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Inhibitor Report for: Galanthamine

In 1951, the Russian pharmacologist Mikhail Mashkovsky discovered that local villagers from the Urals used the wild snowdrop (Galanthus spp., most notably Galanthus woronowii Losinsk.) to stave off paralysis in children suffering from poliomyelitis. The ethnobotanical use of the snowdrop in the Urals led to the isolation of galanthamine for the first time in 1952, an alkaloid with AChE-inhibiting propertiesAlkaloid from caucasian snow-drop Galenthus woronowii, the common snowdrop Galanthus nivalis Ungernia genus, Amaryllidaceae, from Narcissus spp. Selectivity for AChE. The CAS number of Galanthamine Hydrobromide is 1953-04-4. Nivalin Reminyl trademark approved for treatment of Alzheimer disease in Austria. Galantamine is a specific competitive and reversible aceylcholinesterase inhibitor. It is also an allosteric modulator at nicotinic cholinergic receptor sites potentiating cholinergic nicotinic neurotransmission at the ganglionic and the neuromuscular junctions.


General
Type Derivative of Galanthamine, Natural, Alkaloid, Drug, Benzazepin
Chemical_Nomenclature 1,2,3,4,6,7,7a,11c-octahydro-9-methoxy-2methylbenzofuro[4,3,2-efg][2]benzazocin-6-ol
Canonical SMILES CN1CCC23C=CC(CC2OC4=C(C=CC(=C34)C1)OC)O
InChI 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
InChIKey ASUTZQLVASHGKV-JDFRZJQESA-N
Other name(s) Galantamine ; Lycoremine ; Jilkon ; Nivalin ; Reminyl ; Razadyne
________________________________________________________________________________________________
MW|287.35
Formula|C17H21NO3
CAS_number|357-70-0
PubChem|9651
UniChem|ASUTZQLVASHGKV-JDFRZJQESA-N
IUPHAR|6693
Wikipedia|Galanthamine

Target
Families | Galanthamine ligand of proteins in family: ACHE
Stucture | 5 structures (e.g. : 1DX6, 1QTI, 1W6R... more)
Protein | torca-ACHE, human-ACHE

References:
Search PubMed for references concerning: Galanthamine

42 more
    Title: Galantamine improves glycemic control and diabetic nephropathy in Lepr(db/db) mice
    Meng Q, Ma J, Suo L, Pruekprasert N, Chakrapani P, Cooney RN
    Ref: Sci Rep, 13:15544, 2023 : PubMed

            

    Title: Loss of Basal Forebrain Cholinergic Neurons Following Adolescent Binge Ethanol Exposure: Recovery With the Cholinesterase Inhibitor Galantamine
    Crews FT, Fisher R, Deason C, Vetreno RP
    Ref: Front Behavioral Neuroscience, 15:652494, 2021 : PubMed

            

    Title: Potent acetylcholinesterase inhibitors: design, synthesis and structure-activity relationships of alkylene linked bis-galanthamine and galanthamine-galanthaminium salts
    Guillou C, Mary A, Renko DZ, Gras E, Thal C
    Ref: Bioorganic & Medicinal Chemistry Lett, 10:637, 2000 : PubMed