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Glycyrrhetic acid 3-O-mono-beta-D-glucuronide

CAS# 34096-83-8

Glycyrrhetic acid 3-O-mono-beta-D-glucuronide

2D Structure

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Quality Control of Glycyrrhetic acid 3-O-mono-beta-D-glucuronide

3D structure

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Glycyrrhetic acid 3-O-mono-beta-D-glucuronide

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Chemical Properties of Glycyrrhetic acid 3-O-mono-beta-D-glucuronide

Cas No. 34096-83-8 SDF Download SDF
PubChem ID 161800 Appearance Powder
Formula C36H54O10 M.Wt 646.8
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)O)C)C(=O)C=C5C3(CCC6(C5CC(CC6)(C)C(=O)O)C)C)C)C
Standard InChIKey HLDYLAJAWSKPFZ-QDPIGISRSA-N
Standard InChI InChI=1S/C36H54O10/c1-31(2)21-8-11-36(7)27(34(21,5)10-9-22(31)45-29-25(40)23(38)24(39)26(46-29)28(41)42)20(37)16-18-19-17-33(4,30(43)44)13-12-32(19,3)14-15-35(18,36)6/h16,19,21-27,29,38-40H,8-15,17H2,1-7H3,(H,41,42)(H,43,44)/t19-,21-,22-,23-,24-,25+,26-,27+,29+,32+,33-,34-,35+,36+/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 Glycyrrhetic acid 3-O-mono-beta-D-glucuronide

The roots of Glycyrrhiza uralensis Fisch

Biological Activity of Glycyrrhetic acid 3-O-mono-beta-D-glucuronide

Description1. Glycyrrhetic acid 3-O-mono-beta-D-glucuronide is a potent sweetener (relative sweetness to sucrose: x 941).

Glycyrrhetic acid 3-O-mono-beta-D-glucuronide Dilution Calculator

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Glycyrrhetic acid 3-O-mono-beta-D-glucuronide Molarity Calculator

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Preparing Stock Solutions of Glycyrrhetic acid 3-O-mono-beta-D-glucuronide

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.5461 mL 7.7304 mL 15.4607 mL 30.9215 mL 38.6518 mL
5 mM 0.3092 mL 1.5461 mL 3.0921 mL 6.1843 mL 7.7304 mL
10 mM 0.1546 mL 0.773 mL 1.5461 mL 3.0921 mL 3.8652 mL
50 mM 0.0309 mL 0.1546 mL 0.3092 mL 0.6184 mL 0.773 mL
100 mM 0.0155 mL 0.0773 mL 0.1546 mL 0.3092 mL 0.3865 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 Glycyrrhetic acid 3-O-mono-beta-D-glucuronide

Microbial Production of Glycyrrhetic Acid 3--Mono--D-Glucuronide from Glycyrrhizin by MG-27

Biosci. Biotech. Bioch.,1994, 58(3):554-5.

It was found that MG-27, a yeast isolated from soil, selectively hydrolyzed the terminal -glucuronyl linkage of glycyrrhizin (1) to yield glycyrrhetic acid 3--mono---glucuronide (Glycyrrhetic acid 3-O-mono-beta-D-glucuronide,MGGR, 3), a potent sweetener (relative sweetness to sucrose: × 941). The conditions for cultivation of this yeast with the maximum hydrolytic activity as well as the reaction conditions of 1 with the cells for the maximum yield of 3 were investigated. Based on the results, strain MG-27 was cultivated with a medium composed of 1.0% 1, 1.0% glucose, 0.5% Polypepton, and 0.3% yeast extract at 28°C for 24h. The reaction of the resulting cells and 1 at pH 5.7 at 45°C for 48 h afforded 3 in a yield of 95%.

Description

Glycyrrhetic acid 3-O-β-D-glucuronide, isolated from glycyrrhiza, is an important derivative of glycyrrhizin (GL) with an anti -allergic activity. Glycyrrhetic acid 3-O-β-D-glucuronide (GAMG) shows that β‐glucuronidases (β‐GUS) are key GAMG-producing enzymes, displaying a high potential to convert GL directly into GAMG.Glycyrrhetic acid 3-O-β-D-glucuronide is valuable as a sweetener.

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