Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, for fluorescence analysis, ≥98% for Fluorescence analysis,Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Argon charged,Room temperature Ships Normal 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.
Quinine is a primary alkaloid of various species of Cinchona, optical isomer of Quinidine and an anti-malarial, skeletal, muscle relaxant.
| Pubchem Sid | 504762355 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504762355 |
| Sonrisas canónicas | COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O |
| IUPAC Name | (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol |
| InChIKey | LOUPRKONTZGTKE-WZBLMQSHSA-N |
| INCHI | 1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+/m0/s1 |
| Isómeros SMILES | COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)O |
| WGK Alemania | 3 |
| RTECS | VA6020000 |
| Peso molecular | 324.42 |
| Beilstein | 91867 |
| Reaxy-Rn | 91864 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=91864&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 | Alkaloids and derivatives |
| Clase | Cinchona alkaloids |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Cinchona alkaloids |
| Alternative Parents | 4-quinolinemethanols Quinuclidines Anisoles Aralkylamines Alkyl aryl ethers Pyridines and derivatives Piperidines Heteroaromatic compounds Trialkylamines Secondary alcohols 1,2-aminoalcohols Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives Aromatic alcohols |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Cinchonan-skeleton - 4-quinolinemethanol - Quinoline - Anisole - Quinuclidine - Alkyl aryl ether - Aralkylamine - Piperidine - Pyridine - Benzenoid - Heteroaromatic compound - 1,2-aminoalcohol - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Ether - Azacycle - Organoheterocyclic compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Amine - Alcohol - Organic oxygen compound - Aromatic alcohol - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as cinchona alkaloids. These are alkaloids structurally characterized by the presence of the cinchonan skeleton, which consists of a quinoline linked to an azabicyclo[2.2.2]octane moiety. |
| External Descriptors | cinchona alkaloid |
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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 | Jul 08, 2025 | Q105030 | |
| Certificate of Analysis | May 12, 2025 | Q105030 | |
| Certificate of Analysis | May 12, 2025 | Q105030 | |
| Certificate of Analysis | May 12, 2025 | Q105030 | |
| Certificate of Analysis | May 17, 2024 | Q105030 | |
| Certificate of Analysis | May 13, 2024 | Q105030 | |
| Certificate of Analysis | May 13, 2024 | Q105030 | |
| Certificate of Analysis | May 13, 2024 | Q105030 | |
| Certificate of Analysis | Jun 01, 2022 | Q105030 | |
| Certificate of Analysis | Jun 01, 2022 | Q105030 |
| Solubilidad | Soluble in alcohol, chloroform and diethyl ether. Slightly soluble in water and glycerol. |
|---|---|
| Sensibilidad | Light & Moisture Sensitive. |
| Punto de fusión (°C) | 173-177°C |
| Peso molecular | 324.400 g/mol |
| XLogP3 | 2.900 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Exact Mass | 324.184 Da |
| Monoisotopic Mass | 324.184 Da |
| Topological Polar Surface Area | 45.600 Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 457.000 |
| 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. Qing Li, Yu-Meng Guo, Xiang-Yi He, Guang-Li Li. (2023) Bifunctional Cu(II)-containing PDA-PEI copolymer dots: Demonstration of a dual-mode platform for colorimetric-fluorescent detection of glyphosate in the environment. TALANTA, [PMID:37418960] [10.1016/j.talanta.2023.124865] |
