18 Citations
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Basic Description
| Synonyms | allantoin | 97-59-6 | 5-Ureidohydantoin | Glyoxyldiureide | 1-(2,5-dioxoimidazolidin-4-yl)urea | Cordianine | Glyoxyldiureid | Allantol | Alantan | Sebical | AVC/Dienestrolcream | Urea, (2,5-dioxo-4-imidazolidinyl)- | Psoralon | Septalan | Hydantoin, 5-ureido- | Cutemol emollient | Unid |
|---|---|
| Specifications & Purity | 10mM in DMSO |
| Biochemical and Physiological Mechanisms | 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 Temp | Store at -80°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
Synthesis of sulofenur analogs for use as antitumor agents. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Organoheterocyclic compounds
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Class
Azoles
- Subclass Imidazoles
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Class
Azoles
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Superclass
Organoheterocyclic compounds
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Azoles |
| Subclass | Imidazoles |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Imidazoles |
| Alternative Parents | Isoureas Propargyl-type 1,3-dipolar organic compounds Carboximidamides Azacyclic compounds Organopnictogen compounds Organooxygen compounds Imines Hydrocarbon derivatives |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Imidazole - Isourea - Azacycle - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Carboximidic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Imine - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as imidazoles. These are compounds containing an imidazole ring, which is an aromatic five-member ring with two nitrogen atoms at positions 1 and 3, and three carbon atoms. |
| External Descriptors | a small molecule |
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Associated Targets(Human)
VDR
Tclin
Vitamin D receptor (26531 Activities)
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A498 (42825 Activities)
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ACHN (49357 Activities)
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CAKI-1 (44928 Activities)
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CCRF-CEM (65223 Activities)
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COLO 205 (50209 Activities)
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DU-145 (51482 Activities)
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HL-60 (67320 Activities)
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HT-29 (80576 Activities)
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K562 (73714 Activities)
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KM12 (47707 Activities)
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M14 (47487 Activities)
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MCF7 (126967 Activities)
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MOLT-4 (49676 Activities)
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OVCAR-3 (48710 Activities)
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OVCAR-4 (44535 Activities)
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OVCAR-5 (45555 Activities)
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OVCAR-8 (47708 Activities)
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PC-3 (62116 Activities)
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RPMI-8226 (44974 Activities)
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RXF 393 (41971 Activities)
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SF-295 (48000 Activities)
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SK-MEL-2 (46422 Activities)
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SK-MEL-28 (48833 Activities)
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SK-MEL-5 (47095 Activities)
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SK-OV-3 (52876 Activities)
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SN12C (47755 Activities)
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SNB-19 (46794 Activities)
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TK-10 (45540 Activities)
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U-251 (51189 Activities)
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UACC-257 (46019 Activities)
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UACC-62 (47335 Activities)
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UO-31 (46270 Activities)
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786-0 (47912 Activities)
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A549 (127892 Activities)
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NCI/ADR-RES (33767 Activities)
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T47D (39041 Activities)
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EKVX (44102 Activities)
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NCI-H322M (45589 Activities)
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HCC 2998 (41480 Activities)
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HCT-116 (91556 Activities)
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HOP-92 (41141 Activities)
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Hs-578T (29457 Activities)
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NCI-H460 (60772 Activities)
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SF-268 (49410 Activities)
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IGROV-1 (47897 Activities)
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LOX IMVI (44321 Activities)
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HOP-62 (47048 Activities)
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MDA-MB-435 (38290 Activities)
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MDA-N (28205 Activities)
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Associated Targets(non-human)
Hdac6
Histone deacetylase 6 (222 Activities)
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Pseudomonas aeruginosa (123386 Activities)
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Klebsiella pneumoniae (43867 Activities)
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Staphylococcus aureus (210822 Activities)
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Acinetobacter baumannii (41033 Activities)
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Escherichia coli (133304 Activities)
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Plasmodium falciparum (966862 Activities)
