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Literature summary for 3.5.1.99 extracted from

  • Gattinoni, S.; Simone, C.D.; Dallavalle, S.; Fezza, F.; Nannei, R.; Battista, N.; Minetti, P.; Quattrociocchi, G.; Caprioli, A.; Borsini, F.; Cabri, W.; Penco, S.; Merlini, L.; Maccarrone, M.
    A new group of oxime carbamates as reversible inhibitors of fatty acid amide hydrolase (2010), Bioorg. Med. Chem. Lett., 20, 4406-4411.
    View publication on PubMed
Search for more literature for 3.5.1.99

Inhibitors

Inhibitors Comment Organism Structure
(1-benzothiophen-6-ylamino)([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)methanone
-
 Homo sapiens
(dodecylamino)[[(E)-[1-[3-(thiophen-2-yl)phenyl]ethylidene]amino]oxy]methanone
-
 Homo sapiens
(phenylamino)[[(4-phenylcyclohexylidene)amino]oxy]methanone
-
 Homo sapiens
(phenylamino)[[(E)-[1-[3-(thiophen-2-yl)phenyl]ethylidene]amino]oxy]methanone
-
 Homo sapiens
(phenylamino)[[(E)-[1-[4-(thiophen-2-yl)phenyl]ethylidene]amino]oxy]methanone
-
 Homo sapiens
([(E)-[1-(2,2'-bithiophen-5-yl)ethylidene]amino]oxy)(naphthalen-1-ylamino)methanone
-
 Homo sapiens
([(E)-[1-(4-cyclohexylphenyl)ethylidene]amino]oxy)(naphthalen-1-ylamino)methanone
-
 Homo sapiens
([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)(diphenylamino)methanone
-
 Homo sapiens
([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)(naphthalen-1-ylamino)methanone
-
 Homo sapiens
([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)(phenylamino)methanone
-
 Homo sapiens
([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)(piperidin-1-yl)methanone
-
 Homo sapiens
([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)[(4-fluorophenyl)amino]methanone
-
 Homo sapiens
([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)[(4-methoxyphenyl)amino]methanone
-
 Homo sapiens
([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)[(5-phenylpentyl)amino]methanone
-
 Homo sapiens
([(E)-[1-(biphenyl-4-yl)ethylidene]amino]oxy)(dimethylamino)methanone
-
 Homo sapiens
([(E)-[1-(biphenyl-4-yl)ethylidene]amino]oxy)(naphthalen-1-ylamino)methanone
-
 Homo sapiens
([(E)-[1-(biphenyl-4-yl)ethylidene]amino]oxy)(phenylamino)methanone
-
 Homo sapiens
3'-[(1E)-N-[(phenylcarbamoyl)oxy]ethanimidoyl]biphenyl-3-carboxamide
-
 Homo sapiens
additional information a series of oxime carbamates as non-competitive, reversible inhibitors, and show remarkable selectivity for FAAH over the other components of the endocannabinoid system Homo sapiens
N-(phenylcarbamoyl)-3'-[(1E)-N-[(phenylcarbamoyl)oxy]ethanimidoyl]biphenyl-3-carboxamide
-
 Homo sapiens
piperidin-1-yl[[(E)-[1-[3-(thiophen-2-yl)phenyl]ethylidene]amino]oxy]methanone
-
 Homo sapiens
URB597
-
 Homo sapiens
[[(E)-[1-[4-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl]ethylidene]amino]oxy](naphthalen-1-ylamino)methanone
-
 Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
endoplasmic reticulum membrane
-
 Homo sapiens 5789
-
membrane bound to intracellular membranes, mainly of the endoplasmic reticulum Homo sapiens 16020
-
microsome
-
 Homo sapiens
-
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(9Z)-N-ethyloctadec-9-enamide + H2O Homo sapiens
-
 oleic acid + ethanolamine
-
 ?
anandamide + H2O Homo sapiens i.e. N-arachidonoyl ethanolamide arachidonic acid + ethanolamine
-
 ?
N-palmitoyl ethanolamine + H2O Homo sapiens
-
 palmitic acid + ethanolamine
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(9Z)-N-ethyloctadec-9-enamide + H2O
-
 Homo sapiens oleic acid + ethanolamine
-
 ?
anandamide + H2O i.e. N-arachidonoyl ethanolamide Homo sapiens arachidonic acid + ethanolamine
-
 ?
N-palmitoyl ethanolamine + H2O
-
 Homo sapiens palmitic acid + ethanolamine
-
 ?

