5999-11-1

Basic information

• Product Name: methyl (3β)-3-([(4-methylphenyl)sulfonyl]oxy)-11-oxo-olean-12-en-30-oate
• Synonyms: methyl (3β)-3-([(4-methylphenyl)sulfonyl]oxy)-11-oxo-olean-12-en-30-oate
• CAS NO: 5999-11-1
• Molecular Weight: 638.909
• Mol File: 5999-11-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: methyl (3β)-3-([(4-methylphenyl)sulfonyl]oxy)-11-oxo-olean-12-en-30-oate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (3β)-3-([(4-methylphenyl)sulfonyl]oxy)-11-oxo-olean-12-en-30-oate(5999-11-1)
• EPA Substance Registry System: methyl (3β)-3-([(4-methylphenyl)sulfonyl]oxy)-11-oxo-olean-12-en-30-oate(5999-11-1)

Safety Data

• Hazardous Substances Data: 5999-11-1(Hazardous Substances Data)

Upstream product

• 1477-44-7 methyl glycyrrhetinate 
• 98-59-9 p-toluenesulfonyl chloride 
• 471-53-4 enoxolone 

Downstream Products

• 10301-75-4 2,11-diene-glycyrrhetinic acid methyl ester 

Relevant articles and documents

Synthesis and antitumor activity of ring A modified glycyrrhetinic acid derivatives

Triterpenoic acids show many pharmacological effects, among them an antiinflammatory or an antitumor activity. One of these, glycyrrhetinic acid (1) is of interest because of its antitumor profile. Glycyrrhetinic acid is not only cytotoxic but also triggers apoptosis in various human tumor cell lines. To improve the cytotoxicity of parent 1 we set out to synthesize new derivatives of it - differing in structure and lipophilicity. These compounds were tested in a sulforhodamine B assay for cytotoxicity, and screened for their ability to induce apoptosis using an acridine orange/ethidium bromide assay and trypan blue staining. The most active compound, 34, a benzyl glycyrrhetinate holding an extra 3-N-(3-aminopropyl)glycyl substituent showed IC50 between 1.96 and 5.14 μm for five human cancer cell lines and triggers apoptosis in 80% of the cells.