Introduction：Basic information about CAS 1405-86-3|Glycyrrhizic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Glycyrrhizic acid |
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| CAS Number | 1405-86-3 | Molecular Weight | 822.932 |
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| Density | 1.4±0.1 g/cm3 | Boiling Point | 971.4±65.0 °C at 760 mmHg |
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| Molecular Formula | C42H62O16 | Melting Point | 220ºC decomposes |
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| MSDS | / | Flash Point | 288.1±27.8 °C |
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Names
| Name | glycyrrhizinic acid |
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| Synonym | More Synonyms |
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Glycyrrhizic acid BiologicalActivity
| Description | Glycyrrhizic acid is a triterpenoid saponinl, acting as a direct HMGB1 antagonist, with anti-tumor, anti-diabetic activities. |
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| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>Metabolic DiseaseNatural Products >>Terpenoids and GlycosidesResearch Areas >>Cancer |
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| In Vitro | Glycyrrhizic acid shows a series of anti-cancer-related pharmacological activities, such as broad-spectrum anti-cancer ability, resistance to the tissue toxicity caused by chemotherapy and radiation, drug absorption enhancing effects and anti-multidrug resistance (MDR) mechanisms, as a carrier material in drug delivery systems[1]. In intestinal NCI-H716 cells that secretes GLP-1, Glycyrrhizic acid promotes GLP-1 secretion with a marked elevation of calcium levels. Glycyrrhizic acid can enhance GLP-1 secretion through TGR5 activation[2]. |
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| In Vivo | In type 1-like diabetic rats induced by streptozotocin (STZ-treated rats), Glycyrrhizic acid increases the level of plasma GLP-1, which is blocked by triamterene at a dose sufficient to inhibit Takeda G-protein-coupled receptor 5 (TGR5)[1]. Glycyrrhizic acid (Glycyrrhizic acid; 50 mg/kg, i.p.) significantly decreases the levels of TgAb, HMGB1, TNF-α, IL-6, IL-1β in mice[3]. |
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| Animal Admin | Mice[3] NOD.H-2h4 mice are fed in the animal house until 4 weeks of age. A total of 24 male mice are then randomly separated into three different groups (n=8 per group). Mice in the control group are given sterile water without supplement. Mice in the iodine supplement (NaI) group are given 0.005% NaI in the drinking water. Mice in the NaI+Glycyrrhizic acid group are treated with 50 mg/kg Glycyrrhizic acid once daily for 4 weeks, administered via intraperitoneal injection after 8 weeks of iodine supplementation. Thyroid tissues are removed surgically under anesthesia, washed with cold saline, blotted on filter paper and weighed using an electronic balance. The thyroid gland tissues are then stored at -80°C until use[3]. |
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| References | [1]. Su X, et al. Glycyrrhizic acid: A promising carrier material for anticancer therapy. Biomed Pharmacother. 2017 Sep 5;95:670-678 [2]. Wang LY, et al. Glycyrrhizic acid increases glucagon like peptide-1 secretion via TGR5 activation in type 1-like diabetic rats. Biomed Pharmacother. 2017 Sep 4;95:599-604. [3]. Li C, et al. Glycyrrhizin, a Direct HMGB1 Antagonist, Ameliorates Inflammatory Infiltration in a Model of Autoimmune Thyroiditis via Inhibition of TLR2-HMGB1 Signaling. Thyroid. 2017 May;27(5):722-731. |
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Chemical & Physical Properties
| Density | 1.4±0.1 g/cm3 |
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| Boiling Point | 971.4±65.0 °C at 760 mmHg |
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| Melting Point | 220ºC decomposes |
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| Molecular Formula | C42H62O16 |
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| Molecular Weight | 822.932 |
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| Flash Point | 288.1±27.8 °C |
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| Exact Mass | 822.403809 |
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| PSA | 267.04000 |
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| LogP | 4.64 |
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| Vapour Pressure | 0.0±0.6 mmHg at 25°C |
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| Index of Refraction | 1.621 |
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| InChIKey | LPLVUJXQOOQHMX-QWBHMCJMSA-N |
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| 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 |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- MD2025000
- CHEMICAL NAME :
- Glycyrrhizinic acid
- CAS REGISTRY NUMBER :
- 1405-86-3
- BEILSTEIN REFERENCE NO. :
- 0077922
- LAST UPDATED :
- 199706
- DATA ITEMS CITED :
- 10
- MOLECULAR FORMULA :
- C42-H62-O16
- MOLECULAR WEIGHT :
- 823.04
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human
- DOSE/DURATION :
- 280 mg/kg/4W
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - changes in phosphorus
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 662 mg/kg/1Y-I
- TOXIC EFFECTS :
- Behavioral - convulsions or effect on seizure threshold Behavioral - muscle weakness Nutritional and Gross Metabolic - changes in potassium
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 3 gm/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 - rat
- DOSE/DURATION :
- 2 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD - Lethal dose
- ROUTE OF EXPOSURE :
- Intravenous
- 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 :
- 4320 mg/kg
- TOXIC EFFECTS :
- Lungs, Thorax, or Respiration - respiratory stimulation Lungs, Thorax, or Respiration - other changes
- 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 :
- 589 mg/kg
- TOXIC EFFECTS :
- Lungs, Thorax, or Respiration - respiratory stimulation Lungs, Thorax, or Respiration - other changes
MUTATION DATA - TYPE OF TEST :
- Micronucleus test
- TEST SYSTEM :
- Rodent - hamster Ovary
- DOSE/DURATION :
- 100 umol/L
- REFERENCE :
- MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 367,99,1996
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Safety Information
| Hazard Codes | Xi |
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| Safety Phrases | S22-S24/25 |
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| RIDADR | NONH for all modes of transport |
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| RTECS | MD2025000 |
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| HS Code | 1211903600 |
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Customs
Synonyms
| Glycyrrhizin |
| Olean-12-en-30-oic acid, 3-[(2-O-β-D-glucopyranuronosyl-α-D-glucopyranuronosyl)oxy]-11-oxo-, (3β)- |
| Potenlini |
| Glycyrrhizate |
| glycyron |
| DerMacrin |
| MFCD00167400 |
| 20b-Carboxy-11-oxo-30-norolean-12-en-3b-yl-2-O-b-D-glucopyranuronosyl-a-D-glucopyranosiduronic Acid |
| (3β)-30-Hydroxy-11,30-dioxoolean-12-en-3-yl 2-O-β-D-glucopyranuronosyl-α-D-glucopyranosiduronic acid |
| Glycyrrhizic acid |
| Glycyrrhizine |
| liquorice |
| (3b,20b)-20-Carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-b-D-Glucopyranuronosyl-a-D-glucopyranosiduronic Acid |
| 30-Noroleanane, α-D-glucopyranosiduronic acid deriv |
| glycyrrhizinic acid |
| glycyrrhetinic acid glycoside |
| Glycyrrhitin |
| Glycyrrhizic |
| EINECS 258-887-7 |
