51014-29-0

51014-29-0 structure

Name: Isocorynoxeine
Chemical 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
CAS Number: 51014-29-0
Molecular Formula: C₂₂H₂₆N₂O₄
Molecular Weight: 382.453
Catalog: Biochemical Chinese herbal medicine ingredients
Create Date: 2018-08-08 19:14:57
Modify Date: 2024-01-02 11:01:45
Isocorynoxeine, an isorhynchophylline-related alkaloid, exhibits a dose-dependent inhibition of 5-HT2A receptor-mediated current response with an IC50 of 72.4 μM.

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
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

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	Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Natural Products >> Alkaloid Research Areas >> Neurological Disease
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.

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