Determine the necessary mass, volume, or concentration for preparing a solution.
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≥99% 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 21 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | C1C(C(OC1N2C=NC3=C2N=C(NC3=O)N)CO)O |
|---|---|
| IUPAC Name | 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one |
| InChIKey | YKBGVTZYEHREMT-KVQBGUIXSA-N |
| INCHI | 1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1 |
| Isomeric SMILES | C1[C@@H]([C@H](O[C@H]1N2C=NC3=C2N=C(NC3=O)N)CO)O |
| WGK Germany | 3 |
| RTECS | MF8760000 |
| Alternate CAS | 207121-55-9 |
| Molecular Weight | 267.24(anhydrous basis) |
| Reaxy-Rn | 11758782 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11758782&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 |
| Class | Purine nucleosides |
| Subclass | Purine 2'-deoxyribonucleosides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Purine 2'-deoxyribonucleosides |
| Alternative Parents | 6-oxopurines Hypoxanthines Pyrimidones Aminopyrimidines and derivatives N-substituted imidazoles Vinylogous amides Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds Primary alcohols Primary amines |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Purine 2'-deoxyribonucleoside - 6-oxopurine - Hypoxanthine - Purinone - Imidazopyrimidine - Purine - Aminopyrimidine - Pyrimidone - N-substituted imidazole - Pyrimidine - Azole - Imidazole - Heteroaromatic compound - Vinylogous amide - Tetrahydrofuran - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Amine - Primary amine - Primary alcohol - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Alcohol - Organopnictogen compound - Organic nitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. These are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2. |
| External Descriptors | Deoxyribonucleosides |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jun 11, 2026 | D100364 | |
| Certificate of Analysis | Jun 11, 2026 | D100364 | |
| Certificate of Analysis | Jun 11, 2026 | D100364 | |
| Certificate of Analysis | Jun 11, 2026 | D100364 | |
| Certificate of Analysis | Apr 02, 2026 | D100364 | |
| Certificate of Analysis | Jan 13, 2025 | D100364 | |
| Certificate of Analysis | Nov 08, 2024 | D100364 | |
| Certificate of Analysis | Nov 08, 2024 | D100364 | |
| Certificate of Analysis | Nov 08, 2024 | D100364 | |
| Certificate of Analysis | Jun 04, 2024 | D100364 | |
| Certificate of Analysis | Jun 04, 2024 | D100364 | |
| Certificate of Analysis | Mar 21, 2024 | D100364 | |
| Certificate of Analysis | Mar 21, 2024 | D100364 | |
| Certificate of Analysis | Nov 29, 2022 | D100364 | |
| Certificate of Analysis | Nov 29, 2022 | D100364 | |
| Certificate of Analysis | Nov 29, 2022 | D100364 | |
| Certificate of Analysis | Nov 29, 2022 | D100364 | |
| Certificate of Analysis | Jul 22, 2022 | D100364 | |
| Certificate of Analysis | May 28, 2022 | D100364 | |
| Certificate of Analysis | Mar 25, 2022 | D100364 |
| Solubility | Slightly soluble in water. |
|---|---|
| Sensitivity | air sensitive;Moisture sensitive |
| Specific Rotation[α] | -42 ° (C=0.2, 1mol/L NaOH) |
| Molecular Weight | 267.240 g/mol |
| XLogP3 | -0.900 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 2 |
| Exact Mass | 267.097 Da |
| Monoisotopic Mass | 267.097 Da |
| Topological Polar Surface Area | 135.000 Ų |
| Heavy Atom Count | 19 |
| Formal Charge | 0 |
| Complexity | 417.000 |
| 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. Wenqing Wang, Hao Li, Meiyao Li, Huiling Lu, Jianming Pan. (2023) Layer-by-layer assembled magnetic molecularly imprinted nanoparticles for highly specific separation of adenosine 5′-monophosphate: Relations between adsorption properties and imprinted layers. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2023.125346] |
| 2. Qiangqiang Jia, Zufan Yang, Qian Wang, Haishan Yang, Xiaofeng Tang, Hongyang Zhang, Lingling Cao, Gong Zhang. (2023) A liquid chromatography-tandem mass spectrometry method for comprehensive determination of metabolites in the purine pathway of rat plasma and its application in anti-gout effects of Lycium ruthenicum Murr.. JOURNAL OF SEPARATION SCIENCE, 46 (21): (2300090). [PMID:37688342] [10.1002/jssc.202300090] |
| 3. Xu Lian, Li Hui-Min, Lin Juan. (2023) Efficient synthesis of 2’-deoxyguanosine in one-pot cascade by employing an engineered purine nucleoside phosphorylase from Brevibacterium acetylicum. WORLD JOURNAL OF MICROBIOLOGY & BIOTECHNOLOGY, 39 (10): (1-9). [PMID:37606812] [10.1007/s11274-023-03721-1] |
| 4. Meiyao Li, Pan Wang, Shunshun Luo, Yu Wu, Xiaohua Tian, Jianming Pan. (2023) Construction of anti-biofouling imprinted sorbents based on anisotropic polydopamine nanotubes for fast and selective capture of 2′-deoxyadenosine. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2023.123384] |
| 5. Zhuangxin Wei, Pan Wang, Xiaohua Tian, Wei sun, Jianming Pan. (2022) Imprinted polymer beads featuring both predefined multiple-point interaction and accessible binding sites for precise recognition of 2′-deoxyadenosine. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2022.122048] |
