82209-74-3

82209-74-3 structure

Name: 19-hydroxy-8(17),13-labdadien-16,15-olide
Chemical 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
CAS Number: 82209-74-3
Molecular Formula: C₂₀H₃₀O₃
Molecular Weight: 318.45000
Catalog: analytical chemistry Standard Analytical standard
Create Date: 2018-08-06 11:21:21
Modify Date: 2025-08-21 19:59:54
Andrograpanin, a bioactive compound from Andrographis paniculata, exhibits anti-inflammatory and anti-infectious properties[1][2].

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
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

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.

Density	1.09
Melting Point	106-107ºC
Molecular Formula	C₂₀H₃₀O₃
Molecular Weight	318.45000
Exact Mass	318.21900
PSA	46.53000
LogP	4.02100

Hazard Codes	Xi
RIDADR	NONH for all modes of transport

27215-14-1

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

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