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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
Structure of ISOCORYDINE

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

HIDE SMILES / InChI

Description

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 TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
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
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.