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N-Desmethyl Galanthamine

CAT: 0804-HY-N7612-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N7612-01Size:1 mg
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Description
N-Desmethyl Galanthamine (N-Norgalanthamine) is a metabolite of Galanthamine. N-Desmethyl Galanthamine is an EeAChE inhibitor with an IC50 of 2.76 μM. N-Desmethyl Galanthamine can be used in the research of Alzheimer's disease[1][2][3].
CAS Number
41303-74-6
Product Name Alternative
Norgalanthamine
UNSPSC
12352005
Hazard Statement
H300
Target
Cholinesterase (ChE) ; Drug Metabolite
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease; Neuronal Signaling
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/n-desmethyl-galanthamine.html
Purity
99.60
Solubility
DMSO : ≥ 50 mg/mL
Smiles
O[C@H]1C=C[C@@]23CCNCC4=CC=C(OC)C(O[C@@]3([H])C1)=C24
Molecular Formula
C16H19NO3
Molecular Weight
273.33
Precautions
H300
References & Citations
[1]Melanie-Jayne R. Howes, et al. Acetylcholinesterase inhibitors of natural origin. International Journal of Research in Pharmaceutical and Biomedical Sciences 3 (SI 1) :67-86.|[2]Bachus R, et al. The O-demethylation of the antidementia drug galanthamine is catalysed by cytochrome P450 2D6. Pharmacogenetics. 1999;9 (6) :661-668.|[3]Cahlíková L, et al. Recent Progress on Biological Activity of Amaryllidaceae and Further Isoquinoline Alkaloids in Connection with Alzheimer's Disease. Molecules. 2021 Aug 29;26 (17) :5240.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
AChE

Chemical Information

N-Desmethylgalantamine

Norgalanthamine is a benzazepine.

CAS Number41303-74-6
PubChem CID9838394
IUPAC Name(1S,12S,14R)-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-ol
Molecular FormulaC16H19NO3
Molecular Weight273.33
XLogP1.4
Topological Polar Surface Area50.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Heavy Atom Count20
Formal Charge0
Complexity413
SMILES
COC1=C2C3=C(CNCC[C@]34C=C[C@@H](C[C@@H]4O2)O)C=C1
InChI
InChI=1S/C16H19NO3/c1-19-12-3-2-10-9-17-7-6-16-5-4-11(18)8-13(16)20-15(12)14(10)16/h2-5,11,13,17-18H,6-9H2,1H3/t11-,13-,16-/m0/s1
InChIKey
AIXQQSTVOSFSMO-RBOXIYTFSA-N
Chemical Structure
2D Structure
2D structure of N-Desmethylgalantamine
CAS: 41303-74-6
CID: 9838394
Formula: C16H19NO3
MW: 273.33
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight273.33
XLogP31.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass273.13649347
Monoisotopic Mass273.13649347
Topological Polar Surface Area50.7 Ų
Heavy Atom Count20
Formal Charge0
Complexity413
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes