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
COC1=CC=C2C[C@@H]3N(C)CCC4=C3C(=C(OC)C(OC)=C4)C2=C1O
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
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: GO:0044839 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22623962 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Research on anticancer activity of isocorydine and its derivatives]. | 2017-08 |
|
| Derivate isocorydine inhibits cell proliferation in hepatocellular carcinoma cell lines by inducing G2/M cell cycle arrest and apoptosis. | 2016-05 |
|
| 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. | 2013-11 |
|
| [Extraction and purification of isocorydine from Dicranostigma leptopodum]. | 2013-05 |
|
| Isocorydine targets the drug-resistant cellular side population through PDCD4-related apoptosis in hepatocellular carcinoma. | 2012-09-25 |
|
| Isocorydine inhibits cell proliferation in hepatocellular carcinoma cell lines by inducing G2/m cell cycle arrest and apoptosis. | 2012 |
|
| Effects of isocorydine on action potentials in isolated canine Purkinje fibers and ventricular muscles. | 1991-07 |
|
| [Effects of isocorydine on contraction of the rabbit oviduct smooth muscle]. | 1990 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23884660
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
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22623962
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
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admin
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Edited
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3B5E87JEOX
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