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3.5.1.60: N-(long-chain-acyl)ethanolamine deacylase

This is an abbreviated version!
For detailed information about N-(long-chain-acyl)ethanolamine deacylase, go to the full flat file.

Reaction

N-(long-chain-acyl)ethanolamine
+
H2O
=
a long-chain carboxylate
+
ethanolamine

Synonyms

acylethanolamine acid amidase, amidase, acylethanolamine, hNAAA, N-acylethanolamine acid amidase, N-acylethanolamine amidohydrolase, N-acylethanolamine-hydrolyzing acid amidase, N-acylethanolaminehydrolyzing acid amidase, NAAA, Nacylethanolamine acid amidase, NAE-hydrolyzing acid amidase

ECTree

     3 Hydrolases
         3.5 Acting on carbon-nitrogen bonds, other than peptide bonds
             3.5.1 In linear amides
                3.5.1.60 N-(long-chain-acyl)ethanolamine deacylase

IC50 Value

IC50 Value on EC 3.5.1.60 - N-(long-chain-acyl)ethanolamine deacylase

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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.5
(2E)-3-([1,1'-biphenyl]-4-yl)-1-(pyrrolidin-1-yl)prop-2-en-1-one
Rattus norvegicus
pH 4.5, 37°C
4.1
(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)penta-2,4-dien-1-one
Rattus norvegicus
pH 4.5, 37°C
0.02
(2R)-2-hydroxy-N-pentadecyl-2-phenylacetamide
Homo sapiens
pH and temperature not specified in the publication
0.000006 - 0.078
(2S)-2-hydroxy-N-pentadecyl-2-phenylacetamide
0.00309
(7E)-N-[(3S)-2-oxoazetidin-3-yl]non-7-enamide
Homo sapiens
pH 5.0, 37°C
0.00296
(S)-2-oxo-3-oxetanyl-carbamic acid benzyl ester
Rattus norvegicus
pH and temperature not specified in the publication
0.0039
(Z)-N-[(S)-2-oxoazetidin-3-yl]non-3-enamide
Homo sapiens
pH 5.0, 37°C
0.000007
([1,1'-biphenyl]-4-yl)methyl [(2S,3R)-2-methyl-4-oxooxetan-3-yl]carbamate
0.1
1-(pyrrolidin-1-yl)-3-(thiophen-2-yl)propan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.1
1-(pyrrolidin-1-yl)-3-(thiophen-3-yl)propan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.0141
1-(pyrrolidin-1-yl)-7-(thiophen-2-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0132
1-(pyrrolidin-1-yl)-7-(thiophen-3-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.00576
1-heptyl-3-[(S)-2-oxoazetidin-3-yl]urea
Homo sapiens
pH 5.0, 37°C
0.025
1-hexadecanoylpyrrolidine
Rattus norvegicus
pH and temperature not specified in the publication
0.00035 - 0.0006
1-isothiocyanatopentadecane
0.00076
2,2-dimethyl-N-[(3S)-2-oxoazetidin-3-yl]nonanamide
Homo sapiens
pH 5.0, 37°C
0.00023 - 0.038
2,5-dihydroxy-N-pentadecylbenzamide
0.011
2-hydroxy-N-pentadecylbenzamide
Homo sapiens
pH and temperature not specified in the publication
0.00022
2-methyl-N-[(3S)-2-oxoazetidin-3-yl]nonanamide
Homo sapiens
pH 5.0, 37°C
0.00002
3,5-dichloro-4-nitropyridine
Homo sapiens
pH and temperature not specified in the publication
0.1
3-(2'-chloro[1,1'-biphenyl]-4-yl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.0028
3-(2'-fluoro[1,1'-biphenyl]-4-yl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.1
3-(2'-methyl[1,1'-biphenyl]-4-yl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.0254
3-(3'-chloro[1,1'-biphenyl]-4-yl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0018
3-(3'-fluoro[1,1'-biphenyl]-4-yl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0165
3-(3'-methyl[1,1'-biphenyl]-4-yl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0486
3-(4'-chloro[1,1'-biphenyl]-4-yl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0034
3-(4'-fluoro[1,1'-biphenyl]-4-yl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0332
3-(4'-methyl[1,1'-biphenyl]-4-yl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.00068
3-(4-phenoxybenzoyl)-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
2.8
3-(4-phenoxycyclohexyl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.1
3-(4-phenoxyphenyl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.48
3-(4-phenylcyclohexyl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.00027
3-(6-phenylhexanoyl)-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.0007
3-(cyclohexyloxy)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0057
3-(pyridin-2-yl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.1
