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HomeProduct name listGlycyrrhizic acid ammonium salt

Glycyrrhizic acid ammonium salt

Synonym(s):3-O-(2-O-β-D-Glucopyranuronosyl-α-D-glucopyranuronosyl)-18β-glycyrrhetinic acid ammonium salt;Glycyrrhizic acid ammonium salt;Glycyrrhizic Acid, NH₄ +;Glycyrrhizin;Glycyrrhizin, Ammonium Salt - CAS 53956-04-0 - Calbiochem

  • CAS NO.:53956-04-0
  • Empirical Formula: C42H65NO16
  • Molecular Weight: 839.97
  • MDL number: MFCD00167400
  • EINECS: 258-887-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 23:02:33
Glycyrrhizic acid ammonium salt Structural

What is Glycyrrhizic acid ammonium salt?

Description

§ 184.1408(a)(1) Licorice (glycyrrhiza) root is the dried and ground rhizome and root portions of Glycyrrhiza glabra or other species of glycyrrhiza. Licorice extract is that portion of the licorice root that is, after maceration, extracted by boiling water. The extract can be further purified by filtration and by treatment with acids and ethyl alcohol. Licorice extract is sold as a liquid paste ("block"), or spraydried powder. (2) Ammoniated glycyrrhizin is prepared from the water extract of licorice root by acid precipitation followed by neutralization with dilute ammonia. Monoammonium glycyrrhizinate (C42H61016NH45H2O ) is prepared from ammoniated glycyrrhizin by solvent extraction and separation techniques.

Chemical properties

white to slightly yellow powder

Chemical properties

Licorice (glycyrrhiza) root is the dried and ground rhizome and root portions of Glycyrrhiza glabra or other species of glycyrrhiza Ammoniated glycyrrhizin is prepared from the water extract of licorice root by acid precipitation, followed by neutral- ization with dilute ammonia Monoammonium glycyrrhizinate (C42H62O16NH45H2O) is prepared from ammoniated glycyrrhizin by solvent extraction and separation techniques.

The Uses of Glycyrrhizic acid ammonium salt

Glycyrrhizic acid ammonium salt is a flavoring and sweetening agent obtained from licorice flavonoids. It has a slight licorice flavor and an intense and rounded sweetness. It is soluble in water, glycerin, and propylene glycol and has good thermal stability but can degrade under prolonged heating. It is stable over a ph of 3.5–9 but could precipitate below ph of 3.5. It can be used in beverages, desserts, confectionary products, soups, and dressings.

The Uses of Glycyrrhizic acid ammonium salt

Ammonium Glycyrrhizinate is used in the synthesis of polyion complex nanocarriers which may act as a template for the design of other negatively charged water-soluble drugs. Particularly for anti-infl ammatory drugs with which Ammonium Glycyrrhizinate is associated.

The Uses of Glycyrrhizic acid ammonium salt

anti-cancer agent

The Uses of Glycyrrhizic acid ammonium salt

pharmaceutical excipient, GRAS, sweetener

What are the applications of Application

Glycyrrhizin Acid Ammonium Salt is a potent anti-viral agent

Definition

ChEBI: Monoammonium glycyrrhizinate is an organic molecular entity.

General Description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Biochem/physiol Actions

Biologically active constituent in the sweet root of Glycyrrhiza species (licorice). Antiviral.

Anticancer Research

Glycyrrhizin (GL) is a saponin-like compound that provides the main sweet flavourfor G. glabra (licorice), and it is commonly used in clinical treatment for itsoutstanding pharmacological action such as antitumour, anti-inflammatory andanti-oxidativeactions (Rebhun et al. 2015; Wu et al. 2015). Cai et al. (2017) triedto evaluate the anticancer properties of GA and GL against TNBC in combinationwith etoposide.

Safety Profile

Moderately toxic by intravenous route. An experimental teratogen. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NH3.

Purification Methods

Crystallise the ammonium salt from glacial acetic acid, then dissolve it in ethanolic ammonia and evaporate. The pentahydrate forms needles from 75% aqueous EtOH, m 212-217o. The free acid crystallises from glacial acetic acid. [Karrer et al. Helv Chim Acta 4 100 1921, Lithgoe & Tripett J Chem Soc 1983, 1987 1950, Beilstein 18 IV 5156.]

Properties of Glycyrrhizic acid ammonium salt

Melting point: >200°C (dec.)
Boiling point: 768.56°C (rough estimate)
Density  1.1846 (rough estimate)
refractive index  49 ° (C=1.5, EtOH)
FEMA  2528 | GLYCYRRHIZIN, AMMONIATED (GLYCYRRHIZA SPP.)
storage temp.  2-8°C
solubility  Slightly soluble in water, very slightly soluble in anhydrous ethanol, practically insoluble in acetone. It dissolves in dilute solutions of acids and of alkali hydroxides.
form  Powder or Crystals
color  Yellow to yellow-green
Odor bland
optical activity [α]20/D +48±4°, c = 1% in ethanol: water (1:1)
BRN  3897076
Stability: Hygroscopic
CAS DataBase Reference 53956-04-0
EPA Substance Registry System .alpha.-D-Glucopyranosiduronic acid, (3.beta.,20.beta.)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-.beta.-D-glucopyranuronosyl-, monoammonium salt (53956-04-0)

Safety information for Glycyrrhizic acid ammonium salt

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P337+P313:IF eye irritation persists: Get medical advice/attention.

Computed Descriptors for Glycyrrhizic acid ammonium salt

InChIKey ILRKKHJEINIICQ-YDYGGSECSA-N

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