Gymnemagenin

CAS# 22467-07-8

Gymnemagenin

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Gymnemagenin: 5mg $161 In Stock
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Chemical structure

Gymnemagenin

3D structure

Chemical Properties of Gymnemagenin

Cas No. 22467-07-8 SDF Download SDF
PubChem ID 10051937 Appearance White powder
Formula C30H50O6 M.Wt 506.71
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in methanol; sparingly soluble in chloroform; insoluble in water
Chemical Name (3R,4R,4aR,5S,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-4a,9-bis(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-3,4,5,10-tetrol
SMILES CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(C(C1O)O)CO)O)C)C)(C)CO)O)C)C
Standard InChIKey VKJLHZZPVLQJKG-ABHKXHSUSA-N
Standard InChI InChI=1S/C30H50O6/c1-25(2)13-18-17-7-8-20-26(3)11-10-21(33)27(4,15-31)19(26)9-12-28(20,5)29(17,6)14-22(34)30(18,16-32)24(36)23(25)35/h7,18-24,31-36H,8-16H2,1-6H3/t18-,19+,20+,21-,22-,23-,24-,26-,27-,28+,29+,30-/m0/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 Gymnemagenin

The leaves of Gymnema sylvestre.

Biological Activity of Gymnemagenin

Description1. Gymnemagenin, one of the key constituents of G. sylvestre against 15 proteins having key role in carbohydrate metabolism, it can be considered further for development into a potent anti-diabetic drug. 2. Gymnemagenin has antihyperglycemic activity. 3. Gymnemagenin is a potent and selective antagonist for the β isoform of LXR.
TargetsLiver X Receptor

Gymnemagenin Dilution Calculator

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Gymnemagenin Molarity Calculator

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Preparing Stock Solutions of Gymnemagenin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.9735 mL 9.8676 mL 19.7352 mL 39.4703 mL 49.3379 mL
5 mM 0.3947 mL 1.9735 mL 3.947 mL 7.8941 mL 9.8676 mL
10 mM 0.1974 mL 0.9868 mL 1.9735 mL 3.947 mL 4.9338 mL
50 mM 0.0395 mL 0.1974 mL 0.3947 mL 0.7894 mL 0.9868 mL
100 mM 0.0197 mL 0.0987 mL 0.1974 mL 0.3947 mL 0.4934 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 Gymnemagenin

In-silico analysis of gymnemagenin from Gymnema sylvestre (Retz.) R.Br. with targets related to diabetes.[Pubmed:26711684]

J Theor Biol. 2016 Feb 21;391:95-101.

Diabetes is a metabolic disorder characterized by higher than normal glucose in the blood. Most oral hypoglycemic drugs available in market produce adverse side effects which have resulted in continued search for new therapeutic agents with little or no side effects. Herbal drugs are considered relatively safer alternatives and Gymnema sylvestre is one of the most well established natural remedy for diabetes and is traded worldwide under several brands. In the present study an attempt has been made to use in silico techniques to understand and predict the drug likeliness of Gymnemagenin, one of the key constituents of G. sylvestre against 15 proteins having key role in carbohydrate metabolism. Gymnemagenin was found to dock well with crystallographic structures of 7 of the 15 selected targets and was found even better than the two known clinically used antidiabetic compounds, repaglinide and sitagliptin taken in the study for comparison. Gymnemagenin therefore can be considered further for development into a potent anti-diabetic drug.

Hypoglycemic activity of Gymnema sylvestre extracts on oxidative stress and antioxidant status in diabetic rats.[Pubmed:22360666]

J Agric Food Chem. 2012 Mar 14;60(10):2517-24.

Diabetes mellitus, which is associated with oxidative damage, has a significant impact on health, quality of life, and life expectancy. An ethanol extract of Gymnema sylvestre leaf was examined in vitro and in vivo to investigate the role of antioxidants in diabetic rats. The extract exhibited strong antioxidant activity in the assays, including TBA (56%), SOD-like (92%), and ABTS (54%). Blood glucose levels in the diabetic rats fed G. sylvestre extract decreased to normal levels. The presence of the antihyperglycemic compounds Gymnemagenin and gymnemic acids in G. sylvestre extract was detected by LC/MS analysis. Lipid peroxidation levels were decreased by 31.7% in serum, 9.9% in liver, and 9.1% in kidney in the diabetic rats fed the extract. Feeding G. sylvestre extract to the diabetic rats decreased the activity of glutathione peroxidase in cytosolic liver and glutamate pyruvate transaminase in serum to normal levels.

Molecular decodification of gymnemic acids from Gymnema sylvestre. Discovery of a new class of liver X receptor antagonists.[Pubmed:25668616]

Steroids. 2015 Apr;96:121-31.

The individual chemical components of commercial extract of Gymnema sylvestre, a medicinal plant used in the traditional systems of the Indian medicine for its antidiabetic and hypolipidemic properties, were isolated and evaluated for their capability to act as modulators of nuclear and membrane receptors involved in glucose and lipid homeostasis. The study disclosed for the first time that individual gymnemic acids are potent and selective antagonists for the beta isoform of LXR. Indeed the above activity was shared by the most abundant aglycone Gymnemagenin (10) whereas gymnestrogenin (11) was endowed with a dual LXRalpha/beta antagonistic profile. Deep pharmacological investigation demonstrated that gymnestrogenin, reducing the expression of SREBP1c and ABCA1 in vitro, is able to decrease lipid accumulation in HepG2 cells. The results of this study substantiate the use of G. sylvestre extract in LXR mediated dislypidemic diseases.

Description

Gymnemagenin is a triterpenoid isolated from G. sylvestre. Gymnemagenin is an agent for diabetes and obesity and also possesses antiviral properties.

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