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 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 29 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| ALogP | -2.1 |
|---|
| Pubchem Sid | 488180029 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488180029 |
| Sonrisas canónicas | C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)O |
| IUPAC Name | 4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one |
| InChIKey | UHDGCWIWMRVCDJ-CCXZUQQUSA-N |
| INCHI | 1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1 |
| Isómeros SMILES | C1=CN(C(=O)N=C1N)[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)O |
| WGK Alemania | 3 |
| RTECS | HA5425000 |
| Peso molecular | 243.22 |
| Beilstein | 89175 |
| Reaxy-Rn | 753984 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=753984&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 | Nucleosides, nucleotides, and analogues |
| Clase | Pyrimidine nucleosides |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Pyrimidine nucleosides |
| Alternative Parents | Glycosylamines Pentoses Pyrimidones Aminopyrimidines and derivatives Imidolactams Hydropyrimidines Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Azacyclic compounds Oxacyclic compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds Primary alcohols Primary amines |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Pyrimidine nucleoside - Glycosyl compound - N-glycosyl compound - Pentose monosaccharide - Aminopyrimidine - Pyrimidone - Hydropyrimidine - Monosaccharide - Pyrimidine - Imidolactam - Tetrahydrofuran - Heteroaromatic compound - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Primary alcohol - Organic oxide - Organooxygen compound - Organonitrogen compound - Amine - Alcohol - Organopnictogen compound - Organic oxygen compound - Primary amine - Hydrocarbon derivative - Aromatic heteromonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as pyrimidine nucleosides. These are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety. |
| External Descriptors | monosaccharide derivative - beta-D-arabinoside - pyrimidine nucleoside |
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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 | Apr 22, 2026 | C111218 | |
| Certificate of Analysis | Apr 13, 2026 | C111218 | |
| Certificate of Analysis | Sep 15, 2025 | C111218 | |
| Certificate of Analysis | Sep 04, 2025 | C111218 | |
| Certificate of Analysis | Apr 02, 2024 | C111218 | |
| Certificate of Analysis | Mar 13, 2024 | C111218 | |
| Certificate of Analysis | Jan 09, 2023 | C111218 | |
| Certificate of Analysis | Jan 09, 2023 | C111218 | |
| Certificate of Analysis | Jan 09, 2023 | C111218 | |
| Certificate of Analysis | Jan 09, 2023 | C111218 | |
| Certificate of Analysis | Jan 09, 2023 | C111218 | |
| Certificate of Analysis | Jan 09, 2023 | C111218 | |
| Certificate of Analysis | Jan 09, 2023 | C111218 | |
| Certificate of Analysis | Jan 09, 2023 | C111218 | |
| Certificate of Analysis | Aug 21, 2021 | C111218 |
| Solubilidad | Soluble in water |
|---|---|
| Rotación específica [α] | 158 ° (C=1, H2O) |
| Punto de fusión (°C) | 214°C |
| Peso molecular | 243.220 g/mol |
| XLogP3 | -2.100 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 2 |
| Exact Mass | 243.086 Da |
| Monoisotopic Mass | 243.086 Da |
| Topological Polar Surface Area | 129.000 Ų |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Complexity | 383.000 |
| 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 |
| 1. Qiankun Quan, Xinxin Ma, Ming Li, Xi Li, Haifeng Yuan. (2023) Ginsenoside Rg1 promotes β‑amyloid peptide degradation through inhibition of the ERK/PPARγ phosphorylation pathway in an Alzheimer's disease neuronal model. Experimental and Therapeutic Medicine, 27 (1): (1-13). [PMID:38125359] [10.3892/etm.2023.12319] |
| 2. Yue-Ming Yu, Fan-Zhi Bu, Su-Su Meng, Cui-Wei Yan, Zhi-Yong Wu, Yan-Tuan Li. (2023) The first nano-cocrystal formulation of marine drug cytarabine with uracil based on cocrystal nanonization strategy for long-acting injection exhibiting enhanced antitumor activity. INTERNATIONAL JOURNAL OF PHARMACEUTICS, [PMID:37567370] [10.1016/j.ijpharm.2023.123300] |
