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Glycyrrhizic Acid Ammonium Hydrate

Glycyrrhizic Acid Ammonium Hydrate

Product ID G4598
Cas No. 53956-04-0
Purity ≥93%
Product Unit SizeCostQuantityStock
10 g $62.20 In stock
25 g $105.30 In stock
Bulk Quote

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  • Product Info
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  • Description
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Description

Glycyrrhizin is a triterpene glycoside found in Glycyrrhiza that exhibits antiviral, anti-inflammatory, nephroprotective, neuroprotective, anticancer, chemopreventive, and antioxidative activities. Glycyrrhizin is commercially used as a flavorant and emulsifier. This compound inhibits 11β-hydroxysteroid dehydrogenase. Glycyrrhizin is occasionally clinically used to treat herpes virus infections, as it inhibits viral entry to host cells. Glycyrrhizin also inhibits renal ischemia/reperfusion injury in vivo by downregulating signaling of p38 MAPK and decreasing expression of IL-6, IL-1β, IFN-γ, and TNF-α. In vitro, glycyrrhizin decreases levels of ROS and malondialdehyde and increases levels of superoxide dismutase. In other in vitro models, glycyrrhizin prevents glial inflammation and kainic acid-induced neuronal death. This compound prevents the development of DMH-induced cancerous lesions in the colon, induces apoptosis and expression of p53, and decreases levels of inflammatory cytokines, COX-2, and VEGF; it also inhibits cellular proliferation and growth in prostate cancer cells.

Product Info

Cas No.

53956-04-0

Purity

≥93%

Formula

C42H62NO16 • xH2O

Formula Wt.

839.97

Chemical Name

(3β,20β)-20-Carboxy-11-oxo-30-norolean-2-en-3-yl 2-O-β-D-glucopyranuronosyl-a-D-glucopyranosiduronic acid

IUPAC Name

(2S,3S,4S,5R,6R)-6-[(3R,4S,5S,6S)-2-[[(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]-6-carboxy-4, 5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid;azane

Synonym

Glycyrrhizin, glycyrrhizinic acid, glycyrrhetinic acid glycoside

Melting Point

209-211°C

Solubility

Soluble in hot water or ethanol.

Appearance

White to off white powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

G4598 MSDS PDF

Info Sheet

G4598 Info Sheet PDF

References

Ye S, Zhu Y, Ming Y, et al. Glycyrrhizin protects mice against renal ischemia-reperfusion injury through inhibition of apoptosis and inflammation by downregulating p38 mitogen-activated protein kinase signaling. Exp Ther Med. 2014 May;7(5):1247-1252. PMID: 24940420.

Son M, Lee M, Sung GH, et al. Bioactive activities of natural products against herpesvirus infection. J Microbiol. 2013 Oct;51(5):545-51. Erratum in: J Microbiol. 2013 Dec;51(6):888. PMID: 24173639.

Luo L, Jin Y, Kim ID, et al. Glycyrrhizin attenuates kainic Acid-induced neuronal cell death in the mouse hippocampus. Exp Neurobiol. 2013 Jun;22(2):107-15. PMID: 23833559.

Feng L, Zhu MM, Zhang MH, et al. Protection of glycyrrhizic acid against AGEs-induced endothelial dysfunction through inhibiting RAGE/NF-κB pathway activation in human umbilical vein endothelial cells. J Ethnopharmacol. 2013 Jun 21;148(1):27-36. PMID: 23528363.

Khan R, Khan AQ, Lateef A, et al. Glycyrrhizic acid suppresses the development of precancerous lesions via regulating the hyperproliferation, inflammation, angiogenesis and apoptosis in the colon of Wistar rats. PLoS One. 2013;8(2):e56020. PMID: 23457494.

Shetty AV, Thirugnanam S, Dakshinamoorthy G, et al. 18α-glycyrrhetinic acid targets prostate cancer cells by down-regulating inflammation-related genes. Int J Oncol. 2011 Sep;39(3):635-40. PMID: 21637916.

Michaelis M, Geiler J, Naczk P, et al. Glycyrrhizin exerts antioxidative effects in H5N1 influenza A virus-infected cells and inhibits virus replication and pro-inflammatory gene expression. PLoS One. 2011;6(5):e19705. PMID: 21611183.

Wolkerstorfer A, Kurz H, Bachhofner N, et al. Glycyrrhizin inhibits influenza A virus uptake into the cell. Antiviral Res. 2009 Aug;83(2):171-8. PMID: 19416738.

Custom Order

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