-yl)harnstoff; 1-(2,5-dioxoimidazolidin-4-yl)urea; 2,5-dioxo-4-imidazolidinyl urea; 1-(2,5-Dioxo-4-imidazolidinyl)urea; MFCD00005260; Psoralon; 5-Ureido-2,4-imidazolidindion; 5-ureido-Hydantoin; EINECS 202-592-8 |
| Molecular Formula | C4H6N4O3 |
| Molecular Weight | 158.12 |
| Purity | ≥98.0 (N) |
| Density | 1.7±0.1 g/cm3 |
| Boiling Point | 478ºC |
| Melting Point | 230 °C (dec.) (lit.) |
| Appearance | powder |
| Storage Condition | 1. Store in a cool, ventilated warehouse. Keep awa |
| Application | Allantoin is a skin conditioner that promotes healthy skin and stimulates the growth of fresh, healthy tissue. |
| EINECS | 202-592-8 |
| HTC | 2933790090 |
| PubChem ID | 329748141 |
| MDL Number | MFCD00005260 |
| SMILES | 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 |
| Beilstein/REAXYS | 102364 |
| NACRES Code | NA.22 |
| UNSPSC | 12352100 |
| Hazard Symbols | Transport |
| MSDS | msds/13619_1_97_59_6.pdf |
| Bioactivity | Allantoin is a skin conditioning agent that promotes healthy skin, stimulates new and healthy tissue growth. Related Catalog Signaling Pathways >> GPCR/G Protein >> Imidazoline Receptor Signaling Pathways >> Neuronal Signaling >> Imidazoline Receptor Natural Products >> Others Research Areas >> Cancer Research Areas >> Inflammation/Immunology Target Human Endogenous Metabolite In Vitro Allantoin is a well-known cosmetic ingredient reported to have anti-oxidative and anti-inflammatory activities[1]. 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[2]. 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[1]. Daily injection of allantoin for 8 days in STZ-treated rats significantly lowers plasma glucose and increases plasma insulin levels [2]. 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[3]. Cell Assay Pancreatic β-cells are treated with 1, 10, 100 μM of allantoin before 30 min prior to the addition of 5 mM STZ and incubated for 6 h. Cell viability is measured using the ApoTox-Glo triplex assay[2]. Animal Admin Rats: Animals are randomly assigned into four groups: (I) the control group treated with the vehicle, saline; (II) the allantoin group treated by intravenous injection of allantoin at 0.5 mg/kg; (III) the allantoin+efaroxan group treated with allantoin at the most effective dose (0.5 mg/kg, i.v.) and efaroxan at effective dose (1.5 mg/kg, i.v.) 30 minutes before injection of allantoin; and (IV) the allantoin treated SHRs group treated by intravenous injection of allantoin at various dose for desired time. After treatment of allantoin, the rats are placed into a holder for the determination of the mean blood pressure[3]. Mice: For memory ameliorating study, mice are administered vehicle solution, allantoin (1, 3 or 10 mg/kg, p.o.) or donepezil (5 mg/kg, p.o.) at the same time (10:00-12:00 a.m) and same place for 7 days. For memory enhancing study, mice are administered vehicle solution, allantoin (1, 3 or 10 mg/kg, p.o.) or piracetam (200 mg/kg, i.p.). The final administration of allantoin, donepezil or piracetam is performed 1 h before an acquisition trial in the passive avoidance task[1]. References [1]. Ahn YJ, et al. Effects of allantoin on cognitive function and hippocampal neurogenesis. Food Chem Toxicol. 2014 Feb;64:210-6. [2]. Amitani M, et al. Allantoin ameliorates chemically-induced pancreatic β-cell damage through activation of the imidazoline I3 receptors. PeerJ. 2015 Aug 6;3:e1105. [3]. Chen MF, et al. Antihypertensive action of allantoin in animals. Biomed Res Int. 2014;2014:690135. Chemical & Physical Properties Density 1.7±0.1 g/cm3 Boiling Point 478ºC Melting Point 230 °C (dec.)(lit.) Molecular Formula C4H6N4O3 Molecular Weight 158.115 Flash Point 230-234°C Exact Mass 158.043991 PSA 113.32000 LogP -2.89 Index of Refraction 1.616 InChIKey POJWUDADGALRAB-UHFFFAOYSA-N SMILES NC(=O)NC1NC(=O)NC1=O Storage condition Refrigerator |
| Use of | Allantoin is a skin conditioning agent that promotes healthy skin, stimulates new and healthy tissue growth. Properties Articles47 Name allantoin Synonym More Synonyms allantoin Biological Activity Description Allantoin is a skin conditioning agent that promotes healthy skin, stimulates new and healthy tissue growth. Related Catalog Signaling Pathways >> GPCR/G Protein >> Imidazoline Receptor Signaling Pathways >> Neuronal Signaling >> Imidazoline Receptor Natural Products >> Others Research Areas >> Cancer Research Areas >> Inflammation/Immunology Human Endogenous Metabolite In Vitro Allantoin is a well-known cosmetic ingredient reported to have anti-oxidative and anti-inflammatory activities[1]. 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[2]. References [1]. Ahn YJ, et al. Effects of allantoin on cognitive function and hippocampal neurogenesis. Food Chem Toxicol. 2014 Feb;64:210-6. [2]. Amitani M, et al. Allantoin ameliorates chemically-induced pancreatic β-cell damage through activation of the imidazoline I3 receptors. PeerJ. 2015 Aug 6;3:e1105. [3]. Chen MF, et al. Antihypertensive action of allantoin in animals. Biomed Res Int. 2014;2014:690135. Chemical & Physical Properties Molecular Formula C4H6N4O3 Exact Mass 158.043991 PSA 113.32000 LogP -2.89 Index of Refraction 1.616 InChIKey POJWUDADGALRAB-UHFFFAOYSA-N SMILES NC(=O)NC1NC(=O)NC1=O Storage condition Refrigerator |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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