ChemicalBook CAS DataBase List 53956-04-0

53956-04-0

Name	Glycyrrhizic acid ammonium salt
CAS	53956-04-0
EINECS(EC#)	258-887-7
Molecular Formula	C42H65NO16
MDL Number	MFCD00167400
Molecular Weight	839.96
MOL File	53956-04-0.mol

Synonyms

GLYCAMIL ammoniate glycyrram Glycyrrhiz Magnasweet GLYCYRRHIZICAMMONIUM AMMONIUMGLYCYRRHIZIN ammoniumglycyrrhizate GLYCYRRHIZIC ACID, NH4 Ammoniumglycynhizinato AMMONIATEDGLYCERRHIZIN AMMONIATED GLYCYRRHIZIN GLYCYRRHIZIC ACID, NH4+ GLYCYRRHIZIN AMMONIACAL GLYCYRRHIZIN, AMMONIATED monoammoniumglycyrrhetat AMMONIUM GLYCYRRHIZINATE Ammonium Glyeyrrhizinate Monoammoniumglycyrrhetate monoammoniumglycyrrhizate GLYCYRRHIZIN AMMONIUM SALT GLYCYRRHIZIC ACID AMMONIUM MONOAMMONIUM GLYCRRHIZINATE Glycyrrhizine ammonium salt MONOAMMONIUM GLYCYRRHIZINATE Mono aMMoniuM glycrrnhizinate MONOAMMONIATED GLYCYRRHIZINATE glycyrrhizin monoammonium salt GLYCYRRHIZINICACIDAMMONIUMSALT GLYCYRRHIZIC ACID AMMONIUM SALT Ammonium Glycyrrhizate (100 mg) Glycyrrhizin Acid Ammonium Salt MonoaMMoniuM 18β-glycyrrhizinate AMMONIATED GLYCYRRHIZIN, NATURAL GLYCERRHIZICACIDMONOAMMONIUMSALT GLYCYRRHIZINATE MONOAMMONIUM SALT GlycyrrhizinicAcidAmmoniumSalt,>95% GLYCYRRHIZIC ACID MONOAMMONIUM SALT GLYCYRRHIZIC ACID, AMMONIUM SALT(RG) GLYCYRRHIZIC ACID AMMONIUM SALT FROM Glycyrrhizic acid aMMoniuM salt EP/BP Glycyrrhizic acid ammonium salt, >=73% Glycyrrhizic acid MonoaMMoniuM salt, 98+% GLYCYRRHIZIN, AMMONIATED (GLYCYRRHIZA SPP.) Glycyrrhizic acid aMMoniuM salt, froM Glycyrrhizae Glycyrrhizic acid monoammonium salt trihydrate,98% Glycyrrhizic acid MonoaMMoniuM salt trihydrate, 98% 25GR MONOAMMONIUM GLYCYRRHIZINATE 95% SODIUM GLYCYRRHIZINTE 95% Glycyrrhizic acid, aMMoniuM salt, trihydrate / Glycyrrihizin GLYCYRRHIZIN, AMMONIATED [GLYCYRRHIZINIC ACID, MONOAMMONIUM SALT] Glycyrrhizic Acid Monoammonium Salt Glycyrrhizin Monoammonium Salt Glycyrrhizic acid ammonium salt from glycyrrhiza root (licorice) Glycyrrhizic acid aMMoniuM salt froM glycyrrhiza root (licorice) >=70% (HPLC) 3-O-(2-O-β-D-Glucopyranuronosyl-α-D-glucopyranuronosyl)-18β-glycyrrhetinic acid ammonium salt 3-O-(2-O-BETA-D-GLUCOPYRANURONOSYL-ALPHA-D-GLUCOPYRANURONOSYL)-18BETA-GLYCYRRHETINIC ACID AMMONIUM SALT 3-O-(2-O-beta-D-Glucopyranuronosyl-alpha-D-glucopyranuronosyl)-18beta-g lycyrrhetinic acid ammonium salt 20β-Carboxy-11-oxo-30-noroleana-12-ene-3β-yl 2-O-(β-D-glucopyranuronosyl)-α-D-glucopyranosiduronic acid/ammonia,(1:x) α-D-Glucopyranosiduronic acid, (3,20)-20-carboxy- 11-oxo-30-norolean-12-en-3-yl 2-O--D-glucopyranuronosyl-, monoammonium salt a-D-Glucopyranosiduronic acid, (3b,20b)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-b-D-glucopyranuronosyl-, aMMoniuMsalt (1:1) alpha-D-Glucopyranosiduronic acid, (3-beta,20-beta)-20-carboxy-11-oxo-30-norolean-12-en- 3-yl 2-O-beta-D-glucopyranuronosyl-, ammoniate .alpha.-D-Glucopyranosiduronicacid,(3.beta.,20.beta.)-20-carboxy-11-oxo-30-norolean-12-en-3-yl2-O-.beta.-D-glucopyranuronosyl-,monoammoniumsalt .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 AMMONIUM 10-[6-CARBOXY-3-(6-CARBOXY-3,4,5-TRIHYDROXY-OXAN-2-YL)OXY-4,5-DIHYDROXY-OXAN-2-YL]OXY-2,4A,6A,6B,9,9,12A-HEPTAMETHYL-13-OXO-3,4,5,6,6A,7,8,8A,10,11,12,14B-DODECAHYDRO-1H-PICENE-2-CARBOXYLATE 3-O-(2-O-β-D-Glucopyranuronosyl-α-D-glucopyranuronosyl)-18β-glycyrrhetinic acid ammonium salt Glycyrrhizin Monoammonium Glycyrrhizinate Hydrate Glycyrrhizic Acid Monoammonium Salt Glycyrrhizin Monoammonium Salt Glycyrrhiz aMMoniuM (2S,3S,4S,5R,6S)-5-((2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxytetrahydro-2H-pyran-2-yloxy)-6-((3S,6aR,6bS,8aS,11S,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-icosahydrop (2S,3S,4S,5R,6S)-6-[[(3S,4aS,6aR,6bS,8aR,11S,12aR,14aS,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]-5-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxy-oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid (2S,3S,4S,5R,6S)-6-[[(3S,4aS,6aR,6bS,8aR,11S,12aR,14aS,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]-5-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxy-oxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid azane

