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

Modify Date: 2024-01-05 22:04:03

19-hydroxy-8(17),13-labdadien-16,15-olide Structure
19-hydroxy-8(17),13-labdadien-16,15-olide structure
Common Name 19-hydroxy-8(17),13-labdadien-16,15-olide
CAS Number 82209-74-3 Molecular Weight 318.45000
Density 1.09 Boiling Point N/A
Molecular Formula C20H30O3 Melting Point 106-107ºC
MSDS Chinese USA Flash Point N/A

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


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

 Names

Name 4-[2-[(1R,4aS,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
Synonym More Synonyms

  Biological Activity

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

 Safety Information

Hazard Codes Xi
RIDADR NONH for all modes of transport

 Synthetic Route

~%

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

19-hydroxy-8(17...

CAS#:82209-74-3

Literature: Fujita, Tetsuro; Fujitani, Ryujiro; Takeda, Yoshio; Takaishi, Yoshihisa; Yamada, Toshihide; et al Chemical & Pharmaceutical Bulletin, 1984 , vol. 32, # 6 p. 2117 - 2125

 Articles2

More 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...

 Synonyms

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