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Cryptococcus neoformans (21258 Activities)
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Candida albicans (78123 Activities)
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RAW264.7 (28094 Activities)
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C6 (2371 Activities)
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| IUPAC Name | (2,5-dioxoimidazolidin-4-yl)urea |
|---|---|
| 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 |
| Smiles | C1(C(=O)NC(=O)N1)NC(=O)N |
| Isomeric SMILES | C1(C(=O)NC(=O)N1)NC(=O)N |
| WGK Germany | 1 |
| RTECS | YT1600000 |
| Molecular Weight | 158.12 |
| Beilstein | 102364 |
| Reaxy-Rn | 83514 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=83514&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
| Sensitivity | Moisture sensitive. |
|---|---|
| Melt Point(°C) | 238-240°C |
| Molecular Weight | 158.120 g/mol |
| XLogP3 | -2.200 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 158.044 Da |
| Monoisotopic Mass | 158.044 Da |
| Topological Polar Surface Area | 113.000 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 225.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
Citations of This Product
| 1. Qiuzheng Du, Wenjun Guo, Yingying Shi, Ziwei Jing, Zhi Sun. (2023) Boric acid-functionalized lanthanide metal-organic framework used as a ratiometric fluorescence probe for uric acid detection. MICROCHEMICAL JOURNAL, 193 (109161). |
| 2. Fanxing Xu, Jingxian Wu, Yumei Hu, Chun Chu, Wenjun Liu, Xiang Li, Wen Zheng, Weishuo Yang, Boyan Zhao, Jiangxue Guo, Zhenzhong Wang, Ying Jia, Wei Xiao. (2023) Mechanisms of action underlying the effect of Tongsaimai on wound healing based on experimental and network pharmacology. JOURNAL OF ETHNOPHARMACOLOGY, 311 (116451). |
| 3. Xu Zhang, Xiaotong Wang, Rui Shi, Xiaoku Ran, Xiahong He, Deqiang Dou. (2023) Effective substances and mechanism of red ginseng on rats with spleen-deficiency syndrome based on the substance and energy metabolism as well as the “brain-gut” axis. JOURNAL OF ETHNOPHARMACOLOGY, 311 (116438). |
| 4. Gang Wang, Jiali Li, Jing Ji, Lishuang Zhang, Bowen Li, Jiaqi Zhang, Xinya Wang, Wenju Song, Chunfeng Guan. (2023) Combined application of allantoin and strain JIT1 synergistically or additively promotes the growth of rice under 2, 4-DCP stress by enhancing the phosphate solubility, improving soil enzyme activities and photosynthesis. JOURNAL OF PLANT PHYSIOLOGY, 282 (153941). |
| 5. Qiqin Wang, Lingjue Sun, Huihui Wu, Ning Deng, Xianglong Zhao, Jingwei Zhou, Tingting Zhang, Hai Han, Zhengjin Jiang. (2022) Rapid fabrication of zwitterionic sulfobetaine vinylimidazole-based monoliths via photoinitiated copolymerization for hydrophilic interaction chromatography. Journal of Pharmaceutical Analysis, 12 (783). |
| 6. Haojiang Xie, Qiao Bai, Fankai Kong, Yang Li, Xiaoying Zha, Lingqin Zhang, Yiming Zhao, Shasha Gao, Ping Li, Qifeng Jiang. (2022) Allantoin-functionalized silk fibroin/sodium alginate transparent scaffold for cutaneous wound healing. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 207 (859). |
| 7. Liu Donghao, Yang Ping, Wang Fangqi, Wang Cong, Chen Li, Ye Sijing, Dramou Pierre, Chen Jianhua, He Hua. (2021) Study on performance of mimic uricase and its application in enzyme-free analysis. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 413 (26): (6571-6580). |
| 8. Ling Zhou, Kan Hu, Tengguo Dong, Qian Wang, Hengming Huang, Chunhua Lu, Jiahui Kou, Zhongzi Xu. (2021) Carbon ring and molecular scaffold co-doped g-C3N4 heterostructural nanosheets for highly efficient hydrogen evolution. MATERIALS RESEARCH BULLETIN, 144 (111482). |
| 9. Zhou Ling, Sun Menglong, Kou Jiahui, Lu Chunhua, Li Ling, Zhang Fangshu, Xu Zhongzi. (2021) Embedding of stereo molecular scaffold into the planar g-C3N4 nanosheets for efficient photocatalytic hydrogen evolution under ordinary pressure. JOURNAL OF MATERIALS SCIENCE, 56 (2): (1630-1642). |
| 10. Xueying Liu, Xiaoku Ran, Muhammad Riaz, Haixue Kuang, Deqiang Dou, Decheng Cai. (2019) Mechanism Investigation of Tagetes patula L. against Chronic Nonbacterial Prostatitis by Metabolomics and Network Pharmacology. MOLECULES, 24 (12): (2266). |
| 11. Nan Zhang, Tisong Liang, Quan Jin, Cai Shen, Yifan Zhang, Pu Jing. (2019) Chinese yam (Dioscorea opposita Thunb.) alleviates antibiotic-associated diarrhea, modifies intestinal microbiota, and increases the level of short-chain fatty acids in mice. FOOD RESEARCH INTERNATIONAL, 122 (191). |
| 12. Chen Si, Wang Yating, An Zhihang, Ma Meng, Shi Yanqin, Wang Xu. (2019) Stability, antibacterial ability, and inhibition of “zinc burning” of amitrole as thermal stabilizer for transparent poly(vinyl chloride). JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 137 (2): (437-446). |
| 13. Zhong Shengliang, Li Bingmei, Ji Yanhua, Zeng Chenghui. (2016) Multifunctional Coordination Polymer Nanoparticles Based on Allantoin: Single Peak Upconversion Emission, Drug Delivery and Cytotoxicity Study. Journal of Inorganic and Organometallic Polymers and Materials, 26 (3): (527-535). |
| 14. Xu Xiaopeng, Chen Si, Wu Bozhen, Ma Meng, Shi Yanqin, Wang Xu. (2015) Effect of allantoin on the stabilization efficiency of Ca–Zn thermal stabilizers for poly(vinyl chloride). JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 119 (1): (597-603). |
| 15. Manjila Adhikari, Bianza Moise Bakadia, Li Wang, Ying Li, Zhijun Shi, Guang Yang. (2025) Electricallymodified bacterial cellulose tailored with plant based green materials for infected wound healing applications. Biomaterials Advances, 167 (214087). |
| 16. Yizhan Wang, Yunhui Shi, Jiawei Qiu, JiaBao Cheng, Yao Xu, Yongxin Wang. (2025) Insights into molecular interactions at organic-MBene heterointerfaces for efficient Zn-ion storage. JOURNAL OF COLLOID AND INTERFACE SCIENCE, 678 (95). |
| 17. Yue Kong, Xu Fan, Rongkai Wu, Shibin Nie, Chao Liu, Xiaoyong Liu, Guangyi Zhang, Bihe Yuan. (2024) Multifunctional flame-retardant cotton fabric with hydrophobicity and electrical conductivity for wearable smart textile and self-powered fire-alarm system. CHEMICAL ENGINEERING JOURNAL, 487 (150677). |
| 18. Liang Lai, Mengyao Zhang, Tong Li, Jiahuan Qu, Dongsheng Xu, Pei Yu, Zhengjin Jiang. (2024) Preparation and evaluation of a piperidinium-sulfonate based zwitterionic monolith for HILIC separation. JOURNAL OF CHROMATOGRAPHY A, 1722 (464864). |
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