β-Elemonic acid

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.

Product information

CAS Number: 28282-25-9

Molecular Weight: 454.68

Formula: C30H46O3

Chemical Name: (2S)-2-[(1S, 3aS, 5aR, 9aS, 11aS)-3a, 6, 6, 9a, 11a-pentamethyl-7-oxo-1H, 2H, 3H, 3aH, 4H, 5H, 5aH, 6H, 7H, 8H, 9H, 9aH, 10H, 11H, 11aH-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-enoic acid

Smiles: CC1(C)[C@@H]2CCC3=C(CC[C@@]4(C)[C@@H](CC[C@@]43C)[C@H](CCC=C(C)C)C(O)=O)[C@@]2(C)CCC1=O

InChiKey: XLPAINGDLCDYQV-SDTWUMECSA-N

InChi: InChI=1S/C30H46O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,20-21,24H,8,10-18H2,1-7H3,(H,32,33)/t20-,21-,24-,28+,29-,30+/m0/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO : 100 mg/mL (219.93 mM; Need ultrasonic) H2O : < 0.1 mg/mL (insoluble)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

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. 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. β-elemonic acid (20 µM; 24 hours) results in a cell percentage of 58.01% in the G0/G1 phase. β-elemonic acid (1, 3, 10, 20 µM; 24 hours) inhibits phosphorylation of p42/44, MAPK/JNK and p38 in the A549 cells.

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.

Products are for research use only. Not for human use.