Synonyms

Synonyms Comment Organism
FAAH
-
 Homo sapiens

Temperature Optimum [°C]

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

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8.4
-
 assay at Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.000038
-
 (phenylamino)[[(E)-[1-[3-(thiophen-2-yl)phenyl]ethylidene]amino]oxy]methanone pH 8.4, 37°C Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000008
-
 pH 8.4, 37°C Homo sapiens (phenylamino)[[(E)-[1-[3-(thiophen-2-yl)phenyl]ethylidene]amino]oxy]methanone
0.00001
-
 pH 8.4, 37°C Homo sapiens ([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)(naphthalen-1-ylamino)methanone
0.000017
-
 pH 8.4, 37°C Homo sapiens ([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)[(4-fluorophenyl)amino]methanone
0.000028
-
 pH 8.4, 37°C Homo sapiens ([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)[(4-methoxyphenyl)amino]methanone
0.000069
-
 pH 8.4, 37°C Homo sapiens ([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)(phenylamino)methanone
0.000084
-
 pH 8.4, 37°C Homo sapiens 3'-[(1E)-N-[(phenylcarbamoyl)oxy]ethanimidoyl]biphenyl-3-carboxamide
0.0001
-
 pH 8.4, 37°C Homo sapiens ([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)[(5-phenylpentyl)amino]methanone
0.000112
-
 pH 8.4, 37°C Homo sapiens piperidin-1-yl[[(E)-[1-[3-(thiophen-2-yl)phenyl]ethylidene]amino]oxy]methanone
0.000116
-
 pH 8.4, 37°C Homo sapiens (dodecylamino)[[(E)-[1-[3-(thiophen-2-yl)phenyl]ethylidene]amino]oxy]methanone
0.0002
-
 pH 8.4, 37°C Homo sapiens (phenylamino)[[(E)-[1-[4-(thiophen-2-yl)phenyl]ethylidene]amino]oxy]methanone
0.00022
-
 pH 8.4, 37°C Homo sapiens ([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)(piperidin-1-yl)methanone
0.000232
-
 pH 8.4, 37°C Homo sapiens (1-benzothiophen-6-ylamino)([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)methanone
0.000401
-
 pH 8.4, 37°C Homo sapiens ([(E)-[1-(biphenyl-4-yl)ethylidene]amino]oxy)(naphthalen-1-ylamino)methanone
0.00076
-
 pH 8.4, 37°C Homo sapiens ([(E)-[1-(biphenyl-4-yl)ethylidene]amino]oxy)(phenylamino)methanone
0.001
-
 pH 8.4, 37°C Homo sapiens ([(E)-[1-(4-cyclohexylphenyl)ethylidene]amino]oxy)(naphthalen-1-ylamino)methanone
0.001
-
 pH 8.4, 37°C Homo sapiens [[(E)-[1-[4-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl]ethylidene]amino]oxy](naphthalen-1-ylamino)methanone
0.001
-
 pH 8.4, 37°C Homo sapiens ([(E)-[1-(2,2'-bithiophen-5-yl)ethylidene]amino]oxy)(naphthalen-1-ylamino)methanone
0.025
-
 pH 8.4, 37°C Homo sapiens N-(phenylcarbamoyl)-3'-[(1E)-N-[(phenylcarbamoyl)oxy]ethanimidoyl]biphenyl-3-carboxamide
0.05
-
 pH 8.4, 37°C Homo sapiens ([(E)-[1-(biphenyl-3-yl)ethylidene]amino]oxy)(diphenylamino)methanone
0.05
-
 pH 8.4, 37°C Homo sapiens ([(E)-[1-(biphenyl-4-yl)ethylidene]amino]oxy)(dimethylamino)methanone
0.05
-
 pH 8.4, 37°C Homo sapiens (phenylamino)[[(4-phenylcyclohexylidene)amino]oxy]methanone