Hirsuteine

Names

[ Name ]:
Hirsuteine

[Synonym ]:
Indolo[2,3-a]quinolizine-2-acetic acid, 3-ethenyl-1,2,3,4,6,7,12,12b-octahydro-α-(methoxymethylene)-, methyl ester, (αZ,2S,3R,12bS)-
delta18-Hirsutine
(E)-16,17,18,19-Tetradehydro-17-methoxy-17,18-secoyohimban-16-carboxylic AcidMethyl Ester
methyl (3beta,16E)-16-(methoxymethylidene)coryn-18-en-17-oate
Methyl (16Z)-16-(methoxymethylene)coryn-18-en-17-oate
methyl (E)-2-[(2S,3R,12bR)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate

Biological Activity

[Description]:

Hirsuteine is an indole alkaloid extracted from Uncaria genus. Hirsuteine non-competitively antagonizes nicotine-mediated dopamine release by blocking ion permeation through nicotinic receptor channel complexes[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Neurological Disease

[References]

[1]. Watano T, et al. Non-competitive antagonism by hirsuteine of nicotinic receptor-mediated dopamine release from rat pheochromocytoma cells. Jpn J Pharmacol. 1993 Apr;61(4):351-6.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
533.2±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₂H₂₆N₂O₃

[ Molecular Weight ]:
366.453

[ Flash Point ]:
276.3±30.1 °C

[ Exact Mass ]:
366.194336

[ PSA ]:
54.56000

[ LogP ]:
3.75

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.623

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds

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