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Literature summary extracted from

  • Cisneros, J.A.; Vandevoorde, S.; Ortega-Gutierrez, S.; Paris, C.; Fowler, C.J.; Lopez-Rodriguez, M.L.
    Structure-activity relationship of a series of inhibitors of monoacylglycerol hydrolysis - comparison with effects upon fatty acid amide hydrolase (2007), J. Med. Chem., 50, 5012-5023.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.5.1.4 (+/-)-(5Z,8Z,11Z,14Z)-N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)icosa-5,8,11,14-tetraenamide
-
Rattus norvegicus
3.5.1.4 (+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.4 (+/-)-oxiran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.4 (+/-)-oxiran-2-ylmethyl (9Z)-hexadec-9-enoate
-
Rattus norvegicus
3.5.1.4 (+/-)-oxiran-2-ylmethyl (9Z)-octadec-9-enoate
-
Rattus norvegicus
3.5.1.4 (+/-)-oxiran-2-ylmethyl (9Z,12Z)-octadeca-9,12-dienoate
-
Rattus norvegicus
3.5.1.4 (+/-)-oxiran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
-
Rattus norvegicus
3.5.1.4 (+/-)-oxiran-2-ylmethyl 1,1'-biphenyl-2-carboxylate
-
Rattus norvegicus
3.5.1.4 (+/-)-oxiran-2-ylmethyl 1,1'-biphenyl-3-carboxylate
-
Rattus norvegicus
3.5.1.4 (+/-)-oxiran-2-ylmethyl 1,1'-biphenyl-4-carboxylate
-
Rattus norvegicus
3.5.1.4 (+/-)-oxiran-2-ylmethyl benzoate
-
Rattus norvegicus
3.5.1.4 (+/-)-tetrahydro-2H-pyran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.4 (+/-)-tetrahydro-2H-pyran-2-ylmethyl (9Z)-hexadec-9-enoate
-
Rattus norvegicus
3.5.1.4 (+/-)-tetrahydro-2H-pyran-2-ylmethyl (9Z)-octadec-9-enoate
-
Rattus norvegicus
3.5.1.4 (+/-)-tetrahydro-2H-pyran-2-ylmethyl (9Z,12Z)-octadeca-9,12-dienoate
-
Rattus norvegicus
3.5.1.4 (+/-)-tetrahydro-2H-pyran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
-
Rattus norvegicus
3.5.1.4 (+/-)-tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-2-carboxylate
-
Rattus norvegicus
3.5.1.4 (+/-)-tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-3-carboxylate
-
Rattus norvegicus
3.5.1.4 (+/-)-tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-4-carboxylate
-
Rattus norvegicus
3.5.1.4 (+/-)-tetrahydro-2H-pyran-2-ylmethyl benzoate
-
Rattus norvegicus
3.5.1.4 1,3-benzodioxol-5-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.4 2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.4 tetrahydro-2H-pyran-4-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.99 (2R)-oxiran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.99 (2S)-oxiran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.99 (5Z,8Z,11Z,14Z)-N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)icosa-5,8,11,14-tetraenamide
-
Rattus norvegicus
3.5.1.99 (5Z,8Z,11Z,14Z)-N-[(2R)-tetrahydrofuran-2-ylmethyl]icosa-5,8,11,14-tetraenamide
-
Rattus norvegicus
3.5.1.99 (5Z,8Z,11Z,14Z)-N-[(2S)-tetrahydrofuran-2-ylmethyl]icosa-5,8,11,14-tetraenamide
-
Rattus norvegicus
3.5.1.99 1,3-benzodioxol-5-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.99 2,2-dimethyl-1,3-dioxolan-4-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.99 2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.99 oxiran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.99 oxiran-2-ylmethyl (9Z)-hexadec-9-enoate
-
Rattus norvegicus
3.5.1.99 oxiran-2-ylmethyl (9Z)-octadec-9-enoate
-
Rattus norvegicus
3.5.1.99 oxiran-2-ylmethyl (9Z,12Z)-octadeca-9,12-dienoate
-
Rattus norvegicus
3.5.1.99 oxiran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
-
Rattus norvegicus
3.5.1.99 oxiran-2-ylmethyl 1,1'-biphenyl-2-carboxylate
-
Rattus norvegicus
3.5.1.99 oxiran-2-ylmethyl 1,1'-biphenyl-3-carboxylate
-
Rattus norvegicus
3.5.1.99 oxiran-2-ylmethyl 1,1'-biphenyl-4-carboxylate
-
Rattus norvegicus
3.5.1.99 oxiran-2-ylmethyl benzoate
-
Rattus norvegicus
3.5.1.99 tetrahydro-2H-pyran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.99 tetrahydro-2H-pyran-2-ylmethyl (9Z)-hexadec-9-enoate
-
Rattus norvegicus
3.5.1.99 tetrahydro-2H-pyran-2-ylmethyl (9Z)-octadec-9-enoate
-
Rattus norvegicus
3.5.1.99 tetrahydro-2H-pyran-2-ylmethyl (9Z,12Z)-octadeca-9,12-dienoate
-
Rattus norvegicus
3.5.1.99 tetrahydro-2H-pyran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
-
Rattus norvegicus
3.5.1.99 tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-2-carboxylate
-
Rattus norvegicus
3.5.1.99 tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-3-carboxylate
-
Rattus norvegicus
3.5.1.99 tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-4-carboxylate
-
Rattus norvegicus
3.5.1.99 tetrahydro-2H-pyran-2-ylmethyl benzoate
-
Rattus norvegicus
3.5.1.99 tetrahydro-2H-pyran-4-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.99 [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus
3.5.1.99 [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
-
Rattus norvegicus

