Determine the necessary mass, volume, or concentration for preparing a solution.
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10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs 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 9 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | O[C@H]1[C@@H](O)[C@H](N(C=N2)C3=C2C(N)=NC=N3)O[C@@H]1COP(O)(O)=O.O |
|---|---|
| IUPAC Name | [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate;hydrate |
| InChIKey | ZOEFQKVADUBYKV-MCDZGGTQSA-N |
| INCHI | 1S/C10H14N5O7P.H2O/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20;/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20);1H2/t4-,6-,7-,10-;/m1./s1 |
| Isomeric SMILES | C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N.O |
| WGK Germany | 3 |
| Molecular Weight | 365.24 |
| Beilstein | 54612 |
| Reaxy-Rn | 13754102 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13754102&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 nucleotides |
| Subclass | Purine ribonucleotides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Purine ribonucleoside monophosphates |
| Alternative Parents | Pentose phosphates Glycosylamines 6-aminopurines Monosaccharide phosphates Aminopyrimidines and derivatives Monoalkyl phosphates N-substituted imidazoles Imidolactams Oxolanes Heteroaromatic compounds Secondary alcohols 1,2-diols Azacyclic compounds Oxacyclic compounds Hydrocarbon derivatives Primary amines Organic oxides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Purine ribonucleoside monophosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Monosaccharide phosphate - Pentose monosaccharide - Imidazopyrimidine - Purine - Aminopyrimidine - Monoalkyl phosphate - Pyrimidine - Alkyl phosphate - Imidolactam - Monosaccharide - Phosphoric acid ester - N-substituted imidazole - Organic phosphoric acid derivative - Azole - Imidazole - Heteroaromatic compound - Oxolane - Secondary alcohol - 1,2-diol - Azacycle - Organoheterocyclic compound - Oxacycle - Primary amine - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Amine - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. |
| External Descriptors | Not available |
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| Melt Point(°C) | 183-188°C |
|---|---|
| Molecular Weight | 365.240 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 4 |
| Exact Mass | 365.074 Da |
| Monoisotopic Mass | 365.074 Da |
| Topological Polar Surface Area | 187.000 Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 481.000 |
| 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 | 2 |
| 1. Tiantian Tang, Min Zhang, Yaping Liu. (2023) Valorization of meat and bone residue by ultrasound and high voltage electrostatic field assisted two-stage enzymatic hydrolysis: Nutritional characteristics and flavor analysis. Food Bioscience, [PMID:] [10.1016/j.fbio.2023.103203] |
| 2. Huifang Wu, Shiying Ju, Yuwei Ling, Haozhe Sun, Yanfeng Tang, Changlun Tong. (2023) Gelatinous lanthanide coordination polymer with aggregation-enhanced antenna effect for ratiometric detection of endogenous alkaline phosphatase. JOURNAL OF COLLOID AND INTERFACE SCIENCE, [PMID:37150007] [10.1016/j.jcis.2023.04.147] |
| 3. Li Qianjin, Wang Tingting, Hou Yadan, Wang Dan, Xiong Shuqing, Wei Chenhong, Cao Qianyong, Wang Fenying. (2023) Solid-Phase Extraction and Simultaneous Fluorescence Detection of Cis-Diol-Containing Biomolecules Based on a Novel Boronate Affinity Material. CHROMATOGRAPHIA, 86 (5): (387-399). [PMID:] [10.1007/s10337-023-04252-5] |
| 4. Jianghong Wu, Min Zhang, Lihui Zhang, Yaping Liu. (2022) Effect of ultrasound combined with sodium bicarbonate pretreatment on the taste and flavor of chicken broth. JOURNAL OF FOOD PROCESS ENGINEERING, 46 (6): (e14072). [PMID:] [10.1111/jfpe.14072] |
| 5. 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] |
| 6. Zhihong Guan, Ruobo Chen, Kaixin Liu, Li Fu, Ling Li, Li Jia. (2024) Copper ion as a peroxidase mimic for fluorescent detection of casein phosphopeptide by a 3D-printed portable device. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2024.112501] |
| 7. Junli Feng, Ningsi Xu, Yiran Jin, Yu Zhang, Fei Xu, Fang Yao, Zejun Wang, Liting Ji, Qing Shen. (2025) The influence of homogenization–ultrasonic treatment on micro-nano particle characteristics, nutrient composition, flavor profile, and overall quality of Salmon head soup. FOOD CHEMISTRY, [PMID:40663822] [10.1016/j.foodchem.2025.145476] |
| 8. 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] |
| 9. Haoran Zheng, Jiayu Guo, Han Wang, Yurou Wang, Wenxiang Zhou, Ke Liu, Qiang Ma, Yanfei Qi. (2025) A zeolitic imidazolate framework-90 enhanced ultrasensitive ATP sensing platform with HCR and CRISPR-Cas12a dual signal amplification for live bacteria detection. JOURNAL OF HAZARDOUS MATERIALS, [PMID:40378737] [10.1016/j.jhazmat.2025.138612] |