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Moligand™, 10mM in DMSO Moligand™ 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.
Galanthamine is a long-acting, centrally active acetylcholinesterase(AChE) inhibitor (IC50 = 410 nM) and allosteric potentiator at neuronal nicotinic ACh receptors.
A selective acetylcholinesterase inhibitor
| Canonical Smiles | CN1CCC23C=CC(CC2OC4=C(C=CC(=C34)C1)OC)O |
|---|---|
| IUPAC Name | (1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-ol |
| InChIKey | ASUTZQLVASHGKV-JDFRZJQESA-N |
| INCHI | 1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-/m0/s1 |
| Isomeric SMILES | CN1CC[C@@]23C=C[C@@H](C[C@@H]2OC4=C(C=CC(=C34)C1)OC)O |
| Molecular Weight | 287.35 |
| Reaxy-Rn | 625778 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=625778&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 |
| Class | Amaryllidaceae alkaloids |
| Subclass | Galanthamine-type amaryllidaceae alkaloids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Galanthamine-type amaryllidaceae alkaloids |
| Alternative Parents | Benzazepines Coumarans Anisoles Azepines Aralkylamines Alkyl aryl ethers Trialkylamines Secondary alcohols Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Galanthamine-type amaryllidaceae alkaloid - Benzazepine - Coumaran - Anisole - Alkyl aryl ether - Azepine - Aralkylamine - Benzenoid - Secondary alcohol - Tertiary amine - Tertiary aliphatic amine - Ether - Oxacycle - Organoheterocyclic compound - Azacycle - Amine - Organic nitrogen compound - Alcohol - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as galanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids with a structure characterized a tetracyclic skeleton with two ortho aromatic protons in ring A. |
| External Descriptors | Isoquinoline alkaloids |
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| Molecular Weight | 287.350 g/mol |
|---|---|
| XLogP3 | 1.800 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 1 |
| Exact Mass | 287.152 Da |
| Monoisotopic Mass | 287.152 Da |
| Topological Polar Surface Area | 41.900 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 440.000 |
| 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. Haobin Shi, Yuhong Zheng, Mengyao Wu, Li Fu. (2023) Graphene Ink Modified Glassy Carbon Electrode as electrochemical sensor for Galantamine Determination. International Journal of Electrochemical Science, [PMID:] [10.20964/2019.02.56] |
| 2. Jia Song, Jiaying Yu, Kai Sun, Zhixin Chen, Xiaoxiao Xing, Yumeng Yang, Chunyu Sun, Zhifei Wang. (2023) Preparation of a Highly Selective “Off-On” Rhodamine-Based Fluorescent Probe for the Specific Determination of Carboxylesterase 2 and Cell Imaging. ANALYTICAL LETTERS, [PMID:] [10.1080/00032719.2023.2175213] |
| 3. Zhixu Chen, Jincai Wang, Jiaming Yuan, Zhen Wang, Zhengchao Tu, Jacques Crommen, Wenhui Luo, Jialiang Guo, Tingting Zhang, Zhengjin Jiang. (2022) Rapid screening of neuraminidase inhibitors using an at-line nanofractionation platform involving parallel oseltamivir-sensitive/resistant neuraminidase bioassays. JOURNAL OF CHROMATOGRAPHY A, [PMID:36516530] [10.1016/j.chroma.2022.463693] |
| 4. Wei Li, Chong Qiao, Jing Pang, Guolin Zhang, Yinggang Luo. (2019) The versatile O-methyltransferase LrOMT catalyzes multiple O-methylation reactions in amaryllidaceae alkaloids biosynthesis. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:31494163] [10.1016/j.ijbiomac.2019.09.011] |
| 5. Yu-Mei Zhao, Lv-Huan Wang, Si-Fan Luo, Qi-Qin Wang, Ruin Moaddel, Ting-Ting Zhang, Zheng-Jin Jiang. (2018) Magnetic beads-based neuraminidase enzyme microreactor as a drug discovery tool for screening inhibitors from compound libraries and fishing ligands from natural products. JOURNAL OF CHROMATOGRAPHY A, [PMID:30005943] [10.1016/j.chroma.2018.07.031] |
| 6. Lvhuan Wang, Yumei Zhao, Yanyan Zhang, Tingting Zhang, Jeroen Kool, Govert W. Somsen, Qiqin Wang, Zhengjin Jiang. (2018) Online screening of acetylcholinesterase inhibitors in natural products using monolith-based immobilized capillary enzyme reactors combined with liquid chromatography-mass spectrometry. JOURNAL OF CHROMATOGRAPHY A, [PMID:29866504] [10.1016/j.chroma.2018.05.069] |
| 7. Lingqi Gao, Junde Han, Jie Bai, Jing Dong, Sen Zhang, Mazhong Zhang, Jijian Zheng. (2018) Nicotinic Acetylcholine Receptors are Associated with Ketamine-induced Neuronal Apoptosis in the Developing Rat Retina. NEUROSCIENCE, [PMID:29427655] [10.1016/j.neuroscience.2018.01.057] |
| 8. Tingting Cai, Li Zhang, Rong Wang, Chen Liang, Yurong Zhang, Yinlong Guo. (2013) Effect of ammonium perfluorooctanoate on acetylcholinesterase activity and inhibition using MALDI-FTICRMS. INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, [PMID:] [10.1016/j.ijms.2013.05.011] |
| 9. Chongyang Mu, Mashooq Khan, Jinpeng Liu, Xinfeng Dong, Zhengtong Wang, Ping Song, Qiongzheng Hu, Li Yu. (2024) Development of surface droplet evaporation-based sensing platform for screening lipase inhibitors. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2024.111256] |
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