| 3. Lejiao Jia, Huatian Yang, Dandan Zheng, Jingjing Ye, Qian Zhou, Genjv Li, Ying Zhou, Xinyu Yang, Jinting Liu, Feng Ye, Yuliang Song, Daoxin Ma, Chunyan Ji. (2023) Smart and Generalizable Cytarabine Derivative-Triggered Nanoparticles for Synergistic Therapy of Relapsed/Refractory Acute Myeloid Leukemia. ACS Applied Materials & Interfaces, [PMID:37249260] [10.1021/acsami.3c03632] |
| 4. Siyu Wang, Lutong Wang, Jingwen Xu, Yihai Wang, Limin Xiang, Xiangjiu He. (2023) Synergistic Combination of the Total Steroidal Saponins from the Berries of Black Nightshade and Adriamycin to Overcome Leukemia Multidrug Resistance. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:36752041] [10.1021/acs.jafc.2c07740] |
| 5. Wang Pengwei, Mao Senlin, Yi Tingting, Wang Lihua. (2022) LncRNA MALAT1 Targets miR-9-3p to Upregulate SAP97 in the Hippocampus of Mice with Vascular Dementia. BIOCHEMICAL GENETICS, 61 (3): (916-930). [PMID:36227424] [10.1007/s10528-022-10289-2] |
| 6. Jie Zhao, Yue Wu, Shanshan Liang, Xiangyu Piao. (2022) Activation of SSAT1/ALOX15 Axis Aggravates Cerebral Ischemia/Reperfusion Injury via Triggering Neuronal Ferroptosis. NEUROSCIENCE, [PMID:35090880] [10.1016/j.neuroscience.2022.01.017] |
| 7. Dan Shao, Qiang Gao, Yanshan Sheng, Shangji Li, Yong Kong. (2022) Construction of a dual-responsive dual-drug delivery platform based on the hybrids of mesoporous silica, sodium hyaluronate, chitosan and oxidized sodium carboxymethyl cellulose. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:35033530] [10.1016/j.ijbiomac.2022.01.033] |
| 8. Lefeng Liu, Zhiguo Xu, Yang Liu, Zheng-Zhi Yin, Yanshan Sheng, Chengqiang Ding, Yong Kong. (2021) Facile synthesis of calcium carbonate/polyacrylic acid hydrogels for pH-responsive delivery of cytarabine. Journal of Saudi Chemical Society, [PMID:] [10.1016/j.jscs.2021.101344] |
| 9. Yuzhe Chen, Wenxuan Zhao, Honglian Dai. (2021) Porous PLGA-PEG nerve conduit decorated with oriented electrospun chitosan-RGD nanofibre. Journal of Materials Research and Technology-JMR&T, [PMID:] [10.1016/j.jmrt.2021.07.117] |
| 10. Kai Chen, Yong Qian, Chaoyang Wang, Dongjie Yang, Xueqing Qiu, Bernard P. Binks. (2021) Tumor microenvironment-responsive, high internal phase Pickering emulsions stabilized by lignin/chitosan oligosaccharide particles for synergistic cancer therapy. JOURNAL OF COLLOID AND INTERFACE SCIENCE, [PMID:33618293] [10.1016/j.jcis.2021.02.012] |
| 11. Qiang Gao, Jun Gao, Chengqiang Ding, Shangji Li, Linhong Deng, Yong Kong. (2020) Construction of a pH- and near-infrared irradiation-responsive nanoplatform for chemo-photothermal therapy. INTERNATIONAL JOURNAL OF PHARMACEUTICS, [PMID:33259903] [10.1016/j.ijpharm.2020.120112] |
| 12. Yanshan Sheng, Wei Dai, Jun Gao, Hongda Li, Wensheng Tan, Jingwei Wang, Linhong Deng, Yong Kong. (2020) pH-sensitive drug delivery based on chitosan wrapped graphene quantum dots with enhanced fluorescent stability. Materials Science & Engineering C-Materials for Biological Applications, [PMID:32409046] [10.1016/j.msec.2020.110888] |
| 13. Zhigang Fang, Xiaozhen Wang, Yanling Sun, Ruifang Fan, Zhong Liu, Rui Guo, Deming Xie. (2019) Sgc8 aptamer targeted glutathione-responsive nanoassemblies containing Ara-C prodrug for the treatment of acute lymphoblastic leukemia. Nanoscale, 11 (47): (23000-23012). [PMID:31769777] [10.1039/C9NR07391D] |
| 14. Jing Liu, Dujuan Zhao, Wenxiu He, Huiyuan Zhang, Zhonghao Li, Yuxia Luan. (2016) Nanoassemblies from amphiphilic cytarabine prodrug for leukemia targeted therapy. JOURNAL OF COLLOID AND INTERFACE SCIENCE, [PMID:27776282] [10.1016/j.jcis.2016.10.041] |
| 15. Jing Liu, Jing Liu, Dujuan Zhao, Naxin Ma, Yuxia Luan. (2016) Highly enhanced leukemia therapy and oral bioavailability from a novel amphiphilic prodrug of cytarabine. RSC Advances, 6 (42): (35991-35999). [PMID:] [10.1039/C6RA02051H] |
| 16. Xuelei Wang, Xiaowei Wang, Jiayi Su, Dan Wang, Wenkai Feng, Xiaobo Wang, Hongwei Lu, Apeng Wang, Mingliang Liu, Guimin Xia. (2024) A Dual-Function LipoAraN-E5 Coloaded with N4-Myristyloxycarbonyl-1-β-d-arabinofuranosylcytosine (AraN) and a CXCR4 Antagonistic Peptide (E5) for Blocking the Dissemination of Acute Myeloid Leukemia. ACS Nano, [PMID:39364559] [10.1021/acsnano.4c05079] |
