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Literature summary for 1.4.3.4 extracted from

  • Luehr, S.; Vilches-Herrera, M.; Fierro, A.; Ramsay, R.R.; Edmondson, D.E.; Reyes-Parada, M.; Cassels, B.K.; Iturriaga-Vasquez, P.
    2-Arylthiomorpholine derivatives as potent and selective monoamine oxidase B inhibitors (2010), Bioorg. Med. Chem., 18, 1388-1395.
    View publication on PubMed
Search for more literature for 1.4.3.4

Inhibitors

Inhibitors Comment Organism Structure
(2S)-amphetamine
-
 Rattus norvegicus
2-(4'-benzyloxyphenyl)thiomorpholin-5-one
-
 Homo sapiens
2-(4'-benzyloxyphenyl)thiomorpholin-5-one
-
 Rattus norvegicus
2-(4'-benzyloxyphenyl)thiomorpholine oxalate
-
 Homo sapiens
2-(4'-benzyloxyphenyl)thiomorpholine oxalate
-
 Rattus norvegicus
2-(4'-butoxyphenyl)thiomorpholin-5-one
-
 Homo sapiens
2-(4'-butoxyphenyl)thiomorpholin-5-one
-
 Rattus norvegicus
2-(4'-butoxyphenyl)thiomorpholine oxalate
-
 Homo sapiens
2-(4'-butoxyphenyl)thiomorpholine oxalate
-
 Rattus norvegicus
2-(4'-ethoxyphenyl)thiomorpholin-5-one
-
 Homo sapiens
2-(4'-ethoxyphenyl)thiomorpholin-5-one
-
 Rattus norvegicus
2-(4'-ethoxyphenyl)thiomorpholine oxalate
-
 Homo sapiens
2-(4'-ethoxyphenyl)thiomorpholine oxalate
-
 Rattus norvegicus
2-(4'-methoxyphenyl)thiomorpholin-5-one
-
 Homo sapiens
2-(4'-methoxyphenyl)thiomorpholin-5-one
-
 Rattus norvegicus
2-(4'-methoxyphenyl)thiomorpholine oxalate
-
 Homo sapiens
2-(4'-methoxyphenyl)thiomorpholine oxalate
-
 Rattus norvegicus
2-(4'-propoxyphenyl)thiomorpholin-5-one
-
 Homo sapiens
2-(4'-propoxyphenyl)thiomorpholin-5-one
-
 Rattus norvegicus
2-(4'-propoxyphenyl)thiomorpholine oxalate
-
 Homo sapiens
2-(4'-propoxyphenyl)thiomorpholine oxalate
-
 Rattus norvegicus
2-phenylthiomorpholin-5-one
-
 Homo sapiens
2-phenylthiomorpholin-5-one
-
 Rattus norvegicus
2-phenylthiomorpholine oxalate
-
 Homo sapiens
2-phenylthiomorpholine oxalate
-
 Rattus norvegicus
D-amphetamine
-
 Homo sapiens
additional information 2-arylthiomorpholine and 2-arylthiomorpholin-5-one derivatives, designed as rigid and/or non-basic phenylethylamine analogues, as monoamine oxidase inhibitors, molecular docking using crystal structures of human MAO-B, PDB ID 1S3E, and MAO-A, PDB ID 2BXS, overview Homo sapiens
additional information 2-arylthiomorpholine and 2-arylthiomorpholin-5-one derivatives, designed as rigid and/or non-basic phenylethylamine analogues, as monoamine oxidase inhibitors, overview Rattus norvegicus

Localization

Localization Comment Organism GeneOntology No. Textmining
mitochondrion
-
 Rattus norvegicus 5739
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4-dimethylaminophenylethylamine + H2O + O2 Rattus norvegicus substrate of MAO-B ?
-
 ?
benzylamine + H2O + O2 Rattus norvegicus
-
 benzylaldehyde + NH3 + H2O2
-
 ?
serotonin + H2O + O2 Rattus norvegicus substrate of MAO-A (5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Rattus norvegicus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
brain
-
 Rattus norvegicus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-dimethylaminophenylethylamine + H2O + O2 substrate of MAO-B Rattus norvegicus ?
-
 ?
benzylamine + H2O + O2
-
 Rattus norvegicus benzylaldehyde + NH3 + H2O2
-
 ?
kynuramine + H2O + O2
-
 Homo sapiens ?
-
 ?
serotonin + H2O + O2 substrate of MAO-A Rattus norvegicus (5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
 ?

