869788-71-6

Basic information

• Product Name: Ursonic acid benzyl ester
• Synonyms: URSONIC ACID BENZYL ESTER;3-Oxo-urs-12-en-28-oic acid phenylmethyl ester
• CAS NO: 869788-71-6
• Molecular Formula: C₃₇H₅₂O₃
• Molecular Weight: 544.81
• Product Categories: Pentacyclic Triterpenes;Miscellaneous Natural Products
• Mol File: 869788-71-6.mol
• Article Data: 14

Chemical Properties

• Melting Point: 156-157 °C(Solv: ethanol (64-17-5))
• Boiling Point: 605.3±55.0 °C(Predicted)
• Appearance: /
• Density: 1.09±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Ursonic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Ursonic acid benzyl ester(869788-71-6)
• EPA Substance Registry System: Ursonic acid benzyl ester(869788-71-6)

Safety Data

• Hazardous Substances Data: 869788-71-6(Hazardous Substances Data)

Usage

General Description

Ursonic acid benzyl ester is an organic compound that is derived from ursonic acid, a natural triterpenoid found in medicinal plants. It is a benzyl ester, meaning it contains a benzyl group attached to the carboxyl group of the acid. Ursonic acid benzyl ester has been studied for its potential pharmaceutical and medicinal properties, including anti-inflammatory and anti-cancer effects. It is also being investigated for its potential as an antiviral and hepatoprotective agent. Additionally, ursonic acid benzyl ester has shown promise in improving liver function and reducing liver fibrosis in experimental studies. Its potential applications in medicine make it a subject of interest for further research and development.

Upstream product

• 192211-41-9 benzyl (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,-11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate 
• 77-52-1 ursolic acid 
• 100-44-7 benzyl chloride 
• 94482-51-6 ursonic acid 
• 100-39-0 benzyl bromide 

Downstream Products

• 869788-72-7 (1S,2R,4aS,6aS,6bR,8aR,12aR,12bR,14bS)-10-Acetoxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,12,12a,12b,13,14b-hexadecahydro-2H-picene-4a-carboxylic acid benzyl ester 
• 958237-68-8 benzyl-2-hydroxy-3-oxours-1,12-dien-28-oic acid 
• 958237-69-9 benzyl-2α-hydroxy-3-oxours-12-en-28-oic acid 
• 869788-73-8 benzyl-2α,3β-dihydroxyurs-12-en-28-oic acid 
• 4547-24-4 corosolic acid 
• 1034619-13-0 benzyl-3α-hydroxyurs-12-en-28-oic acid 
• 1415383-29-7 (4aS,6aS,6bR,12aR)-benzyl 11-cyano-1,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate 
• 1415383-30-0 (4aS,6aS,6bR,13aR)-benzyl 12-amino-1,2,6a,6b,9,9,13a-heptamethyl-2,3,4,4a,5,6,6a,6b,7,8,8a,9,11,13,13a,13b,14,15b-octadecahydro-1H-chryseno[1,2-f]indazole-4a-carboxylate 

Relevant articles and documents

Ursolic amide derivative containing pyrazole heterocycle, and synthesis and application thereof

The present invention provides the structure general formula of a class of pyrazole heterocycle-containing ursolic amide derivatives, further a synthesis route and synthesis steps of the pyrazole heterocycle-containing ursolic amide derivatives, and uses

An Ursolic Acid Derived Small Molecule Triggers Cancer Cell Death through Hyperstimulation of Macropinocytosis

Macropinocytosis is a transient endocytosis that internalizes extracellular fluid and particles into vacuoles. Recent studies suggest that hyperstimulation of macropinocytosis can induce a novel nonapoptotic cell death, methuosis. In this report, we descr

Synthesis of oxygenated oleanolic and ursolic acid derivatives with anti-inflammatory properties

The scalable syntheses of four oxygenated triterpenes have been implemented to access substantial quantities of maslinic acid, 3-epi-maslinic acid, corosolic acid, and 3-epi-corosolic acid. Semi-syntheses proceed starting from the natural products oleanolic acid and ursolic acid. Proceeding over five steps, each of the four compounds can be synthesized on the gram scale. Divergent diastereoselective reductions of α-hydroxy ketones provided access to the four targeted diol containing compounds from two precursors of the oleanane or ursane lineage. These compounds were subsequently evaluated for their ability to inhibit inflammatory gene expression in a mouse model of chemically induced skin inflammation. All compounds possessed the ability to inhibit the expression of one or more inflammatory genes induced by 12-O-tetradecanoylphorbol-13 acetate in mouse skin, however, three of the compounds, corosolic acid, 3-epi-corosolic acid and maslinic acid were more effective than the others. The availability of gram quantities will allow further testing of these compounds for potential anti-inflammatory activities as well as cancer chemopreventive activity.