An active metabolite of galantamine
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O-desmethyl Galantamine

Item No. 35080

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4aS,6R,8aS)-4a,5,9,10,11,12-hexahydro-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepine-3,6-diol
CAS Number
60755-80-8
Synonyms
  • Sanguinine
Molecular Formula
C16H19NO3
Formula Weight
273.3
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
OC1=C2C3=C(C=C1)CN(C)CC[C@@]34[C@@](C[C@H](C=C4)O)([H])O2
InChi Code
InChI=1S/C16H19NO3/c1-17-7-6-16-5-4-11(18)8-13(16)20-15-12(19)3-2-10(9-17)14(15)16/h2-5,11,13,18-19H,6-9H2,1H3/t11-,13-,16-/m0/s1
InChi Key
OYSGWKOGUVOGFQ-RBOXIYTFSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $44

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    5 mg

    $196

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    10 mg

    $369

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    25 mg

    $865

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    Product Description

    O-desmethyl Galantamine is an active metabolite of the alkaloid galantamine (Item No. 17559).1 It is formed from galantamine by the cytochrome P450 (CYP) isoform CYP2D6.2 O-desmethyl Galantamine inhibits erythrocyte and brain acetylcholinesterase (AChE) and plasma butyrylcholinesterase (BChE; IC50s = 0.12, 0.5, and 24 µM, respectively). It also prevents decreases in the viability of SH-SY5Y cells induced by hydrogen peroxide, amyloid-β (25-35) (Item No. 24155), or cobalt chloride when used at concentrations ranging from 6.25 to 100 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Maláková, J., Nobilis, M., Svoboda, Z., et al. High-performance liquid chromatographic method with UV photodiode-array, fluorescence and mass spectrometric detection for simultaneous determination of galantamine and its phase I metabolites in biological samples. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 853(1-2), 265-274 (2007).

    2. Bachus, R., Bickel, U., Thomsen, T., et al. The O-demethylation of the antidementia drug galanthamine is catalysed by cytochrome P450 2D6. Pharmacogenetics 9(6), 661-668 (1999).

    3. Zhu, Y.-Y., Li, X., Yu, H.-Y., et al. Alkaloids from the bulbs of Lycoris longituba and their neuroprotective and acetylcholinesterase inhibitory activities. Arch. Pharm. Res. 38(5), 604-613 (2015).