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.
Store at 2-8°C,Argon charged Ships Wet ice 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 26 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Decitabine is an epigenetic modifier that inhibits DNA methyltransferase activity which results in DNA demethylation (hypomethylation) and gene activation by remodeling "opening" chromatin. Genes are synergistically reactivated when demethylation is combined with histone hyperacetylation.
| Pubchem Sid | 488189867 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488189867 |
| Sonrisas canónicas | C1C(C(OC1N2C=NC(=NC2=O)N)CO)O |
| IUPAC Name | 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one |
| InChIKey | XAUDJQYHKZQPEU-KVQBGUIXSA-N |
| INCHI | 1S/C8H12N4O4/c9-7-10-3-12(8(15)11-7)6-1-4(14)5(2-13)16-6/h3-6,13-14H,1-2H2,(H2,9,11,15)/t4-,5+,6+/m0/s1 |
| Isómeros SMILES | C1[C@@H]([C@H](O[C@H]1N2C=NC(=NC2=O)N)CO)O |
| WGK Alemania | 3 |
| RTECS | XZ3012000 |
| Peso molecular | 228.21 |
| Beilstein | 617982 |
| Reaxy-Rn | 24922554 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24922554&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 | Organoheterocyclic compounds |
| Clase | Triazines |
| Subclass | Triazinones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Triazinones |
| Alternative Parents | 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 | Amino-1,3,5-triazine - Aminotriazine - Triazinone - 1,3,5-triazine - Tetrahydrofuran - Heteroaromatic compound - Secondary alcohol - Oxacycle - Azacycle - Organic oxide - Organopnictogen compound - Alcohol - Primary amine - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Hydrocarbon derivative - Aromatic heteromonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as triazinones. These are compounds containing a triazine ring which bears a ketone group a carbon atom. |
| External Descriptors | 2'-deoxyribonucleoside |
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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 | Jun 12, 2026 | A119533 | |
| Certificate of Analysis | Sep 04, 2025 | A119533 | |
| Certificate of Analysis | Sep 04, 2025 | A119533 | |
| Certificate of Analysis | Sep 04, 2025 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jan 07, 2023 | A119533 | |
| Certificate of Analysis | Jul 19, 2022 | A119533 | |
| Certificate of Analysis | May 18, 2022 | A119533 | |
| Certificate of Analysis | Feb 19, 2022 | A119533 | |
| Certificate of Analysis | Oct 26, 2021 | A119533 | |
| Certificate of Analysis | Oct 26, 2021 | A119533 | |
| Certificate of Analysis | Oct 26, 2021 | A119533 | |
| Certificate of Analysis | Apr 17, 2021 | A119533 | |
| Certificate of Analysis | Apr 17, 2021 | A119533 |
| Sensibilidad | light sensitive;heat sensitive |
|---|---|
| Punto de fusión (°C) | 191 °C(dec.) |
| Peso molecular | 228.210 g/mol |
| XLogP3 | -1.200 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Exact Mass | 228.086 Da |
| Monoisotopic Mass | 228.086 Da |
| Topological Polar Surface Area | 121.000 Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 356.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| 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 |
| 1. Jiahao Hu, Yuchan You, Luwen Zhu, Jucong Zhang, Yanling Song, Jingyi Lu, Xinyi Xu, Xiaochuan Wu, Xiajie Huang, Xiaoling Xu, Yongzhong Du. (2023) Sialic Acid-Functionalized Pyroptosis Nanotuner for Epigenetic Regulation and Enhanced Cancer Immunotherapy. Small, [PMID:37880861] [10.1002/smll.202306905] |
