Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Khayrullina, V.R.; Taipov, I.A.; Veselovsky, A.V.; Shcherbinin, D.S.; Gerchikov, A.Y.
    New inhibitors of 5-lipoxygenase catalytic activity based on 2-(3-methylphenyl)propanoic acid and 4-substituted morpholine derivatives (2014), Biochemistry (Moscow), 79, 376-384 .
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.13.11.34 (2,4-dihydroxyphenyl)[3-(1-[hydroxy[(3,4,5-trihydroxyphenyl)methyl]amino]ethyl)phenyl]methanone
-
 Homo sapiens
1.13.11.34 (2,4-dihydroxyphenyl)[3-(1-[hydroxy[(4-hydroxyphenyl)methyl]amino]ethyl)phenyl]methanone
-
 Homo sapiens
1.13.11.34 2-(3-acetylphenyl)propanoic acid
-
 Homo sapiens
1.13.11.34 2-(3-benzoylphenyl)propanoic acid
-
 Homo sapiens
1.13.11.34 2-(3-phenoxyphenyl)propanoic acid
-
 Homo sapiens
1.13.11.34 2-methyl-3-[(morpholine-4-carbonyl)amino]-3-oxopropanoic acid
-
 Homo sapiens
1.13.11.34 2-[3-(2-methylpropanoyl)phenyl]propanoic acid
-
 Homo sapiens
1.13.11.34 2-[3-(morpholine-4-carbonyl)phenyl]propanoic acid
-
 Homo sapiens
1.13.11.34 2-[3-[(4-hydroxyphenyl)carbamoyl]phenyl]propanoic acid
-
 Homo sapiens
1.13.11.34 2-[3-[hydroxy(phenyl)amino]phenyl]propanoic acid
-
 Homo sapiens
1.13.11.34 2-[4'-[(morpholin-4-yl)sulfanyl][1,1'-biphenyl]-3-yl]propanoic acid
-
 Homo sapiens
1.13.11.34 2-[4-(morpholine-4-carbonyl)phenyl]propanoic acid
-
 Homo sapiens
1.13.11.34 3-(1-carboxyethyl)benzoic acid
-
 Homo sapiens
1.13.11.34 4-[(hydroxy[1-[3'-(morpholin-4-yl)[1,1'-biphenyl]-3-yl]ethyl]amino)methyl]phenol
-
 Homo sapiens
1.13.11.34 4-[[hydroxy(2-methyl-1-[3-[(morpholin-4-yl)oxy]phenyl]propyl)amino]methyl]phenol
-
 Homo sapiens
1.13.11.34 5-[[hydroxy(2-methyl-1-[3-[(morpholin-4-yl)oxy]phenyl]propyl)amino]methyl]benzene-1,2,3-triol
-
 Homo sapiens
1.13.11.34 arachidonate substrate inhibition Homo sapiens
1.13.11.34 additional information synthesis and evaluation of inhibitors of 5-lipoxygenase catalytic activity based on 2-(3-methylphenyl)propanoic acid and 4-substituted morpholine derivatives, inhibitor molecular docking in the active site of 5-LOX, overview. 2-(3-benzoylphenyl)propanoic acid is an active component of the nonsteroidal antiinflammatory drug ketoprofen Homo sapiens
1.13.11.34 [3-(1-[hydroxy[(3,4,5-trihydroxyphenyl)methyl]amino]ethyl)phenyl](morpholin-4-yl)methanone
-
 Homo sapiens
1.13.11.34 [3-(1-[hydroxy[(4-hydroxyphenyl)methyl]amino]ethyl)phenyl](morpholin-4-yl)methanone
-
 Homo sapiens
1.13.11.34 [3-(bromocarbonyl)phenyl](morpholin-4-yl)acetic acid
-
 Homo sapiens

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.13.11.34 Fe2+ a nonheme Fe2+ ion coordinated by three polar histidines H372, H550, and H367, the carbonyl group of N554, the carboxylic group of the C-terminal I673, and a water moleculein the active site, overview. On interaction with the active site, the ligands replaces the H2O molecule Homo sapiens

Natural Substrates/ Products (Substrates)

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

Organism

EC Number Organism UniProt Comment Textmining
1.13.11.34 Homo sapiens P09917
-
-

Substrates and Products (Substrate)

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

Synonyms

EC Number Synonyms Comment Organism
1.13.11.34 5-lipoxygenase
-
 Homo sapiens
1.13.11.34 5-LOX
-
 Homo sapiens

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.13.11.34 0.00011
-
 4-[[hydroxy(2-methyl-1-[3-[(morpholin-4-yl)oxy]phenyl]propyl)amino]methyl]phenol pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.00013
-
 2-[4'-[(morpholin-4-yl)sulfanyl][1,1'-biphenyl]-3-yl]propanoic acid pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.00018
-
 [3-(1-[hydroxy[(4-hydroxyphenyl)methyl]amino]ethyl)phenyl](morpholin-4-yl)methanone pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.00032
-
 5-[[hydroxy(2-methyl-1-[3-[(morpholin-4-yl)oxy]phenyl]propyl)amino]methyl]benzene-1,2,3-triol pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.00042
-
 2-[3-[(4-hydroxyphenyl)carbamoyl]phenyl]propanoic acid pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.00059
-
 [3-(1-[hydroxy[(3,4,5-trihydroxyphenyl)methyl]amino]ethyl)phenyl](morpholin-4-yl)methanone pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.00071
-
 (2,4-dihydroxyphenyl)[3-(1-[hydroxy[(3,4,5-trihydroxyphenyl)methyl]amino]ethyl)phenyl]methanone pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.0009
-
 (2,4-dihydroxyphenyl)[3-(1-[hydroxy[(4-hydroxyphenyl)methyl]amino]ethyl)phenyl]methanone pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.00136
-
 2-(3-benzoylphenyl)propanoic acid pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.00267
-
 2-(3-phenoxyphenyl)propanoic acid pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.00515
-
 4-[(hydroxy[1-[3'-(morpholin-4-yl)[1,1'-biphenyl]-3-yl]ethyl]amino)methyl]phenol pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.0057
-
 2-[3-[hydroxy(phenyl)amino]phenyl]propanoic acid pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.00734
-
 2-[3-(2-methylpropanoyl)phenyl]propanoic acid pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.00734
-
 2-[3-(morpholine-4-carbonyl)phenyl]propanoic acid pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.0112
-
 2-[4-(morpholine-4-carbonyl)phenyl]propanoic acid pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.016
-
 2-(3-acetylphenyl)propanoic acid pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.0398
-
 arachidonate pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.0398
-
 [3-(bromocarbonyl)phenyl](morpholin-4-yl)acetic acid pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.0455
-
 2-methyl-3-[(morpholine-4-carbonyl)amino]-3-oxopropanoic acid pH and temperature not specified in the publication Homo sapiens
1.13.11.34 0.17
-
 3-(1-carboxyethyl)benzoic acid pH and temperature not specified in the publication Homo sapiens

General Information

EC Number General Information Comment Organism
1.13.11.34 additional information the active site of 5-LOX contains a nonheme Fe2+ ion coordinated by three polar histidines H372, H550, and H367, the carbonyl group of N554, the carboxylic group of the C-terminal I673, and a water molecule, modeling of the active site of 5-LOX. A hydrophobic cleft formed by nonpolar amino acids L414, I415, L368, L607, L420, F421, F177, A424, A410, A603, V604, and P569 can also play an important role in orientation of ligands in the active site of 5-LOX Homo sapiens