3-(pyridin-3-yl)-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.0021 - 0.00212
3-([1,1'-biphenyl]-4-yl)-1-(pyrrolidin-1-yl)propan-1-one
0.0005
3-cyclohexyl-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.1
3-[4-(2H-1,3-benzodioxol-5-yl)phenyl]-1-(pyrrolidin-1-yl)propan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.00774
3-[4-(3-chlorophenoxy)benzoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00521
3-[4-(3-methylphenoxy)benzoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.0064
3-[4-(4-methylphenoxy)benzoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.000092
3-[4-(cyclohexyloxy)benzoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00012
3-[4-(cyclopentyloxy)benzoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00064
3-[4-(pentyloxy)benzoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00021
3-[4-[(4-hydroxycyclohexyl)oxy]benzoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00033
3-[4-[(oxan-4-yl)oxy]benzoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00048 - 0.00134
3-[4-[(pentan-3-yl)oxy]benzoyl]-1,3-oxazolidin-2-one
0.00043
3-[6-(3-bromophenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.000026
3-[6-(3-chloro-4-fluorophenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.000009
3-[6-(3-chlorophenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00016
3-[6-(3-fluoro-4-hydroxyphenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00864
3-[6-(3-hydroxyphenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00312
3-[6-(3-iodophenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.0163
3-[6-(3-methoxyphenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00035
3-[6-(3-methylphenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.0157
3-[6-(4-aminophenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00851
3-[6-(4-bromophenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.0046
3-[6-(4-chlorophenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.000061
3-[6-(4-hydroxyphenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.44
3-[6-(4-methylphenyl)hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.0128
3-[6-[3-(methylsulfanyl)phenyl]hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.000058
3-[6-[3-(trifluoromethyl)phenyl]hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00019
3-[6-[4-(hydroxymethyl)phenyl]hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.00104
3-[6-[4-(trifluoromethyl)phenyl]hexanoyl]-1,3-oxazolidin-2-one
Rattus norvegicus
above, pH and temperature not specified in the publication
0.1
3-[7-oxo-7-(pyrrolidin-1-yl)heptyl]benzoic acid
Rattus norvegicus
above, pH 4.5, 37°C
0.0138
4-butyl-N-[(S)-2-oxoazetidin-3-yl]benzamide
Homo sapiens
pH 5.0, 37°C
0.000027 - 0.000073
4-cyclohexylbutyl-N-[(S)-2-oxoazetidin-3-yl]carbamate
0.1
4-[7-oxo-7-(pyrrolidin-1-yl)heptyl]benzoic acid
Rattus norvegicus
above, pH 4.5, 37°C
0.0000072 - 0.0000077
5-((biphenyl-4-yl)methyl)-N,N-dimethyl-2H-tetrazole-2-carboxamide
5.5
5-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)pentan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.00035
5-(4-(4-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-10-yl)butyl)-1H-1,2,3-triazol-1-yl)pentyl ((2S,3S)-2-methyl-1-(4-(methylsulfonyl)phenoxy)-4-oxoazetidin-3-yl)carbamate
Homo sapiens
pH 7.4, 37°C
0.00006
5-(norbornan-2-ylmethoxy)pentyl N-[(2S,3S)-2-methyl-1-(4-methylsulfonylphenoxy)-4-oxo-azetidin-3-yl]carbamate
Homo sapiens
pH 7.4, 37°C
0.05
5-phenylpentyl N-[(2S,3R)-2-methyl-4-oxo-oxetan-3-yl]-carbamate
Homo sapiens
pH 4.5, 37°C
0.000007 - 0.05
5-phenylpentyl [(2S,3R)-2-methyl-4-oxooxetan-3-yl]carbamate
0.000007 - 0.00005
5-phenylpentyl-N-[(2S,3R)-2-methyl-4-oxo-oxetan-3-yl]carbamate
0.1
7-(2-chlorophenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.0137
7-(2-fluorophenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0684
7-(2-methylphenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0037
7-(3-chlorophenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0073
7-(3-fluorophenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.1
7-(3-hydroxyphenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.1
7-(3-methoxyphenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.0083
