Information on EC 3.1.1.23 - acylglycerol lipase

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The expected taxonomic range for this enzyme is: Bacteria, Eukaryota

EC NUMBER
COMMENTARY hide
3.1.1.23
-
RECOMMENDED NAME
GeneOntology No.
acylglycerol lipase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
hydrolyses glycerol monoesters of long-chain fatty acids
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
esterification
-
-
hydrolysis
-
-
hydrolysis of carboxylic ester
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Glycerolipid metabolism
-
-
lipid metabolism
-
-
Metabolic pathways
-
-
monoacylglycerol metabolism (yeast)
-
-
triacylglycerol degradation
-
-
SYSTEMATIC NAME
IUBMB Comments
glycerol-ester acylhydrolase
-
CAS REGISTRY NUMBER
COMMENTARY hide
9040-75-9
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
UniProt
Manually annotated by BRENDA team
strain H-257
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
Mus musculus C57BL/6
C57BL/6 mice
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
strain H37Rv, gene Rv0183
-
-
Manually annotated by BRENDA team
strain H37Rv, gene Rv0183
-
-
Manually annotated by BRENDA team
strain LP7315
-
-
Manually annotated by BRENDA team
strain LP7315
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1(3)-arachidonoylglycerol + H2O
? + glycerol
show the reaction diagram
-
-
-
?
1(3)-monooleoylglycerol + H2O
oleic acid + glycerol
show the reaction diagram
-
-
-
-
?
1,2-dicaprin + H2O
?
show the reaction diagram
1,3-dihydroxypropan-2-yl 4-pyren-1-ylbutanoate
pyrenylbutanoic acid + glycerol
show the reaction diagram
1,3-dihydroxypropan-2-yl 4-pyren-1-ylbutanoate + H2O
pyrenylbutanoic acid + glycerol
show the reaction diagram
-
-
-
-
?
1-arachidonoylglycerol + H2O
arachidonic acid + glycerol
show the reaction diagram
-
-
-
-
?
1-arachidonoylglycerol + H2O
glycerol + arachidonic acid
show the reaction diagram
1-capryloyl-rac-glycerol + H2O
glycerol + caprylic acid
show the reaction diagram
-
-
-
-
?
1-decanoyl-rac-glycerol + H2O
glycerol + decanoic acid
show the reaction diagram
1-lauroyl-rac-glycerol + H2O
glycerol + lauric acid
show the reaction diagram
1-linoleoylglycerol + H2O
glycerol + linoleic acid
show the reaction diagram
-
-
-
-
?
1-mono-oleyl-rac-glycerol + H2O
oleate + glycerol
show the reaction diagram
-
-
-
-
?
1-monobutyroyl-rac-glycerol + H2O
butyrate + glycerol
show the reaction diagram
-
-
-
-
?
1-monocaprylin + H2O
?
show the reaction diagram
-
-
-
-
?
1-monocapryloylglycerol + H2O
caprylic acid + glycerol
show the reaction diagram
1-monodecanoyl-rac-glycerol + H2O
decanoate + glycerol
show the reaction diagram
-
-
-
-
?
1-monolauroyl-rac-glycerol + H2O
laureate + glycerol
show the reaction diagram
-
-
-
-
?
1-monolauroylglycerol + H2O
lauric acid + glycerol
show the reaction diagram
1-monolinolein + H2O
?
show the reaction diagram
-
one of the most preferred substrates
-
-
?
1-monolinolenin + H2O
?
show the reaction diagram
-
best substrate
-
-
?
1-monolinoleoylglycerol + H2O
linolic acid + glycerol
show the reaction diagram
-
-
-
?
1-monolinoleoylycerol + H2O
linoleic acid + glycerol
show the reaction diagram
-
-
?
1-monomyristoyl-rac-glycerol + H2O
myristoate + glycerol
show the reaction diagram
-
-
-
-
?
1-monomyristoylglycerol + H2O
myristic acid + glycerol
show the reaction diagram
1-monooctanoyl-rac-glycerol + H2O
octanoate + glycerol
show the reaction diagram
-
-
-
-
?
1-monoolein + H2O
?
show the reaction diagram
-
one of the most preferred substrates
-
-
?
1-monooleoylglycerol + H2O
oleic acid + glycerol
show the reaction diagram
1-monopalmitin + H2O
?
show the reaction diagram
-
-
-
-
?