Synonyms

Synonyms Comment Organism
MAO-B
-
 Homo sapiens
MAO-B
-
 Rattus norvegicus
monoamine oxidase B
-
 Homo sapiens
monoamine oxidase B
-
 Rattus norvegicus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
 assay at Rattus norvegicus
37
-
 assay at Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
 assay at Homo sapiens
7.5
-
 assay at Rattus norvegicus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.000038
-
 2-(4'-benzyloxyphenyl)thiomorpholine oxalate pH 7.4, 37°C, MAO-B Homo sapiens
0.000048
-
 2-(4'-benzyloxyphenyl)thiomorpholin-5-one pH 7.4, 37°C, MAO-B Homo sapiens
0.000068
-
 2-(4'-butoxyphenyl)thiomorpholine oxalate pH 7.4, 37°C, MAO-B Homo sapiens
0.000074
-
 2-(4'-benzyloxyphenyl)thiomorpholin-5-one pH 7.5, 25°C, MAO-B Rattus norvegicus
0.00013
-
 2-(4'-propoxyphenyl)thiomorpholine oxalate pH 7.4, 37°C, MAO-B Homo sapiens
0.00013
-
 2-(4'-benzyloxyphenyl)thiomorpholine oxalate pH 7.5, 25°C, MAO-B Rattus norvegicus
0.00016
-
 2-(4'-butoxyphenyl)thiomorpholin-5-one pH 7.5, 25°C, MAO-B Rattus norvegicus
0.00027
-
 2-(4'-butoxyphenyl)thiomorpholine oxalate pH 7.5, 25°C, MAO-B Rattus norvegicus
0.00046
-
 2-(4'-butoxyphenyl)thiomorpholin-5-one pH 7.4, 37°C, MAO-B Homo sapiens
0.00098
-
 2-(4'-propoxyphenyl)thiomorpholine oxalate pH 7.5, 25°C, MAO-B Rattus norvegicus
0.0015
-
 2-(4'-propoxyphenyl)thiomorpholin-5-one pH 7.5, 25°C, MAO-B Rattus norvegicus
0.0021
-
 2-(4'-ethoxyphenyl)thiomorpholine oxalate pH 7.4, 37°C, MAO-B Homo sapiens
0.0022
-
 2-(4'-ethoxyphenyl)thiomorpholine oxalate pH 7.5, 25°C, MAO-A Rattus norvegicus
0.0022
-
 2-phenylthiomorpholine oxalate pH 7.5, 25°C, MAO-B Rattus norvegicus
0.0022
-
 2-(4'-ethoxyphenyl)thiomorpholine oxalate pH 7.5, 25°C, MAO-B Rattus norvegicus
0.0024
-
 2-(4'-propoxyphenyl)thiomorpholin-5-one pH 7.4, 37°C, MAO-B Homo sapiens
0.0025
-
 2-(4'-butoxyphenyl)thiomorpholine oxalate pH 7.4, 37°C, MAO-A Homo sapiens
0.0034
-
 2-(4'-ethoxyphenyl)thiomorpholin-5-one pH 7.5, 25°C, MAO-B Rattus norvegicus
0.0037
-
 2-(4'-propoxyphenyl)thiomorpholine oxalate pH 7.5, 25°C, MAO-A Rattus norvegicus
0.0039
-
 2-(4'-methoxyphenyl)thiomorpholine oxalate pH 7.5, 25°C, MAO-B Rattus norvegicus
0.0064
-
 2-(4'-methoxyphenyl)thiomorpholine oxalate pH 7.5, 25°C, MAO-A Rattus norvegicus
0.0066
-
 2-(4'-propoxyphenyl)thiomorpholine oxalate pH 7.4, 37°C, MAO-A Homo sapiens
0.0087
-