| 2. Wu Xiao-yan, Lv Jin-yan, Zhang Shi-qing, Yi Xin, Xu Zi-wei, Zhi Yuan-xing, Zhao Bo-xin, Pang Jian-xin, Yung Ken Kin Lam, Liu Shu-wen, Zhou Ping-zheng. (2021) ML365 inhibits TWIK2 channel to block ATP-induced NLRP3 inflammasome. ACTA PHARMACOLOGICA SINICA, 43 (4): (992-1000). [PMID:34341510] [10.1038/s41401-021-00739-9] |
| 3. Jun Yang, Hao Guo, Nan-Ji Jiang, Rui Tang, Guo-Cheng Li, Ling-Qiao Huang, Joop J. A. van Loon, Chen-Zhu Wang. (2021) Identification of a gustatory receptor tuned to sinigrin in the cabbage butterfly Pieris rapae. PLoS Genetics, 17 (7): (e1009527). [PMID:34264948] [10.1371/journal.pgen.1009527] |
| 4. Lin Yali, Liu Yu, Li Siqi, Rui Lili, Ou Jiming, Wu Quanzhou, He Jianfeng. (2021) Template-directed preparation of three-dimensionally ordered macroporous molecularly imprinted microspheres for selective recognition and separation of quinine from cinchona extract. JOURNAL OF POLYMER RESEARCH, 28 (5): (1-10). [PMID:] [10.1007/s10965-021-02533-x] |
| 5. Huan-Huan Ding, Mu-Han Zhao, Le Zhai, Jian-Bin Zhen, Le-Yun Sun, Jia-Zhu Chigan, Cheng Chen, Jia-Qi Li, Han Gao, Ke-Wu Yang. (2021) A quinine-based quaternized polymer: a potent scaffold with bactericidal properties without resistance. Polymer Chemistry, 12 (16): (2397-2403). [PMID:] [10.1039/D0PY01751E] |
| 6. Zhi-Yuan Zhang, Li-Li Rui, Ya-Li Lin, Hui-Dan Zhang, Ji-Ming Ou, Jian-Feng He, Quan-Zhou Wu. (2021) Preparation of ordered macroporous molecularly imprinted polymers and their applications in purifying cinchona alkaloids from cinchona extract. POLYMER INTERNATIONAL, 70 (9): (1344-1355). [PMID:] [10.1002/pi.6205] |
| 7. Pengli Zuo, Zhongguang Chen, Fengling Yu, Jinyu Zhang, Wei Zuo, Yanli Gao, Qingyou Liu. (2020) An easy synthesis of nitrogen and phosphorus co-doped carbon dots as a probe for chloramphenicol. RSC Advances, 10 (54): (32919-32926). [PMID:35516483] [10.1039/D0RA04228E] |
| 8. Hang Zhou, Jia Chen, Hui Li, Kaijun Quan, Yingshan Zhang, Hongdeng Qiu. (2020) Imidazolium ionic liquid-enhanced poly(quinine)-modified silica as a new multi-mode chromatographic stationary phase for separation of achiral and chiral compounds. TALANTA, [PMID:32070598] [10.1016/j.talanta.2020.120743] |
| 9. Yin Yu, Yongxin Tao, Baozhu Yang, Datong Wu, Yong Qin, Yong Kong. (2017) Smart Chiral Sensing Platform with Alterable Enantioselectivity. ANALYTICAL CHEMISTRY, [PMID:29125282] [10.1021/acs.analchem.7b03783] |
| 10. Yue Wang, Wen-ting Wu, Ming-bo Wu, Hong-di Sun, Hui Xie, Chao Hu, Xue-yan Wu, Jie-shan Qiu. (2016) Yellow-visual fluorescent carbon quantum dots from petroleum coke for the efficient detection of Cu2+ ions. NEW CARBON MATERIALS, [PMID:] [10.1016/S1872-5805(15)60204-9] |
| 11. Mingbo Wu, Yue Wang, Wenting Wu, Chao Hu, Xiuna Wang, Jingtang Zheng, Zhongtao Li, Bo Jiang, Jieshan Qiu. (2014) Preparation of functionalized water-soluble photoluminescent carbon quantum dots from petroleum coke. CARBON, [PMID:] [10.1016/j.carbon.2014.07.029] |
| 12. Qing Zhang, Yihan Huang, Liju Guo, Cui Chen, Dongmei Guo, Ya Chen, Yingzi Fu. (2014) DNA-based nanocomposite as electrochemical chiral sensing platform for the enantioselective interaction with quinine and quinidine. NEW JOURNAL OF CHEMISTRY, 38 (9): (4600-4606). [PMID:] [10.1039/C3NJ01559A] |
| 13. Li Liu, Xuecai Tan, Xiaoxue Fang, Yuexin Sun, Fuhou Lei, Zaiyin Huang. (2012) Electrochemical Sensor Based on Molecularly Imprinted Polymer Film Prepared with Functional Abietic-Type Acids as Cross-Linker for the Determination of Quinine. ELECTROANALYSIS, 24 (7): (1647-1654). [PMID:] [10.1002/elan.201200085] |
| 14. Xuyuan Sun, Hao Liu, Zhengyuan Dai, Ying Wang, Li Li, Yaping Ding. (2024) A dual-functional monomer-based molecularly imprinted fluorescent aptasensor employing near-infrared carbon dots for selective detection of quinine in food. FOOD CHEMISTRY, [PMID:39718314] [10.1016/j.foodchem.2024.142317] |
