1477-44-7

Basic information

• Product Name: 18-BETA-GLYCYRRHETINIC ACID METHYL ESTER
• Synonyms: methyl18-beta-glycyrrhetinate;methylglycyrrhetate;methylglycyrrhetinate;18-B-GLYCYRRHETINIC ACID METHYLESTER WITH GC;3β-Hydroxy-11-oxoolean-12-en-30-oic acid methyl ester;Glycyrrethetic acid methyl ester;Methyl 18β-glycyrrhetate;(2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-13-keto-2,4a,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid methyl ester
• CAS NO: 1477-44-7
• Molecular Formula: C₃₁H₄₈O₄
• Molecular Weight: 484.71
• Mol File: 1477-44-7.mol
• Article Data: 67

Chemical Properties

• Melting Point: 253～255℃
• Boiling Point: 559 °C at 760 mmHg
• Flash Point: 170.8 °C
• Appearance: /
• Density: 1.11 g/cm³
• Vapor Pressure: 8E-15mmHg at 25°C
• Refractive Index: 1.547
• PKA: 15.11±0.70(Predicted)
• CAS DataBase Reference: 18-BETA-GLYCYRRHETINIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 18-BETA-GLYCYRRHETINIC ACID METHYL ESTER(1477-44-7)
• EPA Substance Registry System: 18-BETA-GLYCYRRHETINIC ACID METHYL ESTER(1477-44-7)

Safety Data

• Hazardous Substances Data: 1477-44-7(Hazardous Substances Data)

Usage

General Description

18-BETA-GLYCYRRHETINIC ACID METHYL ESTER is a chemical compound that belongs to the family of glycyrrhetinic acid derivatives. It is derived from licorice root and has been found to possess various pharmacological properties, including anti-inflammatory, antimicrobial, and anti-tumor activities. 18-BETA-GLYCYRRHETINIC ACID METHYL ESTER has been studied for its potential therapeutic applications in skin disorders, liver diseases, and cancer treatment. Additionally, it has shown promise in the treatment of metabolic syndrome and diabetes. 18-BETA-GLYCYRRHETINIC ACID METHYL ESTER demonstrates potential as a natural, bioactive compound with diverse medicinal properties and may hold promise for the development of new pharmaceuticals and nutraceuticals.

InChI:InChI=1/C31H48O4/c1-26(2)22-9-12-31(7)24(29(22,5)11-10-23(26)33)21(32)17-19-20-18-28(4,25(34)35-8)14-13-27(20,3)15-16-30(19,31)6/h17,20,22-24,33H,9-16,18H2,1-8H3/t20-,22-,23-,24+,27+,28-,29-,30+,31+/m0/s1

Upstream product

• 67-56-1 methanol 
• 152832-24-1 C₄₂H₆₆O₁₃ 
• 121687-82-9 C₄₂H₆₆O₁₃ 
• 121687-84-1 2''-O-methyl-apioglycyrrhizin dimethyl ester 
• 121709-67-9 3''-O-methyl-apioglycyrrhizin dimethyl ester 
• 152832-22-9 C₄₆H₇₀O₁₆ 
• 152832-23-0 C₄₆H₇₀O₁₆ 
• 24153-51-3 diazomethane 
• 471-53-4 enoxolone 
• 186581-53-3 diazomethane 
• 6184-16-3 3-oxo-18α-glycyrrhetic acid 
• 471-53-4 3β-hydroxy-18α-GA 
• 471-53-4 3α-hydroxy-18α-GA 
• 6184-16-3 3-oxo-18β-glycyrrhetinic acid 

Downstream Products

• 138268-03-8 C₆₀H₇₆O₁₁ 
• 138268-03-8 C₆₀H₇₆O₁₁ 
• 125897-95-2 C₆₀H₇₈O₁₀ 
• 125897-95-2 C₆₀H₇₈O₁₀ 

Relevant articles and documents

Synthesis and inhibition of α-glucosidase of methyl glycyrrhetinate glycosides

The synthesis of the methyl glycyrrhetinate glycosides and inhibition of α-glucosidase were studied. The carboxyl group of glycyrrhetinic acid was methylated, and glucose and galactose were introduced into the hydroxyl group to obtain compounds 7 and 12.

Preparation method of 18 beta-methyl glycyrrhetinate

The invention provides a preparation method of 18 beta-methyl glycyrrhetinate, which comprises the following steps: taking 18 beta-glycyrrhetinic acid and trimethylsilyl diazomethane as raw materials, and reacting to prepare the 18 beta-methyl glycyrrhetinate. According to the invention, 18 beta-glycyrrhetinic acid is used as a starting material and is subjected to one-step methyl esterification reaction with trimethylsilyl diazomethane to obtain 18 beta-methyl glycyrrhetinate, the synthesis process is simple, the synthesis process conditions are mild, the yield is up to 99.2% or above, the product quality is good, and the content is greater than 99.5%. Besides, through selection of a plurality of parameters such as the solvent, the reaction time and the material dosage, the yield and the purity of the reaction are further improved, and a basis is provided for industrial production.

C3 and C20 diesterified glycyrrhetinic acid derivative, and preparation method and application thereof

The invention provides a C3 and C20 diesterified glycyrrhetinic acid derivative having a structure represented by formula I shown in the description, or a pharmaceutically acceptable salt, a solvate,an optical isomer or a polymorph thereof. Experimental results show that the C3 and C20 diesterified glycyrrhetinic acid derivative has a very good bacteriostatic effect on Staphylococcus aureus, caninhibit Staphylococcus aureus ATCC 6538, Staphylococcus aureus ATCC 12228 and Staphylococcus aureus ATCC 29213, and provides a new choice for anti-infective drugs for Staphylococcus aureus.