1-monopalmitoylglycerol + H2O
palmitic acid + glycerol
show the reaction diagram
1-monostearoylglycerol + H2O
stearic acid + glycerol
show the reaction diagram
-
-
?
1-myristoyl-rac-glycerol + H2O
glycerol + myristic acid
show the reaction diagram
-
-
-
-
?
1-oleoyl-rac-glycerol + H2O
glycerol + oleic acid
show the reaction diagram
1-oleoylglycerol + H2O
oleic acid + glycerol
show the reaction diagram
-
-
-
-
?
1-palmitoyl-2-lysophosphatidylcholine + H2O
palmitic acid + glycerophosphorylcholine
show the reaction diagram
-
-
-
-
?
2-(15-deoxy-DELTA12,14-prostaglandin J2)-glycerol + H2O
?
show the reaction diagram
2-arachidonoylglycerol + H2O
arachidonic acid + glycerol
show the reaction diagram
2-arachidonoylglycerol + H2O
glycerol + arachidonic acid
show the reaction diagram
2-linoleoylglycerol + H2O
glycerol + linoleic acid
show the reaction diagram
-
-
-
-
?
2-monolinolein + H2O
?
show the reaction diagram
-
-
-
-
?
2-monomyristoylglycerol + H2O
myristic acid + glycerol
show the reaction diagram
-
-
-
-
?
2-monoolein + H2O
?
show the reaction diagram
2-monooleoylglycerol + H2O
oleic acid + glycerol
show the reaction diagram
2-monopalmitoylglycerol + H2O
palmitic acid + glycerol
show the reaction diagram
-
-
-
-
?
2-oleoylglycerol + H2O
glycerol + oleic acid
show the reaction diagram
-
-
-
-
?
2-oleoylglycerol + H2O
oleic acid + glycerol
show the reaction diagram
2-palmitoylglycerol + H2O
glycerol + palmitic acid
show the reaction diagram
-
-
-
-
?
3-oleoylglycerol + H2O
oleic acid + glycerol
show the reaction diagram
-
-
-
-
?
4-methylumbelliferyl butyrate + H2O
4-methylumbelliferol + butyrate
show the reaction diagram
-
-
-
-
?
4-nitrophenyl acetate + H2O
4-nitrophenol + acetate
show the reaction diagram
-
-
-
-
?
4-nitrophenyl butyrate + H2O
4-nitrophenol + butyric acid
show the reaction diagram
-
-
?
4-nitrophenyl caprate + H2O
4-nitrophenol + capric acid
show the reaction diagram
-
-
?
4-nitrophenyl caprylate + H2O
4-nitrophenol + caprylic acid
show the reaction diagram
-
-
?
4-nitrophenyl octanoate + H2O
4-nitrophenol + octanoate
show the reaction diagram
-
-
?
4-nitrophenyl-caproate + H2O
4-nitrophenol + caproic acid
show the reaction diagram
-
-
?
4-nitrophenyl-laurate + H2O
4-nitrophenol + lauric acid
show the reaction diagram
-
-
?
4-nitrophenyl-myristate + H2O
4-nitrophenol + myristic acid
show the reaction diagram
-
-
?
4-nitrophenyl-palmitate + H2O
4-nitrophenol + palmitic acid
show the reaction diagram
-
-
?
4-nitrophenyl-stearate + H2O
4-nitrophenol + stearic acid
show the reaction diagram
-
-
?
4-nitrophenyllaurate + H2O
4-nitrophenol + lauric acid
show the reaction diagram
7-hydroxycoumarinyl arachidonate
arachidonic acid + 7-hydroxycoumarin
show the reaction diagram
-
-
-
-
?
arachidonoyl-1-thio-glycerol + H2O
?
show the reaction diagram
arachidonoyl-7-hydroxy-6-methoxy-4-methylcoumarin ester + H2O
arachidonic acid + 7-hydroxy-6-methoxy-4-methylcoumarin
show the reaction diagram
bis(monoacylclycerol) phosphate + H2O
?
show the reaction diagram
-
at pH 5.5
-
?
diolein + H2O
?