| 15. Kai Ni, Bo Che, Rong Gu, Chunhong Wang, Hongyang Xu, Huiduo Li, Shiyan Cen, Mingzhi Luo, Linhong Deng. (2024) BitterDB database analysis plus cell stiffness screening identify flufenamic acid as the most potent TAS2R14-based relaxant of airway smooth muscle cells for therapeutic bronchodilation. Theranostics, [PMID:38389834] [10.7150/thno.92492] |
| 16. Yiqun Jiang, Zhen Luo, Fenglan Xiang, Yubin Liu, Jin Yan, Jinmei Wang. (2024) Fabrication and Encapsulation of Soy Peptide Nanoparticles Using Ultrasound Followed by Spray Drying. Foods, 13 (23): (3967). [PMID:39683039] [10.3390/foods13233967] |
| 17. Hanlin Gong, Chenglong Bao, Xuan Luo, Yongsheng Yu, Weiwei Yang. (2024) Reusable electrochemical sensor for quinine detection via β-cyclodextrin-based indicator displacement assay. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2024.110109] |
| 18. Chen Yang, Kaikai Wei, Minghui Xu, Zhaojun Wang, Chuanjian Cui, Qianying Dai, Guijie Chen, Ruyan Hou. (2025) Sensory wheel construction and key flavor compounds characterization of black tea milk tea beverages. FOOD CHEMISTRY, [PMID:40147384] [10.1016/j.foodchem.2025.143931] |
| 19. Kejie Wang, Bingye Shi, Yihui Chen, Chunyan Hou, Xie Li, Xiaoqiang Qiao, Tingting Wang. (2025) Synthesis of Perfluorooctyl-Functionalized Halloysite Nanotubes for Dispersive Solid-Phase Extraction of Antimalarial Inhibitors in Whole Blood. JOURNAL OF SEPARATION SCIENCE, 48 (7): (e70226). [PMID:40650450] [10.1002/jssc.70226] |
| 20. Yaqi Zhao, Jianan Zhang, Mouming Zhao, Xuan Zhao, Guowan Su. (2025) Meaty Aroma Compounds Enhance MSG Umami Perception Through Allosteric Modulation of T1R1/T1R3 Receptor: Evidence from Nasal Clip Sensory Evaluation and Molecular Dynamics Simulation. Foods, 14 (17): (3041). [PMID:40941155] [10.3390/foods14173041] |
| 21. Peng Chen, Lancheng Wang, Dandan Xue, Mingjie Xu, Chi Hu. (2025) Post-SELEX optimisation of split aptamers via a supramolecular anchoring strategy. SUPRAMOLECULAR CHEMISTRY, [PMID:] [10.1080/10610278.2025.2548812] |
| 22. Liyun Ma, Simin Liu, Qing Wang, Lin Yao, Li Xu. (2015) Cucurbit(6)uril immobilized on silica: A novel high-performance liquid chromatographic stationary phase. JOURNAL OF SEPARATION SCIENCE, 38 (7): (1082-1089). [PMID:25641573] [10.1002/jssc.201401049] |
| 23. Qing Wang, Jing Li, Xin Yang, Li Xu, Zhi-guo Shi, Lan-Ying Xu. (2014) Investigation on performance of zirconia and magnesia–zirconia stationary phases in hydrophilic interaction chromatography. TALANTA, [PMID:25127617] [10.1016/j.talanta.2014.06.016] |
| 24. Yanan Li, Hua Zheng, Lei Xu, Linfeng Chen, Fan Xia, Yanlin Song. (2025) A Biomimetic Nanofluidic Tongue for Highly Selective and Sensitive Bitter Perception. Journal of Materials Chemistry A, [PMID:] [10.1039/D5TA02127H] |
| 25. Chenyang Wang, Tiantian Guo, Rong Li, Shujuan Ma, Yinmao Wei, Junjie Ou. (2025) One-pot construction of monodisperse core-shell silica microsphere with quinine-containing hybrid fibrous shell for racemates separation. ANALYTICA CHIMICA ACTA, [PMID:40701719] [10.1016/j.aca.2025.344350] |
| 26. Ziyan Li, Weijie Wu, Ruiling Liu, Huizhi Chen, Xiangjun Fang, Hangjun Chen, Ben Niu, Haiyan Gao. (2025) Preparation of a fucoidan-KCl-based sodium salt substitute and its application in improving chicken mince quality. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:40578637] [10.1016/j.ijbiomac.2025.145530] |
Our grade selection guide covers purity, stabilizer status, and application suitability for all variants in our catalog.
View Moligand™ grade guide → View for Fluorescence analysis grade guide →