Glycyron ammonium hydrate | Ammonium glycyrrhizate | CAS#53956-04-0 | flavorant | emulsifer

MedKoo Cat#: 540185 | Name: Glycyron ammonium

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ammonium glycyrrhizate is a commercial flavorant and emulsifer found in Glycyrrhiza. It inhibits 11β-HSD and is used to treat herpes virus infection. It inhibits viral entry to host cells, prevents glial inflammation and kaninic acid-induced neuronal death, and suppresses DMH-induced carcinogenesis.

Chemical Structure

Glycyron ammonium

CAS#53956-04-0

Theoretical Analysis

MedKoo Cat#: 540185

Name: Glycyron ammonium

CAS#: 53956-04-0

Chemical Formula: C42H65NO16

Exact Mass: 873.4834

Molecular Weight: 874.04

Elemental Analysis: C, 60.06; H, 7.80; N, 1.67; O, 30.48

Price and Availability

Size	Price	Availability	Quantity
10g	USD 350.00	2 Weeks

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Synonym

Glycyron ammonium; Ammonium glycyrrhizate; Glycamil; Monoammonium glycyrrhizinate; Glycyrram; Monoammonium glycyrrhizate; Ammoniated glycyrrhizin; NSC 2800; NSC2800; NSC-2800; NSC 35348; NSC35348; NSC-35348;

IUPAC/Chemical Name

(2S,3S,4S,5R,6R)-6-(((2S,3R,4S,5S,6S)-6-carboxy-2-(((3R,4aR,6aR,6bS,8aS,11R,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-icosahydropicen-3-yl)oxy)-4,5-dihydroxytetrahydro-2H-pyran-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid, ammonia salt (1:1)

InChi Key

ILRKKHJEINIICQ-YLBMWBJISA-N

InChi Code

InChI=1S/C42H62O16.H3N/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50;/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54);1H3/t19-,21-,22+,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39+,40-,41+,42+;/m0./s1

SMILES Code

O[C@@H]([C@@H]([C@@H](C(O)=O)O1)O)[C@@H](O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](C(O)=O)O2)O)O)O)[C@H]1O[C@@H](C(C)([C@](CC[C@@]([C@@]3(CC[C@]4(CC[C@](C[C@]4(C3=C5)[H])(C(O)=O)C)C)C)6C)7[H])C)CC[C@]7(C)[C@@]6([H])C5=O.N

Appearance

Solid powder

Purity

>95% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Ammonium glycyrrhizinate (Monoammonium glycyrrhizinate) has various pharmacological actions such as anti-inflammatory, antiallergic, antigastriculcer, and antihepatitis activities.

In vitro activity:

According to apoptosis data, AG (ammonium glycyrrhizinate) was able to significantly (p < 0.01) reduce the percentage of cells with high MMP induced by HG, and MAN did not induce any alteration of MMP (boxed areas in Figure 2B). Reference: Biomedicines. 2021 May 26;9(6):608. https://pubmed.ncbi.nlm.nih.gov/34073550/

In vivo activity:

This indicates that GAAS (glycyrrhizic acid ammonium salt) could effectively improve the survival rate of mice, and the survival rate increased with higher doses of GAAS. Compared to the control group, the serum ALT, AST, and TBIL levels in the ConA group were markedly elevated (p < 0.01). After GAAS treatment, 25 mg/kg GAAS markedly reduced the ALT, AST, and TBIL serum levels in mice (p < 0.05), whereas these levels were dramatically reduced in the 50 mg/kg, 100 mg/kg GAAS, and prednisolone groups (p < 0.01, Fig. 1B–D). After GAAS administration, all of the various doses displayed improvement in the liver lesions to varying degrees. This suggests that GAAS could alleviate ConA-induced liver injury in mice. Reference: Biomed Pharmacother. 2019 Dec;120:109481. https://pubmed.ncbi.nlm.nih.gov/31586906/

	Solvent	mg/mL	mM
Solubility
	DMSO	100.0	114.41

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 874.04 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Ciarlo L, Marzoli F, Minosi P, Matarrese P, Pieretti S. Ammonium Glycyrrhizinate Prevents Apoptosis and Mitochondrial Dysfunction Induced by High Glucose in SH-SY5Y Cell Line and Counteracts Neuropathic Pain in Streptozotocin-Induced Diabetic Mice. Biomedicines. 2021 May 26;9(6):608. doi: 10.3390/biomedicines9060608. PMID: 34073550; PMCID: PMC8227813. 2. Tian X, Liu Y, Liu X, Gao S, Sun X. Glycyrrhizic acid ammonium salt alleviates Concanavalin A-induced immunological liver injury in mice through the regulation of the balance of immune cells and the inhibition of hepatocyte apoptosis. Biomed Pharmacother. 2019 Dec;120:109481. doi: 10.1016/j.biopha.2019.109481. Epub 2019 Oct 4. PMID: 31586906. 3. Maione F, Minosi P, Di Giannuario A, Raucci F, Chini MG, De Vita S, Bifulco G, Mascolo N, Pieretti S. Long-Lasting Anti-Inflammatory and Antinociceptive Effects of Acute Ammonium Glycyrrhizinate Administration: Pharmacological, Biochemical, and Docking Studies. Molecules. 2019 Jul 4;24(13):2453. doi: 10.3390/molecules24132453. PMID: 31277398; PMCID: PMC6651237.

In vitro protocol:

In vivo protocol:

1. Tian X, Liu Y, Liu X, Gao S, Sun X. Glycyrrhizic acid ammonium salt alleviates Concanavalin A-induced immunological liver injury in mice through the regulation of the balance of immune cells and the inhibition of hepatocyte apoptosis. Biomed Pharmacother. 2019 Dec;120:109481. doi: 10.1016/j.biopha.2019.109481. Epub 2019 Oct 4. PMID: 31586906. 2. Maione F, Minosi P, Di Giannuario A, Raucci F, Chini MG, De Vita S, Bifulco G, Mascolo N, Pieretti S. Long-Lasting Anti-Inflammatory and Antinociceptive Effects of Acute Ammonium Glycyrrhizinate Administration: Pharmacological, Biochemical, and Docking Studies. Molecules. 2019 Jul 4;24(13):2453. doi: 10.3390/molecules24132453. PMID: 31277398; PMCID: PMC6651237.

1: Cosmetic Ingredient Review Expert Panel. Final report on the safety assessment of Glycyrrhetinic Acid, Potassium Glycyrrhetinate, Disodium Succinoyl Glycyrrhetinate, Glyceryl Glycyrrhetinate, Glycyrrhetinyl Stearate, Stearyl Glycyrrhetinate, Glycyrrhizic Acid, Ammonium Glycyrrhizate, Dipotassium Glycyrrhizate, Disodium Glycyrrhizate, Trisodium Glycyrrhizate, Methyl Glycyrrhizate, and Potassium Glycyrrhizinate. Int J Toxicol. 2007;26 Suppl 2:79-112. Review. PubMed PMID: 17613133. 2: Wojciechowski K, Orczyk M, Gutberlet T, Geue T. Complexation of phospholipids and cholesterol by triterpenic saponins in bulk and in monolayers. Biochim Biophys Acta. 2016 Feb;1858(2):363-73. doi: 10.1016/j.bbamem.2015.12.001. Epub 2015 Dec 2. PubMed PMID: 26654784.