show the reaction diagram
glycerol + lauric acid
monolaurin + H2O
show the reaction diagram
-
93% conversion after 6 h
-
-
r
glycerol + myristic acid
monomyristin + H2O
show the reaction diagram
-
60% conversion after 6 h
-
-
r
glycerol + oleic acid
monoolein + H2O
show the reaction diagram
-
46% conversion after 6 h
-
-
r
glycerol + palmitic acid
monopalmitin + H2O
show the reaction diagram
-
50% conversion after 6 h
-
-
r
glycerol + stearic acid
monostearin + H2O
show the reaction diagram
-
60% conversion after 6 h
-
-
r
lauric acid + glycerol
monolauroyl glycerol + H2O
show the reaction diagram
-
catalyzes the esterification of lauric acid and glycerol in a homogeneous system, minimal amounts of dilaurin are also synthesized
-
?
lysobisphosphatidic acid + H2O
?
show the reaction diagram
-
at pH 5.5
-
?
methyl butyrate + H2O
methanol + butanoate
show the reaction diagram
-
-
-
-
?
methylcaprylate + H2O
?
show the reaction diagram
-
low activity
-
-
?
methyloleate + H2O
?
show the reaction diagram
-
low activity
-
-
?
monoarachidonoylglycerol + H2O
arachidonic acid + glycerol
show the reaction diagram
-
-
-
?
monolinoleoylglycerol + H2O
linoic acid + glycerol
show the reaction diagram
monomyristin + H2O
glycerol + myristate
show the reaction diagram
monomyristoylglycerol + H2O
myristic acid + glycerol
show the reaction diagram
-
-
-
?
monoolein + H2O
glycerol + oleate
show the reaction diagram
monooleoylglycerol + H2O
oleic acid + glycerol
show the reaction diagram
monostearoylglycerol + H2O
stearic acid + glycerol
show the reaction diagram
oleoylethanol + H2O
oleic acid + ethanol
show the reaction diagram
-
-
-
-
?
palmitoyl-CoA + H2O
palmitic acid + CoA
show the reaction diagram
-
-
-
-
?
phosphatidylcholine + H2O
?
show the reaction diagram
prostaglandin D2-G + H2O
?
show the reaction diagram
-
-
-
-
?
prostaglandin D2-glycerol + H2O
?
show the reaction diagram
-
-
-
-
?
prostaglandin E2-G + H2O
?
show the reaction diagram
-
-
-
-
?
prostaglandin E2-glycerol + H2O
?
show the reaction diagram
-
-
-
-
?
prostaglandin F2alpha-glycerol + H2O
?
show the reaction diagram
-
-
-
-
?
prostaglandin F3alpha-G + H2O
?
show the reaction diagram
-
-
-
-
?
rac-1(3)-oleoylglycerol + H2O
oleate + glycerol
show the reaction diagram
-
-
-
-
?
sn-2-arachidonoylglycerol + H2O
arachidonic acid + glycerol
show the reaction diagram
sn-2-monoolein + H2O
glycerol + oleic acid
show the reaction diagram
sn-2-palmitoylglycerol + H2O
palmitic acid + glycerol
show the reaction diagram
-
-
-
-
?
soybean oil + H2O
?
show the reaction diagram
tributyrylglycerol + H2O
?
show the reaction diagram
-
-
-
-
?
tricaprylin + H2O
?
show the reaction diagram
trieicosapentaenoin + H2O
?
show the reaction diagram
-
low activity
-
-
?
trilaurin + H2O
?
show the reaction diagram
-
low activity
-
-
?
trilinolein + H2O
?
show the reaction diagram
-
low activity
-
-
?
trilinolenin + H2O
?
show the reaction diagram
-
low activity
-
-
?
triolein + H2O
?
show the reaction diagram
tripalmitin + H2O
?
show the reaction diagram
-
-
-
-
?
tripalmitolein + H2O
?
show the reaction diagram
-
-
-
-
?
tristearin + H2O
?
show the reaction diagram
-
-
-
-
?
umbelliferyl arachidonate + H2O
umbelliferol + arachidonic acid
show the reaction diagram
-
-
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
1-arachidonoylglycerol + H2O
glycerol + arachidonic acid
show the reaction diagram
-
best substrate
-
-
?
1-lauroyl-rac-glycerol + H2O
glycerol + lauric acid
show the reaction diagram
2-arachidonoylglycerol + H2O
arachidonic acid + glycerol
show the reaction diagram
2-arachidonoylglycerol + H2O
glycerol + arachidonic acid
show the reaction diagram
2-oleoylglycerol + H2O
oleic acid + glycerol
show the reaction diagram
arachidonoyl-7-hydroxy-6-methoxy-4-methylcoumarin ester + H2O
arachidonic acid + 7-hydroxy-6-methoxy-4-methylcoumarin
show the reaction diagram
Q99685
-
-
-
?
