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Literature summary extracted from

  • Adolpho, L.O.; Marin, D.; Puigpinos, A.; Mendieta, L.; Tarrago, T.; Morel, A.F.; Giralt, E.; Dalcol, I.I.
    In vitro evaluation of caffeoyl and cinnamoyl derivatives as potential prolyl oligopeptidase inhibitors (2013), Planta Med., 79, 1531-1535.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.4.21.26 (1R,3S,4S,5S)-1,3,4-tris(acetyloxy)-5-([(2E)-3-[3,4-bis(acetyloxy)phenyl]prop-2-enoyl]oxy)cyclohexanecarboxylic acid 81.9% inhibition at 0.5 mM Homo sapiens
3.4.21.26 (1R,3S,4S,5S)-3-[[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4,5-trihydroxycyclohexanecarboxylic acid 88% inhibition at 0.5 mM Homo sapiens
3.4.21.26 (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid 93.8% inhibition at 0.5 mM Homo sapiens
3.4.21.26 (2E)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid 29.4% inhibition at 0.5 mM Homo sapiens
3.4.21.26 (2E)-3-(4-methoxyphenyl)prop-2-enoic acid less than 10% inhibition at 0.5 mM Homo sapiens
3.4.21.26 (2E)-3-phenylprop-2-enoic acid 16.1% inhibition at 0.5 mM Homo sapiens
3.4.21.26 (2E)-3-[3,4-bis(acetyloxy)phenyl]prop-2-enoic acid 72.9% inhibition at 0.5 mM Homo sapiens
3.4.21.26 (5R,7S,8S,9S)-8,9-dihydroxy-2,2-dimethyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate 88.3% inhibition at 0.5 mM Homo sapiens
3.4.21.26 (E)-1-(3-(4-methoxyphenyl)acryloyl)pyrrolidine-2-carboxylic acid less than 10% inhibition at 0.5 mM Homo sapiens
3.4.21.26 (E)-4-(3-(2-(methoxycarbonyl)pyrrolidin-1-yl)-3-oxoprop-1-enyl)-1,2-phenylene-diacetate 98.3% inhibition at 0.5 mM Homo sapiens
3.4.21.26 (E)-methyl 1-(3-(3,4-dihydroxyphenyl)acryloyl)pyrrolidine-2-carboxylate 96.3% inhibition at 0.5 mM Homo sapiens
3.4.21.26 (E)-methyl 1-(3-(3-(3,4-dihydroxyphenyl)acryloyloxy)-1,4,5-trihydroxycyclohexanecarbonyl)pyrrolidine-2-carboxylate 75.5% inhibition at 0.5 mM Homo sapiens
3.4.21.26 (E)-methyl 1-(3-(4-methoxyphenyl)acryloyl)pyrrolidine-2-carboxylate 42.8% inhibition at 0.5 mM Homo sapiens
3.4.21.26 1-cinnamoylpyrrolidine-2-carboxylic acid 14.6% inhibition at 0.5 mM Homo sapiens
3.4.21.26 benzyl (2S)-2-[(2S)-2-formylpyrrolidine-1-carbonyl]pyrrolidine-1-carboxylate
-
Homo sapiens
3.4.21.26 methyl (1R,3S,4S,5S)-3-[[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4,5-trihydroxycyclohexanecarboxylate 92.6% inhibition at 0.5 mM Homo sapiens
3.4.21.26 methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate 90.5% inhibition at 0.5 mM Homo sapiens
3.4.21.26 methyl (2E)-3-(4-methoxyphenyl)prop-2-enoate 22% inhibition at 0.5 mM Homo sapiens
3.4.21.26 methyl (2E)-3-phenylprop-2-enoate 20% inhibition at 0.5 mM Homo sapiens
3.4.21.26 methyl 1-cinnamoylpyrrolidine-2-carboxylate less than 10% inhibition at 0.5 mM Homo sapiens
3.4.21.26 verbascoside
-
Homo sapiens

Organism

EC Number Organism UniProt Comment Textmining
3.4.21.26 Homo sapiens
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.4.21.26 benzyloxycarbonyl-Gly-L-Pro-7-amido-4-methylcoumarin + H2O
-
Homo sapiens benzyloxycarbonyl-Gly-L-Pro + 7-amino-4-methylcoumarin
-
?

Synonyms

EC Number Synonyms Comment Organism
3.4.21.26 POP
-
Homo sapiens
3.4.21.26 post-proline cleaving enzyme
-
Homo sapiens
3.4.21.26 prolyl endopeptidase
-
Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.4.21.26 0.003
-
pH and temperature not specified in the publication Homo sapiens methyl (1R,3S,4S,5S)-3-[[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4,5-trihydroxycyclohexanecarboxylate
3.4.21.26 0.0034
-
pH and temperature not specified in the publication Homo sapiens verbascoside
3.4.21.26 0.005
-
pH and temperature not specified in the publication Homo sapiens methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.4.21.26 0.0125
-
pH and temperature not specified in the publication Homo sapiens (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
3.4.21.26 0.0143
-
pH and temperature not specified in the publication Homo sapiens (5R,7S,8S,9S)-8,9-dihydroxy-2,2-dimethyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.4.21.26 0.023
-
pH and temperature not specified in the publication Homo sapiens (1R,3S,4S,5S)-3-[[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4,5-trihydroxycyclohexanecarboxylic acid
3.4.21.26 0.028
-
pH and temperature not specified in the publication Homo sapiens (2E)-3-[3,4-bis(acetyloxy)phenyl]prop-2-enoic acid
3.4.21.26 0.0989
-
pH and temperature not specified in the publication Homo sapiens (1R,3S,4S,5S)-1,3,4-tris(acetyloxy)-5-([(2E)-3-[3,4-bis(acetyloxy)phenyl]prop-2-enoyl]oxy)cyclohexanecarboxylic acid
3.4.21.26 0.1057
-
pH and temperature not specified in the publication Homo sapiens (E)-methyl 1-(3-(3,4-dihydroxyphenyl)acryloyl)pyrrolidine-2-carboxylate
3.4.21.26 0.12
-
pH and temperature not specified in the publication Homo sapiens (E)-4-(3-(2-(methoxycarbonyl)pyrrolidin-1-yl)-3-oxoprop-1-enyl)-1,2-phenylene-diacetate
3.4.21.26 0.198
-
pH and temperature not specified in the publication Homo sapiens (2E)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid
3.4.21.26 0.21
-
pH and temperature not specified in the publication Homo sapiens (E)-methyl 1-(3-(3-(3,4-dihydroxyphenyl)acryloyloxy)-1,4,5-trihydroxycyclohexanecarbonyl)pyrrolidine-2-carboxylate
3.4.21.26 4.9
-
pH and temperature not specified in the publication Homo sapiens benzyl (2S)-2-[(2S)-2-formylpyrrolidine-1-carbonyl]pyrrolidine-1-carboxylate