Liquorice

Base Information

• Chemical Name: Liquorice
• CAS No.: 1405-86-3
• Molecular Formula: C42H62O16
• Molecular Weight: 822.945
• Hs Code.: 29389090
• NSC Number: 167409,234419
• DSSTox Substance ID: DTXSID50859641
• ChEMBL ID: CHEMBL3188637
• Mol file: 1405-86-3.mol

Synonyms:12, Po;Acid, Glycyrrhetic;Acid, Glycyrrhetinic;Acid, Rhetinic;Acid, Uralenic;Arthrodont;Enoxolone;Glyciram;Glycyram;Glycyrrhetic Acid;Glycyrrhetinic Acid;Jintan;Po 12;Rhetinic Acid;Uralenic Acid

Chemical Property of Liquorice

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 220ºC decomposes
• Refractive Index: 61 ° (C=1.5, EtOH)
• Boiling Point: 971.4 °C at 760 mmHg
• PKA: 2.76±0.70(Predicted)
• Flash Point: 288.1 °C
• PSA: 267.04000
• Density: 1.43 g/cm³
• LogP: 2.24560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Ethanol (Slightly), Methanol (Sparingly), Pyridine (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 7
• Exact Mass: 822.40378589
• Heavy Atom Count: 58
• Complexity: 1730

Purity/Quality:

98% ^*data from raw suppliers

Glycyrrhizic acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)C(=O)C=C6C3(CCC7(C6CC(CC7)(C)C(=O)O)C)C)C)C
• Recent ClinicalTrials: HaemoDYNAMICs in Primary and Secondary Hypertension
• Description: Glycyrrhizic acid is a kind of anti-inflammatory triterpene glycoside extracted from the licorice root. Inside the body, it can be metabolized to glycyrrhetinic acid which inhibits the 11-beta-hydroxysteroid dehydrogenase and some other enzymes related to the corticosteroid metabolism. Glycyrrhizic acid has various pharmacological effects including suppressing hepatic apoptosis and necrosis, anti-inflammatory and immune regulatory actions, antiviral effects, antineoplastic and anticancer effects. It is the active ingredient of licorice root which is commonly used in the treatment of acute and chronic liver injury, viral hepatitis, hepatic steatosis, liver fibrosis, hepatoma, viral myocarditis and other diseases such as psoriasis or prostate cancer. Glycyrrhizic acid is also widely used as a sweetening and flavoring agent in food.
• Uses: Glycyrrhizin is a flavorant and foaming agent derived from the separation of flavonoids found in the whole licorice extract from the licorice root glycyrrhiza glabra. It is 50–100 times as sweet as sugar, is soluble in water, and has a licorice taste. It has good heat stability but prolonged heating can result in some degradation. It is stable within ph 4–9; below ph 4 there could be precipitation. It has foaming and emulsifying properties in water, being used in cocktail mixes and soft drinks. It is used as a flavorant in bacon and imitation whipped products. It is synergistic with sugar, the sweetness being amplified to 100 times that of cane sugar alone. It is used as a sweetener in sugar-free chewing gum and low-fat sugar-free frozen desserts. It is also termed ammoniated glycyrrhizin. Monoammonium glycyrrhizinate is obtained by additional refinement. glycyrrhizic acid is a hydrolyzed glycyrrhizin. It is credited with antiinflammatory and anti-allergenic properties. Studies comparing glycyrrhizin with hydrocortisone found glycyrrhizin to be somewhat milder but longer lasting in effectiveness. once the application of hydrocortisone is suspended, the symptoms return. This does not appear to be the case with glycyrrhizin. It does not have side effects and is chemically stable so it can be safely used on a continuing basis. 11beta-hydroxysteroid dehydrogenase inhibitor, antiinflammatory, expectorant, antihaemorrhagic, anti-HIV Glycyrrhizic acid is a triterpene saponin used in the traditional Chinese medicinal preparation for its anti-inflammatory , antiulcerous and antiallergic effects.

Technology Process of Liquorice

There total 16 articles about Liquorice which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.2%

β-Glycyrrhicic acid monopotassium salt (42294-03-1,53906-39-1,68039-19-0,68797-35-3,80658-17-9,80658-19-1) → β-Glycyrrhicic acid (1405-86-3,83896-44-0,103000-77-7,119479-05-9,142394-43-2)

Guidance literature:

With sulfuric acid; for 0.333333h; Heating;

Reference yield:

diammonium glycyrrhizinate → glycyrrhizin (1405-86-3) + 18α-glycyrrhizic acid

Guidance literature:

With sulfuric acid; In methanol; at 0 ℃; pH=3; Overall yield = 98 g;

Reference yield:

C45H68O15 → glycyrrhizin (1405-86-3)

Guidance literature:

With sodium hydroxide; for 2h; Reflux;

upstream raw materials:

trimethyl glycyrrhizate

C₄₂H₆₂O₁₂

C₅₅H₇₈O₂₁

2-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl-11-oxoolean-12-en-30-oate

Downstream raw materials:

2-acetylaminofluorene

3-O-{2-O-[N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester]-N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester}-(3β,20β)-11-oxo-olean-12-en-30-carboxylic acid

Refernces

• 1、 -. "A method for the preparation of trans-glycyrrhizic acid". Paragraph 0018; 0021; 0024. . Retrieved 2019/07/04.
• 2、 -. "Methyl isoglycyrrhizinate refining method". Paragraph 0016. . Retrieved 2018/04/02.