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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H23NO4
Molecular Weight 341.4017
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOCORYDINE

SMILES

CN1CCc2cc(c(c-3c2[C@]1([H])Cc4ccc(c(c43)O)OC)OC)OC

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 341.4017
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
[Effects of isocorydine on contraction of the rabbit oviduct smooth muscle].
1990
Effects of isocorydine on action potentials in isolated canine Purkinje fibers and ventricular muscles.
1991 Jul
Isocorydine inhibits cell proliferation in hepatocellular carcinoma cell lines by inducing G2/m cell cycle arrest and apoptosis.
2012
Isocorydine targets the drug-resistant cellular side population through PDCD4-related apoptosis in hepatocellular carcinoma.
2012 Sep 25
[Extraction and purification of isocorydine from Dicranostigma leptopodum].
2013 May
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
[Research on anticancer activity of isocorydine and its derivatives].
2017 Aug
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 Sat Jun 26 05:08:55 UTC 2021
Edited
by admin
on Sat Jun 26 05:08:55 UTC 2021
Record UNII
3B5E87JEOX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ISOCORYDINE
MI  
Common Name English
LUTEANIN
Common Name English
UZOKORIDIN
Common Name English
S-(+)-ISOCORYDINE
Common Name English
NSC-32979
Code 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 Sat Jun 26 05:08:55 UTC 2021 , Edited by admin on Sat Jun 26 05:08:55 UTC 2021
PRIMARY
PUBCHEM
10143
Created by admin on Sat Jun 26 05:08:55 UTC 2021 , Edited by admin on Sat Jun 26 05:08:55 UTC 2021
PRIMARY
FDA UNII
3B5E87JEOX
Created by admin on Sat Jun 26 05:08:55 UTC 2021 , Edited by admin on Sat Jun 26 05:08:55 UTC 2021
PRIMARY
MERCK INDEX
M6477
Created by admin on Sat Jun 26 05:08:55 UTC 2021 , Edited by admin on Sat Jun 26 05:08:55 UTC 2021
PRIMARY Merck Index
MESH
C030168
Created by admin on Sat Jun 26 05:08:55 UTC 2021 , Edited by admin on Sat Jun 26 05:08:55 UTC 2021
PRIMARY
Related Record Type Details
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