Basic information
- CAS
53956-04-0- Standard SMILES
CC1(C)[C@@H](O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@@](C)(C(=O)O)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12.N- InChIKey
ILRKKHJEINIICQ-OOFFSTKBSA-N- Molecular formula
- C42H62O16.H3N
- Average molar mass
- 840 g/mol
- Monoisotopic mass
- 839.43033499
Overview
Monoammonium glycyrrhizinate is an organic molecular entity.
Names & identifiers
- Preferred name
- Ammonium Glycyrrhizate
- IUPAC
- (2S,3S,4S,5R,6R)-6-[(2S,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
- English name
- Glycyrrhizic acid ammonium salt
- Molecular formula
- C42H65NO16
- Molecular weight
- 839.97
Names & synonyms
AMMONIUM GLYCYRRHIZINATEAmmonium glycyrrhizate53956-04-0Monoammonium glycyrrhizinateGlycamilGlycyrramMonoammonium glycyrrhizateAmmoniated glycyrrhizinGlycyrrhizic acid, ammonium saltGlycyrrhizic acid, monoammonium saltFEMA No. 2528CCRIS 1897
Show more names
MagnasweetMonoammonium Glycyrrhizinate Smonoammoniumglycyrrhizateglycyrrhizin monoammonium saltGLYCYRRHIZINATE MONOAMMONIUM SALTGLYCYRRHIZIC ACID MONOAMMONIUM SALTicorice)
Glycyrrhizinic acid, ammonium salt (1:1)NSC 2800EINECS 258-887-7UNII-3VRD35U26C3VRD35U26CGlycyrrhizin, ammoniated (Glycyrrhiza spp.)Glycyron No.1 (TN)Ammonium glycyrrhizate (NF)
Database identifiers
- CAS
53956-04-0
Properties
Computed structural properties
- Topological polar surface area
- 268 Ų
- Hydrogen bond donors
- 9
- Hydrogen bond acceptors
- 17
- Rotatable bonds
- 7
- Heavy atoms
- 59
- Formal charge
- 0
- Complexity
- 1,730
Experimental & physicochemical properties
Cosmetics
Cosmetic ingredients (Ammonium Glycyrrhizate) -> CIR (Cosmetic Ingredient Review)
Skin conditioning
FragrancesFragrance Ingredient (Glycyrrhizin, ammoniated (Glycyrrhiza spp.)) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Collision Cross Section284.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 200 °C · >200°C (dec.)
- Boiling point
- 768.56 °C · 768.56°C (rough estimate)
- Density
- 1.1846 · 1.1846 (rough estimate)
- FEMA
- 2528 · 2528 | GLYCYRRHIZIN, AMMONIATED (GLYCYRRHIZA SPP.)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 36.4% (98 of 269) of reports.
Warning
H319 (62.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
Aggregated GHS information provided per 269 reports by companies from 4 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: .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
Regulation (EC) No 1831/2003 (amended)
REACH registered substance: Ammonium glycyrrhizate (EC: 258-887-7)
.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: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesEye Irrit. 2 (62.8%)
Toxicology
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Safety data
- F
- 3-10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 2
Chemistry & industry
Uses & manufacturing
UsesCIR ingredient: Ammonium Glycyrrhizate
Household ProductsInformation on 5 consumer products that contain Ammonium glycyrrhizate in the following categories is provided:
Use Classification
Fragrance Ingredients
Cosmetics -> Skin conditioning
General Manufacturing Information.alpha.-D-Glucopyranosiduronic acid, (3.beta.,20.beta.)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-.beta.-D-glucopyranuronosyl-, ammonium salt (1:1): ACTIVE
Applications
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.
Usesanti-cancer agent
Usespharmaceutical excipient, GRAS, sweetener
UsesGlycyrrhizic 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.
UsesAmmonium 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.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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