Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Conservar a -20°C Ships Hielera + almohadillas de hielo Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 19 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| ALogP | -2.2 |
|---|
| Pubchem Sid | 488180979 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488180979 |
| Sonrisas canónicas | C1=NC(=NC(=O)N1C2C(C(C(O2)CO)O)O)N |
| IUPAC Name | 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one |
| InChIKey | NMUSYJAQQFHJEW-KVTDHHQDSA-N |
| INCHI | 1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1 |
| Isómeros SMILES | C1=NC(=NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N |
| WGK Alemania | 3 |
| RTECS | XZ3017500 |
| Peso molecular | 244.2 |
| Beilstein | 620461 |
| Reaxy-Rn | 24708925 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24708925&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Clase | Organooxygen compounds |
| Subclass | Carbohydrates and carbohydrate conjugates |
| Intermediate Tree Nodes | Glycosyl compounds |
| Direct Parent | Glycosylamines |
| Alternative Parents | Pentoses Triazinones Aminotriazines 1,3,5-triazines Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary amines Primary alcohols Organopnictogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | N-glycosyl compound - Pentose monosaccharide - Amino-1,3,5-triazine - Aminotriazine - Triazinone - Monosaccharide - Triazine - 1,3,5-triazine - Heteroaromatic compound - Tetrahydrofuran - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Amine - Primary amine - Primary alcohol - Alcohol - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as glycosylamines. These are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether). |
| External Descriptors | nucleoside analogue - N-glycosyl-1,3,5-triazine |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | May 11, 2026 | A100625 | |
| Certificate of Analysis | May 11, 2026 | A100625 | |
| Certificate of Analysis | May 11, 2026 | A100625 | |
| Certificate of Analysis | May 11, 2026 | A100625 | |
| Certificate of Analysis | Jan 19, 2026 | A100625 | |
| Certificate of Analysis | Jan 19, 2026 | A100625 | |
| Certificate of Analysis | Jan 19, 2026 | A100625 | |
| Certificate of Analysis | Dec 10, 2025 | A100625 | |
| Certificate of Analysis | Dec 10, 2025 | A100625 | |
| Certificate of Analysis | Jul 11, 2024 | A100625 | |
| Certificate of Analysis | Jan 10, 2023 | A100625 | |
| Certificate of Analysis | Jan 10, 2023 | A100625 | |
| Certificate of Analysis | Jan 10, 2023 | A100625 | |
| Certificate of Analysis | Jan 10, 2023 | A100625 | |
| Certificate of Analysis | Jan 10, 2023 | A100625 | |
| Certificate of Analysis | Jan 10, 2023 | A100625 | |
| Certificate of Analysis | Jan 10, 2023 | A100625 | |
| Certificate of Analysis | Jan 10, 2023 | A100625 | |
| Certificate of Analysis | Jan 10, 2023 | A100625 | |
| Certificate of Analysis | Sep 15, 2022 | A100625 | |
| Certificate of Analysis | Apr 27, 2022 | A100625 | |
| Certificate of Analysis | Jan 24, 2022 | A100625 | |
| Certificate of Analysis | Jan 15, 2022 | A100625 | |
| Certificate of Analysis | Jan 15, 2022 | A100625 |
| Solubilidad | Soluble in water |
|---|---|
| Sensibilidad | heat & light sensitive |
| Punto de fusión (°C) | 228-230°C |
| Peso molecular | 244.200 g/mol |
| XLogP3 | -2.200 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 2 |
| Exact Mass | 244.081 Da |
| Monoisotopic Mass | 244.081 Da |
| Topological Polar Surface Area | 141.000 Ų |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Complexity | 384.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
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| 2. Jialan Zhang, Yufeng Chen, Shaojin Wang, Yingbao Liu, Li Li, Mengxiang Gao. (2023) Role of histone H3K4 methyltransferase in regulating Monascus pigments production by red light-coupled magnetic field. PHOTOCHEMISTRY AND PHOTOBIOLOGY, [PMID:37032633] [10.1111/php.13809] |
| 3. An Yaqian, Yu Zhiqi, Liu Di, Han Lirong, Zhang Xian, Xin Xuelian, Li Cuiping. (2023) HpaII-assisted and linear amplification-enhanced isothermal exponential amplification fluorescent strategy for rapid and sensitive detection of DNA methyltransferase activity. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 415 (12): (2271-2280). [PMID:36961574] [10.1007/s00216-023-04647-1] |
| 4. Shuneng Zhou, Chao Chen, Junfeng Yang, Lirui Liao, Zekun Wang, Dong Wu, Jiaru Chu, Li Wen, Weiping Ding. (2022) On-Demand Maneuvering of Diverse Prodrug Liquids on a Light-Responsive Candle-Soot-Hybridized Lubricant-Infused Slippery Surface for Highly Effective Toxicity Screening. ACS Applied Materials & Interfaces, [PMID:35791814] [10.1021/acsami.2c06973] |
