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Galantamine Hydrobromide - 10mM in Water, high purity , CAS No.1953-04-4
Alkaloid acetylcholinesterase inhibitor
Basic Description
Synonyms
Galanthamine hydrobromide | Galantamine hydrobromide | 1953-04-4 | Reminyl | Nivalin | Nivaline | Lycoremine hydrobromide | Jilkon hydrobromide | Razadyne | Tamilin | Galanthamine (hydrobromide) | MJ4PTD2VVW | Nivaline (pharmaceutical) | Jilcon hydrobromide | (-)-Galantamine Hydrobr
Specifications & Purity
10mM in Water
Biochemical and Physiological Mechanisms
Galanthamine hydrobromide is a long-acting, centrally active acetylcholinesterase inhibitor (IC50 = 410 nM) and allosteric potentiator at neuronal nicotinic ACh receptors. Galanthamine hydrobromide prevents β-amyloid-induced apoptosis in SH-SY5Y and
Storage Temp
Protected from light,Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Taxonomic Classification
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 Hydrobromides
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 - Oxacycle - Ether - Organoheterocyclic compound - Azacycle - Amine - Organic nitrogen compound - Alcohol - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Hydrobromide - 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
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
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;hydrobromide
INCHI
InChI=1S/C17H21NO3.BrH/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;1H/t12-,14-,17-;/m0./s1
InChIKey
QORVDGQLPPAFRS-XPSHAMGMSA-N
Smiles
CN1CCC23C=CC(CC2OC4=C(C=CC(=C34)C1)OC)O.Br
Isomeric SMILES
CN1CC[C@@]23C=C[C@@H](C[C@@H]2OC4=C(C=CC(=C34)C1)OC)O.Br
WGK Germany
3
RTECS
DF8075000
Molecular Weight
368.27
Beilstein
27(3/4)2184
Reaxy-Rn
40264879
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=40264879&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Sensitivity
Light Sensitive,Hygroscopic,Heat Sensitive
Specific Rotation[α]
-95 ° (C=1.4, H2O)
Melt Point(°C)
256°C
Molecular Weight
368.300 g/mol
XLogP3
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Exact Mass
367.078 Da
Monoisotopic Mass
367.078 Da
Topological Polar Surface Area
41.900 Ų
Heavy Atom Count
22
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
2
Citations of This Product
1.
Yijing Liao, Xi Mai, Xiaqing Wu, Xing Hu, Xiaoqiao Luo, Guowen Zhang.
(2022)
Exploring the Inhibition of Quercetin on Acetylcholinesterase by Multispectroscopic and In Silico Approaches and Evaluation of Its Neuroprotective Effects on PC12 Cells. MOLECULES,
27
(22):
(7971).
2.
Yijing Liao, Xing Hu, Junhui Pan, Guowen Zhang.
(2022)
Inhibitory Mechanism of Baicalein on Acetylcholinesterase: Inhibitory Interaction, Conformational Change, and Computational Simulation. Foods,
11
(2):
(168).
3.
Pei-Pei WANG, Guo-Wei ZHAO, Wen XIA, En-Ji HAN, Lan XIANG.
(2014)
A new flavonol C-glycoside and a rare bioactive lignanamide from Piper wallichii Miq. Hand.-Mazz. Chinese Journal of Natural Medicines,
12
(377).
4.
Ping Chen, Pei-Pei Wang, Ze-Zhao Jiao, Lan Xiang.
(2014)
Sesquiterpenoids from the Fruits of Alpinia oxyphylla and Their Anti-Acetylcholinesterase Activity. HELVETICA CHIMICA ACTA,
97
(3):
(388-397).
5.
Chang Xu, Xiao Yu, Guiyang Wang, Shiqing You, Linlin Zhu, Ying Liu, Nuan Zhang, Zhengdong Wang, Bin Liu, Wei Zhang.
(2024)
Affinity ultrafiltration based metabolomic profiling directed discovery novel butyrylcholinesterase inhibitors from Uncaria sessilifructus. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,
(134179).
6.
Chen Zhan, Jiahui Zhang, Junxing Hao, Zhihong Liu, Chengguo Hu.
(2024)
Scalable drop-casting construction of light-addressable photoelectrochemical biosensor on laser-induced graphene electrode arrays for high-throughput drug screening. BIOSENSORS & BIOELECTRONICS,
261
(116497).
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6 Citations