Introduction：Basic information about CAS 51014-29-0|Isocorynoxeine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Isocorynoxeine |
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| CAS Number | 51014-29-0 | Molecular Weight | 382.453 |
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| Density | 1.3±0.1 g/cm3 | Boiling Point | 562.7±50.0 °C at 760 mmHg |
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| Molecular Formula | C22H26N2O4 | Melting Point | / |
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| MSDS | / | Flash Point | 294.1±30.1 °C |
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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 |
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| Synonym | More Synonyms |
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Isocorynoxeine BiologicalActivity
| 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. |
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| Related Catalog | Signaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT ReceptorNatural Products >>AlkaloidResearch Areas >>Neurological Disease |
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| Target | 5-HT2A Receptor:72.4 μM (IC50) |
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| 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]. |
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| 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]. |
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| 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]. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
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| Boiling Point | 562.7±50.0 °C at 760 mmHg |
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| Molecular Formula | C22H26N2O4 |
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| Molecular Weight | 382.453 |
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| Flash Point | 294.1±30.1 °C |
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| Exact Mass | 382.189270 |
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| PSA | 71.36000 |
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| LogP | 3.07 |
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| Vapour Pressure | 0.0±1.5 mmHg at 25°C |
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| Index of Refraction | 1.606 |
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| InChIKey | MUVGVMUWMAGNSY-VKCGGMIFSA-N |
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| SMILES | C=CC1CN2CCC3(C(=O)Nc4ccccc43)C2CC1C(=COC)C(=O)OC |
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| Storage condition | -20°C |
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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 |
