Glycyrrhetic acid 3-O-mono-beta-D-glucuronideCAS# 34096-83-8 |
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Chemical structure
3D structure
| 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. |
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| 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. |
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| 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. | ||
The roots of Glycyrrhiza uralensis Fisch
| Description | 1. 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
Glycyrrhetic acid 3-O-mono-beta-D-glucuronide Molarity Calculator
| 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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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%.
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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