 2-(4'-propoxyphenyl)thiomorpholin-5-one pH 7.5, 25°C, MAO-A Rattus norvegicus
0.00919
-
 2-phenylthiomorpholin-5-one pH 7.5, 25°C, MAO-A Rattus norvegicus
0.00928
-
 2-(4'-methoxyphenyl)thiomorpholin-5-one pH 7.5, 25°C, MAO-A Rattus norvegicus
0.0096
-
 2-(4'-ethoxyphenyl)thiomorpholine oxalate pH 7.4, 37°C, MAO-A Homo sapiens
0.0096
-
 2-phenylthiomorpholin-5-one pH 7.5, 25°C, MAO-B Rattus norvegicus
0.01
-
 2-(4'-butoxyphenyl)thiomorpholin-5-one pH 7.4, 37°C, MAO-A Homo sapiens
0.0106
-
 2-phenylthiomorpholine oxalate pH 7.5, 25°C, MAO-A Rattus norvegicus
0.0122
-
 (2S)-amphetamine pH 7.5, 25°C, MAO-A Rattus norvegicus
0.0123
-
 2-(4'-ethoxyphenyl)thiomorpholin-5-one pH 7.5, 25°C, MAO-A Rattus norvegicus
0.0136
-
 2-(4'-methoxyphenyl)thiomorpholin-5-one pH 7.5, 25°C, MAO-B Rattus norvegicus
0.0141
-
 2-(4'-butoxyphenyl)thiomorpholine oxalate pH 7.5, 25°C, MAO-A Rattus norvegicus
0.0144
-
 D-amphetamine pH 7.4, 37°C, MAO-A Homo sapiens
0.0162
-
 2-(4'-methoxyphenyl)thiomorpholine oxalate pH 7.4, 37°C, MAO-A Homo sapiens
0.0169
-
 2-(4'-ethoxyphenyl)thiomorpholin-5-one pH 7.4, 37°C, MAO-B Homo sapiens
0.019
-
 2-(4'-benzyloxyphenyl)thiomorpholine oxalate pH 7.5, 25°C, MAO-A Rattus norvegicus
0.0275
-
 2-(4'-benzyloxyphenyl)thiomorpholin-5-one pH 7.5, 25°C, MAO-A Rattus norvegicus
0.04
-
 2-(4'-propoxyphenyl)thiomorpholin-5-one pH 7.4, 37°C, MAO-A Homo sapiens
0.0509
-
 2-(4'-butoxyphenyl)thiomorpholin-5-one pH 7.5, 25°C, MAO-A Rattus norvegicus
0.06
-
 2-(4'-ethoxyphenyl)thiomorpholin-5-one pH 7.4, 37°C, MAO-A Homo sapiens
0.1
-
 2-phenylthiomorpholin-5-one above, pH 7.4, 37°C, MAO-A Homo sapiens
0.1
-
 2-(4'-methoxyphenyl)thiomorpholin-5-one above, pH 7.4, 37°C, MAO-A Homo sapiens
0.1
-
 2-(4'-benzyloxyphenyl)thiomorpholin-5-one above, pH 7.4, 37°C, MAO-A Homo sapiens
0.1
-
 2-phenylthiomorpholine oxalate above, pH 7.4, 37°C, MAO-A Homo sapiens
0.1
-
 2-(4'-benzyloxyphenyl)thiomorpholine oxalate above, pH 7.4, 37°C, MAO-A Homo sapiens
0.1
-
 2-phenylthiomorpholin-5-one above, pH 7.4, 37°C, MAO-B Homo sapiens
0.1
-
 2-(4'-methoxyphenyl)thiomorpholin-5-one above, pH 7.4, 37°C, MAO-B Homo sapiens
0.1
-
 2-phenylthiomorpholine oxalate above, pH 7.4, 37°C, MAO-B Homo sapiens
0.1
-
 2-(4'-methoxyphenyl)thiomorpholine oxalate above, pH 7.4, 37°C, MAO-B Homo sapiens
0.1
-
 (2S)-amphetamine above, pH 7.5, 25°C, MAO-B Rattus norvegicus
0.28
-
 D-amphetamine pH 7.4, 37°C, MAO-B Homo sapiens