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Literature summary extracted from

  • Iribarne, F.; Paulino, M.; Aguilera, S.; Tapia, O.
    Assaying phenothiazine derivatives as trypanothione reductase and glutathione reductase inhibitors by theoretical docking and Molecular Dynamics studies (2009), J. Mol. Graph. Model., 28, 371-381.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.8.1.7 3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-aminium
-
Homo sapiens
1.8.1.7 N,N,2-trimethyl-3-(10H-phenothiazin-10-yl)propan-1-amine
-
Homo sapiens
1.8.1.7 N,N-dimethyl-1-(10H-phenothiazin-10-yl)propan-2-amine
-
Homo sapiens
1.8.1.7 N,N-dimethyl-3-(10H-phenothiazin-10-yl)propan-1-aminium
-
Homo sapiens
1.8.1.7 N,N-dimethyl-3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propan-1-aminium
-
Homo sapiens
1.8.1.12 (1E)-1-[2-chloro-10-[3-(dimethylamino)propyl]-10,10a-dihydro-4aH-phenothiazin-8-yl]ethanone O-benzyloxime
-
Trypanosoma cruzi
1.8.1.12 1,1'-(10-acetyl-10,10a-dihydro-4aH-phenothiazine-2,8-diyl)diethanone
-
Trypanosoma cruzi
1.8.1.12 1,1'-[10-[3-(dimethylamino)propyl]-10,10a-dihydro-4aH-phenothiazine-2,8-diyl]diethanone
-
Trypanosoma cruzi
1.8.1.12 1-(10-acetyl-10,10a-dihydro-4aH-phenothiazin-2-yl)-2-chloroethanone
-
Trypanosoma cruzi
1.8.1.12 1-(10-acetyl-10,10a-dihydro-4aH-phenothiazin-2-yl)ethanone
-
Trypanosoma cruzi
1.8.1.12 1-(10-acetyl-2-chloro-10,10a-dihydro-4aH-phenothiazin-8-yl)ethanone
-
Trypanosoma cruzi
1.8.1.12 1-(4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N,2-trimethylpropan-2-amine
-
Trypanosoma cruzi
1.8.1.12 1-(4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-2-amine
-
Trypanosoma cruzi
1.8.1.12 1-[2-chloro-10-[3-(dimethylamino)propyl]-10,10a-dihydro-4aH-phenothiazin-8-yl]ethanone
-
Trypanosoma cruzi
1.8.1.12 10-(bromoacetyl)-2-chloro-10,10a-dihydro-4aH-phenothiazine
-
Trypanosoma cruzi
1.8.1.12 10-butanoyl-2-chloro-10,10a-dihydro-4aH-phenothiazine
-
Trypanosoma cruzi
1.8.1.12 10-[3-(4-methylpiperidin-1-yl)propyl]-2-(trifluoromethyl)-10,10a-dihydro-4aH-phenothiazine
-
Trypanosoma cruzi
1.8.1.12 10H-phenothiazine
-
Trypanosoma cruzi
1.8.1.12 2-(1-[3-[2-(trifluoromethyl)-4a,10a-dihydro-10H-phenothiazin-10-yl]propyl]piperidin-4-yl)ethanol
-
Trypanosoma cruzi
1.8.1.12 2-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N-diethyl-2-oxoethanamine
-
Trypanosoma cruzi
1.8.1.12 2-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N-diethylethanamine
-
Trypanosoma cruzi
1.8.1.12 2-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N-dimethylethanamine
-
Trypanosoma cruzi
1.8.1.12 2-(4a,10a-dihydro-10H-phenothiazin-10-yl)-N-methylethanamine
-
Trypanosoma cruzi
1.8.1.12 2-chloro-10-(chloroacetyl)-10,10a-dihydro-4aH-phenothiazine
-
Trypanosoma cruzi
1.8.1.12 2-chloro-10-[3-[(Z)-propyldiazenyl]propyl]-10,10a-dihydro-4aH-phenothiazine
-
Trypanosoma cruzi
1.8.1.12 3-(2-acetyl-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 3-(2-butanoyl-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 3-(2-carbamoyl-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 3-(2-carboxy-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 3-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N-diethyl-3-oxopropan-1-amine
-
Trypanosoma cruzi
1.8.1.12 3-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N-diethylpropan-1-amine
-
Trypanosoma cruzi
1.8.1.12 3-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-N-methylpropan-1-amine
-
Trypanosoma cruzi
1.8.1.12 3-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)propan-1-amine
-
Trypanosoma cruzi
1.8.1.12 3-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)propanimidamide
-
Trypanosoma cruzi
1.8.1.12 3-(2-chloro-5-oxido-4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine
-
Trypanosoma cruzi
1.8.1.12 3-(2-hexanoyl-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 3-(4-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine
-
Trypanosoma cruzi
1.8.1.12 3-(4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine
-
Trypanosoma cruzi
1.8.1.12 3-(4a,10a-dihydro-10H-phenothiazin-10-yl)propan-1-amine
-
Trypanosoma cruzi
1.8.1.12 3-(4a,10a-dihydro-10H-phenothiazin-10-yl)propanimidamide
-
Trypanosoma cruzi
1.8.1.12 3-[2-(aminomethyl)-10H-phenothiazin-10-yl]-N,N-dimethylpropan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 3-[2-(hydroxymethyl)-10H-phenothiazin-10-yl]-N,N-dimethylpropan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 3-[2-(methoxycarbonyl)-10H-phenothiazin-10-yl]-N,N-dimethylpropan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 3-[2-[(1E)-N-benzyl-N-oxidoethanimidoyl]-10H-phenothiazin-10-yl]-N,N-dimethylpropan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 3-[2-[(E)-(hydroxyimino)methyl]-10H-phenothiazin-10-yl]-N,N-dimethylpropan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 4-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-4-oxo-N'-phenylbutanehydrazide
-
Trypanosoma cruzi
1.8.1.12 4-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-4-oxobutanoic acid
-
Trypanosoma cruzi
1.8.1.12 4-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N-diethyl-4-oxobutan-1-amine
-
Trypanosoma cruzi
1.8.1.12 6-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N-diethyl-6-oxohexan-1-amine
-
Trypanosoma cruzi
1.8.1.12 N,N-dimethyl-3-(10H-phenothiazin-10-yl)propan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 N,N-dimethyl-3-(2-propanoyl-10H-phenothiazin-10-yl)propan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 N,N-dimethyl-3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 N,N-dimethyl-3-[2-[(1E)-N-methyl-N-oxidoethanimidoyl]-10H-phenothiazin-10-yl]propan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 N-benzyl-4-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-4-oxobutanamide
-
Trypanosoma cruzi
1.8.1.12 N-[2-(2-chloro-4a,10a-dihydro-10H-phenothiazin-10-yl)-2-oxoethyl]aniline
-
Trypanosoma cruzi