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
3.5.1.4 membrane
-
Rattus norvegicus 16020
-
3.5.1.99 membrane
-
Rattus norvegicus 16020
-

Organism

EC Number Organism UniProt Comment Textmining
3.5.1.4 Rattus norvegicus
-
-
-
3.5.1.99 Rattus norvegicus
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
3.5.1.4 cerebellum
-
Rattus norvegicus
-
3.5.1.99 cerebellum
-
Rattus norvegicus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.5.1.4 anandamide + H2O
-
Rattus norvegicus ?
-
?
3.5.1.99 2-oleoylglycerol + H2O
-
Rattus norvegicus ?
-
?
3.5.1.99 anandamide + H2O
-
Rattus norvegicus ethanolamine + arachidonic acid
-
?

Synonyms

EC Number Synonyms Comment Organism
3.5.1.4 fatty acid amide hydrolase
-
Rattus norvegicus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.5.1.4 0.0016
-
-
Rattus norvegicus (+/-)-oxiran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
3.5.1.4 0.0053
-
-
Rattus norvegicus tetrahydro-2H-pyran-4-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.4 0.0075
-
-
Rattus norvegicus (+/-)-tetrahydro-2H-pyran-2-ylmethyl (9Z,12Z)-octadeca-9,12-dienoate
3.5.1.4 0.0082
-
-
Rattus norvegicus (+/-)-oxiran-2-ylmethyl (9Z)-hexadec-9-enoate
3.5.1.4 0.01
-
-
Rattus norvegicus (+/-)-oxiran-2-ylmethyl (9Z,12Z)-octadeca-9,12-dienoate
3.5.1.4 0.01
-
-
Rattus norvegicus (+/-)-tetrahydro-2H-pyran-2-ylmethyl (9Z)-hexadec-9-enoate
3.5.1.4 0.011
-
-
Rattus norvegicus (+/-)-oxiran-2-ylmethyl (9Z)-octadec-9-enoate
3.5.1.4 0.012
-
-
Rattus norvegicus (+/-)-oxiran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.4 0.018
-
-
Rattus norvegicus (+/-)-tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-3-carboxylate
3.5.1.4 0.019
-
-
Rattus norvegicus (+/-)-tetrahydro-2H-pyran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
3.5.1.4 0.021
-
-
Rattus norvegicus 2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.4 0.029
-
-
Rattus norvegicus (+/-)-tetrahydro-2H-pyran-2-ylmethyl (9Z)-octadec-9-enoate
3.5.1.4 0.032
-
-
Rattus norvegicus (+/-)-tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-4-carboxylate
3.5.1.4 0.035
-
-
Rattus norvegicus (+/-)-oxiran-2-ylmethyl 1,1'-biphenyl-4-carboxylate
3.5.1.4 0.043
-
-
Rattus norvegicus (+/-)-tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-2-carboxylate
3.5.1.4 0.051
-
-
Rattus norvegicus (+/-)-tetrahydro-2H-pyran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.4 0.053
-
-
Rattus norvegicus (+/-)-tetrahydro-2H-pyran-2-ylmethyl benzoate
3.5.1.4 0.061
-
-
Rattus norvegicus (+/-)-oxiran-2-ylmethyl 1,1'-biphenyl-3-carboxylate
3.5.1.4 0.09
-
-
Rattus norvegicus (+/-)-(5Z,8Z,11Z,14Z)-N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)icosa-5,8,11,14-tetraenamide
3.5.1.4 0.091
-
-
Rattus norvegicus 1,3-benzodioxol-5-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.4 0.098
-
-
Rattus norvegicus (+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.0016
-
37°C, substrate: anandamide Rattus norvegicus oxiran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
3.5.1.99 0.006
-
37°C, substrate: anandamide Rattus norvegicus (2R)-oxiran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.0075
-
37°C, substrate: anandamide Rattus norvegicus tetrahydro-2H-pyran-2-ylmethyl (9Z,12Z)-octadeca-9,12-dienoate
3.5.1.99 0.0082
-
