N-Desmethyl Galanthamine - ≥95% , CAS No.41303-74-6

CAS: 41303-74-6 Cat. No.: N334810 Molecular Weight: 273.33 EC Number: 684-869-7

GRADE & PURITY ≥95%

Synonyms

2BPQ4IVQ21 | Stephaoxocanidine derivative | (4AS,6R,8AS)-3-METHOXY-5,6,9,10,11,12-HEXAHYDRO-4AH-(1)BENZOFURO(3A,3,2-EF)(2)BENZAZEPIN-6-OL | MS-23881 | N-Norgalanthamine | N-Desmethyl galantamine | GALANTAMINE HYDROBROMIDE IMPURITY, N-DESMETHYLGALANTAMINE-

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

N-Desmethyl Galanthamine is a metabolite of Galanthamine, a selective acetylcholinesterase inhibitor.

Specifications

Synonyms

2BPQ4IVQ21 | Stephaoxocanidine derivative | (4AS, 6R, 8AS)-3-METHOXY-5, 6, 9, 10, 11, 12-HEXAHYDRO-4AH-(1)BENZOFURO(3A, 3, 2-EF)(2)BENZAZEPIN-6-OL | MS-23881 | N-Norgalanthamine | N-Desmethyl galantamine | GALANTAMINE HYDROBROMIDE IMPURITY, N-DESMETHYLGALANTAMINE-

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

N-Desmethyl Galanthamine is a metabolite of Galanthamine. Galanthamine is a potent acetylcholinesterase (AChE) inhibitor with an IC50 of 500 nM.

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Purity

≥95%

Names and Identifiers

• Canonical Smiles: COC1=C2C3=C(CNCCC34C=CC(CC4O2)O)C=C1
• 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
• InChIKey: AIXQQSTVOSFSMO-RBOXIYTFSA-N
• 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
• Isomeric SMILES: COC1=C2C3=C(CNCC[C@]34C=C[C@@H](C[C@@H]4O2)O)C=C1
• Molecular Weight: 273.33
• Reaxy-Rn: 50764823
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=50764823&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Class Amaryllidaceae alkaloids
      • Subclass Galanthamine-type amaryllidaceae alkaloids

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Class: Amaryllidaceae alkaloids
• Subclass: Galanthamine-type amaryllidaceae alkaloids
• Intermediate Tree Nodes: Not available
• Direct Parent: Galanthamine-type amaryllidaceae alkaloids
• Alternative Parents: Benzazepines Coumarans Anisoles Azepines Aralkylamines Alkyl aryl ethers Secondary alcohols Oxacyclic compounds Dialkylamines Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Galanthamine-type amaryllidaceae alkaloid - Benzazepine - Coumaran - Anisole - Alkyl aryl ether - Azepine - Aralkylamine - Benzenoid - Secondary alcohol - Secondary aliphatic amine - Ether - Oxacycle - Secondary amine - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Alcohol - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Amine - Organic oxygen compound - Organopnictogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as galanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids with a structure characterized a tetracyclic skeleton with two ortho aromatic protons in ring A.
• External Descriptors: Isoquinoline alkaloids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Souluble in dichloromethane, ethyl acetate and methanol.
• Sensitivity: Light sensitive
• Melt Point(°C): >135°C (lit.)(dec.)
• Molecular Weight: 273.330 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 273.136 Da
• Monoisotopic Mass: 273.136 Da
• Topological Polar Surface Area: 50.700 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 413.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1