51298-47-6

Basic information

• Product Name: N-(L-phenylalanine)-3β-hydroxy-11-oxo-olean-12-en-18β-H-30-amide
• Synonyms: N-(L-phenylalanine)-3β-hydroxy-11-oxo-olean-12-en-18β-H-30-amide
• CAS NO: 51298-47-6
• Molecular Weight: 617.869
• Mol File: 51298-47-6.mol

Chemical Properties

• CAS DataBase Reference: N-(L-phenylalanine)-3β-hydroxy-11-oxo-olean-12-en-18β-H-30-amide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(L-phenylalanine)-3β-hydroxy-11-oxo-olean-12-en-18β-H-30-amide(51298-47-6)
• EPA Substance Registry System: N-(L-phenylalanine)-3β-hydroxy-11-oxo-olean-12-en-18β-H-30-amide(51298-47-6)

Safety Data

• Hazardous Substances Data: 51298-47-6(Hazardous Substances Data)

Upstream product

• 10379-73-4 acetoxolone 
• 30151-31-6 3β-acetoxy-11-oxo-18β-olean-12-en-30-oyl chloride 
• 1620133-40-5 N-(L-phenylalanine tert-butyl ester)-3β-acetyl-11-oxo-olean-12-en-18β-H-30-amide 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 471-53-4 enoxolone 

Downstream Products

• 1415652-24-2 C₄₈H₇₂N₃O₅ 
• 1415652-34-4 C₄₇H₇₀N₃O₅ 

Relevant articles and documents

Synthesis and antiviral activity of amino-acid conjugates of glycyrrhetic acid

Conjugates of glycyrrhetic acid (GLA) with amino acids (L-isoleucine, -leucine, -valine, and -phenylalanine) were synthesized by the acid-chloride method using methyl or tert-butyl esters of the acids. Tests in MDCK cell culture showed that the GLA conjugate with phenylalanine exhibited high antiviral activity against influenza A/H1N1/pdm09 virus (ED50 = 4.4 μg/mL, SI = 161).

Synthesis and biological evaluation of novel spin labeled 18β-glycyrrhetinic acid derivatives

Eighteen novel spin-labeled 18β-glycyrrhetinic acid (GA) derivatives were designed, synthesized, and evaluated for cytotoxicity against four human tumor cell lines (A-549, DU-145, KB and KBvin). Most of the derivatives showed more significant cytotoxicity than that of the parent compound GA. The best compound, 6j, with a tryptophan amino moiety and piperidine nitroxyl radical showed GI50 values of 13.7-15.0 μM, and was fivefold more potent than GA. In a mechanism of action study, compound 7a was confirmed as a 20S proteasome inhibitor in both in vitro and cell-based assays. These findings support further optimization efforts based on 18β-GA as a lead compound to develop potential anticancer drug candidates.

18β-Glycyrrhetinic acid amides useful as antiulcer agents

Amide derivatives of 18β-glycyrrhetinic acid and its 3-alkanoyl derivatives useful as antiulcer agents wherein the amide is derived from an amino acid.