Dehydrohootenine, English name: corynoxeine, CAS: 51014-29-0, Chemical formula: C22H26N2O4, Molecular weight: 382.46, Density: 1.25, Melting point: 210 ° C, Boiling point: 562.7 ± 50.0 ° C Pre (
630-94-4
Dehydrohootenine (corynoxeine)
CAS: 51014-29-0;630-94-4
Chemical formula: C22H26N2O4
<"" ="xl" "">| Chinese name | Dehydrounitine |
| English name | corynoxeine |
| alias | Dehydrounitine Isodehydrouncine isokonoxine base Isodehydrohootenine (standard) Isodehydrohootenine (reference) Isodehydrohootenine?, BR Isodehydrohootenine (isoconoxine) ISOCORYNOXEINE |
| English alias | corynoxeine Isocorynoxeine Isocorynoxeine, BR Isocorynoxeine (7-Isocorynoxeine) methyl (16E,20alpha)-16-(methoxymethylidene)-2-oxocorynox-18-en-17-oate (16E,20α)-16,17,18,19-Tetradehydro-17-methoxy-2-oxocorynoxan-16-carboxylic acid methyl ester 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 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,1'S,6'R,7'S,8'aS)- (alphaE,1'S,6'R,7'S,8'aS)-6'-ethenyl-1,2,2',3',6',7',8',8'a-octahydro-alpha-(methoxymethylene)-2-oxospiro[3H-indole-3,1'(5'H)-indolizine]-7'-acetic acid methyl ester |
| CAS | 51014-29-0 630-94-4 |
| chemical formula | C22H26N2O4 |
| molecular weight | 382.46 |
| InChI | InChI=1/C22H26N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h4-8,13-15,19H,1,9-12H2,2-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22-/m0/s1 |
| density | 1.25 |
| melting point | 210°C |
| Boiling Point | 562.7±50.0 °C(Predicted) |
| specific rotation | (CHCl3)-21；(c, 1 in Py)+23 |
| flash point | 294.1°C |
| vapor pressure | 1.09E-12mmHg at 25°C |
| solubility | Soluble in chloroform, soluble in acetone, ethanol, benzene, slightly soluble in ether and ethyl acetate, insoluble in petroleum ether. |
| refractive index | 1.605 |
| acidity coefficient | 13.54±0.60(Predicted) |
| storage conditions | 2-8℃ |
| appearance | Light yellow powder |
| physicochemical properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Uncaria. |
| MDL number | MFCD20527288 |
| in vitro study | Isocorynoxeine inhibits 5-HT 2A receptor-mediated 5-HT currents. Isocorynoxeine prefer to interact with 5-HT 2A receptors rather than with 5-HT 2C receptors in the brain.Isocorynoxeine exhibits less potent inhibitory activity (with IC 50 values of > 100 μM) against the 5-HT 2C receptor-mediated response than the 5-HT 2A receptor-mediated response in oocytes. Isocorynoxeine dose-dependently and competitively inhibits 5-HT-evoked currents in Xenopus oocytes expressing 5-HT 2A receptors, but has less of a suppressive effect on those in oocytes expressing 5-HT 2C receptors. |
| in vivo research | 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]. |
| References, expand to view | 1. Guo Xiaomin, Huang Baoyuan, Zeng Changqing. Screening of alkaloid extract and its monomers to reverse drug resistance in HepG2/ADM cells [J]. Journal of Guangdong Pharmaceutical College, 2018, 034 (004): 447-451. 2. [IF=3.935] Shuanglu Xie et al."Systematic identification and quantification of tetracyclic monoterpenoid oxindole alkaloids in Uncaria rhynchophylla and their fragmentations in Q-TOF-MS spectra."J Pharmaceut Biomed. 2013 Jul;81-82:56 3. [IF=4.759] Keyu Feng et al."Configuration of the ion exchange chromatography, hydrophilic interaction chromatography, and reversed-phase chromatography as off-line three-dimensional chromatography coupled with high-resolution quadrupole-Orbitrap mass spectrometry fo 4. [IF=3.935] Wenwen Huang et al."Rapid discovery of potentially vasodilative compounds from Uncaria by UHPLC/Q-Orbitrap-MS based metabolomics and correlation analysis."J Pharmaceut Biomed. 2021 Nov;206:114384 |
