Nepodin

CAS# 3785-24-8

Nepodin

Catalog No. BCN6894----Order now to get a substantial discount!

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Nepodin: 5mg $213 In Stock
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Quality Control of Nepodin

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Chemical structure

Nepodin

3D structure

Chemical Properties of Nepodin

Cas No. 3785-24-8 SDF Download SDF
PubChem ID 100780 Appearance Powder
Formula C13H12O3 M.Wt 216.24
Type of Compound Phenols Storage Desiccate at -20°C
Synonyms Dianellidin; Musizine
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1-(1,8-dihydroxy-3-methylnaphthalen-2-yl)ethanone
SMILES CC1=C(C(=C2C(=C1)C=CC=C2O)O)C(=O)C
Standard InChIKey DMLHPCALHMPJHS-UHFFFAOYSA-N
Standard InChI InChI=1S/C13H12O3/c1-7-6-9-4-3-5-10(15)12(9)13(16)11(7)8(2)14/h3-6,15-16H,1-2H3
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 Nepodin

The roots of Rumex nepalensis.

Biological Activity of Nepodin

Description1. Nepodin has anti-inflammatory activity, it shows significant cyclooxygenase (COX) inhibitory activity. 2. Nepodin has an antidiabetic effect, which is at least partly mediated by stimulation of GLUT4 translocation via AMPK activation by nepodin. 3. Nepodin has Antimalarial activity. 4. Nepodin shows moderate toxicity against Flavobacterium columnare , Edwardsiella ictaluri , and Streptococcus iniae.
TargetsCOX | AMPK | GLUT | Antifection

Nepodin Dilution Calculator

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Nepodin Molarity Calculator

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Preparing Stock Solutions of Nepodin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.6245 mL 23.1225 mL 46.2449 mL 92.4898 mL 115.6123 mL
5 mM 0.9249 mL 4.6245 mL 9.249 mL 18.498 mL 23.1225 mL
10 mM 0.4624 mL 2.3122 mL 4.6245 mL 9.249 mL 11.5612 mL
50 mM 0.0925 mL 0.4624 mL 0.9249 mL 1.8498 mL 2.3122 mL
100 mM 0.0462 mL 0.2312 mL 0.4624 mL 0.9249 mL 1.1561 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 Nepodin

Antidiabetic effect of nepodin, a component of Rumex roots, and its modes of action in vitro and in vivo.[Pubmed:24756979]

Biofactors. 2014 Jul-Aug;40(4):436-47.

Many active components derived from edible natural resources such as plant extracts have recently attracted attention for their potential use as functional foods or drugs for preventing and treating metabolic diseases such as diabetes. To obtain a novel modulator of glucose metabolism, we conducted screening of a small compound library in cultured L6 myotubes. We identified Nepodin that stimulated glucose uptake dose-dependently in differentiated L6 myotubes. The stimulatory effect of Nepodin on glucose uptake was abrogated by a 5'-adenosine monophosphate-activated protein kinase (AMPK) inhibitor. In addition, Nepodin stimulated the phosphorylation of AMPK. Nepodin also stimulated the translocation of GLUT4 to the plasma membrane in L6 myoblasts transfected with a Glut4 cDNA-coding vector and in differentiated L6 myotubes. In in vivo study, Nepodin suppressed the increases in fasting blood glucose levels and improved the glucose intolerance of C57BL/KsJ-db/db mice, a type 2 diabetic animal model. Nepodin rescued the impaired phosphorylation of AMPK in the skeletal muscle of db/db mice. These results suggest that Nepodin has an antidiabetic effect, which is at least partly mediated by stimulation of GLUT4 translocation via AMPK activation by Nepodin.

Isolation and identification of Flavobacterium columnare and Streptococcus iniae antibacterial compounds from the terrestrial plant Atraphaxis laetevirens.[Pubmed:23030835]

J Agric Food Chem. 2012 Oct 24;60(42):10415-9.