| 17. Yan Shi, Yufeng Yang, Juntong Liu, Jinling Zheng. (2024) Avicularin Treatment Ameliorates Ischemic Stroke Damage by Regulating Microglia Polarization and its Exosomes via the NLRP3 Pathway. Journal of Integrative Neuroscience, 23 (11): (196). [PMID:39613475] [10.31083/j.jin2311196] |
| 18. Yijun Jia, Zhao Zhao, Leyang Chen, Yongqi Liu, Bin Zhu. (2025) Carbon Nanotube-Based Drug Delivery System Increases Drug Content and Promotes Immune Response in Mandarin Fish. Fishes, 10 (3): (92). [PMID:] [10.3390/fishes10030092] |
| 19. Liu Xiaoyu, Yang Lin, Guan Kunping, Chen Zhen, Yang Hua. (2024) CSE1L Silencing Enhances Cytarabine-mediated Cytotoxicity in Acute Myeloid Leukemia. Indian Journal of Hematology and Blood Transfusion, [PMID:39469152] [10.1007/s12288-024-01773-3] |
| 20. Lanxin Li, Yang Zhang, Zhengqian Chen, Can Xu, Zhongqiu Xu, Haitao Pei, Wei Wang, Ruyong Yao, Cui Hao. (2024) Cytarabine prevents neuronal damage by enhancing AMPK to stimulate PINK1 / Parkin-involved mitophagy in Parkinson's disease model. EUROPEAN JOURNAL OF PHARMACOLOGY, [PMID:38880222] [10.1016/j.ejphar.2024.176743] |
| 21. Yue-Ming Yu, Xue-Jie Li, Fan-Zhi Bu, Zhi-Long Zhao, Zhi-Yong Wu, Yan-Tuan Li. (2024) Drug–Drug Cocrystal Alloy and Nanoformulation of Cytarabine: Optimized Biopharmaceutical Property and Synergistic Antitumor Efficacy. MOLECULAR PHARMACEUTICS, [PMID:39392428] [10.1021/acs.molpharmaceut.4c00733] |
| 22. Yao Zuo, Hongwen Li, Xiaochao Wang, Yejin Liang, Caihong Huang, Guanye Nai, Jingrong Ruan, Wenzheng Dong, Xiang Lu. (2024) Inhibition of JAK/STAT3 Expression by Acute Myeloid Leukemia-Targeted Nanoliposome for Chemotherapy Enhancement. ACS Omega, [PMID:39281932] [10.1021/acsomega.4c00710] |
| 23. Guangchao Xie, Bingjie Li, Shuyue Guo, Wenjing Hou, Yao Wang, Jiamei Liu, Jialin Zhu, Luchen Chang, Xiaoqing Wang, Xiaoyi Wang, Jinbin Pan, Xi Wei. (2025) Minimalistic Implant for Percutaneous Magnetic Hyperthermia-Based Combination Therapy of Hepatocellular Carcinoma. ACS Applied Materials & Interfaces, [PMID:39916295] [10.1021/acsami.4c18486] |
| 24. Guangchao Xie, Bingjie Li, Xuejun Zhang, Jiaojiao Yu, Shao-Kai Sun. (2024) One-Minute Preparation of Iron Foam-Drug Implant for Ultralow-Power Magnetic Hyperthermia-Based Combination Therapy of Tumors in Vivo. Advanced Science, 11 (11): (2307823). [PMID:38164827] [10.1002/advs.202307823] |
| 25. Yadong Tang, Boxin Huang, Yuqin Dong, Wenlong Wang, Xi Zheng, Wei Zhou, Kun Zhang, Zhiyun Du. (2017) Three-dimensional prostate tumor model based on a hyaluronic acid-alginate hydrogel for evaluation of anti-cancer drug efficacy. JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, [PMID:28583017] [10.1080/09205063.2017.1338502] |
| 26. Shiyi Hong, Pei Peng, Cao Yao, Yutian Huang, Siying Cai, Tongtong Huang, Yulu Ying, Chaofeng Mu. (2025) Bone marrow-targeted LOXL2 inhibitor-loaded yolk-shell nanoparticle overcomes extracellular matrix-mediated chemotherapy resistance in acute myeloid leukemia. INTERNATIONAL JOURNAL OF PHARMACEUTICS, [PMID:40389070] [10.1016/j.ijpharm.2025.125730] |
| 27. Shiyi Hong, Pei Peng, Yutian Huang, Siying Cai, Cao Yao, Tongtong Huang, Yulu Ying, Wei Li, Yang Xiong, Mancang Gu, Guilin Cheng, Chaofeng Mu. (2025) Bone marrow microenvironment-targeted yolk-shell nanoparticle enhances acute myeloid leukemia chemotherapy by preventing endothelial cell/ECM-mediated adhesion. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.164084] |
| 28. Xiaoshuang Dai, Daobin Jiang, Chunlin Gou, Ke Mei, Bin Sun, Jianpeng Liu, Na Yao, Xinyu Liu, Neng Qiu. (2025) Biotinylated Self-Assembled Cytarabine Nano-Prodrug with Enhanced Targetability and Anticancer Efficacy: An In Vitro Study. LANGMUIR, [PMID:40450601] [10.1021/acs.langmuir.5c01147] |
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Our grade selection guide covers purity, stabilizer status, and application suitability for all variants in our catalog.
View Moligand™ grade guide →