Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C20H23NO4 |
| Molecular Weight | 341.4009 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12CC3=CC=C(OC)C(O)=C3C4=C1C(CCN2C)=CC(OC)=C4OC
InChI
InChIKey=QELDJEKNFOQJOY-ZDUSSCGKSA-N
InChI=1S/C20H23NO4/c1-21-8-7-12-10-15(24-3)20(25-4)18-16(12)13(21)9-11-5-6-14(23-2)19(22)17(11)18/h5-6,10,13,22H,7-9H2,1-4H3/t13-/m0/s1
| Molecular Formula | C20H23NO4 |
| Molecular Weight | 341.4009 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Isocorydine is a member of the class of compounds known as aporphines. Isocorydine is practically insoluble in water and weakly acidic. It is a naturally occurring plant metabolite which can be found in cherimoya and poppy. Isocorydine has generated interest as a potential anti-cancer compound for its ability to induce G2/M cell cycle arrest and apoptosis.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Effects of isocorydine on contraction of the rabbit oviduct smooth muscle]. | 1990 |
|
| Isocorydine inhibits cell proliferation in hepatocellular carcinoma cell lines by inducing G2/m cell cycle arrest and apoptosis. | 2012 |
|
| Development and validation of a high-performance liquid chromatography coupled with ultraviolet detection method for the determination of isocorydine in rat plasma and its application in pharmacokinetics. | 2013 Nov |
|
| Derivate isocorydine inhibits cell proliferation in hepatocellular carcinoma cell lines by inducing G2/M cell cycle arrest and apoptosis. | 2016 May |
Sample Use Guides
In a pharmacokinetic study, Isocorydine was administered to rats at an oral dose of 20 mg/kg and intravenous injection of 5 mg/kg.
Route of Administration:
Other
The human HCC cell lines SMMC-7721, MHCC-97L and Huh7 were cultured in Dulbecco's Modified Eagle's Medium containing 10% heat-inactivated fetal bovine serum and supplemented with 100 IU/mL penicillin G and 100 micro-g/mL streptomycin. Incubations were conducted at 37 deg-C in a 5% CO2 atmosphere. Cell cultures were incubated with various concentrations (0 - 459 micro-g/mL) of Isocorydine for 48 hours. Isocorydine exhibited dose-dependent growth inhibition profile. IC50 values for each cell line were determined as 200, 250 and 300 µg/ml for SMMC-7721, Huh7 and PLC/PRF/5, respectively.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 20:16:44 UTC 2023
by
admin
on
Fri Dec 15 20:16:44 UTC 2023
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| Record UNII |
3B5E87JEOX
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| Record Status |
Validated (UNII)
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| Record Version |
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475-67-2
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3B5E87JEOX
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m6477
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32979
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C030168
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