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Picras-3-ene-2,16-dione,11,20-epoxy-1,11,12-trihydroxy-, (1b,11b,12a)- (9CI)

Names

[ CAS No. ]:
22611-34-3

[ Name ]:
Picras-3-ene-2,16-dione,11,20-epoxy-1,11,12-trihydroxy-, (1b,11b,12a)- (9CI)

[Synonym ]:
Chaparvinon

Biological Activity

[Description]:

Chaparrinone is a quassinoid that can be isolated from the root of Eurycoma harmandiana. Chaparrinone has antimalarial and cytotoxic activities against Plasmodium falciparum and P-388 cells (IC50: 0.037 and 0.34 μg/mL respectively)[1][2].

[Related Catalog]:

Research Areas >> Infection

[References]

[1]. Kanchanapoom T, et al. Quassinoids from Eurycoma harmandiana. Phytochemistry. 2001 Aug;57(8):1205-8.  

[2]. François G, et al. Antimalarial and cytotoxic potential of four quassinoids from Hannoa chlorantha and Hannoa klaineana, and their structure-activity relationships. Int J Parasitol. 1998 Apr;28(4):635-40.  

Chemical & Physical Properties

[ Density]:
1.45g/cm3

[ Boiling Point ]:
626.1ºC at 760mmHg

[ Molecular Formula ]:
C20H26O7

[ Molecular Weight ]:
378.42

[ Flash Point ]:
224.9ºC

[ Exact Mass ]:
378.16800

[ PSA ]:
113.29000

[ LogP ]:
0.16620

[ Vapour Pressure ]:
2.67E-18mmHg at 25°C

[ Index of Refraction ]:
1.627

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TJ7863800
CHEMICAL NAME :
Picras-3-ene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1-beta,11-beta,12-alpha)-
CAS REGISTRY NUMBER :
22611-34-3
LAST UPDATED :
199303
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C20-H26-O7
MOLECULAR WEIGHT :
378.46

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 :
>30 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
EJMCA5 European Journal of Medicinal Chemistry--Chimie Therapeutique. (Editions Scientifiques Elsevier, 29 rue Buffon, F-75005, Paris, France) V.9- 1974- Volume(issue)/page/year: 26,345,1991

Related Compounds

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