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Isochondrodendrine

Names

[ CAS No. ]:
477-62-3

[ Name ]:
Isochondrodendrine

[Synonym ]:
Isobebeerine
d-Isochondodendrine
Isochondodendrine
Isochondodendrin
Isobebeerin
Isochondrodendrin
O7,O7'-didemethyl-cycleanine
O7,O7'-Didesmethyl-cycleanin
6,6'-dimethoxy-2,2'-dimethyl-cycleanane-7,7'-diol

Biological Activity

[Description]:

Isochondrodendrine ( Isochondrodendrin) is a class of bisbenzylisoquinoline alkaloid isolated from Isolona ghesquiereina. Isochondodendrine has strong antiplasmodial activity against Plasmodium falciparum[1].

[Related Catalog]:

Research Areas >> Infection

[Target]

Plasmodium falciparum[1]


[In Vivo]

Isochondrodendrine has strong in vitro antiplasmodial activity against the chloroquine resistant strain FMC29 of Plasmodium falciparum. Toxicity observed is 50 to 100 fold greater towards Plasmodium falciparum than cultured L6 cells[1].

[References]

[1]. Mambu L, et al. Spectral characterisation and antiplasmodial activity of bisbenzylisoquinolines from Isolona ghesquiereina. Planta Med. 2000 Aug;66(6):537-40.

Chemical & Physical Properties

[ Density]:
1.239g/cm3

[ Boiling Point ]:
689ºC at 760 mmHg

[ Molecular Formula ]:
C36H38N2O6

[ Molecular Weight ]:
594.69700

[ Flash Point ]:
370.5ºC

[ Exact Mass ]:
594.27300

[ PSA ]:
83.86000

[ LogP ]:
6.43220

[ Vapour Pressure ]:
1.28E-19mmHg at 25°C

[ Index of Refraction ]:
1.619

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GT8815000
CHEMICAL NAME :
Cycleanine, O(sup 7),O(sup 7')-didemethyl-
CAS REGISTRY NUMBER :
477-62-3
LAST UPDATED :
198411
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C36-H38-N2-O6

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1001 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
APFRAD Annales Pharmaceutiques Francaises. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1943- Volume(issue)/page/year: 7,569,1949
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
371 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
APFRAD Annales Pharmaceutiques Francaises. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1943- Volume(issue)/page/year: 7,569,1949

Precursor & DownStream

Precursor

DownStream

Related Compounds