Columnaris disease, enteric septicemia of catfish, and streptococcosis are common bacterial diseases of certain freshwater fish and are caused by Flavobacterium columnare , Edwardsiella ictaluri , and Streptococcus iniae , respectively. During the process of evaluating several species of plants to isolate and identify compounds with toxicity against these bacteria, a promising extract from the aerial parts of the terrestrial plant Atraphaxis laetevirens (Ledeb.) Jaub. et Spach (Polygonaceae Juss.) was selected for bioassay-guided fractionation using a rapid microplate bioassay. The active dichloromethane extract was subjected to liquid-liquid partitioning, and active fractions were further separated by normal-phase column chromatography and normal-phase high-performance liquid chromatography (HPLC). Nepodin (3) and emodin (4) were isolated from two fractions with strong toxicities against S. iniae . A chloroform fraction was further separated by normal-phase column chromatography to yield two active fractions against F. columnare , and these fractions contained chrysophanol (1), physcion (2), and Nepodin (3). Compound 1 had strong activity, and compound 3 had moderate activity against F. columnare , while compounds 2 and 4 were not toxic at the concentrations tested.

Antimalarial activity of nepodin isolated from Rumex crispus.[Pubmed:23440579]

Arch Pharm Res. 2013 Apr;36(4):430-5.

The purpose of this study is to define the antimalarial activity of Rumex crispus. To identify an active compound that is isolated from R. crispus, bioassay-based chromatographic fractionation and purification is carried out from 70 % ethanol extract of R. crispus; then, an active compound, Nepodin, is identified by spectroscopic analysis. Anitmalarial activity is measured by PfNDH2 assay, cytotoxicity, and animal test. From NADH:quinone oxidoreductase enzyme (PfNDAH2) assay, Nepodin exhibited significant IC50 values that were 0.74 +/- 0.07 and 0.79 +/- 0.06 mug/ml against P. falciparum chloroquine-sensitive (3D7) and P. falciparum chloroquine-resistant (S20), respectively. Nepodin showed a potential selective inhibition (SI index: ratio of 50 % cytotoxic concentration to 50 % effective anti-plasmodial concentration) of 161.6 and 151.4 against P. falciparum 3D7 and P. falciparum S20. In the animal test, all groups of Nepodin treatment of 10, 50, and 250 mg/kg were active with a parasitemia suppression of 97.1 +/- 3.3, 99.1 +/- 3.7, and 99.1 +/- 2.6 %, respectively. The survival time with Nepodin treatment was increased by 14.6 +/- 2.5, 16.2 +/- 1.5, and 19.8 +/- 1.7 days at each dose, respectively. This study newly identified the plant R. crispus containing Nepodin, which is a potential antimalarial compound. It exhibited the inhibitory activity of PfNDH2 and prolonged the survival time on the group of Nepodin treatment; moreover, it inhibited the parasitemia in the animal test.

Synthesis, biological evaluation, molecular docking and theoretical evaluation of ADMET properties of nepodin and chrysophanol derivatives as potential cyclooxygenase (COX-1, COX-2) inhibitors.[Pubmed:24763362]

Eur J Med Chem. 2014 Jun 10;80:47-56.

Nepodin and chrysophanol, isolated from Rumex nepalensis roots, showed significant cyclooxygenase (COX) inhibitory activity. To further optimize these lead molecules and study structure activity relationship (SAR), eighteen derivatives of Nepodin and nine derivatives of chrysophanol were synthesized and evaluated for COX-1 and COX-2 inhibitory potential. Among the synthesized compounds, four Nepodin (1f, 1g, 1h and 1i) and three chrysophanol (2e, 2f and 2h) derivatives displayed more pronounced COX-2 inhibition than their respective lead molecule. Further, compounds 1f, 1g, 2e and 2h exhibited better anti-inflammatory activity than ibuprofen in carrageenan-induced rat paw edema assay. Taking into account the in vitro and in vivo results, molecular docking and in silico prediction of ADMET properties of compounds were carried out respectively.

Description

Nepodin (Musizin) is a quinone oxidoreductase (PfNDH2) inhibitor isolate from Rumex crispus.Nepodin (Musizin) stimulates the translocation of GLUT4 to the plasma membrane by activation of AMPK.Nepodin (Musizin) has antidiabetic and antimalarial activities.

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