37°C, substrate: anandamide Rattus norvegicus oxiran-2-ylmethyl (9Z)-hexadec-9-enoate
3.5.1.99 0.011
-
37°C, substrate: anandamide Rattus norvegicus oxiran-2-ylmethyl (9Z)-octadec-9-enoate
3.5.1.99 0.012
-
37°C, substrate: anandamide Rattus norvegicus oxiran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.012
-
37°C, substrate: anandamide Rattus norvegicus (2S)-oxiran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.017
-
37°C, substrate: anandamide Rattus norvegicus [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.018
-
37°C, substrate: anandamide Rattus norvegicus tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-3-carboxylate
3.5.1.99 0.019
-
37°C, substrate: 2-oleoylglycerol Rattus norvegicus oxiran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.019
-
37°C, substrate: anandamide Rattus norvegicus tetrahydro-2H-pyran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
3.5.1.99 0.021
-
37°C, substrate: anandamide Rattus norvegicus 2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.026
-
37°C, substrate: 2-oleoylglycerol Rattus norvegicus tetrahydro-2H-pyran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.028
-
37°C, substrate: 2-oleoylglycerol Rattus norvegicus oxiran-2-ylmethyl (9Z)-hexadec-9-enoate
3.5.1.99 0.028
-
37°C, substrate: anandamide Rattus norvegicus [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.029
-
37°C, substrate: anandamide Rattus norvegicus tetrahydro-2H-pyran-2-ylmethyl (9Z)-octadec-9-enoate
3.5.1.99 0.032
-
37°C, substrate: anandamide Rattus norvegicus tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-4-carboxylate
3.5.1.99 0.035
-
37°C, substrate: anandamide Rattus norvegicus oxiran-2-ylmethyl 1,1'-biphenyl-4-carboxylate
3.5.1.99 0.043
-
37°C, substrate: anandamide Rattus norvegicus tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-2-carboxylate
3.5.1.99 0.05
-
37°C, substrate: 2-oleoylglycerol Rattus norvegicus oxiran-2-ylmethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
3.5.1.99 0.051
-
37°C, substrate: anandamide Rattus norvegicus tetrahydro-2H-pyran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.053
-
37°C, substrate: anandamide Rattus norvegicus tetrahydro-2H-pyran-2-ylmethyl benzoate
3.5.1.99 0.061
-
37°C, substrate: anandamide Rattus norvegicus oxiran-2-ylmethyl 1,1'-biphenyl-3-carboxylate
3.5.1.99 0.069
-
37°C, substrate: anandamide Rattus norvegicus (5Z,8Z,11Z,14Z)-N-[(2R)-tetrahydrofuran-2-ylmethyl]icosa-5,8,11,14-tetraenamide
3.5.1.99 0.08
-
37°C, substrate: 2-oleoylglycerol Rattus norvegicus tetrahydro-2H-pyran-2-ylmethyl 1,1'-biphenyl-4-carboxylate
3.5.1.99 0.09
-
37°C, substrate: anandamide Rattus norvegicus (5Z,8Z,11Z,14Z)-N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)icosa-5,8,11,14-tetraenamide
3.5.1.99 0.091
-
37°C, substrate: anandamide Rattus norvegicus 1,3-benzodioxol-5-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.098
-
37°C, substrate: anandamide Rattus norvegicus 2,2-dimethyl-1,3-dioxolan-4-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.099
-
37°C, substrate: 2-oleoylglycerol Rattus norvegicus 2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
3.5.1.99 0.099
-
37°C, substrate: 2-oleoylglycerol Rattus norvegicus (5Z,8Z,11Z,14Z)-N-[(2S)-tetrahydrofuran-2-ylmethyl]icosa-5,8,11,14-tetraenamide