| 6. Xin Wen, Huahua Fan, Lihong Jing, Ming Deng, Xiaodan Huang, Tifeng Jiao, Li Zhang, Minghua Liu. (2021) Competitive induction of circularly polarized luminescence of CdSe/ZnS quantum dots in a nucleotide–amino acid hydrogel. Materials Advances, 3 (1): (682-688). [PMID:] [10.1039/D1MA00843A] |
| 7. Chang Xiangwei, Zhang Zhenyu, Yan Hui, Su Shulan, Wei Dandan, Guo Sheng, Shang Erxin, Sun Xiaodong, Gui Shuangying, Duan Jinao. (2021) Discovery of Quality Markers of Nucleobases, Nucleosides, Nucleotides and Amino Acids for Chrysanthemi Flos From Different Geographical Origins Using UPLC–MS/MS Combined With Multivariate Statistical Analysis. Frontiers in Chemistry, [PMID:34422760] [10.3389/fchem.2021.689254] |
| 8. Jia Ding, Fei Liu, Chunling Qi, Yunlei Zhou, Huanshun Yin, Shiyun Ai. (2021) Enhanced photoactivity of perovskite Bi4NbO8Cl/PTC-NH2 heterojunction and its application for photoelectrochemical sensing of DNA hydroxymethylation. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2021.130211] |
| 9. Ji-shuo Chang, Zhong-xiao Lin, Ya-juan Liu, Si-ming Yang, Yu Zhang, Xi-yong Yu. (2021) Ultra performance liquid chromatography–tandem mass spectrometry assay for the quantification of RNA and DNA methylation. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, [PMID:33636646] [10.1016/j.jpba.2021.113969] |
| 10. Shuangshou Wang, Zhendong He, Wenzhi Li, Jiayi Zhao, Tong Chen, Shimin Shao, Hongmei Chen. (2019) Reshaping of pipette tip: A facile and practical strategy for sorbent packing-free solid phase extraction. ANALYTICA CHIMICA ACTA, [PMID:31987152] [10.1016/j.aca.2019.11.060] |
| 11. Yuanyuan Xu, Yue Yang, Aifang Xue, Hao Chen, Shengqing Li. (2018) In situ precipitation of hydrous titanium dioxide for dispersive micro solid-phase extraction of nucleosides and their separation. NEW JOURNAL OF CHEMISTRY, 42 (7): (4909-4914). [PMID:] [10.1039/C7NJ04590E] |
| 12. Chaozhan Wang, Huanhuan Xu, Yinmao Wei. (2015) The preparation of high-capacity boronate affinity adsorbents by surface initiated reversible addition fragmentation chain transfer polymerization for the enrichment of ribonucleosides in serum. ANALYTICA CHIMICA ACTA, [PMID:26703260] [10.1016/j.aca.2015.11.013] |
| 13. Pan Wang, Tao Cheng, Zhuangxin Wei, Lu Liu, Yue Wang, Xiaohua Tian, Jianming Pan. (2024) Bioinspired Surface Engineering with Dual Covalent Receptors Incorporated via Precise Post-Imprinting Modification to Enhance the Specific Identification of Adenosine 5′-Monophosphate. Engineering, [PMID:] [10.1016/j.eng.2024.11.015] |
| 14. Mengzhen Jiang, Ruohan Xu, Chunyan Yang, Haili Wang, Jinyuan Cai, Yanrong Wen, Mingfu Ye, Tingxuan Yan, Shuangshou Wang. (2025) Boronate affinity-mediated multi-mode visual sensing of cis-diol compounds in both biological and food samples. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2025.137335] |
| 15. Pan Wang, Jiahui Chen, Lu Liu, Xiaohua Tian, Jianming Pan. (2024) Construction of dual receptors imprinted polymers by precise control of sequential assembly efficiency in confined sites to enhance specific separation of adenosine 5′-monophosphate. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2024.126353] |
| 16. Yulong Song, Fan Xiao, Jiye Aa, Guangji Wang. (2024) Desorption Electrospray Ionization Mass Spectrometry Imaging Techniques Depict a Reprogramming of Energy and Purine Metabolism in the Core Brain Regions of Chronic Social Defeat Stress Mice. Metabolites, 14 (5): (284). [PMID:38786761] [10.3390/metabo14050284] |
| 17. Tong Ren, Zhen Feng, Fang Jiang, Xingtong Liu, Tingting Chen, Yanli Guo, Lei Tian, Xiao-Feng Kang, Fujun Yao. (2024) Nanopore detection of guanine derivatives based on vacancy G-quadruplex DNA. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2024.112366] |
| 18. Tao Cheng, Yaotao Cai, Yifan Su, JinTao Xu, Xiaohua Tian, Pan Wang, Jianming Pan. (2024) Selective separation of adenosine 5′-monophosphate by Dual-Receptor Post-Imprinted modified polymers using hydrophilic MOF nanosheets as substrates with active functional groups. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2024.128071] |
| 19. Zhuangxin Wei, Pan Wang, Jiangnan Wang, Jianming Pan. (2024) Synergy of Post-Crosslinked imprinting strategy and silanol chemistry for the anisotropic construction of molecularly imprinted polymers onto Halloysite nanotubes. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.150704] |
| 20. Li Hengye, Zhang Xuemeng, Zhang Lin, Cang Hui, Kong Fenying, Fan Dahe, Wang Wei. (2018) Hyperbranched Polyglycerol Functionalized Silica Stationary Phase for Hydrophilic Interaction Liquid Chromatography. ANALYTICAL SCIENCES, 34 (4): (433-438). [PMID:29643306] [10.2116/analsci.17P486] |
| 21. Zhuangxin Wei, Tao Wang, Pan Wang, Jianming Pan. (2026) Synergistic integration of oil-mediated adhesion and post-crosslinking imprinting technology for surface imprinted polymers to precision separation of 2′-deoxyadenosine. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2026.173960] |