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Na+
-
110% activity at 1 mM
additional information
-
not activated by K+
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2R,9Z)-octadec-9-ene-1,2-diamine dihydrochloride
-
inhibits by 42.2%
(2S)-6-[4-(hexyloxy)phenyl]hexane-1,2-diamine
-
exhibits weak inhibitory activity (25.9%)
(2S,9Z)-octadec-9-ene-1,2-diamine
-
selectively inhibits MGL by 49.9%. The presence of a long monounsaturated chain corresponding to oleic acid is a key requirement for the selective inhibition of MGL
(3R)-1-(3,4-dimethylphenyl)-5-oxo-N-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]pyrrolidine-3-carboxamide
-
51.85% residual activity at 0.1 mM
(3R)-N-(3,5-dimethylphenyl)-1-[2-(5-fluoro-1H-indol-3-yl)ethyl]-5-oxopyrrolidine-3-carboxamide
-
18.61% residual activity at 0.1 mM
(3S)-3-[1(R)-(biphenylacetyloxy)-ethyl]-azetidin-2-one
-
16% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
(3S)-N-(1,3-benzodioxol-4-ylmethyl)-1-[4-[(2-chlorobenzyl)oxy]phenyl]-5-oxopyrrolidine-3-carboxamide
-
51.09% residual activity at 0.1 mM
(4-amidinophenyl) methanesulfonyl fluoride
-
i.e. APMSF, inhibits at 0.5 mM
(5E)-5-(3-methylbutylidene)-2-thioxo-1,3-thiazolidin-4-one
-
weak inhibitory effect
(5Z,8Z,11Z,14Z)-eicosantetraenoic acid 3-thienyl methyl ester
-
i.e. CAY-10402, 14% inhibition at 0.1 mM
(R)-2-aminohexadecanol
-
inhibits by 30%
(S)-2-aminohexadecanol
-
inhibits by 31.5%
1,2-diaminohexadecane
-
inhibits by 30.3%
1-(20-cyano-16,16-dimethyl-eicosa-5,8,11,14-tetraenoyl)glycerol
-
i.e. O-223
1-(20-hydroxy-16,16-dimethyl-eicosa-5,8,11,14-tetraenoyl)glycerol
-
i.e. O-224
1-(3-phenylpropanoyl)-(3R,4R)-3-[1(R)-(3-phenylpropanoyloxy)-ethyl]-4-(acetoxy)-azetidin-2-one
-
100% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(3-phenylpropanoyl)-(3R,4R)-3-[1(R)-(4-phenylbutanoyloxy)-ethyl]-4-(acetoxy)-azetidin-2-one
-
100% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(3-phenylpropanoyl)-(3R,4R)-3-[1(R)-(biphenylacetyloxy)-ethyl]-4-(acetoxy)-azetidin-2-one
-
100% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0; 66% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(3-phenylpropanoyl)-(3S)-3-[1(R)-(3-phenylpropanoyloxy)-ethyl]-azetidin-2-one
-
100% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(3-phenylpropanoyl)-(3S)-3-[1(R)-(4-phenylbutanoyloxy)-ethyl]-azetidin-2-one
-
100% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(3-phenylpropanoyl)-(3S)-3-[1(R)-(5-phenylpentanoyloxy)-ethyl]-azetidin-2-one
-
100% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(3-phenylpropanoyl)-(3S)-3-[1(R)-(biphenylacetyloxy)-ethyl]-azetidin-2-one
-
31% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(4-phenylbutanoyl)-(3R,4R)-3-[1(R)-(4-phenylbutanoyloxy)-ethyl]-4-(acetoxy)-azetidin-2-one
-
100% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(4-phenylbutanoyl)-(3R,4R)-3-[1(R)-hydroxyethyl]-4-(acetoxy)-azetidin-2-one
-
61% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(4-phenylbutanoyl)-(3S)-3-[1(R)-(3-phenylpropanoyloxy)-ethyl]-azetidin-2-one
-
54% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(4-phenylbutanoyl)-(3S)-3-[1(R)-(4-phenylbutanoyloxy)-ethyl]-azetidin-2-one
-
100% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(4-phenylbutanoyl)-(3S)-3-[1(R)-(5-phenylpentanoyloxy)-ethyl]-azetidin-2-one
-
59% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(5-phenylpentanoyl)-(3S)-3-[1(R)-(4-phenylbutanoyloxy)-ethyl]-azetidin-2-one
