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

Names

[ 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