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Literature summary for 3.5.1.99 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

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

Localization

Localization Comment Organism GeneOntology No. Textmining
membrane
-
Rattus norvegicus 16020
-

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
cerebellum
-
Rattus norvegicus
-

Substrates and Products (Substrate)

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

IC50 Value

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