-
39% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(5-phenylpentanoyl)-(3S)-3-[1(R)-(biphenylacetyloxy)-ethyl]-azetidin-2-one
-
25% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(hexa-5-enoyl)-(3S)-3-[1(R)-(4-phenylbutanoyloxy)-ethyl]-azetidin-2-one
-
85% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(hexa-5-enoyl)-(3S)-3-[1(R)-(biphenylacetyloxy)-ethyl]-azetidin-2-one
-
67% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(pent-4-enoyl)-(3R,4R)-3-[1(R)-(pent-4-enoyloxy)-ethyl]-4-(acetoxy)-azetidin-2-one
-
99% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(pent-4-enoyl)-(3R,4R)-3-[1(R)-hydroxyethyl]-4-(acetoxy)-azetidin-2-one
-
16% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0; 8% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(pent-4-enoyl)-(3S)-3-[1(R)-(4-phenylbutanoyloxy)-ethyl]-azetidin-2-one
-
89% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(pent-4-enoyl)-(3S)-3-[1(R)-(biphenylacetyloxy)-ethyl]-azetidin-2-one
-
91% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(pent-4-enoyl)-(3S)-3-[1(R)-(hexa-5-enoyloxy)-ethyl]-azetidin-2-one
-
8% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(pent-4-enoyl)-(3S)-3-[1(R)-(pent-4-enoyloxy)-ethyl]-azetidin-2-one
-
99% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-(pent-4-enoyl)-(3S)-3-[1(R)-hydroxyethyl]-azetidin-2-one
-
89% inhibition, with 0.1 mM of inhibitor, at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
1-arachidin
-
11% inhibition of the membraneous enzyme at 0.1 mM, 19% inhibition of the cytosolic enzyme at 0.1 mM
1-arachidonoylglycerol
1-methylethyl dodecylphosphonofluoridoate
-
highly potent inhibitor
1-myristin
-
IC50 value for the membraneous and the cytosolic enzyme is 0.032 mM, complete inhibition is possible
1-nor-arachidonoyl-3-(2'3-dihydroxypropyl) urea
-
i.e. O-1502, 39% inhibition at 0.1 mM
1-palmitin
-
44% inhibition of the membraneous enzyme at 0.1 mM, 38% inhibition of the cytosolic enzyme at 0.1 mM
15-deoxy-DELTA12,14-prostaglandin J2
1H-benzotriazol-1-yl(4-benzylpiperazin-1-yl)methanone
-
-
1H-benzotriazol-1-yl[4-(4-bromobenzyl)piperazin-1-yl]methanone
-
-
1H-benzotriazol-1-yl[4-(4-nitrobenzyl)piperazin-1-yl]methanone
-
-
1H-benzotriazol-1-yl[4-(naphthalen-2-ylmethyl)piperazin-1-yl]methanone
-
-
1H-benzotriazol-1-yl[4-[(2E)-3-phenylprop-2-en-1-yl]piperazin-1-yl]methanone
-
-
2,3-dihydroxypropyl (11Z)-icos-11-enoate
-
i.e. O-4066, IC50 value for the membraneous enzyme is 0.026 mM, for the cytosolic enzyme 0.019 mM, complete inhibition of the membraneous enzyme is possible, maximal inhibition of the cytosolic enzyme of 79%
2,3-dihydroxypropyl (11Z,14Z)-icosa-11,14-dienoate
-
i.e. O-3907, IC50 value for the membraneous enzyme is 0.016 mM, for the cytosolic enzyme 0.0051 mM, complete inhibition is possible
2,3-dihydroxypropyl (4Z,7Z,10Z,13Z)-17-ethylcycloheptadeca-4,7,10,13-tetraene-1-carboxylate
-
i.e. O-1428, IC50 value for the membraneous enzyme is 0.071 mM, for the cytosolic enzyme 0.015 mM, complete inhibition is possible
2,3-dihydroxypropyl (5Z)-icos-5-enoate
-
i.e. 3908, IC50 value for the membraneous enzyme is 0.056 mM, for the cytosolic enzyme 0.021 mM, complete inhibition of the membraneous enzyme is possible, maximal inhibition of the cytosolic enzyme of 65%
2,3-dihydroxypropyl (5Z,8Z,11Z)-2-ethylcycloheptadeca-5,8,11-triene-1-carboxylate
-