| 2. Shuoyi Zhang, Ming Zhong, Hongbo Zhu, Qinghua You, Hao Yuan, Yongping Li. (2023) Hypomethylation of DRD2 promotes breast cancer through the FLNA-ERK pathway. Cancer Genetics, [PMID:37729778] [10.1016/j.cancergen.2023.09.001] |
| 3. Weichu Zhu, Jian Xu, Xianxian Yao, Shuting Mai, Dan Shu, Wuli Yang. (2023) Metal–organic-framework-based pyroptosis nanotuner with long blood circulation for augmented chemotherapy. Biomaterials Science, [PMID:37470092] [10.1039/D3BM00813D] |
| 4. 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] |
| 5. Fan Du, Ting Jin, Li Wang. (2023) Mechanism of Action of Decitabine in the Treatment of Acute Myeloid Leukemia by Regulating LINC00599. Analytical Cellular Pathology, [PMID:36874552] [10.1155/2023/2951519] |
| 6. Hailin Yu, Huili Zhang, Xin Wei, Yong Chen, Bo Yu, Yingjun Wang, Hongsheng Liu. (2022) Preparation of a cationic block copolymer composite coagulant TP(AM-DAC-PPFS) and its coagulation performance for treating oilfield sewage. PROCESS SAFETY AND ENVIRONMENTAL PROTECTION, [PMID:] [10.1016/j.psep.2022.12.060] |
| 7. Tong Gao, Xiao Sang, Xinyan Huang, Panpan Gu, Jie Liu, Yongjun Liu, Na Zhang. (2022) Macrophage-camouflaged epigenetic nanoinducers enhance chemoimmunotherapy in triple negative breast cancer. Acta Pharmaceutica Sinica B, [PMID:37799382] [10.1016/j.apsb.2022.11.018] |
| 8. Shi Guang, Feng Juan, Jian Ling-Yan, Fan Xin-Yu. (2022) DNA hypomethylation promotes learning and memory recovery in a rat model of cerebral ischemia/reperfusion injury. Neural Regeneration Research, 18 (4): (863). [PMID:36204855] [10.4103/1673-5374.353494] |
| 9. Duan Houyu, Ding Xiang, Luo Hesheng. (2022) KISS-1, Mediated by Promoter Methylation, Suppresses Esophageal Squamous Cell Carcinoma Metastasis via MMP2/9/MAPK Axis. DIGESTIVE DISEASES AND SCIENCES, 67 (10): (4780-4796). [PMID:34993679] [10.1007/s10620-021-07335-1] |
| 10. Peng Yi, Xiongfeng Xu, Jiawei Yao, Bo Qiu. (2021) Effect of DNA methylation on gene transcription is associated with the distribution of methylation sites across the genome in osteoarthritis. Experimental and Therapeutic Medicine, 22 (1): (1-8). [PMID:34007328] [10.3892/etm.2021.10151] |
| 11. Yafei Wang, Huimin Liu, Jianmin Wu, Yunjian Liao, Daifeng Lu, Feng Dong, Hongxi Li, Zhitao Zhang, Yongyun Lian. (2020) 5-Aza-2-deoxycytidine inhibits osteolysis induced by titanium particles by regulating RANKL/OPG ratio. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, [PMID:32736684] [10.1016/j.bbrc.2020.05.192] |
| 12. Mengmeng Shu, Shijun Long, Yiwan Huang, Dapeng Li, Haiyan Li, Xuefeng Li. (2019) High strength and antibacterial polyelectrolyte complex CS/HS hydrogel films for wound healing. Soft Matter, 15 (38): (7686-7694). [PMID:31498364] [10.1039/C9SM01380F] |
| 13. Li Zhang, Xiaofen Xiao, Yuzhi Xu, Danping Chen, Jun Chen, Yingjun Ma, Zong Dai, Xiaoyong Zou. (2017) Electrochemical assay for continuous monitoring of dynamic DNA methylation process. BIOSENSORS & BIOELECTRONICS, [PMID:28889069] [10.1016/j.bios.2017.08.013] |
| 14. 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] |
| 15. Jing Yin, Feilong Zhu, Weiyu Hao, Qi Xu, Jin Chang, Huili Wang, Baoyuan Guo. (2017) Acylamino acid chiral fungicides on toxiciepigenetics in lambda DNA methylation. FOOD AND CHEMICAL TOXICOLOGY, [PMID:28456568] [10.1016/j.fct.2017.04.038] |
| 16. Yongjun Sun, Chengyu Zhu, Wenquan Sun, Yanhua Xu, Xuefeng Xiao, Huaili Zheng, Huifang Wu, Cuiyun Liu. (2017) Plasma-initiated polymerization of chitosan-based CS-g-P(AM-DMDAAC) flocculant for the enhanced flocculation of low-algal-turbidity water. CARBOHYDRATE POLYMERS, [PMID:28325320] [10.1016/j.carbpol.2017.02.010] |
