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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

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

HIDE SMILES / InChI

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

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[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
Patents

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 Mon Mar 31 20:06:14 GMT 2025
Edited
by admin
on Mon Mar 31 20:06:14 GMT 2025
Record UNII
3B5E87JEOX
Record Status Validated (UNII)
Record Version
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Name Type Language
ISOCORYDINE
MI  
Common Name English
NSC-32979
Preferred Name English
LUTEANIN
Common Name English
UZOKORIDIN
Common Name English
S-(+)-ISOCORYDINE
Common Name English
ISOCORYDINE [MI]
Common Name English
LUTEANINE
Common Name English
(S)-(+)-ISOCORYDINE
Common Name English
4H-DIBENZO(DE,G)QUINOLIN-11-OL, 5,6,6A,7-TETRAHYDRO-1,2,10-TRIMETHOXY-6-METHYL-, (6AS)-
Common Name English
6A-.ALPHA.-APORPHIN-11-OL, 1,2,10-TRIMETHOXY-
Common Name English
4H-DIBENZO(DE,G)QUINOLIN-11-OL, 5,6,6A,7-TETRAHYDRO-1,2,10-TRIMETHOXY-6-METHYL-, (S)-
Common Name English
D-ISOCORYDINE
Common Name English
NSC-645316
Code English
ISOCORYDINE, (+)-
Common Name English
L-(+)-ISOCORYDINE
Common Name English
(+)-(S)-ISOCORYDINE
Common Name English
ARTABOTRINE
Common Name English
ARTABOTRIN
Common Name English
LINDCARPINE, N,O-DIMETHYL-
Common Name English
(+)-ISOCORYDINE
Common Name English
APORPHIN-11-OL, 1,2,10-TRIMETHOXY-
Systematic Name English
Code System Code Type Description
CAS
475-67-2
Created by admin on Mon Mar 31 20:06:14 GMT 2025 , Edited by admin on Mon Mar 31 20:06:14 GMT 2025
PRIMARY
PUBCHEM
10143
Created by admin on Mon Mar 31 20:06:14 GMT 2025 , Edited by admin on Mon Mar 31 20:06:14 GMT 2025
PRIMARY
EPA CompTox
DTXSID201023580
Created by admin on Mon Mar 31 20:06:14 GMT 2025 , Edited by admin on Mon Mar 31 20:06:14 GMT 2025
PRIMARY
NSC
645316
Created by admin on Mon Mar 31 20:06:14 GMT 2025 , Edited by admin on Mon Mar 31 20:06:14 GMT 2025
PRIMARY
FDA UNII
3B5E87JEOX
Created by admin on Mon Mar 31 20:06:14 GMT 2025 , Edited by admin on Mon Mar 31 20:06:14 GMT 2025
PRIMARY
MERCK INDEX
m6477
Created by admin on Mon Mar 31 20:06:14 GMT 2025 , Edited by admin on Mon Mar 31 20:06:14 GMT 2025
PRIMARY Merck Index
NSC
32979
Created by admin on Mon Mar 31 20:06:14 GMT 2025 , Edited by admin on Mon Mar 31 20:06:14 GMT 2025
PRIMARY
MESH
C030168
Created by admin on Mon Mar 31 20:06:14 GMT 2025 , Edited by admin on Mon Mar 31 20:06:14 GMT 2025
PRIMARY
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