Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥98%, contains 5-15% Dihydroquinidine Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Protected from light,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.
| Pubchem Sid | 504758745 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504758745 |
| Sonrisas canónicas | COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O |
| IUPAC Name | (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol |
| InChIKey | LOUPRKONTZGTKE-LHHVKLHASA-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 | VA4725000 |
| Número ONU | 2811 |
| Grupo de embalaje | I |
| Peso molecular | 324.42 |
| Beilstein | 91866 |
| 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 | May 19, 2026 | Q109702 | |
| Certificate of Analysis | May 19, 2026 | Q109702 | |
| Certificate of Analysis | May 19, 2026 | Q109702 | |
| Certificate of Analysis | May 19, 2026 | Q109702 | |
| Certificate of Analysis | Apr 30, 2026 | Q109702 | |
| Certificate of Analysis | Apr 03, 2025 | Q109702 | |
| Certificate of Analysis | Jul 12, 2024 | Q109702 | |
| Certificate of Analysis | Jul 12, 2024 | Q109702 | |
| Certificate of Analysis | Jun 14, 2022 | Q109702 |
| Solubilidad | Solvent:DMSO, Max Conc. mg/mL: 32.44, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 8.11, Max Conc. mM: 25 |
|---|---|
| Sensibilidad | Light sensitive;heat sensitive |
| Punto de fusión (°C) | 170-175°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. Shuaishuai Chen, Weiyu Guo, Huan Liu, Jiang Zheng, Dingyan Lu, Jia Sun, Chun Li, Chunhua Liu, Yonglin Wang, Yong Huang, Wen Liu, Yongjun Li, Ting Liu. (2023) Mechanistic study of cytochrome P450 enzyme-mediated cytotoxicity of psoralen and isopsoralen. FOOD AND CHEMICAL TOXICOLOGY, [PMID:37660943] [10.1016/j.fct.2023.114011] |
| 2. Wang Yiran, Shi Jihua, Dai Dapeng, Cai Jianping, Wang Shuanghu, Hong Yun, Zhou Shan, Zhao Fangling, Zhou Quan, Geng Peiwu, Zhou Yunfang, Xu Xue, Luo Qingfeng. (2022) Evaluation of commonly used cardiovascular drugs in inhibiting vonoprazan metabolism in vitro and in vivo. Frontiers in Pharmacology, [PMID:36052128] [10.3389/fphar.2022.909168] |
| 3. Hanqing Chen, Shuang Zhou, Meilin Zhu, Bing Wang, Wei Chen, Lingna Zheng, Meng Wang, Weiyue Feng. (2021) Gold Nanoparticles Modified With Polyethyleneimine Disturbed the Activity of Drug-Metabolic Enzymes and Induced Inflammation-Mediated Liver Injury in Mice. Frontiers in Pharmacology, [PMID:34335268] [10.3389/fphar.2021.706791] |
| 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. Liu Mingyang, Du Xuejun, Xu Ke, Yan Binwei, Fan Zaibi, Gao Zideng, Ren Xueqin. (2021) A cationic quantum dot-based ratiometric fluorescent probe to visually detect berberine hydrochloride in human blood serums. Journal of Analytical Science and Technology, 12 (1): (1-9). [PMID:] [10.1186/s40543-021-00261-x] |
| 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. Ziming Zheng, Yu Zhang, Yuxuan Liu, Jinglin Wang, Zheng Cui, Xianglin Pan, Yan Liu, Wenqi Tang, Kaiping Wang. (2020) Metabolic degradation of lentinan in liver mediated by CYP450 enzymes and epoxide hydrolase. CARBOHYDRATE POLYMERS, [PMID:33279005] [10.1016/j.carbpol.2020.117255] |
| 8. Yingchun Chen, Cui Li, Yaodong Yi, Weijuan Du, Huidi Jiang, Su Zeng, Hui Zhou. (2020) Organic Cation Transporter 1 and 3 Contribute to the High Accumulation of Dehydrocorydaline in the Heart. DRUG METABOLISM AND DISPOSITION, 48 (10): (1074-1083). [PMID:32723846] [10.1124/dmd.120.000025] |
