19-hydroxy-8(17),13-labdadien-16,15-olide

Names

[ Name ]:
19-hydroxy-8(17),13-labdadien-16,15-olide

[Synonym ]:
2(5H)-Furanone,3-(2-((1R,4aS,5R,8aS)-decahydro-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl)ethyl)
UNII-89M92UDM18
3,14-Dideoxyandrographolide
19-hydroxy-8(17),13-ent-labdadien-15->16 lactone
andrograpanin

Biological Activity

[Description]:

Andrograpanin, a bioactive compound from Andrographis paniculata, exhibits anti-inflammatory and anti-infectious properties[1][2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> MAPK/ERK Pathway >> p38 MAPK

Research Areas >> Inflammation/Immunology

[In Vitro]

Andrograpanin exhibits anti-inflammatory properties in lipopolysaccharide-induced macrophage cells through down-regulating the p38 MAPKs signaling pathways[1]. Andrograpanin enhances chemokine SDF-1α-induced leukocytes chemotaxis in Jurkat, THP-1 and PBL cells[2].

[References]

[1]. 1.Li-Li Ji, et al.Andrograpanin, a compound isolated from anti-inflammatory traditional Chinese medicine Andrographis paniculata, enhances chemokine SDF-1alpha-induced leukocytes chemotaxis. J Cell Biochem. 2005 Aug 1;95(5):970-8.

[2]. 2.Jun Liu, et al. Andrograpanin, isolated from Andrographis paniculata, exhibits anti-inflammatory property in lipopolysaccharide-induced macrophage cells through down-regulating the p38 MAPKs signaling pathways. Int Immunopharmacol. 2008 Jul;8(7):951-8.

Chemical & Physical Properties

[ Density]:
1.09

[ Melting Point ]:
106-107ºC

[ Molecular Formula ]:
C₂₀H₃₀O₃

[ Molecular Weight ]:
318.45000

[ Exact Mass ]:
318.21900

[ PSA ]:
46.53000

[ LogP ]:
4.02100

MSDS

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Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

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Articles

Andrograpanin, isolated from Andrographis paniculata, exhibits anti-inflammatory property in lipopolysaccharide-induced macrophage cells through down-regulating the p38 MAPKs signaling pathways.

Int. Immunopharmacol. 8(7) , 951-8, (2008)

Andrographis paniculata Nees is an official herbal medicine for treatment of infection and inflammation in China. Andrograpanin, the one of diterpene lactones in A. paniculata, is a hydrolysate from n...

Andrograpanin, a compound isolated from anti-inflammatory traditional Chinese medicine Andrographis paniculata, enhances chemokine SDF-1alpha-induced leukocytes chemotaxis.

J. Cell. Biochem. 95(5) , 970-8, (2005)

Andrographis paniculata is a traditional Chinese medicine (TCM) that has been effectively used for treatment of infection, inflammation, cold, fever, and diarrhea in China. However, mechanism of its t...