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22-beta-Acetoxyglycyrrhizin

CAS# 938042-17-2

22-beta-Acetoxyglycyrrhizin

2D Structure

Catalog No. BCN7904----Order now to get a substantial discount!

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Quality Control of 22-beta-Acetoxyglycyrrhizin

3D structure

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22-beta-Acetoxyglycyrrhizin

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Chemical Properties of 22-beta-Acetoxyglycyrrhizin

Cas No. 938042-17-2 SDF Download SDF
PubChem ID 102051862 Appearance Powder
Formula C44H64O18 M.Wt 880.97
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-[(2R,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aR,9R,11R,12aS,14aR,14bS)-9-acetyloxy-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]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES CC(=O)OC1CC(CC2C1(CCC3(C2=CC(=O)C4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)C)C)C)(C)C(=O)O
Standard InChIKey OBFDSOYVKVRFGY-AZFCQWTHSA-N
Standard InChI InChI=1S/C44H64O18/c1-18(45)58-24-17-40(4,38(56)57)16-20-19-15-21(46)33-42(6)11-10-23(39(2,3)22(42)9-12-44(33,8)43(19,7)14-13-41(20,24)5)59-37-32(28(50)27(49)31(61-37)35(54)55)62-36-29(51)25(47)26(48)30(60-36)34(52)53/h15,20,22-33,36-37,47-51H,9-14,16-17H2,1-8H3,(H,52,53)(H,54,55)(H,56,57)/t20-,22-,23-,24+,25-,26-,27-,28-,29+,30-,31-,32+,33+,36-,37+,40+,41+,42-,43+,44+/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 22-beta-Acetoxyglycyrrhizin

The roots of Glycyrrhiza uralensis

Biological Activity of 22-beta-Acetoxyglycyrrhizin

Description22-beta-Acetoxyglycyrrhizin is a natural product from Glycyrrhiza uralensis.
In vitro

Metabolites identification of bioactive licorice compounds in rats.[Pubmed: 26311472]

J Pharm Biomed Anal. 2015 Nov 10;115:515-22.

Licorice (Glycyrrhiza uralensis Fisch.) is one of the most popular herbal medicines worldwide. This study aims to identify the metabolites of seven representative bioactive licorice compounds in rats.
METHODS AND RESULTS:
These compounds include 22β-acetoxyl glycyrrhizin (22-beta-Acetoxyglycyrrhizin,1), licoflavonol (2), licoricidin (3), licoisoflavanone (4), isoglycycoumarin (5), semilicoisoflavone B (6), and 3-methoxy-9-hydroxy-pterocarpan (7). After oral administration of 250mg/kg of 1 or 40mg/kg of 2-7 to rats, a total of 16, 43 and 31 metabolites were detected in the plasma, urine and fecal samples, respectively. The metabolites were characterized by HPLC/DAD/ESI-MS(n) and LC/IT-TOF-MS analyses. Particularly, two metabolites of 1 were unambiguously identified by comparing with reference standards, and 22β-acetoxyl glycyrrhizin-6″-methyl ester (1-M2) is a new compound.
CONCLUSIONS:
Compound 1 could be readily hydrolyzed to eliminate the glucuronic acid residue. The phenolic compounds (4-7) mainly undertook phase II metabolism (glucuronidation or sulfation). Most phenolic compounds with an isoprenyl group (chain or cyclized, 2-5) could also undertake hydroxylation reaction. This is the first study on in vivo metabolism of these licorice compounds.

22-beta-Acetoxyglycyrrhizin Dilution Calculator

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22-beta-Acetoxyglycyrrhizin Molarity Calculator

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Preparing Stock Solutions of 22-beta-Acetoxyglycyrrhizin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.1351 mL 5.6756 mL 11.3511 mL 22.7022 mL 28.3778 mL
5 mM 0.227 mL 1.1351 mL 2.2702 mL 4.5404 mL 5.6756 mL
10 mM 0.1135 mL 0.5676 mL 1.1351 mL 2.2702 mL 2.8378 mL
50 mM 0.0227 mL 0.1135 mL 0.227 mL 0.454 mL 0.5676 mL
100 mM 0.0114 mL 0.0568 mL 0.1135 mL 0.227 mL 0.2838 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 22-beta-Acetoxyglycyrrhizin

Metabolites identification of bioactive licorice compounds in rats.[Pubmed:26311472]

J Pharm Biomed Anal. 2015 Nov 10;115:515-22.

Licorice (Glycyrrhiza uralensis Fisch.) is one of the most popular herbal medicines worldwide. This study aims to identify the metabolites of seven representative bioactive licorice compounds in rats. These compounds include 22beta-acetoxyl glycyrrhizin (1), licoflavonol (2), licoricidin (3), licoisoflavanone (4), isoglycycoumarin (5), semilicoisoflavone B (6), and 3-methoxy-9-hydroxy-pterocarpan (7). After oral administration of 250mg/kg of 1 or 40mg/kg of 2-7 to rats, a total of 16, 43 and 31 metabolites were detected in the plasma, urine and fecal samples, respectively. The metabolites were characterized by HPLC/DAD/ESI-MS(n) and LC/IT-TOF-MS analyses. Particularly, two metabolites of 1 were unambiguously identified by comparing with reference standards, and 22beta-acetoxyl glycyrrhizin-6''-methyl ester (1-M2) is a new compound. Compound 1 could be readily hydrolyzed to eliminate the glucuronic acid residue. The phenolic compounds (4-7) mainly undertook phase II metabolism (glucuronidation or sulfation). Most phenolic compounds with an isoprenyl group (chain or cyclized, 2-5) could also undertake hydroxylation reaction. This is the first study on in vivo metabolism of these licorice compounds.

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