223419-01-0

Basic information

• Product Name: methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate
• Synonyms: methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate
• CAS NO: 223419-01-0
• Molecular Weight: 264.365
• Mol File: 223419-01-0.mol

Chemical Properties

• CAS DataBase Reference: methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate(223419-01-0)
• EPA Substance Registry System: methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate(223419-01-0)

Safety Data

• Hazardous Substances Data: 223419-01-0(Hazardous Substances Data)

Upstream product

• 204063-23-0 (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoic acid 
• 74-88-4 methyl iodide 
• 101315-21-3 (E)-5-(2,6,6-trimethylcyclohex-1-enyl)pent-4-en-2-yn-1-ol 
• 73395-75-2 (E)-2-(but-1-en-3-ynyl)-1,3,3-trimethylcyclohex-1-ene 
• 79-77-6 (E)-β-ionone 

Downstream Products

• 128293-12-9 methyl (E,E)-4-oxo-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate 

Relevant articles and documents

The inhibitory mechanism of bovine pancreatic phospholipase A2 by aldehyde terpenoids

We established the stereoselective synthesis of (E)-3-methoxycarbonyl- 2,4,6-trienal compound A and discovered that the compound A showed more powerful inhibitory activity toward phospholipase A2(PLA2) from bovine pancreas than manoalide which is a typical PLA2 inhibitor. As the inhibitory mechanism of PLA2 by A, the irreversible formation of dihydropyridine derivative resulting from the reaction of A with lysine residues in PLA2 was proposed based on the model reactions. Furthermore, A was found to selectively modify Lys56 which is included in the interfacial recognition site of this enzyme by the MALDI-TOF-MS peptide mapping analyses.

Synthesis of a new phospholipase A2 inhibitor of an aldehyde terpenoid and its possible inhibitory mechanism

3-(E)Methoxycarbonyl-2,4,6-trienal compound A was stereoselectively synthesized and found to show strong inhibitory activity toward phospholipase A2 (PLA2) from bovine pancreas. As the inhibitory mechanism of PLA2 by A, the irreversible formation of dihydropyridine resulting from the reaction of A with lysine residues in PLA2 is proposed based on the model reactions.