CAS 53956-04-0|Glycyrrhizic acid ammonium salt
| Common Name | Glycyrrhizic acid ammonium salt | ||
|---|---|---|---|
| CAS Number | 53956-04-0 | Molecular Weight | 839.96 |
| Density | 1.43g/cm3 | Boiling Point | 971.4ºC at 760mmHg |
| Molecular Formula | C42H65NO16 | Melting Point | 209ºC |
| MSDS | ChineseUSA | Flash Point | 288.1ºC |
Names
| Name | Glycyrrhizic acid ammonium salt |
|---|---|
| Synonym | More Synonyms |
Glycyrrhizic acid ammonium salt BiologicalActivity
| Description | Monoammonium glycyrrhizinate hydrate has various pharmacological actions such as anti-inflammatory, antiallergic, antigastriculcer, and antihepatitis activities. |
|---|---|
| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>Inflammation/Immunology |
| In Vivo | The increase of the lung W/D weight ratios is significantly reduced by high and medium dose of MAG (10 and 30mg/kg) administration. Pretreatment with MAG (10 and 30mg/kg) efficiently reduces the production of TNF-α and IL-1β. MAG (10, 30mg/kg) significantly decreases NF-κB p65 protein expression, compared with LPS. On the contrary, LPS significantly reduces IκB-α protein expression compared with the control group, whereas MAG (10 and 30mg/kg) significantly increased IκB-α expression, compared with the LPS group[1].Low- and high-dose MAG treatment significantly reduces the AST, ALT, TBIL, and TBA levels at 14 and 21 d time points when compared with that of the RIF and INH group, suggesting the protective effect of MAG on RIF- and INH-induced liver injury. MAG treatment groups elevate the hepatic GSH level at 7, 14, and 21 d time points and markedly reduce the MDA level at 14 and 21 d time points in RIF- and INH-treated rats, suggesting the protective effect of MAG in RIF- and INH induced liver injuries[2]. |
| Animal Admin | Mice[1] In this study, BALB/c mice (male, 6-8weeks old, and 20-25 g) are used. Mice are randomly divided into five groups: control group, LPS group, and LPS + Monoammonium glycyrrhizinate (MAG: 3, 10, and 30mg/kg) groups. Each group contains eight mice. Mice are anesthetized with intraperitoneal injection of sodium pentobarbital (50mg/kg). Before inducing acute lung injury, the mice are given intraperitoneal injection with MAG (3, 10, and 30mg/kg). One hour later, LPS (5mg/kg) is instilled intratracheally to induce acute lung injury. Normal mice are given PBS[1]. Rats[2] Male Wistar rats (180-220 g) are used. Rats are randomly divided into four groups, i.e., control group, RIF and INH group, MAG low-dose group, and MAG high-dose group, each group has 15 rats. Rats in the RIF and INH group receive RIF (60 mg/kg) and INH (60 mg/kg) by gavage administration once daily; rats in MAG groups are pretreated with MAG at the doses of 45 or 90 mg/kg, RIF (60 mg/kg) and INH (60 mg/kg) are given 3 h after MAG administration; rats in the control group are treated with saline. To evaluate the dynamic effect of drugs, rats in each group are sacrificed on 7, 14, and 21 d after drug administration[2]. |
| References | [1]. Huang X, et al. Anti-Inflammatory Effects of Monoammonium Glycyrrhizinate on Lipopolysaccharide-Induced Acute Lung Injury in Mice through Regulating Nuclear Factor-Kappa B Signaling Pathway. Evid Based Complement Alternat Med. 2015;2015:272474. [2]. Zhou L, et al. Monoammonium glycyrrhizinate protects rifampicin- and isoniazid-induced hepatotoxicity via regulating the expression of transporter Mrp2, Ntcp, and Oatp1a4 in liver. Pharm Biol. 2016;54(6):931-7. |
Chemical & Physical Properties
| Density | 1.43g/cm3 |
|---|---|
| Boiling Point | 971.4ºC at 760mmHg |
| Melting Point | 209ºC |
| Molecular Formula | C42H65NO16 |
| Molecular Weight | 839.96 |
| Flash Point | 288.1ºC |
| PSA | 272.70000 |
| LogP | 0.32860 |
| Index of Refraction | 49 ° (C=1.5, EtOH) |
| InChIKey | NNMYEXLTVQXZCA-VLQRKCJKSA-N |
| SMILES | CC1(C(=O)O)CCC2(C)CCC3(C)C(=CC(=O)C4C5(C)CCC(OC6OC(C(=O)O)C(O)C(O)C6OC6OC(C(=O)O)C(O)C(O)C6O)C(C)(C)C5CCC43C)C2C1.N.O |
| Storage condition | 2-8°C |