| 17. Lan Yang, Wenshuai Li, Kamiran Aihemaiti, Guangwei Jiang, Wenjia Gao, Hongyuan Li, Rongqin Huang. (2024) Dual-Drug nanoparticles activate pyroptosis in cancer cells synergistically target cancer stem cells to augment chemoimmunotherapy of triple-negative breast cancer. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.158944] |
| 18. Guanyu Jin, Hao Liu, Zi Mei, Qionghua Jin, Sheng Ma, Lanqing Wang, Yuanzhen Su, Letian Lv, Zijuan Wang, Huicong Zhou, Mingqiang Li, Zehuan Huang, Xuesi Chen, Shixian Lv. (2024) Polymeric immunogel prevents tumor recurrence and metastasis by dual activation of innate and adaptive immunity. Bioactive Materials, [PMID:39618886] [10.1016/j.bioactmat.2024.11.008] |
| 19. Xiaohui Gao, Hui Zeng, Fei Sun, Xiaoyan Zhao, Haibing Wu, Minchao Yan, Yuan Li, Qinyan Fu, Gang Zhang. (2025) Mechanism of action of decitabine in treating acute lymphoblastic leukemia. Frontiers in Medicine, [PMID:40809438] [10.3389/fmed.2025.1614592] |
| 20. Tengfei Ma, Tong Li, Qiuhua Chen, Xiangyou Yue, Xin Mao, Bing Zhang. (2025) Comparative analysis of membrane fouling control by modified microbial flocculant for pre-coagulation in two representative granular sludge-membrane coupling systems. Journal of Environmental Chemical Engineering, [PMID:] [10.1016/j.jece.2025.118547] |
| 21. Huimin Xie, Lin Ma, Xiaoli He, Songsong Zhao, Jin Wang, Ao Zhu, Changming Liu, Olga Piskareva, Chao Deng, Fenghua Meng, Mi Liu. (2025) Elevating MHC I expression on tumor cells by nanovesicles loading tyrosine kinase inhibitors can improve the efficacy of cancer vaccines. Frontiers in Immunology, [PMID:41019037] [10.3389/fimmu.2025.1653533] |
| 22. Shiquan Sun, Yong He, Jiaqi Xu, Shaolong Leng, Yu Liu, Huanhuan Wan, Leping Yan, Yunsheng Xu. (2024) Enhancing cell pyroptosis with biomimetic nanoparticles for melanoma chemo-immunotherapy. JOURNAL OF CONTROLLED RELEASE, [PMID:38290565] [10.1016/j.jconrel.2024.01.057] |
| 23. Jingxin Li, Jing Huang, Xiaomin Tang, Shixin Zhang, Hailin Yang, Xiaoxia Bai, Huaili Zheng. (2025) Synthesis of visible light induced-flocculants via synergetic initiation of modified-titanium dioxide and potassium persulfate and their flocculation performances in the treatment of tetracycline. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.160026] |
| 24. Yujie Wang, Jingxin Li, Honghua Wang, Shixin Zhang, Jie Zhang, Hailin Yang, Xiaomin Tang, Huaili Zheng. (2025) The improvement of flocculation performance of organic polymer flocculants via regulation of their branched structure and block structure in removal of soluble dyes from wastewater. Journal of Environmental Chemical Engineering, [PMID:] [10.1016/j.jece.2025.119960] |
| 25. Mengwan Jiang, Mingyue Chen, Wen Zou, Yingxin Xie, Jinjin Shi, Junjie Liu, Aibing Chen, Xiu Zhao. (2025) An immunostimulant nanomedicine enhances radioimmunotherapy by remodeling the tumor immunosuppressive landscape after radiotherapy. Acta Pharmaceutica Sinica B, [PMID:41685155] [10.1016/j.apsb.2025.11.012] |
| 26. Xiaofan Li, Guang Shi, Wanshu Guo, Kaishu Wen, Yifei Liu, Jiayue Cheng, Meichi Liu, Yuehui Yang, Xinyu Fan. (2025) Oxytocin may promote hippocampal neurogenesis in ischemic stroke rats via a pathway related to DNMT1-mediated Wnt3a/β-catenin. NEUROPHARMACOLOGY, [PMID:41314460] [10.1016/j.neuropharm.2025.110785] |
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