Glycyrrhizic acid ammonium salt CAS 53956-04-0
Introduction:Basic information about Glycyrrhizic acid ammonium salt CAS 53956-04-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Glycyrrhizic acid ammonium salt Basic information
| Product Name: | Glycyrrhizic acid ammonium salt |
| Synonyms: | monoammoniumglycyrrhetat;Monoammoniumglycyrrhetate;monoammoniumglycyrrhizate;(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;alpha-D-Glucopyranosiduronic acid, (3-beta,20-beta)-20-carboxy-11-oxo-30-norolean-12-en- 3-yl 2-O-beta-D-glucopyranuronosyl-, ammoniate;20β-Carboxy-11-oxo-30-noroleana-12-ene-3β-yl 2-O-(β-D-glucopyranuronosyl)-α-D-glucopyranosiduronic acid/ammonia,(1:x);Glycyrrhizine ammonium 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 |
| CAS: | 53956-04-0 |
| MF: | C42H65NO16 |
| MW: | 839.97 |
| EINECS: | 258-887-7 |
| Product Categories: | API;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Herb extract;Pyridines;Inhibitors;Natural Plant Extract;The group of Liquorice;Biochemistry;Disaccharides;Glycosides;Sugars;Organics;53956-04-0 |
| Mol File: | 53956-04-0.mol |
Glycyrrhizic acid ammonium salt Chemical Properties
| 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 |
| 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
| RIDADR | UN 3077 9 / PGIII |
| WGK Germany | 2 |
| RTECS | LZ6500000 |
| F | 3-10 |
| TSCA | TSCA listed |
| HS Code | 29389090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 |
| Description | § 184.1408(a)(1) Licorice (glycyrrhiza) root is the dried and groundrhizome and root portions of Glycyrrhiza glabra or other species ofglycyrrhiza. Licorice extract is that portion of the licorice root thatis, after maceration, extracted by boiling water. The extract can befurther purified by filtration and by treatment with acids and ethylalcohol. Licorice extract is sold as a liquid paste ("block"), or spraydriedpowder. (2) Ammoniated glycyrrhizin is prepared from thewater extract of licorice root by acid precipitation followed by neutralizationwith dilute ammonia. Monoammonium glycyrrhizinate(C42H61016NH45H2O ) is prepared from ammoniated glycyrrhizin bysolvent extraction and separation techniques. |
| 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. |
| Chemical Properties | white to slightly yellow powder |
| Uses | anti-cancer agent |
| Uses | pharmaceutical excipient, GRAS, sweetener |
| Uses | 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. |
| 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-inflammatory drugs with which Ammonium Glycyrrhizinate is associated. |
| 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. |
| 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.] |
Glycyrrhizic acid ammonium salt Preparation Products And Raw materials
| Raw materials | Ammonium hydroxide-->LACQUER THINNER-->Glycyrrhizic acid-->DGL |
| Preparation Products | Ammonium Glycyrrhizinate |
