Isocorynoxeine

Modify Date: 2024-01-02 11:01:45

Isocorynoxeine Structure
Isocorynoxeine structure
Common Name Isocorynoxeine
CAS Number 51014-29-0 Molecular Weight 382.453
Density 1.3±0.1 g/cm3 Boiling Point 562.7±50.0 °C at 760 mmHg
Molecular Formula C22H26N2O4 Melting Point N/A
MSDS N/A Flash Point 294.1±30.1 °C

 Use of Isocorynoxeine


Isocorynoxeine, an isorhynchophylline-related alkaloid, exhibits a dose-dependent inhibition of 5-HT2A receptor-mediated current response with an IC50 of 72.4 μM.

 Names

Name methyl (E)-2-[(3S,6'R,7'S,8'aS)-6'-ethenyl-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate
Synonym More Synonyms

 Isocorynoxeine Biological Activity

Description Isocorynoxeine, an isorhynchophylline-related alkaloid, exhibits a dose-dependent inhibition of 5-HT2A receptor-mediated current response with an IC50 of 72.4 μM.
Related Catalog
Target

5-HT2A Receptor:72.4 μM (IC50)

In Vitro Isocorynoxeine inhibits 5-HT2A receptor-mediated 5-HT currents. Isocorynoxeine prefer to interact with 5-HT2A receptors rather than with 5-HT2C receptors in the brain.Isocorynoxeine exhibits less potent inhibitory activity (with IC50 values of > 100 μM) against the 5-HT2C receptor-mediated response than the 5-HT2A receptor-mediated response in oocytes. Isocorynoxeine dose-dependently and competitively inhibits 5-HT-evoked currents in Xenopus oocytes expressing 5-HT2A receptors, but has less of a suppressive effect on those in oocytes expressing 5-HT2C receptors[1].
In Vivo The effects of Rhynchophylline, Corynoxeine, and Isocorynoxeine, isorhynchophylline-related alkaloids present are tested in Uncaria species, on 5-MeO-DMT-induced head-twitch behaviour in reserpinized mice. Neither Rhynchophylline [H=1.369, P=0.504] nor Corynoxeine [H=0.242, P=0.886] affects the behaviour, while Isocorynoxeine significantly attenuates it at 30 mg/kg (i.p.) [H=7.582, P<0.01][1].
Animal Admin Mice[1] Male ICR mice are pretreated with Reserpine (5 mg/kg, i.p.) 3 h before the start of the experiments. Rhynchophylline (RHY), Corynoxeine (COX), Isocorynoxeine (ICOX, 10 and 30 mg/kg) or vehicle is injected i.p. 30 min before 5-MeO-DMT[1].
References

[1]. Matsumoto K, et al. Suppressive effects of isorhynchophylline on 5-HT2A receptor function in the brain: behavioural and electrophysiological studies. Eur J Pharmacol. 2005 Jul 11;517(3):191-9.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 562.7±50.0 °C at 760 mmHg
Molecular Formula C22H26N2O4
Molecular Weight 382.453
Flash Point 294.1±30.1 °C
Exact Mass 382.189270
PSA 71.36000
LogP 3.07
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.606
Storage condition -20°C

 Synonyms

Methyl (16E,20α)-16-(methoxymethylene)-2-oxocorynox-18-en-17-oate
Y0112
17-methoxy-2-oxo-corynoxa-16,18-diene-16-carboxylic acid methyl ester
Spiro[3H-indole-3,1'(5'H)-indolizine]-7'-acetic acid, 6'-ethenyl-1,2,2',3',6',7',8',8'a-octahydro-α-(methoxymethylene)-2-oxo-, methyl ester, (αE,3S,6'R,7'S,8'aS)-
Isocorynoxeine
cisocorynoxeine
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