Curdione

Names

[ Name ]:
Curdione

[Synonym ]:
(3R,6E,10S)-3-Isopropyl-6,10-dimethyl-6-cyclodecene-1,4-dione
N1432
Curdione
6-Cyclodecene-1,4-dione, 6,10-dimethyl-3-(1-methylethyl)-, (3R,6E,10S)-
neo-Curdione
Germacr-1(10)-ene-5,8-dione
(3S,10S)-3-Isopropyl-6,10-dimethyl-6-cyclodecene-1,4-dione
6-Cyclodecene-1,4-dione, 6,10-dimethyl-3-(1-methylethyl)-, (3S,10S)-

Biological Activity

[Description]:

Curdione, one of the major sesquiterpene compounds from Rhizoma Curcumae, has been shown to exhibit multiple bioactive properties.IC50 value: 60–80 μMTarget:In vitro: The study of the influence of curdione on the hemorheological changes in blood stasis model rats and thrombolysis in vitro showed that curdione only possessed thrombolytic effect in dose of 0.235 g·L-1 and 2.35 g·L-1, but has not the notable activity of thrombolysis [1]. The effects of curdione on human platelet aggregation induced by thrombin (0.3 U/ml) were tested in vitro. Curdione preferentially inhibited PAF- and thrombin- induced platelet aggregation in a concentration-dependent manner (IC50: 60–80 μM), whereas much higher concentrations of curdione were required to inhibit platelet aggregation induced by ADP and AA. Curdione also inhibited P-selectin expression in PAF-activated platelets. Moreover, curdione caused an increase in cAMP levels and attenuated intracellular Ca2+ mobilization in PAF-activated platelets. In vivo: Curdione showed significant antithrombotic activity [2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Others

Natural Products >> Terpenoids and Glycosides

[References]

[1]. SI Li, et al. Effect of curdione on hemorheological indexs in rats with blood stasis syndrome. Anhui Medical and Pharmaceutical Journal, 2012-09

[2]. Quan Xia, et al. Inhibition of platelet aggregation by curdione from Curcuma wenyujin essential Oil. Thrombosis Research Volume 130, Issue 3, September 2012, Pages 409–414

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
347.6±42.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₅H₂₄O₂

[ Molecular Weight ]:
236.350

[ Flash Point ]:
130.4±24.9 °C

[ Exact Mass ]:
236.177628

[ PSA ]:
34.14000

[ LogP ]:
3.12

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.458

[ Storage condition ]:
-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LY3960000

CHEMICAL NAME :: Germacr-1(10)-ene-5,8-dione

CAS REGISTRY NUMBER :: 13657-68-6

LAST UPDATED :: 199507

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C15-H24-O2

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 :: 414 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85PEAG "Zhongliu Yanjiu" Cancer Review, Yu, R., et al., eds., Shanghai Science/Technology Publisher, Peop. Rep. China, 1994 Volume(issue)/page/year: -,178,1994

Safety Information

[ HS Code ]:
29143990