52077-21-1

Basic information

• Product Name: (8E,1'E,3'Z)-9-(1',3'-nonadienyloxy)-8-nonenoic acid methyl ester
• Synonyms: (8E,1'E,3'Z)-9-(1',3'-nonadienyloxy)-8-nonenoic acid methyl ester
• CAS NO: 52077-21-1
• Molecular Weight: 308.461
• Mol File: 52077-21-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (8E,1'E,3'Z)-9-(1',3'-nonadienyloxy)-8-nonenoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (8E,1'E,3'Z)-9-(1',3'-nonadienyloxy)-8-nonenoic acid methyl ester(52077-21-1)
• EPA Substance Registry System: (8E,1'E,3'Z)-9-(1',3'-nonadienyloxy)-8-nonenoic acid methyl ester(52077-21-1)

Safety Data

• Hazardous Substances Data: 52077-21-1(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 60-33-3 linoleic acid 
• 125108-31-8 2,2-Dimethyl-propionic acid (Z)-8-(diethoxy-phosphoryloxy)-8-[((1E,3Z)-nona-1,3-dienyl)oxy]-oct-7-enyl ester 
• 125076-98-4 (1E)-Non-1-en-3-ynyl 8-((2,2-Dimethylpropanoyl)oxy)octanoate 
• 125076-99-5 (1E,3Z)-1,3-Nonadienyl 8-((2,2-Dimethylpropanoyl)oxy)octanoate 
• 125077-03-4 Methanesulfonic acid (E)-8-[((1E,3Z)-nona-1,3-dienyl)oxy]-oct-7-enyl ester 
• 125077-01-2 2,2-Dimethyl-propionic acid (E)-8-[((1E,3Z)-nona-1,3-dienyl)oxy]-oct-7-enyl ester 
• 125077-04-5 Colneleonitrile 
• 125076-95-1 8-(2,2-Dimethyl-propionyloxy)-octanoic acid methyl ester 
• 125076-96-2 8-(2,2-Dimethyl-propionyloxy)-octanoic acid 
• 125076-97-3 8-((2,2-Dimethylpropanoyl)oxy)octanoyl Chloride 
• 125077-02-3 (E)-8-[((1E,3Z)-Nona-1,3-dienyl)oxy]-oct-7-en-1-ol 
• 3884-92-2 methyl 8-oxooctanoate 
• 20257-95-8 8-hydroxyoctanoic acid methyl ester 

Downstream Products

• 18829-56-6 (E)-2-Nonenal 
• 1931-63-1 methyl ester of azelaic acid aldehyde 

Relevant articles and documents

An Isotopic Study (2H and 18O) of the Enzymatic Conversion of Linoleic Acid into Colneleic Acid with Carbon Chain Fracture: the Origin of Shorter Chain Aldehydes

Contrary to earlier reports, the divinyl 9-ether oxygen of colneleic acid is shown by experiment with 18O2 to originate from oxygen, not water.Using -9(S)-hydroperoxyoctadeca-10(E),12(Z)-dienoic acid, made enzymatically from synthetic linoleic acid, it is found that the distribution of deuterium as determined by NMR and mass spectrometry in the fractured carbon chain of colneic acid formed by potato enzyme, is consistent with the intervention of an epoxy carbonium ion intermediate.Though divinyl acids such as colneleic and colnelenic acid give the expected shorter chain aldehydes on treatment with aqueous acid, it is likely that the latter are formed in most plants by trapping of a monovinyl oxonium ion rather than by rehydration of colneleic and colnelenic acid.

BIOMIMETIC TOTAL SYNTHESIS OF COLNELEIC ACID AND ITS FUNCTION AS A LIPOXYGENASE INHIBITOR

A biomimetic synthesis of colneleic acid (2) from 9(S)-hydroperoxy-10(E),12(Z)octadecadienoic acid (1) is reported.The lipoxygenase of potato which converts linoleic acid to 1 was found to be strongly inhibited by acid 2 (Ki=8μM).