| Water 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. |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- >10 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- >300 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 9818 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 540 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 224 mg/kg/26W-C
- TOXIC EFFECTS :
- Cardiac - changes in heart weight Kidney, Ureter, Bladder - changes in bladder weight Endocrine - changes in adrenal weight
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 840 mg/kg/30D-I
- TOXIC EFFECTS :
- Liver - hepatitis (hepatocellular necrosis), diffuse Blood - changes in leukocyte (WBC) count Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 350 gm/kg
- SEX/DURATION :
- male 10 week(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 235 mg/kg
- SEX/DURATION :
- female 7-17 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Specific Developmental Abnormalities - musculoskeletal system
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 7479 mg/kg
- SEX/DURATION :
- female 7-17 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Specific Developmental Abnormalities - urogenital system Reproductive - Specific Developmental Abnormalities - other developmental abnormalities
- TYPE OF TEST :
- Dominant lethal test
MUTATION DATA - TEST SYSTEM :
- Rodent - mouse
- DOSE/DURATION :
- 350 gm/kg/10W (Continuous)
- REFERENCE :
- NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB279-650 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5765 No. of Facilities: 3 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 221 (estimated) No. of Female Employees: 144 (estimated)
- TEST SYSTEM :
- Rodent - mouse
- DOSE/DURATION :
- 350 gm/kg/10W (Continuous)
- REFERENCE :
- NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB279-650 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5765 No. of Facilities: 3 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 221 (estimated) No. of Female Employees: 144 (estimated)
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xn |
| RIDADR | UN 3077 9 / PGIII |
| WGK Germany | 2 |
| RTECS | LZ6500000 |
Articles41
More Articles| The HMGB1 protein sensitizes colon carcinoma cells to cell death triggered by pro-apoptotic agents. Int. J. Oncol. 46(2) , 667-76, (2014) The HMGB1 protein has multiple functions in tumor biology and can act both as a transcription factor and as a cytokine. HMGB1 is released during cell death, and in our previous studies we demonstrated... | |
| TLR9 activation is triggered by the excess of stimulatory versus inhibitory motifs present in Trypanosomatidae DNA. PLoS Negl. Trop. Dis. 8(11) , e3308, (2014) DNA sequences purified from distinct organisms, e.g. non vertebrate versus vertebrate ones, were shown to differ in their TLR9 signalling properties especially when either mouse bone marrow-derived- o... | |
| Glycyrrhizin reduces HMGB1 secretion in lipopolysaccharide-activated RAW 264.7 cells and endotoxemic mice by p38/Nrf2-dependent induction of HO-1. Int. Immunopharmacol. 26 , 112-8, (2015) High mobility group box 1 (HMGB1) is now recognized as a late mediator of sepsis. Although glycyrrhizin was known as inhibitor of HMGB1, it is not yet clear underlying mechanism(s). We found that glyc... |
Synonyms
| GLYCAMIL |
| Ammoniumglycynhizinato |
| glycyrrhizic acid monoammonium salt |
| ammonium glycyrrhizinate |
| MFCD00167400 |
| Glycyrrhizin Monoammonium Salt Hydrate |
| Glycyrrhizic Acid Monoammonium Salt Hydrate |
| (3β)-30-Hydroxy-11,30-dioxoolean-12-en-3-yl 2-O-β-D-glucopyranuronosyl-α-D-glucopyranosiduronic acid diammoniate |
| GLYCYRRHIZICAMMONIUM |
| Magnasweet |
| ammoniate |
| Monoammonium Glycyrrhizinate Hydrate |
| Glycyrrhizate monoammonium |
| Glycyrrhizin ammonium |
| Olean-12-en-30-oic acid, 3-[(2-O-β-D-glucopyranuronosyl-α-D-glucopyranuronosyl)oxy]-11-oxo-, diammonium salt, (3β)- |
| Glycyrrhiz |
| AMMONIUMGLYCYRRHIZIN |
| Ammonium glycyrrhizate |
| GLYCYRRHIZIC ACID,NH4 |
| ammoniumglycyrrhizate |
| Monoammoniumglycyrrhizinate |
| Glycyrrhizic acid monoammonium salt trihydrate |
| Olean-12-en-30-oic acid, 3-[(2-O-β-D-glucopyranuronosyl-α-D-glucopyranuronosyl)oxy]-11-oxo-, ammonium salt, (3β)- |
| glycyrram |
| EINECS 258-887-7 |