7-(3-methylphenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.1
7-(3-propylphenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.0345
7-(4-chlorophenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.008
7-(4-fluorophenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0056
7-(4-hydroxyphenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0354
7-(4-methoxyphenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.0096
7-(4-methylphenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.1
7-(4-propylphenyl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.1
7-(pyridin-2-yl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.1
7-(pyridin-3-yl)-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
above, pH 4.5, 37°C
0.0025
7-cyclohexyl-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.00028
7-cyclohexyl-N-[(3S)-2-oxoazetidin-3-yl]heptanamide
Homo sapiens
pH 5.0, 37°C
0.0129
7-phenyl-1-(pyrrolidin-1-yl)heptan-1-one
Rattus norvegicus
pH 4.5, 37°C
0.01
benzyl [(2R,3S)-2-methyl-4-oxooxetan-3-yl]carbamate
Rattus norvegicus
above, pH and temperature not specified in the publication
0.001
benzyl [(2S,3R)-2-methyl-4-oxooxetan-3-yl]carbamate
Rattus norvegicus
pH and temperature not specified in the publication
0.01
cyclopentyl hexadecanoate
Homo sapiens
pH and temperature not specified in the publication
0.00024
heptyl N-[(S)-2-oxoazetidin-3-yl]carbamate
Homo sapiens
pH 5.0, 37°C
0.1
methyl 3-[7-oxo-7-(pyrrolidin-1-yl)heptyl]benzoate
Rattus norvegicus
above, pH 4.5, 37°C
0.1
methyl 4-[7-oxo-7-(pyrrolidin-1-yl)heptyl]benzoate
Rattus norvegicus
above, pH 4.5, 37°C
0.0017 - 0.0019
N-benzyloxycarbonyl-L-serine beta-lactone
0.0083 - 0.045
N-pentadecylbenzamide
0.034
N-pentadecylbutanamide
Homo sapiens
pH and temperature not specified in the publication
0.0045
N-pentadecylcyclohexancarboxamide
Rattus norvegicus
pH and temperature not specified in the publication
0.1
N-pentadecylnaphthalene-2-carboxamide
Homo sapiens
above, pH and temperature not specified in the publication
0.0004 - 0.098
N-pentadecylpyridine-4-carboxamide
0.1
N-[(2R,3S)-2-methyl-4-oxooxetan-3-yl]-3-phenylpropanamide
Rattus norvegicus
above, pH and temperature not specified in the publication
0.0032
N-[(2S,3R)-2-methyl-4-oxooxetan-3-yl]-3-phenylpropanamide
Rattus norvegicus
pH and temperature not specified in the publication
0.006
N-[(3R)-2-oxo-3-oxetanyl]-3-phenylpropanamide
Rattus norvegicus
pH and temperature not specified in the publication
0.0745
N-[(3R)-2-oxoazetidin-3-yl]nonanamide
Homo sapiens
pH 5.0, 37°C
0.00042
N-[(3S)-2-oxo-3-oxetanyl]-3-phenylpropanamide
Rattus norvegicus
pH and temperature not specified in the publication
0.0734
N-[(3S)-2-oxoazetidin-3-yl]-4-phenylbutanamide
Homo sapiens
pH 5.0, 37°C
0.0272
N-[(3S)-2-oxoazetidin-3-yl]-5-phenylpentanamide
Homo sapiens
pH 5.0, 37°C
0.0006
N-[(3S)-2-oxoazetidin-3-yl]-6-phenylhexanamide
Homo sapiens
pH 5.0, 37°C
0.00024
N-[(3S)-2-oxoazetidin-3-yl]decanamide
Homo sapiens
pH 5.0, 37°C
0.027
N-[(3S)-2-oxoazetidin-3-yl]heptanamide
Homo sapiens
pH 5.0, 37°C
0.00034
N-[(3S)-2-oxoazetidin-3-yl]nonanamide
Homo sapiens
pH 5.0, 37°C
0.0019
N-[(3S)-2-oxoazetidin-3-yl]octanamide
Homo sapiens
pH 5.0, 37°C
0.0001
N-[(3S)-2-oxoazetidin-3-yl]undecanamide
Homo sapiens
pH 5.0, 37°C
0.00046
N-[(3S)-2-oxooxetan-3-yl]heptanamide
Rattus norvegicus
pH and temperature not specified in the publication
0.00016
N-[(3S)-2-oxooxetan-3-yl]naphthalene-2-carboxamide
Rattus norvegicus
pH and temperature not specified in the publication
0.000115
N-[(3S)-2-oxooxetan-3-yl][1,1'-biphenyl]-4-carboxamide
Rattus norvegicus
pH and temperature not specified in the publication
0.0121
N-[(S)-2-oxoazetidin-3-yl]-6-phenylhexanamide
Homo sapiens
pH 5.0, 37°C
0.0057
pentadecylamine
0.000013
undec-10-ynyl N-[(3S)-2-oxoazetidin-3-yl]carbamate
Rattus norvegicus
pH and temperature not specified in the publication
0.000006
undec-10-ynyl-N-[(3S)-2-oxoazetidin-3-yl]carbamate
Homo sapiens
pH and temperature not specified in the publication
0.00023
[2-(ethylsulfonyl)phenyl][(2S)-4-(6-fluoro-1,3-benzothiazol-2-yl)-2-methylpiperazin-1-yl]methanone
Homo sapiens
pH 4.5, 37°C, recombinant enzyme
additional information
3-[4-(4-hydroxyphenoxy)benzoyl]-1,3-oxazolidin-2-one