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Methyl gypsogenin 3-O-beta-D-glucuronopyranoside

CAS# 96553-02-5

Methyl gypsogenin 3-O-beta-D-glucuronopyranoside

2D Structure

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Methyl gypsogenin 3-O-beta-D-glucuronopyranoside: 5mg $35 In Stock
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Quality Control of Methyl gypsogenin 3-O-beta-D-glucuronopyranoside

3D structure

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Methyl gypsogenin 3-O-beta-D-glucuronopyranoside

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Chemical Properties of Methyl gypsogenin 3-O-beta-D-glucuronopyranoside

Cas No. 96553-02-5 SDF Download SDF
PubChem ID 21626375 Appearance Powder
Formula C37H56O10 M.Wt 660.9
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (4aS,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-formyl-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxycarbonyloxan-2-yl]oxy-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(CCC(C5(C)C=O)OC6C(C(C(C(O6)C(=O)OC)O)O)O)C)C)C2C1)C)C(=O)O)C
Standard InChIKey LHZZULHOQSQSJN-UPGAAKEKSA-N
Standard InChI InChI=1S/C37H56O10/c1-32(2)14-16-37(31(43)44)17-15-35(5)20(21(37)18-32)8-9-23-33(3)12-11-24(34(4,19-38)22(33)10-13-36(23,35)6)46-30-27(41)25(39)26(40)28(47-30)29(42)45-7/h8,19,21-28,30,39-41H,9-18H2,1-7H3,(H,43,44)/t21-,22+,23+,24-,25-,26-,27+,28-,30+,33-,34-,35+,36+,37-/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 Methyl gypsogenin 3-O-beta-D-glucuronopyranoside

The seeds of Momordica cochinchinensis

Biological Activity of Methyl gypsogenin 3-O-beta-D-glucuronopyranoside

DescriptionGypsogenin 3-O-beta-D-glucuronopyranoside shows inhibitory activity toward pancreatic lipase with IC50 value of 0.29 mM, and the free carboxylic acid groups in position 28 within its chemical structures are required for enhancement of pancreatic lipase inhibition.
TargetsPancreatic lipase

Protocol of Methyl gypsogenin 3-O-beta-D-glucuronopyranoside

Structure Identification
Chem. Pharm. Bull. (Tokyo).,2007, 55(7):1087-9.

Pancreatic lipase-inhibiting triterpenoid saponins from fruits of Acanthopanax senticosus.[Pubmed: 17603209]

Sixteen triterpenoid saponins were isolated from the fruits of Acanthopanax senticosus, including a new compound, acanthopanaxoside E (1), which was established as 3-O-beta-D-glucuronopyranosyl echinocystic acid 28-O-beta-D-glucopyranoside on the basis of various spectroscopic analyses and chemical degradation.
METHODS AND RESULTS:
By using a pancreatic lipase-inhibiting assay system, the crude saponin fraction showed inhibitory activity on pancreatic lipase, which is a key enzyme in lipid digestion. Among the isolated compounds, silphioside F (2), copteroside B (3), hederagenin 3-O-beta-D-glucuronopyranoside 6'-O-methyl ester (4) and gypsogenin 3-O-beta-D-glucuronopyranoside (Methyl gypsogenin 3-O-beta-D-glucuronopyranoside,5) showed inhibitory activity toward pancreatic lipase with IC(50) values of 0.22, 0.25, 0.26 and 0.29 mM, respectively, and the free carboxylic acid groups in position 28 within their chemical structures were required for enhancement of pancreatic lipase inhibition.

Methyl gypsogenin 3-O-beta-D-glucuronopyranoside Dilution Calculator

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Methyl gypsogenin 3-O-beta-D-glucuronopyranoside Molarity Calculator

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Preparing Stock Solutions of Methyl gypsogenin 3-O-beta-D-glucuronopyranoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.5131 mL 7.5654 mL 15.1309 mL 30.2618 mL 37.8272 mL
5 mM 0.3026 mL 1.5131 mL 3.0262 mL 6.0524 mL 7.5654 mL
10 mM 0.1513 mL 0.7565 mL 1.5131 mL 3.0262 mL 3.7827 mL
50 mM 0.0303 mL 0.1513 mL 0.3026 mL 0.6052 mL 0.7565 mL
100 mM 0.0151 mL 0.0757 mL 0.1513 mL 0.3026 mL 0.3783 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 Methyl gypsogenin 3-O-beta-D-glucuronopyranoside

Pancreatic lipase-inhibiting triterpenoid saponins from fruits of Acanthopanax senticosus.[Pubmed:17603209]

Chem Pharm Bull (Tokyo). 2007 Jul;55(7):1087-9.

Sixteen triterpenoid saponins were isolated from the fruits of Acanthopanax senticosus, including a new compound, acanthopanaxoside E (1), which was established as 3-O-beta-D-glucuronopyranosyl echinocystic acid 28-O-beta-D-glucopyranoside on the basis of various spectroscopic analyses and chemical degradation. By using a pancreatic lipase-inhibiting assay system, the crude saponin fraction showed inhibitory activity on pancreatic lipase, which is a key enzyme in lipid digestion. Among the isolated compounds, silphioside F (2), copteroside B (3), hederagenin 3-O-beta-D-glucuronopyranoside 6'-O-methyl ester (4) and gypsogenin 3-O-beta-D-glucuronopyranoside (5) showed inhibitory activity toward pancreatic lipase with IC(50) values of 0.22, 0.25, 0.26 and 0.29 mM, respectively, and the free carboxylic acid groups in position 28 within their chemical structures were required for enhancement of pancreatic lipase inhibition.

Description

Gypsogenin-3-O-glucuronide is a ubiquitous saponin precursor in plants of the genus Gypsophila.

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