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Literature summary for 1.13.11.12 extracted from

  • Seyedi, S.M.; Jafari, Z.; Attaran, N.; Sadeghian, H.; Saberi, M.R.; Riazi, M.M.
    Design, synthesis and SAR studies of 4-allyoxyaniline amides as potent 15-lipoxygenase inhibitors (2009), Bioorg. Med. Chem., 17, 1614-1622.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
4-(allyloxy)phenyl benzoate
-
Glycine max
4-allylphenyl benzoate
-
Glycine max
estragol
-
Glycine max
eugenol
-
Glycine max
eugenyl benzoate
-
Glycine max
methyleugenol
-
Glycine max
additional information 4-allyloxyaniline amides designed as inhibitors on the basis of eugenol and esteragol structures. Compounds are docked in SLO active site and fixed by hydrogen bonding with two conserved His513 and Gln716. Molecular volume of the amide moiety is a major factor in inhibitory potency variation of the synthetic amides, where the hydrogen bonding of the amide group can involve in the activity of the inhibitors Glycine max
N1-(4-(allyloxy) phenyl)-1-admantancarboxamide best inhibitor Glycine max
N1-(4-(allyloxy) phenyl)-1-cyclobutanecarboxamide
-
Glycine max
N1-(4-(allyloxy) phenyl)-1-cyclohexanecarboxamide
-
Glycine max
N1-(4-(allyloxy) phenyl)-1-cyclopantanecarboxamide
-
Glycine max
N1-(4-(allyloxy) phenyl)-1-cyclopropanecarboxamide
-
Glycine max
N1-(4-(allyloxy) phenyl)-2-methylpropanamide
-
Glycine max
N1-(4-(allyloxy) phenyl)-3-chlorobenzamide
-
Glycine max
N1-(4-(allyloxy) phenyl)-3-fluorobenzamide
-
Glycine max
N1-(4-(allyloxy) phenyl)-3-methoxybenzamide
-
Glycine max
N1-(4-(allyloxy) phenyl)-3-methylbenzamide
-
Glycine max
N1-(4-(allyloxy) phenyl)-4-chlorobenzamide
-
Glycine max
N1-(4-(allyloxy) phenyl)-4-fluorobenzamide
-
Glycine max
N1-(4-(allyloxy) phenyl)-4-methoxybenzamide
-
Glycine max
N1-(4-(allyloxy) phenyl)-4-methylbenzamide
-
Glycine max
N1-(4-(allyloxy) phenyl)benzamide
-
Glycine max

Metals/Ions

Metals/Ions Comment Organism Structure
Fe3+ the allyloxy group of compounds is oriented towards the Fe(3+)-OH moiety in the active site of the enzyme Glycine max

Organism

Organism UniProt Comment Textmining
Glycine max
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
linoleic acid + O2
-
Glycine max ?
-
?

Synonyms

Synonyms Comment Organism
SLO
-
Glycine max

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00067
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-1-admantancarboxamide
0.0022
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-1-cyclobutanecarboxamide
0.0033
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)benzamide
0.0038
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-4-fluorobenzamide
0.0041
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-1-cyclopantanecarboxamide
0.0056
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-3-fluorobenzamide
0.0061
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-1-cyclopropanecarboxamide
0.0062
-
pH 9.0, 20°C Glycine max 4-(allyloxy)phenyl benzoate
0.0064
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-1-cyclohexanecarboxamide
0.0067
-
pH 9.0, 20°C Glycine max 4-allylphenyl benzoate
0.0067
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-3-methylbenzamide
0.007
-
pH 9.0, 20°C Glycine max eugenyl benzoate
0.0081
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-3-chlorobenzamide
0.0088
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-4-chlorobenzamide
0.0101
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-4-methylbenzamide
0.0129
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-2-methylpropanamide
0.0138
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-4-methoxybenzamide
0.017
-
pH 9.0, 20°C Glycine max N1-(4-(allyloxy) phenyl)-3-methoxybenzamide
0.0382
-
pH 9.0, 20°C Glycine max eugenol
0.0641
-
pH 9.0, 20°C Glycine max estragol
0.0961
-
pH 9.0, 20°C Glycine max methyleugenol