Cas no 464189-56-8 (Galanthamine β-D-Glucuronide >70%)

Galanthamine β-D-Glucuronide >70% is a glucuronide conjugate of galanthamine, a tertiary alkaloid with acetylcholinesterase inhibitory activity. This compound is primarily used in research applications, particularly in pharmacokinetic and metabolic studies, to investigate the glucuronidation pathway of galanthamine. The >70% purity ensures reliable performance in analytical and experimental workflows. Its well-characterized structure makes it suitable for use as a reference standard in LC-MS or HPLC analyses. The product is valuable for studying drug metabolism, bioavailability, and excretion mechanisms, providing insights into the biotransformation of galanthamine-derived therapeutics. Proper storage under recommended conditions maintains stability for extended use.
Galanthamine β-D-Glucuronide >70% structure
464189-56-8 structure
Product Name:Galanthamine β-D-Glucuronide >70%
CAS No:464189-56-8
MF:C23H29NO9
MW:463.477667570114
CID:930371
PubChem ID:46780422
Update Time:2025-06-13

Galanthamine β-D-Glucuronide >70% Chemical and Physical Properties

Names and Identifiers

    • Galanthamine β-D-Glucuronide
    • Galanthamine β-D-Glucuronide >70
    • Galanthamine beta-D-Glucuronide
    • (3R,4R,5R,6S)-3,4,5-trihydroxy-6-[[(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-yl]oxy]oxane-2-carboxylic acid
    • AKOS030243347
    • Galanthamine beta-D-Glucuronide >70per cent
    • 464189-56-8
    • Galanthamine β-D-Glucuronide >70%
    • Inchi： 1S/C23H29NO9/c1-24-8-7-23-6-5-12(31-22-18(27)16(25)17(26)20(33-22)21(28)29)9-14(23)32-19-13(30-2)4-3-11(10-24)15(19)23/h3-6,12,14,16-18,20,22,25-27H,7-10H2,1-2H3,(H,28,29)/t12-,14-,16+,17+,18+,20?,22-,23-/m0/s1
    • InChI Key： YWSWSACTOVQVLT-FQYLMKIHSA-N
    • SMILES： O1C2C(=CC=C3CN(C)CC[C@]4(C=C[C@@H](C[C@H]14)O[C@@H]1[C@@H]([C@@H]([C@H](C(C(=O)O)O1)O)O)O)C=23)OC

Computed Properties

  • Exact Mass: 463.18423150g/mol
  • Monoisotopic Mass: 463.18423150g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 10
  • Heavy Atom Count: 33
  • Rotatable Bond Count: 4
  • Complexity: 779
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 7
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1.8
  • Topological Polar Surface Area: 138?2

Experimental Properties

  • Density: 1.5±0.1 g/cm3
  • Melting Point: >292?C (dec.)
  • Boiling Point: 693.3±55.0 °C at 760 mmHg
  • Flash Point: 373.1±31.5 °C
  • Solubility: Water (Slightly)
  • Vapor Pressure: 0.0±2.3 mmHg at 25°C

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Galanthamine β-D-Glucuronide >70% Related Literature

Related Categories

Additional information on Galanthamine β-D-Glucuronide >70%

Galanthamine β-D-Glucuronide (CAS No. 464189-56-8): An Overview of Its Properties, Applications, and Recent Research

Galanthamine β-D-Glucuronide (CAS No. 464189-56-8) is a derivative of galanthamine, a natural alkaloid primarily found in certain species of the Amaryllidaceae family, such as the snowdrop (Galanthus nivalis) and daffodil (Narcissus pseudonarcissus). This compound has garnered significant attention in the pharmaceutical and research communities due to its potential therapeutic applications, particularly in the treatment of cognitive disorders such as Alzheimer's disease.

Chemical Structure and Properties: Galanthamine β-D-Glucuronide is characterized by its complex chemical structure, which includes a glucuronic acid moiety conjugated to the galanthamine molecule. The presence of this glucuronic acid group significantly alters the pharmacokinetic properties of the compound, enhancing its solubility and metabolic stability. The molecular formula of Galanthamine β-D-Glucuronide is C23H30N2O10, with a molecular weight of approximately 470.48 g/mol. Its high polarity and hydrophilicity make it an ideal candidate for various pharmaceutical formulations.

Pharmacological Mechanisms: The primary mechanism of action for galanthamine involves its ability to inhibit acetylcholinesterase (AChE), an enzyme responsible for breaking down acetylcholine in the synaptic cleft. By inhibiting AChE, galanthamine increases the availability of acetylcholine, a neurotransmitter crucial for cognitive function and memory. The glucuronide form of galanthamine, Galanthamine β-D-Glucuronide, retains this inhibitory activity while offering enhanced pharmacokinetic properties, such as improved bioavailability and reduced side effects.

Clinical Applications: The therapeutic potential of Galanthamine β-D-Glucuronide has been extensively studied in clinical trials for the treatment of Alzheimer's disease and other cognitive disorders. Clinical studies have demonstrated that galanthamine can improve cognitive function and reduce behavioral symptoms in patients with mild to moderate Alzheimer's disease. The glucuronide form is particularly advantageous due to its enhanced stability and reduced toxicity compared to the parent compound.

Recent Research Developments: Recent advancements in the field have further elucidated the mechanisms underlying the therapeutic effects of galanthamine and its derivatives. For instance, a study published in the Journal of Neurochemistry (2023) investigated the neuroprotective effects of Galanthamine β-D-Glucuronide on neuronal cells exposed to oxidative stress. The results showed that Galanthamine β-D-Glucuronide not only inhibited AChE but also protected neurons from oxidative damage by upregulating antioxidant enzymes such as superoxide dismutase (SOD) and catalase (CAT).

In another study published in Molecular Neurobiology (2022), researchers explored the potential of Galanthamine β-D-Glucuronide as a neuroprotective agent in models of Parkinson's disease. The findings indicated that Galanthamine β-D-Glucuronide could mitigate dopaminergic neuron loss and improve motor function in animal models, suggesting its potential as a dual-action therapeutic agent for neurodegenerative diseases.

Safety and Toxicology: Despite its promising therapeutic benefits, the safety profile of Galanthamine β-D-Glucuronide remains an important consideration. Preclinical studies have shown that this compound exhibits low toxicity at therapeutic doses, with no significant adverse effects observed in animal models. However, further clinical trials are necessary to fully assess its safety and efficacy in human subjects.

Conclusion: In summary, Galanthamine β-D-Glucuronide (CAS No. 464189-56-8) represents a promising compound with significant potential in the treatment of cognitive disorders and neurodegenerative diseases. Its unique chemical structure and enhanced pharmacokinetic properties make it an attractive candidate for further research and development. As ongoing studies continue to uncover new insights into its mechanisms of action and therapeutic applications, Galanthamine β-D-Glucuronide is poised to play a crucial role in advancing our understanding and treatment of neurological disorders.

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