| 9. Bayarmaa Khadankhuu, Yuxiang Fei, Dan Xu, Yingchao Li, Kai Hou, Fengyang Li, Weirong Fang, Xijing Chen, Yunman Li. (2019) Pharmacokinetics and pharmacodynamics analysis of XQ-1H and its combination therapy with clopidogrel on cerebral ischemic reperfusion injury in rats. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, [PMID:31735472] [10.1016/j.jpba.2019.112975] |
| 10. Lin Yanke, Wang Shuai, Zhou Ziyue, Guo Lianxia, Yu Fangjun, Wu Baojian. (2019) Bmal1 regulates circadian expression of cytochrome P450 3a11 and drug metabolism in mice. Communications Biology, 2 (1): (1-11). [PMID:31633069] [10.1038/s42003-019-0607-z] |
| 11. Yufeng Chen, Fan Xue, Guobin Xia, Zhenlei Zhao, Chun Chen, Yunhong Li, Ying Zhang. (2019) Transepithelial transport mechanisms of 7,8-dihydroxyflavone, a small molecular TrkB receptor agonist, in human intestinal Caco-2 cells. Food & Function, 10 (8): (5215-5227). [PMID:31384856] [10.1039/C9FO01007F] |
| 12. Xiangyu Wang, Huihui Wu, Rongying Luo, Donghai Xia, Zhengjin Jiang, Hai Han. (2017) Separation and detection of free D- and L-amino acids in tea by off-line two-dimensional liquid chromatography. Analytical Methods, 9 (43): (6131-6138). [PMID:] [10.1039/C7AY01569K] |
| 13. Dong Dong, Tianpeng Zhang, Danyi Lu, Jie Liu, Baojian Wu. (2016) In vitro characterization of belinostat glucuronidation: demonstration of both UGT1A1 and UGT2B7 as the main contributing isozymes. XENOBIOTICA, [PMID:27180825] [10.1080/00498254.2016.1183061] |
| 14. Qiqin Wang, Peijie Zhu, Meng Ruan, Huihui Wu, Kun Peng, Hai Han, Govert W. Somsen, Jacques Crommen, Zhengjin Jiang. (2016) Chiral separation of acidic compounds using an O-9-(tert-butylcarbamoyl)quinidine functionalized monolith in micro-liquid chromatography. JOURNAL OF CHROMATOGRAPHY A, [PMID:27038701] [10.1016/j.chroma.2016.03.047] |
| 15. Lili Wu, Wanping Zhong, Junjin Liu, Weichao Han, Shilong Zhong, Qiang Wei, Shuwen Liu, Lan Tang. (2015) Human microsomal cyttrochrome P450-mediated reduction of oxysophocarpine, an active and highly toxic constituent derived from Sophora flavescens species, and its intestinal absorption and metabolism in rat. FITOTERAPIA, [PMID:26045316] [10.1016/j.fitote.2015.05.021] |
| 16. 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] |
| 17. 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] |
| 18. Xiaoyi Huo, Yinna Wang, Zheming Liu, Jia Liu, Hang Zhu, Yong Zhou, Yilong Man, Xiaomao Zhou, Haihao Ma. (2024) Electrophysiological and pharmacological properties of the slowpoke channel in the diamondback moth, Plutella xylostella. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:38582588] [10.1016/j.pestbp.2024.105824] |
| 19. Guangcai Ma, Kan Ma, Jing Zhang, Xianglong Zhao, Qiuyi Wang, Yewen Chen, Jiayu Lu, Xiaoxuan Wei, Xueyu Wang, Haiying Yu. (2024) Mechanistic insight into biotransformation of novel triazine-based flame retardant 1,3,5-tris(2,3-dibromopropyl)-1,3,5-triazinane-2,4,6-trione by human cytochrome P450s. ENVIRONMENTAL POLLUTION, [PMID:38548154] [10.1016/j.envpol.2024.123883] |
| 20. Zhang Meng, Du Pengfei, Xiao Yirong, Liu Hao, Wang Meixue, Zhang Yumei, Chen Xin. (2024) Sex differences in CYP450-based sodium dehydroacetate metabolism and its metabolites in rats. npj Science of Food, 8 (1): (1-12). [PMID:39719445] [10.1038/s41538-024-00361-z] |
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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 →