An oxidized alkaloid and active metabolite of galantamine
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Parent Compound(s)
17559Galantamine 35247Galantamine (hydrobromide)
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Galanthamine N-oxide

Item No. 35413

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4aS,6R,8aS,11R)-4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-6H-Benzofuro[3a,3,2-ef][2]benzazepin-6-ol, 11-oxide
CAS Number
134332-50-6
Synonyms
  • Galantamine N-oxide
Molecular Formula
C17H21NO4
Formula Weight
303.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleMethanol: Slightly soluble
SMILES
COC1=C2C3=C(C=C1)C[N@+](C)([O-])CC[C@@]34[C@@](C[C@H](C=C4)O)([H])O2
InChi Code
InChI=1S/C17H21NO4/c1-18(20)8-7-17-6-5-12(19)9-14(17)22-16-13(21-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-,18+/m0/s1
InChi Key
LROQBKNDGTWXET-CSBKYJRVSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $74

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    1 mg

    $140

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    5 mg

    $311

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    10 mg

    $512

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    Product Description

    Galanthamine N-oxide is an oxidized alkaloid originally found in L. sanguinea and active metabolite of the acetylcholinesterase (AChE) inhibitor and nicotinic acetylcholine receptor (nAChR) potentiator galantamine (Item Nos. 17559 | 35247).1,2,3,4 It is an inhibitor of AChE in vitro (EC50 = 26.2 µM for the eel enzyme).3 Galanthamine N-oxide decreases cell death induced by cobalt chloride in SH-SY5Y neuroblastoma cells when used at a concentration of 6.25 µM.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kobayashi, S., Satoh, K., Numata, A., et al. Alkaloid N-oxides from Lycoris sanguinea. Phytochem. 30(2), 675-677 (1991).

    2. Mannens, G.S.J., Snel, C.A.W., Hendrickx, J., et al. The metabolism and excretion of galantamine in rats, dogs, and humans. Drug Metab. Dispos. 30(5), 553-563 (2002).

    3. Reyes-Chilpa, R., Berkov, S., Hernández-Ortega, S., et al. Acetylcholinesterase-inhibiting alkaloids from Zephyranthes concolor. Molecules 16(11), 9520-9533 (2011).

    4. Li, X., Yu, H.-Y., Wang, Z.-Y., et al. Neuroprotective compounds from the bulbs of Lycoris radiata. Fitoterapia 88, 82-90 (2013).