Glycyrrhizin (Glycyrrhizic Acid)

Alias:

Glizigen; Liquorice; Glycyrrhizin;

Cat No.:V0870 Purity: ≥98%
Glycyrrhizic Acid (also known as Glizigen; Liquorice; Glycyrrhizin), a naturally occurring triterpenoid saponin analog found in the licorice root, is a widely used anti-inflammatory agent but also has anticancer activities.
Glycyrrhizin (Glycyrrhizic Acid) Chemical Structure CAS No.: 1405-86-3
Product category: Dehydrogenase
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
250mg
500mg
1g
Other Sizes

Other Forms of Glycyrrhizin (Glycyrrhizic Acid):

  • Glycyron ammonium
  • Dipotassium glycyrrhizinate
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Glycyrrhizic Acid (also known as Glizigen; Liquorice; Glycyrrhizin), a naturally occurring triterpenoid saponin analog found in the licorice root, is a widely used anti-inflammatory agent but also has anticancer activities. Glycyrrhizic acid is responsible for the sweet taste of Glycyrrhiza glabra (liquorice) root. Structurally it is a saponin and has been used as an emulsifier and gel-forming agent in foodstuff and cosmetics. Its aglycone is enoxolone and it has therefore been used as a prodrug for that compound, for example it is used in Japan to prevent liver carcinogenesis in patients with chronic hepatitis C.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Glycyrrhizic acid functions as a drug delivery system and exhibits a number of anti-cancer-related pharmacological activities, including resistance to tissue toxicity brought on by radiation and chemotherapy, broad-spectrum anti-cancer ability, and anti-multidrug resistance (MDR) mechanism. transportable substance[1]. Glycyrrhizic acid significantly raised calcium levels and stimulated GLP-1 production in intestinal GLP-1-secreting NCI-H716 cells. Through TGR5 activation, glycyrrhizic acid can increase GLP-1 secretion[2]. At 37°C, glycyrrhizic acid can produce stable, transparent low molecular weight hydrogels (LMWHs) with nanoclusters as the microstructure in physiological phosphate buffer saline (PBS) [4].
ln Vivo
Glycyrrhizic acid elevated plasma GLP-1 levels in streptozotocin-induced type 1 diabetic rats (STZ-treated rats), while triamterene was sufficient to inhibit Takeda G protein-coupled receptor 5 (TGR5) was blocked [1]. In mice, glycyrrhizic acid (50 mg/kg, ip) dramatically lowers TgAb, HMGB1, TNF-α, IL-6, and IL-1β levels [3].
Animal Protocol
30, 60 or 120 mg/kg
Male Wistar rats
References
[1]. Su X, et al. Glycyrrhizic acid: A promising carrier material for anticancer therapy. Biomed Pharmacother. 2017 Sep 5;95:670-678
[2]. Wang LY, et al. Glycyrrhizic acid increases glucagon like peptide-1 secretion via TGR5 activation in type 1-like diabetic rats. Biomed Pharmacother. 2017 Sep 4;95:599-604.
[3]. Li C, et al. Glycyrrhizin, a Direct HMGB1 Antagonist, Ameliorates Inflammatory Infiltration in a Model of Autoimmune Thyroiditis via Inhibition of TLR2-HMGB1 Signaling. Thyroid. 2017 May;27(5):722-731.
[4]. Xia Zhao, et al. A Simple Injectable Moldable Hydrogel Assembled from Natural Glycyrrhizic Acid with Inherent Antibacterial Activity. ACS Appl. Bio Mater. 2020, 3, 1, 648–653
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C42H62O16
Molecular Weight
822.93
CAS #
1405-86-3
SMILES
O([C@@]1([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(C(=O)O[H])O1)O[H])O[H])O[C@@]1([H])[C@@]([H])([C@]([H])([C@]([H])([C@@]([H])(C(=O)O[H])O1)O[H])O[H])O[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])C([H])(C([H])([H])C([H])([H])[C@@]3(C([H])([H])[H])[C@]4(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]5(C([H])([H])[H])C([H])([H])C([H])([H])[C@@](C(=O)O[H])(C([H])([H])[H])C([H])([H])[C@]5([H])C4=C([H])C([C@]32[H])=O)C1(C([H])([H])[H])C([H])([H])[H]
Synonyms

Glizigen; Liquorice; Glycyrrhizin;

Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 117 mg/mL (142.25 mM)
Water:<1 mg/mL
Ethanol: 165 mg/mL (201.0 mM)
Solubility (In Vivo)

Chemical Name:(2S,3S,4S,5R,6R)-6-(((2S,3R,4S,5S,6S)-6-carboxy-2-(((3R,4aR,6aR,6bS,8aS,11R,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy)-4,5-dihydroxytetrahydro-2H-pyran-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

InChi Key:LPLVUJXQOOQHMX-ACOLGLFUSA-N

InChi Code:InChI=1S/C42H62O16/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54)/t19-,21-,22+,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39+,40-,41+,42+/m0/s1

SMILES Code:O[C@@H]([C@@H]([C@@H](C(O)=O)O1)O)[C@@H](O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](C(O)=O)O2)O)O)O)[C@H]1O[C@@H](C(C)([C@](CC[C@@]([C@@]3(CC[C@]4(CC[C@](C[C@]4(C3=C5)[H])(C(O)=O)C)C)C)6C)7[H])C)CC[C@]7(C)[C@@]6([H])C5=O

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.2152 mL 6.0759 mL 12.1517 mL
5 mM 0.2430 mL 1.2152 mL 2.4303 mL
10 mM 0.1215 mL 0.6076 mL 1.2152 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Glycyrrhizin (Glycyrrhizic Acid)
    Effects of glycyrrhizic acid and DMH on incidence of ACF per rat colon.PLoS One. 2013; 8(2): e56020.
  • Glycyrrhizin (Glycyrrhizic Acid)
    Effects of DMH and glycyrrhizic acid on incidence of MDF per rat colon.PLoS One. 2013; 8(2): e56020.
  • Glycyrrhizin (Glycyrrhizic Acid)

    Effect of glycyrrhizic acid and DMH on TNF-α level.PLoS One. 2013; 8(2): e56020.
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