Beta-Elemonic acid

Names

[ Name ]:
Beta-Elemonic acid

[Synonym ]:
(5β,13α,14β,20S)-3-Oxolanosta-8,24-dien-21-oic acid
Lanosta-8,24-dien-21-oic acid, 3-oxo-, (5β,13α,14β,20S)-
(2S)-6-methyl-2-[(10S,14S,17S)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoic acid
beta-Elemonic acid

Biological Activity

[Description]:

β-Elemonic acid is a triterpene isolated from Boswellia papyrifera. β-Elemonic acid induces cell apoptosis, reactive oxygen species (ROS) and COX-2 expression and inhibits prolyl endopeptidase. β-Elemonic acid exhibits anticancer and anti-inflammatory effects[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

COX-2

[In Vitro]

β-elemonic acid (1, 3, 10, 20 µM; 24 hours) strongly induces human A549 lung cancer cell apoptosis in a dose- and time-dependent manner[1]. β-elemonic acid (1, 3, 10, 20 µM; 24 hours) exerts potent cytotoxic effects on human NSCLC A549 cells in a dose-dependent manner. The IC50 value following a 24-h exposure to β-elemonic acid was 6.92 µM[1]. β-elemonic acid (20 µM; 24 hours) results in a cell percentage of 58.01% in the G0/G1 phase[1]. β-elemonic acid (1, 3, 10, 20 µM; 24 hours) inhibits phosphorylation of p42/44, MAPK/JNK and p38 in the A549 cells[1].

[References]

[1]. Atta-ur-Rahman, et al. Bioactive constituents from Boswellia papyrifera. J Nat Prod. 2005 Feb;68(2):189-93.

[2]. Wu TT, et al. β-Elemonic acid inhibits the cell proliferation of human lung adenocarcinoma A549 cells: The roleof MAPK, ROS activation and glutathione depletion. Oncol Rep. 2016 Jan;35(1):227-34.

Chemical & Physical Properties

[ Density]:
1.07

[ Boiling Point ]:
565.2±50.0 °C at 760 mmHg

[ Melting Point ]:
216-219 ºC

[ Molecular Formula ]:
C₃₀H₄₆O₃

[ Molecular Weight ]:
454.684

[ Flash Point ]:
309.6±26.6 °C

[ Exact Mass ]:
454.344696

[ PSA ]:
54.37000

[ LogP ]:
8.56

[ Vapour Pressure ]:
0.0±3.3 mmHg at 25°C

[ Index of Refraction ]:
1.542

[ Storage condition ]:
-20℃

Safety Information

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Related Compounds

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