An anti-inflammatory and immunomodulatory compound
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Parent Compound(s)
11847Glycyrrhizic Acid (ammonium salt)
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18β-Glycyrrhetinic Acid

Item No. 11845

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(20β)-3β-hydroxy-11-oxo-olean-12-en-29-oic acid
CAS Number
471-53-4
Synonyms
  • Arthrodont
  • Biosone
  • Enoxolone
  • α-Glycyrrhetinic Acid​
  • GM 1658
  • NSC 35347
  • PO 12
  • STX 352
Molecular Formula
C30H46O4
Formula Weight
470.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 13 mg/mlDMSO: 16 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH7.2) (1:7): 0.13 mg/ml
λmax
248 nm
SMILES
CC1(C)[C@@H](O)CC[C@@]2(C)[C@@]1([H])CC[C@]([C@@](CC[C@]3(C)[C@@]4([H])C[C@@](C)(C(O)=O)CC3)(C)C4=C5)(C)[C@]2([H])C5=O
InChi Code
InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27?,28-,29+,30+/m0/s1
InChi Key
MPDGHEJMBKOTSU-XVTPHDEKSA-N
Origin
Plant/Glycyrrhiza glabra
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 g

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    Product Description

    18β-Glycyrrhetinic acid is a major metabolite of glycyrrhizin (Item No. 11847), one of the main constituents of licorice. Both 18β-glycyrrhetinic acid and glycyrrhizin have been shown to exhibit anti-ulcerative, anti-inflammatory, and immunomodulatory properties. 18β-Glycyrrhetinic acid is an inhibitor of the complement pathway (IC50 = 35 μM).1 At 100 mg/kg/day, 18β-glycyrrhetinic acid is protective against diabetes complications by reducing lipid peroxidation and increasing antioxidant activity in diabetic rats.2 18β-Glycyrrhetinic acid inhibits mammalian DNA polymerases α, γ, κ, and λ with IC50 values of 16.1, 19.3, 15.8, and 13.7 μM, respectively.3 At 100-200 μM, 18β-glycyrrhetinic acid suppresses LPS-induced TNF-α production and NF-κB activation in mouse macrophages.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kroes, B.H., Beukelman, C.J., van den Berg, A.J.J., et al. Inhibition of human complement by β-glycyrrhetinic acid. Immunology 90, 115-120 (1997).

    2. Kalaiarasi, P., and Pugalendi, K.V. Protective effect of 18β-glycyrrhetinic acid on lipid peroxidation and antioxidant enzymes in experimental diabetes. J. Pharm. Res. 4(1), 107-111 (2011).

    3. Ishida, T., Mizushina, Y., Yagi, S., et al. Inhibitory effects of glycyrrhetinic acid on DNA polymerase and inflammatory activities. Evid. Based Complement. Alternat. Med. 2012, (2012).