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Literature summary for 1.13.11.12 extracted from

  • Sadeghian, H.; Attaran, N.; Jafari, Z.; Saberi, M.R.; Pordel, M.; Riazi, M.M.
    Design and synthesis of 4-methoxyphenylacetic acid esters as 15-lipoxygenase inhibitors and SAR comparative studies of them (2009), Bioorg. Med. Chem., 17, 2327-2335.
    View publication on PubMed
Search for more literature for 1.13.11.12

Inhibitors

Inhibitors Comment Organism Structure
1-(4-methoxyphenyl)-2-butanone
-
 Glycine max
1-(4-methoxyphenyl)acetone
-
 Glycine max
1-methoxy-4-(2-ethylallyl)benzene
-
 Glycine max
1-methoxy-4-(2-methylallyl)benzene
-
 Glycine max
4-Methoxyphenylacetic acid
-
 Glycine max
butyl 2-(4-methoxyphenyl)acetate
-
 Glycine max
cyclohexyl 2-(4-methoxyphenyl)acetate
-
 Glycine max
cyclopentyl 2-(4-methoxyphenyl)acetate
-
 Glycine max
esteragol
-
 Glycine max
ethyl 2-(4-methoxyphenyl)acetate
-
 Glycine max
eugenol
-
 Glycine max
hexyl 2-(4-methoxyphenyl)acetate
-
 Glycine max
isobutyl 2-(4-methoxyphenyl)acetate
-
 Glycine max
isopropyl 2-(4-methoxyphenyl)acetate
-
 Glycine max
methyleugenol
-
 Glycine max
additional information 4-methoxyphenylacetic acid esters designed as inhibitors on the basis of eugenol and esteragol structures are docked in SLO active site and show that carbonyl group of compounds is oriented toward the FeIII-OH moiety in the active site of enzyme and fixed by hydrogen bonding with hydroxyl group. Lipophilic interaction of ligand-enzyme is in charge of inhibiting the enzyme activity. Is not inhibited by 6-methoxy-2-methylene-1,2,3,4-tetrahydronaphthalene Glycine max
pentyl 2-(4-methoxyphenyl)acetate long chain and lipophile 4-methoxyphenylacetic acid ester, behaves as the best SLO inhibitor Glycine max
propyl 2-(4-methoxyphenyl)acetate
-
 Glycine max
sec-butyl 2-(4-methoxyphenyl)acetate
-
 Glycine max
tert-butyl 2-(4-methoxyphenyl)acetate
-
 Glycine max

Metals/Ions

Metals/Ions Comment Organism Structure
Fe3+ the carbonyl group of inhibitors is oriented towards the Fe(III)-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
0.0019
-
 pH 9.0, 20°C Glycine max pentyl 2-(4-methoxyphenyl)acetate
0.0038
-
 pH 9.0, 20°C Glycine max butyl 2-(4-methoxyphenyl)acetate
0.0116
-
 pH 9.0, 20°C Glycine max propyl 2-(4-methoxyphenyl)acetate
0.032
-
-
 Glycine max ethyl 2-(4-methoxyphenyl)acetate
0.033
-
 pH 9.0, 20°C Glycine max 1-(4-methoxyphenyl)-2-butanone
0.0344
-
 pH 9.0, 20°C Glycine max isopropyl 2-(4-methoxyphenyl)acetate
0.035
-
 pH 9.0, 20°C Glycine max hexyl 2-(4-methoxyphenyl)acetate
0.0357
-
 pH 9.0, 20°C Glycine max sec-butyl 2-(4-methoxyphenyl)acetate
0.0382
-
 pH 9.0, 20°C Glycine max eugenol
0.0387
-
 pH 9.0, 20°C Glycine max tert-butyl 2-(4-methoxyphenyl)acetate
0.043
-
 pH 9.0, 20°C Glycine max 1-(4-methoxyphenyl)acetone
0.0562
-
 pH 9.0, 20°C Glycine max 4-Methoxyphenylacetic acid
0.0565
-
 pH 9.0, 20°C Glycine max cyclopentyl 2-(4-methoxyphenyl)acetate
0.064
-
 pH 9.0, 20°C Glycine max cyclohexyl 2-(4-methoxyphenyl)acetate
0.0641
-
 pH 9.0, 20°C Glycine max esteragol
0.0881
-
 pH 9.0, 20°C Glycine max isobutyl 2-(4-methoxyphenyl)acetate
0.0961
-
 pH 9.0, 20°C Glycine max methyleugenol
0.137
-
 pH 9.0, 20°C Glycine max 1-methoxy-4-(2-methylallyl)benzene
0.145
-
 pH 9.0, 20°C Glycine max 1-methoxy-4-(2-ethylallyl)benzene