Arjungenin

CAS# 58880-25-4

Arjungenin

2D Structure

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Arjungenin

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Chemical Properties of Arjungenin

Cas No. 58880-25-4 SDF Download SDF
PubChem ID 12444386 Appearance Off-white powder
Formula C30H48O6 M.Wt 504.7
Type of Compound Triterpenoids Storage Desiccate at -20°C
Synonyms Arjugenin; 2α,19α,23-Trihydroxyoleanolic acid
Solubility Soluble in methanol; slightly soluble in water
Chemical Name (1S,4aR,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,10,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1O)C)C(=O)O)C
Standard InChIKey IFIQVSCCFRXSJV-NWCCWSSZSA-N
Standard InChI InChI=1S/C30H48O6/c1-25(2)11-13-30(24(35)36)14-12-28(5)17(21(30)23(25)34)7-8-20-26(3)15-18(32)22(33)27(4,16-31)19(26)9-10-29(20,28)6/h7,18-23,31-34H,8-16H2,1-6H3,(H,35,36)/t18-,19-,20-,21-,22+,23+,26+,27+,28-,29-,30+/m1/s1
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 Arjungenin

The herbs of Rudgea viburnioides

Biological Activity of Arjungenin

Description1. Arjungenin shows promise as potential antivirals. 2. Arjungenin shows significant protection against domoic acid induced toxicity in Caco-2 cell line. 3. Arjungenin exhibits moderate antibacterial activity against Staphylococcus aureus, Escherichia coli and Enterococcus faecalis (MICs within a range of 64 and 256 ug/mL). 4. Arjungenin exhibits significant anti-inflammatory activity against carrageenan-induced paw edema in rat. 5. Arjungenin showed β-glucuronidase inhibitory activity.
TargetsImmunology & Inflammation related | Antifection

Arjungenin Dilution Calculator

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Preparing Stock Solutions of Arjungenin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.9814 mL 9.9069 mL 19.8138 mL 39.6275 mL 49.5344 mL
5 mM 0.3963 mL 1.9814 mL 3.9628 mL 7.9255 mL 9.9069 mL
10 mM 0.1981 mL 0.9907 mL 1.9814 mL 3.9628 mL 4.9534 mL
50 mM 0.0396 mL 0.1981 mL 0.3963 mL 0.7926 mL 0.9907 mL
100 mM 0.0198 mL 0.0991 mL 0.1981 mL 0.3963 mL 0.4953 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 Arjungenin

Modulatory effects of Terminalia arjuna against domoic acid induced toxicity in Caco-2 cell line.[Pubmed:28342004]

Cytotechnology. 2017 Aug;69(4):725-739.

Domoic acid is a potent marine algal toxin produced by diatomic genus of Pseudo-nitzschia causing amnesic shell fish poisoning. Domoic acid toxicosis mainly involves excitotoxic effects coupled with oxidative stress. The present study was aimed to evaluate the protective effects of hydro-alcoholic extract of Terminalia arjuna (TA) against domoic acid induced toxic effects in Caco-2 cell line. It was observed that the toxicity induced by domoic acid in Caco-2 cells was mediated by oxidative insult leading to morphological changes, DNA damage and apoptosis. In our study pre-treatment of the cells with TA (10, 20 and 30 mug/ml) showed significant protection against domoic acid induced morphological, oxidative and apoptotic damages in a dose dependent manner. The effect of phytocompounds present in TA viz., kaempferol and Arjungenin showed significant protection against domoic acid induced toxicity in Caco-2 cell line. Hence, it could be inferred that the protective effect of TA extract against domoic acid induced toxicity could be due to the individual or synergistic effects of kaempferol and argungenin. However, further clinical studies are warranted to consider TA as a natural remedy to prevent amnesic shell fish poisoning.

In silico analysis of natural compounds targeting structural and nonstructural proteins of chikungunya virus.[Pubmed:29333236]

F1000Res. 2017 Aug 30;6:1601.

Background: Chikungunya fever presents as a high-grade fever during its acute febrile phase and can be prolonged for months as chronic arthritis in affected individuals. Currently, there are no effective drugs or vaccines against this virus. The present study was undertaken to evaluate protein-ligand interactions of all chikungunya virus (CHIKV) proteins with natural compounds from a MolBase library in order to identify potential inhibitors of CHIKV. Methods: Virtual screening of the natural compound library against four non-structural and five structural proteins of CHIKV was performed. Homology models of the viral proteins with unknown structures were created and energy minimized by molecular dynamic simulations. Molecular docking was performed to identify the potential inhibitors for CHIKV. The absorption, distribution, metabolism and excretion (ADME) toxicity parameters for the potential inhibitors were predicted for further prioritization of the compounds. Results: Our analysis predicted three compounds, Catechin-5-O-gallate, Rosmarinic acid and Arjungenin, to interact with CHIKV proteins; two (Catechin-5-O-gallate and Rosmarinic acid) with capsid protein, and one (Arjungenin) with the E3. Conclusion: The compounds identified show promise as potential antivirals, but further in vitro studies are required to test their efficacy against CHIKV.

Antibacterial and cytotoxic triterpenoids from the roots of Combretum racemosum.[Pubmed:26946378]

Fitoterapia. 2016 Apr;110:89-95.

A new pentacyclic triterpenoid glucoside, together with fourteen known compounds, was isolated from the roots of Combretum racemosum. Combretaceae). The structure of the new compound was established as 28-O-beta-d-glucopyranosyl-2alpha,3beta,21beta,23-tetrahydroxyolean-18-en-28-oate (1) on the basis of detailed spectroscopic data including MS, 1D, and 2D NMR. The inhibitory activity of compounds 1-15 against promyelocytic leukemia HL-60 and human erythromyeloblastoid leukemia K562 cell lines was evaluated. Compounds 11 (3-O-beta-acetyl-ursolic acid), 14 (betulinic acid), and 15 (quadranoside II) exhibited significant cytotoxicity, with IC50 values of 13 to 50 muM. Among the isolated triterpenes, compounds 1, 3 (Arjungenin), 5 (terminolic acid), and 11 exhibited moderate antibacterial activity against Staphylococcus aureus, Escherichia coli and Enterococcus faecalis (MICs within a range of 64 and 256 mug/mL).

Description

Arjungenin, a triterpene isolated from Terminalia arjuna, is an insect feeding-deterrent and growth inhibitor.

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