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Beta-Elemonic acid

CAS# 28282-25-9

Beta-Elemonic acid

Catalog No. BCN2981----Order now to get a substantial discount!

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Quality Control of Beta-Elemonic acid

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Chemical structure

Beta-Elemonic acid

3D structure

Chemical Properties of Beta-Elemonic acid

Cas No. 28282-25-9 SDF Download SDF
PubChem ID 17751006 Appearance White powder
Formula C30H46O3 M.Wt 454.7
Type of Compound Triterpenoids Storage Desiccate at -20°C
Synonyms Elemadienonic acid; 3-Oxotirucallic acid
Solubility Sparingly soluble in methanol; practically insoluble in water
Chemical Name (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
SMILES CC(=CCCC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C)C)C(=O)O)C
Standard InChIKey XLPAINGDLCDYQV-XUWOXAENSA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Beta-Elemonic acid

The sclerotium of Poria cocos (Schw.) Wolf

Biological Activity of Beta-Elemonic acid

Description1. Beta-Elemonic acid exhibits anti-inflammatory effects. 2. Beta-Elemonic acid inhibits proliferation by inducing hypoploid cells and cell apoptosis, the anticancer effects of beta-Elemonic acid are related to the MAPK signaling pathway, ROS activation and glutathione depletion in human A549 lung cancer cells. 3. Beta-Elemonic acid exhibits prolyl endopeptidase inhibitory activities.
TargetsMAPK | ROS | COX | Bcl-2/Bax

Beta-Elemonic acid Dilution Calculator

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Beta-Elemonic acid Molarity Calculator

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Preparing Stock Solutions of Beta-Elemonic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1993 mL 10.9963 mL 21.9925 mL 43.985 mL 54.9813 mL
5 mM 0.4399 mL 2.1993 mL 4.3985 mL 8.797 mL 10.9963 mL
10 mM 0.2199 mL 1.0996 mL 2.1993 mL 4.3985 mL 5.4981 mL
50 mM 0.044 mL 0.2199 mL 0.4399 mL 0.8797 mL 1.0996 mL
100 mM 0.022 mL 0.11 mL 0.2199 mL 0.4399 mL 0.5498 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Beta-Elemonic acid

beta-Elemonic acid inhibits the cell proliferation of human lung adenocarcinoma A549 cells: The role of MAPK, ROS activation and glutathione depletion.[Pubmed:26530631]

Oncol Rep. 2016 Jan;35(1):227-34.

Beta-Elemonic acid, a known triterpene, exhibits anti-inflammatory effects, yet research on the pharmacological effects of Beta-Elemonic acid is rare. We investigated the anticancer effects and the related molecular mechanisms of Beta-Elemonic acid on human non-small cell lung cancer (NSCLC) A549 cells. The effects of Beta-Elemonic acid on the growth of A549 cells were studied using a 3-(4,5)-2,5-diphenyltetrazolium bromide (MTT) assay. Apoptosis was detected using Annexin V staining. The effect of Beta-Elemonic acid on the cell cycle of A549 cells was assessed using the propidium iodide method. The change in reactive oxygen species (ROS) was detected using a dichlorodihydrofluorescein diacetate (DCFH-DA) assay with microscopic examination. The expression levels of Bcl-2 family proteins, mitogen-activated protein kinase (MAPK) family proteins and cyclooxygenase 2 (COX-2) were detected using western blot analysis. Our data revealed that Beta-Elemonic acid strongly induced human A549 lung cancer cell death in a dose- and time-dependent manner as determined by the MTT assay. Beta-Elemonic acid-induced cell death was considered to be apoptotic when the phosphatidylserine exposure was observed using Annexin V staining. The death of human A549 lung cancer cells was caused by apoptosis induced by activation of ROS activity, increase in the sub-G1 proportion, downregulation of Bcl-2 expression, upregulation of Bax expression and inhibition of the MAPK signaling pathways. These results clearly demonstrated that Beta-Elemonic acid inhibits proliferation by inducing hypoploid cells and cell apoptosis. Moreover, the anticancer effects of Beta-Elemonic acid were related to the MAPK signaling pathway, ROS activation and glutathione depletion in human A549 lung cancer cells.

Bioactive constituents from Boswellia papyrifera.[Pubmed:15730241]

J Nat Prod. 2005 Feb;68(2):189-93.

Phytochemical investigation of the stem bark extract of Boswellia papyrifera afforded two new stilbene glycosides, trans-4',5-dihydroxy-3-methoxystilbene-5-O-{alpha-L-rhamnopyranosyl-(1-->2)-[alph a-L-rhamnopyranosyl-(1-->6)]-beta-D-glucopyranoside (1), trans-4',5-dihydroxy-3-methoxystilbene-5-O-[alpha-L-rhamnopyranosyl-(1-->6)]-beta -D-glucopyranoside (2), and a new triterpene, 3alpha-acetoxy-27-hydroxylup-20(29)-en-24-oic acid (3), along with five known compounds, 11-keto-beta-boswellic acid (4), Beta-Elemonic acid (7), 3alpha-acetoxy-11-keto-beta-boswellic acid (8), beta-boswellic acid (9), and beta-sitosterol (10). The stilbene glycosides exhibited significant inhibition of phosphodiesterase I and xanthine oxidase. The triterpenes (3-9) exhibited prolyl endopeptidase inhibitory activities.

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.

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