≥90% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships 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 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
General Description
Quinine monohydrochloride dihydrate is commonly used as a standard for bitterness in sensory evaluation experiments of food samples.
Other Notes
Remainder hydroquinine hydrochloride dihydrate
| Sonrisas canónicas | COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.O.O.Cl |
|---|---|
| IUPAC Name | (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;dihydrate;hydrochloride |
| InChIKey | MPQKYZPYCSTMEI-FLZPLBAKSA-N |
| INCHI | 1S/C20H24N2O2.ClH.2H2O/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;1H;2*1H2/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.O.O.Cl |
| WGK Alemania | 3 |
| RTECS | VA7700000 |
| PubChem CID | 16211283 |
| Peso molecular | 396.91 |
| Beilstein | 6112655 |
| Reaxy-Rn | 8370495 |
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 Alkyl aryl ethers Aralkylamines Pyridines and derivatives Piperidines Heteroaromatic compounds Trialkylamines 1,2-aminoalcohols Secondary alcohols Azacyclic compounds Hydrochlorides Hydrocarbon derivatives Aromatic alcohols Organic oxides Organopnictogen compounds |
| 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 - Secondary alcohol - Tertiary aliphatic amine - Tertiary amine - Ether - Azacycle - Organoheterocyclic compound - Alcohol - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Amine - Hydrochloride - 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 | Not available |
| Rotación específica [α] | -245 to -255 deg(C=2, 0.1mol/l HCl(calcd.on dried substance) |
|---|---|
| Punto de fusión (°C) | 160℃ |
| Peso molecular | 396.900 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 4 |
| Exact Mass | 396.182 Da |
| Monoisotopic Mass | 396.182 Da |
| Topological Polar Surface Area | 47.600 Ų |
| Heavy Atom Count | 27 |
| 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 | 4 |
| 1. Lancheng Wang, Huimin Zhou, Kun Yan, Peng Xu, Bin Di, Chi Hu, Mengxiang Su. (2021) Using dual exonucleases to finely distinguish structural adjustment of aptamers for small-molecule detection. RSC Advances, 11 (52): (32898-32903). [PMID:35493548] [10.1039/D1RA05551H] |
| 2. Jieyao Yu, Yan Liu, Shaorong Zhang, Liyong Luo, Liang Zeng. (2021) Effect of brewing conditions on phytochemicals and sensory profiles of black tea infusions: A primary study on the effects of geraniol and β-ionone on taste perception of black tea infusions. FOOD CHEMISTRY, [PMID:33756321] [10.1016/j.foodchem.2021.129504] |
| 3. Xuan Luo, Susu Cui, Weiwei Yang, Yongsheng Yu. (2025) An electrochemical quinine detection approach based on small molecule promoted split aptamer click ligation reaction. TALANTA, [PMID:40081247] [10.1016/j.talanta.2025.127916] |
| 4. Shuying Li, Ying Zhang, Abdur Rauf Khan, Shuwang He, Yingxin Wang, Jiangkang Xu, Guangxi Zhai. (2019) Quantitative prediction of the bitterness of atomoxetine hydrochloride and taste-masked using hydroxypropyl-β-cyclodextrin: A biosensor evaluation and interaction study. Asian Journal of Pharmaceutical Sciences, [PMID:32952672] [10.1016/j.ajps.2019.11.001] |
| 5. Zhen-Ran Hu, Xiang-Ke Li, Guo-Jun Fei, Ming-Yu Wang, Meng-Juan Luo, Xin-Xin Zeng, Liang Wang, Ze-Min Yang. (2025) BuZhong YiQi Formula Alleviates Taste Disorders in Rats with Type 2 Diabetes Mellitus by Increasing the Number of Taste Buds and the Expression of Signaling Molecules in Taste Transduction Pathways. Pharmaceuticals, 18 (6): (838). [PMID:40573235] [10.3390/ph18060838] |
| 6. TingYu Tong, YuMing Shan, JianCai Zhu, YuanBin She, YunWei Niu. (2025) The effects of fruit aroma substances on rebaudioside A were studied based on sensory evaluation and molecular simulation. Food Chemistry-X, [PMID:41497701] [10.1016/j.fochx.2025.103228] |
| 7. Huihong Yan, Xuan Luo, Chenglong Bao, Yongsheng Yu, Weiwei Yang. (2025) Highly sensitive and visual dual-mode quinine sensor based on small molecule-templated split aptamer click ligation reaction. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2025.139211] |