Chemical Properties

Appearance	white to slightly yellow powder
Melting point	>200°C (dec.)
Boiling point	768.56°C (rough estimate)
density	1.1846 (rough estimate)
FEMA	2528 \| GLYCYRRHIZIN, AMMONIATED (GLYCYRRHIZA SPP.)
refractive index	49 ° (C=1.5, EtOH)
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 Rotation	[α]20/D +48±4°, c = 1% in ethanol: water (1:1)
BRN	3897076
Stability:	Hygroscopic
Cosmetics Ingredients Functions	SKIN CONDITIONING - MISCELLANEOUS FLAVOURING FRAGRANCE
Cosmetic Ingredient Review (CIR)	Glycyrrhizic acid ammonium salt (53956-04-0)
InChIKey	ILRKKHJEINIICQ-YDYGGSECSA-N
LogP	-0.9
Uses	Monoammonium Glycyrrhizinate 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. less more
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 Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H319
Precautionary statements	P264-P280-P305+P351+P338-P337+P313
RIDADR	UN 3077 9 / PGIII
WGK Germany	2
RTECS	LZ6500000
F	3-10
TSCA	TSCA listed
REACH Registrations	Active
HS Code	29389090
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2
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. less more

Raw materials And Preparation Products

Hazard Information

Chemical Properties

white to slightly yellow powder

Uses

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.

Uses

anti-cancer agent

Uses

pharmaceutical excipient, GRAS, sweetener

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.

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.

target

ROS

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.]

Material Safety Data Sheet(MSDS)

Spectrum Detail

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