Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C22H26N2O4 |
| Molecular Weight | 382.4528 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12C[C@@H]([C@H](CN1CC[C@@]23C(=O)NC4=CC=CC=C34)C=C)C(=C/OC)\C(=O)OC
InChI
InChIKey=MUVGVMUWMAGNSY-VKCGGMIFSA-N
InChI=1S/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
| Molecular Formula | C22H26N2O4 |
| Molecular Weight | 382.4528 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
Isocorynoxeine is one of four bioactive tetracyclic oxinole alkaloids which can be isolated from Uncaria hooks used in traditional Chinese and Kampo medicines. The traditional remedies are claimed to have sedative and anti-spasmodic effects, however, isocorynoxeine does not appear to cross the blood-brain barrier. It is suspected that one or more metabolites of isocorynoxeine produce the effect of lower blood pressure, vasodilation and protection against ischemic neural damage. Furthermore, isocoynoxine has also shown reduce the viability of multi-drug resistant cancer cells when used in conjunction with doxycycline
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Anti-convulsion effects of choto-san and chotoko (Uncariae Uncis cam Ramlus) in mice, and identification of the active principles]. | 1997 Dec |
|
| Metabolites of isocorynoxeine in rats after its oral administration. | 2015 |
|
| Uncaria alkaloids reverse ABCB1-mediated cancer multidrug resistance. | 2017 Jul |
Sample Use Guides
An oral dose of 40 mg/kg of isocorynoxeine was fed to rats. After dosing bile was drained and analyzed by LC-MS in order to identify metabolites of isocorynoxeine.
Route of Administration:
Oral
Isocorynooxeine and several metabolites were tested for the ability to protect against 3 mM glutamate-induced cell death in immortalized an HT22-cell line. HT22 cells were cultured in DMEM supplemented with 10% FBS at 37 deg-C in a 5% CO2 and 95% air atmosphere. Cells were incubated 24 hours before being treated with 1 - 100 micro-M of each test sample and 3 mM glutamate. Isocorynoxeine exhibited significant neuroprotective effects against glutamate-induced cell death at the maximum concentration of 100 micro-M. However little neuroprotection was observed for the tested metabolites.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:45:11 GMT 2023
by
admin
on
Sat Dec 16 09:45:11 GMT 2023
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| Record UNII |
J18B596D11
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| Record Status |
Validated (UNII)
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| Record Version |
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