Gelsevirine

Names

[ Name ]:
Gelsevirine

[Synonym ]:
(1'R,2'S,3S,5'S,6'S,8'R,11'S)-1-Methoxy-4'-methyl-2'-vinylspiro[indole-3,7'-[9]oxa[4]azatetracyclo[6.3.1.0.0]dodecan]-2(1H)-one
(1'R,3S,5'S,6'S,8'S)-1-Methoxy-4'-methyl-2'-vinylspiro[indole-3,7'-[9]oxa[4]azatetracyclo[6.3.1.0.0]dodecan]-2(1H)-one

Biological Activity

[Description]:

Gelsevirine is the major alkaloid in Gelsemium elegans with potent anxiolytic effects. The anxiolytic mechanism of Gelsevirine may be involved in the agonist action of the glycine receptor in the brain. Gelsevirine has anti-proliferation activity with IC50 values of 1.41 mM and 1.22 mM for SW480 cells and MGC80-3 cells, respectively[1][2][3].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

Research Areas >> Neurological Disease

[References]

[1]. Hua-Hai Zhang, et al. Characterization of Gelsevirine Metabolites in Rat Liver S9 by Accurate Mass Measurements Using High-Performance Liquid chromatography/quadrupole-time-of-flight Mass Spectrometry. Rapid Commun Mass Spectrom. 2019 Jul 30;33(14):1179-1184.

[2]. Ming Liu, et al. The Active Alkaloids of Gelsemium Elegans Benth. Are Potent Anxiolytics. Psychopharmacology (Berl). 2013 Feb;225(4):839-51.

[3]. HUANG Jing, et al. Cytotoxic effects of alkaloidal compounds from Gelsemium elegans Benth on the tumor cells of digestive system in vitro. Strait Pharmaceutical Journal, 2010 , 22 (3) :197-200.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
456.6±55.0 °C at 760 mmHg

[ Melting Point ]:
245 °C

[ Molecular Formula ]:
C₂₁H₂₄N₂O₃

[ Molecular Weight ]:
352.427

[ Flash Point ]:
229.9±31.5 °C

[ Exact Mass ]:
352.178680

[ PSA ]:
42.01000

[ LogP ]:
2.74

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.662

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds

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