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    Glycyrrhizin (Glycyrrhizic Acid)
    Glycyrrhizin (Glycyrrhizic Acid)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V0870
    CAS #: 1405-86-3Purity ≥98%

    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.

    References: J Steroid Biochem Mol Biol. 2002 Apr;80(4-5):441-7.

    Related CAS #: 1407-03-0 (Ammonium Glycyrrhizinate); 1405-86-3 (Glycyrrhizic acid)

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    Molecular Weight (MW)822.93
    FormulaC42H62O16
    CAS No.1405-86-3
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    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[[email protected]@H]([[email protected]@H]([[email protected]@H](C(O)=O)O1)O)[[email protected]@H](O[[email protected]]2[[email protected]@H]([[email protected]]([[email protected]@H]([[email protected]@H](C(O)=O)O2)O)O)O)[[email protected]]1O[[email protected]@H](C(C)([[email protected]](CC[[email protected]@]([[email protected]@]3(CC[[email protected]]4(CC[[email protected]](C[[email protected]]4(C3=C5)[H])(C(O)=O)C)C)C)6C)7[H])C)CC[[email protected]]7(C)[[email protected]@]6([H])C5=O

    Synonyms

    Glizigen; Liquorice; Glycyrrhizin; 


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    In Vitro

    In vitro activity: Glycyrrhizic acid shows a series of anti-cancer-related pharmacological activities, such as broad-spectrum anti-cancer ability, resistance to the tissue toxicity caused by chemotherapy and radiation, drug absorption enhancing effects and anti-multidrug resistance (MDR) mechanisms, as a carrier material in drug delivery systems[1]. In intestinal NCI-H716 cells that secretes GLP-1, Glycyrrhizic acid promotes GLP-1 secretion with a marked elevation of calcium levels. Glycyrrhizic acid can enhance GLP-1 secretion through TGR5 activation

    In VivoMale Wistar rats were given 30, 60 or 120 mg/kg of GA twice a day for 2 weeks. Plasma corticosterone was decreased in those given the 120 mg dose, while urinary corticosterone excretion was increased in those given the 30 and 60 mg doses but decreased in those given 120 mg GA. NAD(+)-dependent dehydrogenase activity in kidney microsomal fraction was decreased in animals receiving doses of 60 and 120 mg GA. The 11-HSD2 protein and mRNA levels were decreased in those given 120 mg GA. In contrast, in vitro studies using mouse kidney M1 cells revealed that 24h treatment with glycyrrhetinic acid did not affect the 11-HSD2 mRNA expression levels. Thus, in addition to its role as a competitive inhibitor of 11-HSD2, the chronic high dose of GA suppresses mRNA and protein expression of 11-HSD2 possibly via indirect mechanisms. These effects may explain the prolonged symptoms after cessation of GA administration in some pseudoaldosteronism patients.
    Animal modelMale Wistar rats 
    Formulation & Dosage30, 60 or 120 mg/kg  
    References

    J Steroid Biochem Mol Biol. 2002 Apr;80(4-5):441-7.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

    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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