1434557-30-8

Basic information

• Product Name: N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine
• Synonyms: N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine
• CAS NO: 1434557-30-8
• Molecular Weight: 992.214
• Mol File: 1434557-30-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine(1434557-30-8)
• EPA Substance Registry System: N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine(1434557-30-8)

Safety Data

• Hazardous Substances Data: 1434557-30-8(Hazardous Substances Data)

Upstream product

• 2304-94-1 3-(benzyloxycarbonylamino)propanoic acid 

Downstream Products

• 1434557-68-2 N-Cbz-3-(β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine 
• 1434557-98-8 C₄₇H₇₀N₆O₁₅ 
• 1434558-04-9 C₄₉H₇₄N₆O₁₅ 
• 1434558-10-7 C₄₈H₇₂N₆O₁₆ 
• 1434558-16-3 C₅₀H₇₅N₇O₁₅ 
• 1434558-22-1 C₅₆H₇₉N₇O₁₅ 
• 1434558-28-7 C₅₂H₇₇N₇O₁₇ 

Relevant articles and documents

Hybrid molecule from O2-(2,4-dinitrophenyl)diazeniumdiolate and oleanolic acid: A glutathione S-transferase π-activated nitric oxide prodrug with selective anti-human hepatocellular carcinoma activity and improved stability

A series of hybrids from O2-(2,4-dinitrophenyl)diazeniumdiolate and oleanolic acid (OA) were designed, synthesized, and biologically evaluated as novel nitric oxide (NO)-releasing prodrugs that could be activated by glutathione S-transferase π (GSTπ) overexpressed in a number of cancer cells. It was discovered that the most active compound, 21, released high levels of NO selectively in HCC cells but not in the normal cells and exhibited potent antiproliferative activity in vitro as well as remarkable tumor-retarding effects in vivo. Compared with the reported GSTπ-activated prodrugs JS-K and PABA/NO, 21 exhibited remarkably improved stability in the absence of GSTπ. Importantly, the decomposition of 21 occurred in the presence of GSTπ and was much more effective than in glutathione S-transferase α. Additionally, 21 induced apoptosis in HepG2 cells by arresting the cell cycle at the G2/M phase, activating both the mitochondrion-mediated pathway and the MAPK pathway and enhancing the intracellular production of ROS.