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.8.1.7 glutathione disulfide + NADPH + H+ Homo sapiens
-
glutathione + NADP+
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.8.1.7 Homo sapiens P00390
-
-
1.8.1.12 Trypanosoma cruzi P28593
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.8.1.7 erythrocyte
-
Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.8.1.7 glutathione disulfide + NADPH + H+
-
Homo sapiens glutathione + NADP+
-
?

Synonyms

EC Number Synonyms Comment Organism
1.8.1.7 glutathione reductase
-
Homo sapiens
1.8.1.12 trypanothione reductase
-
Trypanosoma cruzi

Cofactor

EC Number Cofactor Comment Organism Structure
1.8.1.7 FAD
-
Homo sapiens
1.8.1.7 NADPH
-
Homo sapiens

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.8.1.12 0.0108
-
3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 0.0187
-
2-chloro-10-[3-[(Z)-propyldiazenyl]propyl]-10,10a-dihydro-4aH-phenothiazine
-
Trypanosoma cruzi
1.8.1.12 0.0212
-
2-(1-[3-[2-(trifluoromethyl)-4a,10a-dihydro-10H-phenothiazin-10-yl]propyl]piperidin-4-yl)ethanol
-
Trypanosoma cruzi
1.8.1.12 0.023
-
10-[3-(4-methylpiperidin-1-yl)propyl]-2-(trifluoromethyl)-10,10a-dihydro-4aH-phenothiazine
-
Trypanosoma cruzi
1.8.1.12 0.0302
-
N,N-dimethyl-3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 0.0591
-
N,N-dimethyl-3-(10H-phenothiazin-10-yl)propan-1-aminium
-
Trypanosoma cruzi
1.8.1.12 0.127
-
3-(4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine
-
Trypanosoma cruzi
1.8.1.12 0.216
-
1-(4a,10a-dihydro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-2-amine
-
Trypanosoma cruzi