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Literature summary for 1.13.11.34 extracted from

  • Peduto, A.; Scuotto, M.; Krauth, V.; Roviezzo, F.; Rossi, A.; Temml, V.; Esposito, V.; Stuppner, H.; Schuster, D.; D'Agostino, B.; Schiraldi, C.; de Rosa, M.; Werz, O.; Filosa, R.
    Optimization of benzoquinone and hydroquinone derivatives as potent inhibitors of human 5-lipoxygenase (2017), Eur. J. Med. Chem., 127, 715-726 .
    View publication on PubMed

Application

Application Comment Organism
medicine the enzyme is an attractive drug target for the pharmacotherapy of inflammatory and allergic diseases Homo sapiens

Cloned(Commentary)

Cloned (Comment) Organism
gene alox5, recombinant expression in Escherichia coli strain BL21 Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
2,5-dimethoxy-3-tridecylbenzene-1,4-diol
-
Homo sapiens
3,4,6-trimethoxy-5-undecylcyclohexa-2,4-dien-1-one
-
Homo sapiens
3-(1,10-dihydroxydecyl)-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
-
Homo sapiens
3-(1-acetoxy-10-hydroxydecyl)-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
-
Homo sapiens
3-(10-hydroxydecyl)-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
-
Homo sapiens
3-(10-hydroxydecyl)-4,5-dimethoxycyclohexa-3,5-diene-1,2-dione
-
Homo sapiens
3-(11-hydroxyundecyl)-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
-
Homo sapiens
3-(11-hydroxyundecyl)-4,5-dimethoxycyclohexa-3,5-diene-1,2-dione
-
Homo sapiens
3-(8-hydroxyoctyl)-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
-
Homo sapiens
3-(8-hydroxyoctyl)-4,5-dimethoxycyclohexa-3,5-diene-1,2-dione
-
Homo sapiens
3-dodecyl-4,5-dimethoxybenzene-1,2-diol
-
Homo sapiens
3-dodecyl-4,5-dimethoxycyclohexa-3,5-diene-1,2-dione
-
Homo sapiens
3-tridecyl-4,5-dimethoxybenzene-1,2-diol shows anti-inflammatory effectiveness Homo sapiens
3-undecyl-4,5-dimethoxybenzene-1,2-diol
-
Homo sapiens
4,5-dimethoxy-3-tridecylcyclohexa-3,5-diene-1,2-dione shows anti-inflammatory effectiveness Homo sapiens
4,5-dimethoxy-3-undecylcyclohexa-3,5-diene-1,2-dione
-
Homo sapiens
5-methoxy-3-tridecylbenzene-1,2,4-triol
-
Homo sapiens
6-hydroxy-3,4-dimethoxy-5-undecylcyclohexa-2,4-dien-1-one
-
Homo sapiens
embelin
-
Homo sapiens
idebenone
-
Homo sapiens
additional information high potency of 4,5-dimethoxy-3-alkyl-1,2-benzoquinones on 5-lipoxygenase inhibition is used for systematic structural optimization through accurate structure-based design of the compounds, improvement of the inhibitory potential in vitro and in vivo, overview. Binding patterns of the quinone- and hydroquinone-based 5-LO inhibitors are analyzed by molecular docking, and determination of the optimal alkyl chain pattern of quinones and corresponding hydroquinones Homo sapiens
zileuton
-
Homo sapiens

Metals/Ions

Metals/Ions Comment Organism Structure
Ca2+ required Homo sapiens
Fe2+ required Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
arachidonate + O2 Homo sapiens
-
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens P09917
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant enzyme from Escherichia coli strain BL21 by ATP affinity chromatography Homo sapiens

Source Tissue

Source Tissue Comment Organism Textmining
neutrophil stimulated with the Ca2+-mobilizing agent A23187 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
arachidonate + O2
-
Homo sapiens (5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
-
?

Synonyms

Synonyms Comment Organism
5-lipoxygenase
-
Homo sapiens
5-LO
-
Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
assay at Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00006
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3-tridecyl-4,5-dimethoxybenzene-1,2-diol
0.00008
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 4,5-dimethoxy-3-tridecylcyclohexa-3,5-diene-1,2-dione
0.00009
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 4,5-dimethoxy-3-undecylcyclohexa-3,5-diene-1,2-dione
0.0001
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3-undecyl-4,5-dimethoxybenzene-1,2-diol
0.00013
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3-dodecyl-4,5-dimethoxycyclohexa-3,5-diene-1,2-dione
0.00022
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3-(8-hydroxyoctyl)-4,5-dimethoxycyclohexa-3,5-diene-1,2-dione
0.00024
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3-dodecyl-4,5-dimethoxybenzene-1,2-diol
0.00026
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 2,5-dimethoxy-3-tridecylbenzene-1,4-diol
0.00029
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 5-methoxy-3-tridecylbenzene-1,2,4-triol
0.00031
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3,4,6-trimethoxy-5-undecylcyclohexa-2,4-dien-1-one
0.00049
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3-(1-acetoxy-10-hydroxydecyl)-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
0.00092
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 6-hydroxy-3,4-dimethoxy-5-undecylcyclohexa-2,4-dien-1-one
0.00108
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3-(10-hydroxydecyl)-4,5-dimethoxycyclohexa-3,5-diene-1,2-dione
0.00146
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3-(1,10-dihydroxydecyl)-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
0.00151
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3-(11-hydroxyundecyl)-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
0.00175
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3-(10-hydroxydecyl)-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
0.00184
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3-(8-hydroxyoctyl)-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
0.00196
-
pH 7.4, 37°C, cell-free enzyme extract Homo sapiens 3-(11-hydroxyundecyl)-4,5-dimethoxycyclohexa-3,5-diene-1,2-dione