Andropanolide

Names

[ Name ]:
Andropanolide

[Synonym ]:
(3Z,4S)-4-Hydroxy-3-{2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydro-1-naphthalenyl]ethylidene}dihydro-2(3H)-furanone
2(3H)-Furanone, 3-[2-[(1R,4aS,5R,6R,8aS)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-, (3Z,4S)-

Biological Activity

[Description]:

Andrographolide (Andro) is a small antagonist for NF-κB activation by covalent modifying reduced cysteine 62 of p50. Andrographolide is a bicyclic diterpenoid lactone mainly produced from the plant Andrographis (Andrographis paniculate).Andrographolide suppresses the activation of NF-κB in stimulated endothelial cells, which reduces the expression of cell adhesion molecule E-selectin and prevents E-selectin-mediated leukocyte adhesion, but has no effect on IκBα degradation, p50 and p65 nuclear translocation[1].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

[In Vitro]

Andrographolide (15 μM; 12 hours) inhibited the luciferase activities induced by TNF-α in a time-dependent manner with an IC50 of 10 μM[1]. Cell Proliferation Assay[1] Cell Line: 293 cells Concentration: 15 μM Incubation Time: 12 hours Result: Inhibited NF-κB activation induced by TNF-α.

[References]

[1]. Xia YF, et al. Andrographolide attenuates inflammation by inhibition of NF-kappa B activation through covalent modification of reduced cysteine 62 of p50. J Immunol. 2004 Sep 15;173(6):4207-17.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
557.3±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₀H₃₀O₅

[ Molecular Weight ]:
350.449

[ Flash Point ]:
195.5±23.6 °C

[ Exact Mass ]:
350.209320

[ PSA ]:
86.99000

[ LogP ]:
1.62

[ Vapour Pressure ]:
0.0±3.4 mmHg at 25°C

[ Index of Refraction ]:
1.568

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds

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