Dehydrocostus lactone

Names

[ CAS No. ]:
477-43-0

[ Name ]:
Dehydrocostus lactone

[Synonym ]:
DEHYDROCOSTUNOLIDE
Costus lactone,dehydro
dehydrocustoslactone
(3aS,6aR,9aR,9bS)-3,6,9-trimethylidenedecahydroazuleno[4,5-b]furan-2(3H)-one
MFCD00210277
(3aS,6aR,9aR,9bS)-3,6,9-Tris(methylene)decahydroazuleno[4,5-b]furan-2(3H)-one
Azuleno[4,5-b]furan-2(3H)-one, decahydro-3,6,9-tris(methylene)-, (3aS,6aR,9aR,9bS)-
EPILIGULYL OXIDE
Dehydrocostus lactone

Biological Activity

[Description]:

Dehydrocostus Lactone is a major sesquiterpene lactone isolated from the roots of Saussurea lappa.IC50 value:Target:In vitro: Dehydrocostus Lactone promoted apoptosis with increased activation of caspases 8, 9, 7, 3, enhanced PARP cleavage, decreased Bcl-xL expression and increased levels of Bax, Bak, Bok, Bik, Bmf, and t-Bid. We have demonstrated that Dehydrocostus Lactone inhibits cell growth and induce apoptosis in DU145 cells [1]. Dehydrocostus Lactone inhibits NF-kappaB activation by preventing TNF-alpha-induced degradation and phosphorylation of its inhibitory protein I-kappaB alpha in human leukemia HL-60 cells and that dehydrocostus lactone renders HL-60 cells susceptible to TNF-alpha-induced apoptosis by enhancing caspase-8 and caspase-3 activities [2]. Dehydrocostus Lactone inhibited the production of NO in lipopolysaccharide (LPS)-activated RAW 264.7 cells by suppressing inducible nitric oxide synthase enzyme expression.In vivo: Dehydrocostus Lactone decreased the TNF-alpha level in LPS-activated systems in vivo [3].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Others

Natural Products >> Terpenoids and Glycosides

[References]

[1]. Eun Ji Kim, et al. Apoptosis of DU145 human prostate cancer cells induced by dehydrocostus lactone isolated from the root of Saussurea lappa. Food and Chemical Toxicology Volume 46, Issue 12, December 2008, Pages 3651–3658

[2]. Oh GS, et al. Dehydrocostus lactone enhances tumor necrosis factor-alpha-induced apoptosis of human leukemia HL-60 cells. Immunopharmacol Immunotoxicol. 2004 May;26(2):163-75.

[3]. Lee HJ, et al. A sesquiterpene, dehydrocostus lactone, inhibits the expression of inducible nitric oxide synthase and TNF-alpha in LPS-activated macrophages. Planta Med. 1999 Mar;65(2):104-8.

[4]. Taniguchi M, et al. COSTUNOLIDE AND DEHYDROCOSTUS LACTONE AS INHIBITORS OF KILLING FUNCTION OF CYTOTOXIC T LYMPHOCYTES. Bioscience, Biotechnology, and Biochemistry, 1995, 59 (11): 2064-2067

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
383.7±42.0 °C at 760 mmHg

[ Melting Point ]:
59 °C

[ Molecular Formula ]:
C₁₅H₁₈O₂

[ Molecular Weight ]:
230.302

[ Flash Point ]:
161.2±25.3 °C

[ Exact Mass ]:
230.130676

[ PSA ]:
26.30000

[ LogP ]:
3.40

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.536

[ Storage condition ]:
room temp

Safety Information

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin .

[ Safety Phrases ]:
S26-S36-S36/37/39

[ RIDADR ]:
2811

[ WGK Germany ]:
3

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

[ HS Code ]:
29089000

Customs

[ HS Code ]: 29089000