| 5. Shanshan Wang, Yan Qin, Qiuyu Wen, Quan Xia, Ruoyu Gu, Sheng Wang, GuanJun Chen, Chao Tan, Chenlin Shen, Shuai Song. (2022) Intestinal microbiota-mediated biotransformations alter the pharmacokinetics of the major metabolites of azathioprine in rats after oral administration. Drug Metabolism and Pharmacokinetics, [PMID:35569194] [10.1016/j.dmpk.2022.100458] |
| 6. Chengyang Cao, Huimin Liu, Dan Zhang, Kai Zhu, Aijun Li, Linling Wang, Hongyun Hu. (2021) Investigation on the decomposition mechanism and kinetic behavior of 5-aminotetrazole with metal oxide produced by added coolants. FUEL, [PMID:] [10.1016/j.fuel.2021.121315] |
| 7. Junyu Nie, Peng Xiao, Xuefang Wang, Xiaogan Yang, Huiyan Xu, Kehuan Lu, Shengsheng Lu, Xingwei Liang. (2018) Melatonin prevents deterioration in quality by preserving epigenetic modifications of porcine oocytes after prolonged culture. Aging-US, [PMID:30530915] [10.18632/aging.101680] |
| 8. Qing Wang, Pu Wang, Hong Zhou, Yan Hu, Chengshen Xie, Fei Gao, Ningjie Ma, Haoli Hou, Hao Zhang, Lijia Li. (2017) 5-Azacytidine specifically inhibits the NIH-3T3 PCD process induced by TNF-alpha and cycloheximide via affecting BCL-XL. JOURNAL OF CELLULAR BIOCHEMISTRY, 119 (2): (1501-1510). [PMID:28777484] [10.1002/jcb.26310] |
| 9. Yusha Huang, Longcheng Gong, Chengli Xie, Wenling Qin, Min Wang, Lianzhe Hu, Zhining Xia. (2025) Anchoring biomimetic Zn site in metal–organic framework nanozyme to enhance phosphatase-like catalytic activity for discrimination of organophosphorus pesticides. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.160046] |
| 10. Xiaomei Du, Qi Xiao, Li Yang, Yiyi Shan, Yueqing Hu, Wenbin Bao, Shenglong Wu, Zhengchang Wu. (2025) DNMT3B inhibits PCV2 replication via targeting TMEM37 to regulate Ca2 + influx in PK15 cells. VETERINARY MICROBIOLOGY, [PMID:40112691] [10.1016/j.vetmic.2025.110480] |
| 11. Daoxi Qi, Fan Wang, Xiaokang Zhang, Boyu Li, Wenjie Zhou, Shuyang Sheng, Ruiyang Zhu, Liang Cao, Chang Zhao, Xinyu Deng, Tanglin Ouyang, Fang Zheng. (2025) Epigenetic upregulation of CLEC5A contributes to monocyte/macrophage dysfunction in coronary artery disease. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:40147659] [10.1016/j.ijbiomac.2025.142471] |
| 12. Yiyi Shan, Qi Xiao, Kongwang He, Shenglong Wu, Wenbin Bao, Zhengchang Wu. (2024) Identification of the Effects of 5-Azacytidine on Porcine Circovirus Type 2 Replication in Porcine Kidney Cells. Veterinary Sciences, 11 (3): (135). [PMID:38535869] [10.3390/vetsci11030135] |
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| 14. Songling Zhu, Yuting He, Wei Wang, Yanlei Jiao, Ziqiong Xu, Shaohui You, Chong Yu, Jiayi Ao, Mengran Long, Jihong Ren, Hongli Zhang, Shu-Lin Liu, Hongxia Bao, Shuang Wang. (2025) KAZN methylation as a potential diagnostic and prognostic marker in non-small cell lung cancer. iScience, [PMID:41126879] [10.1016/j.isci.2025.113585] |
| 15. Lingjun Geng, Jingcheng Huang, Haowei Dong, Haifang Wang, Rui Xu, Zhiping Yu, Ibrahim A. Darwish, Yemin Guo, Xia Sun. (2025) GO-SELEX-enhanced dual-recognition sensor for highly specific detection of azamethiphos. JOURNAL OF HAZARDOUS MATERIALS, [PMID:40222065] [10.1016/j.jhazmat.2025.138252] |
| 16. Guoying Yuan, Dan Wang, Chaoguang Yu, Jianfeng Hua, Yunlong Yin, Tingting Chen. (2025) 5-AzaCytidine Promotes Somatic Embryogenesis of Taxodium Hybrid ‘Zhongshanshan’ by Regulating Redox Homeostasis. Plants-Basel, 14 (9): (1354). [PMID:40364382] [10.3390/plants14091354] |
| 17. Zhang Xiaoxiao, Zhu Lili, Xu Zihan, Wang Zhimin, Dai Liping. (2025) Characterization and differential expression of DNA methyltransferase and demethylase genes in response to abiotic stress in Isodon rubescens. BMC PLANT BIOLOGY, 25 (1): (1-19). [PMID:40468179] [10.1186/s12870-025-06769-3] |
| 18. Siyu Chen, Yiwen Zhang, Shuang Liu, Juan Ma, Huiling Wang, Wei Chang, Hengfeng Li, Xiaochun Ding, Xuejun Pan, Xuewu Duan. (2025) Transcriptome and DNA methylome analyses of the effects of postharvest 5-azacytidine treatment on pigment and ascorbic acid metabolism in Rosa roxburghii fruit. POSTHARVEST BIOLOGY AND TECHNOLOGY, [PMID:] [10.1016/j.postharvbio.2025.114024] |
| 19. Yanhong Guo, Shuhao Xu, Xue Guo, Jing Xu, Zhenyu Li, Ying Wang, Zhenhao Li, Zheyong Xue. (2026) Synergistic effects of exogenous inducers on ganoderic acid accumulation in Ganoderma lucidum: optimization and transcriptomic analysis. Medicinal Plant Biology, 5 (1): [PMID:] [10.48130/mpb-0025-0039] |
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