i.e. O-3973, IC50 value for the membraneous enzyme is 0.0083 mM, for the cytosolic enzyme 0.0042 mM, complete inhibition is possible
2,3-dihydroxypropyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate
-
i.e. O-3832, IC50 value for the membraneous enzyme is 0.017 mM, for the cytosolic enzyme 0.0082 mM, complete inhibition is possible
2,3-dihydroxypropyl (6Z,9Z,12Z,15Z)-cyclohenicosa-6,9,12,15-tetraene-1-carboxylate
-
IC50 value for the membraneous enzyme is 0.0051 mM, for the cytosolic enzyme 0.0058 mM, complete inhibition is possible
2,3-dihydroxypropyl (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoate
-
IC50 value for the membraneous enzyme is 0.011 mM, for the cytosolic enzyme 0.0045 mM, complete inhibition is possible
2,3-dihydroxypropyl (8Z,11Z,14Z)-icosa-8,11,14-trienoate
-
i.e. 3846, IC50 value for the membraneous enzyme is 0.073 mM, for the cytosolic enzyme 0.0075 mM, complete inhibition is possible
2-(7-methoxy-2-oxo-2H-chromen-3-yl)-N-(2-methoxyphenyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxamide
-
-
2-(nonylsulfanyl)-4H-1,3,2-benzodioxaphosphinine 2-oxide
-
-
2-arachidonoylglycerol
2-mercaptoethanol
-
50% residual activity at 1 mM
2-methyl-4-isothiazolin-3-one
-
-
2-octyl-4-isothiazolin-3-one
-
; octhilinone, inhibits purified recombinant MGL through a partially reversible mechanism that involves a specific interaction with cysteine 208
2-octyl-benzo[d]isothiazol-3-one
-
-
2-oleoyl-4-isothiazolin-3-one
-
-
3-methoxy-N-phenyl-1,2,4-thiadiazol-5-amine
-
weak inhibitory effect
3-[(4S)-1-[2-(5-fluoro-1H-indol-3-yl)ethyl]-2,5-dioxoimidazolidin-4-yl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide
-
57.6% residual activity at 0.1 mM
4-chlormercurybenzoate
-
IC50 value is 0.072 mM
4-chloromercuribenzoic acid
-
-
4-cyanophenyl ethyl dodecylphosphonate
-
highly potent inhibitor
4-nitrophenyl 4-[bis(1,3-benzodioxol-5-yl)hydroxymethyl]piperidine-1-carboxylate
4-nitrophenyl dodecyl(1-methylethyl)phosphinate
-
-
5-[(biphenyl-4-yl)methyl]-N,N-dimethyl-2H-tetrazole-2-carboxamide
-
AM6701, conforms to the L shape of the binding site, contacts with the binding site are similar to those seen with the 2-arachidonoylglycerol docking pose. The close contacts with A164 and K165 are lost as the subpocket is not occupied. Instead the biphenyl moiety, which extends further up the binding pocket, makes additional contacts with A156, T157 and K160, thus AM6701 is a non-selective inhibitor
6-methyl-2-p-tolylamino-benzo[d] [1,3]oxazin-4-one
6-methyl-2-[(4-methylphenyl)amino]-4H-3,1-benzoxazin-4-one
-
URB754, inhibition of brain MAGL expressed in HeLa cells, no inhibition of membrane-bound MAGL. Is not selective for MAGL
alpha-methyl-1-arachidonoyl glycerol
-
compound O-1428, inhibits both cytosolic and membrane-bound MAGL
alpha-methyl-1-arachidonoylglycerol
-
IC50 value is 0.011 mM
AM6580
-
irreversible inhibitor, i.e. [4-(9H-fluoren-9-yl)-piperazin-1-yl][1,2,3]triazolo[4,5-b]pyridin-1-ylmethanone
-
AM6701
AM6702
-
-
apolipoprotein A-1
-
-
-
arachidonic acid
-
IC50 value is 0.078 mM
arachidonoyl glycine
-
42% inhibition at 0.1 mM
arachidonoyl serinol
-
IC50 value is 0.073 mM
arachidonoyl trifluoromethylketone
arachidonoyltrifluoromethyl ketone
arachidonoyltrifluoromethylketone
-
-
arachidonyl trifluoromethylketone
-
-
ATP
-
slightly inhibiting
benzol
-
IC50 is 0.012 mM
benzyl [4-(5-methoxy-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-2-methylphenyl]carbamate
-
5.12% residual activity at 0.1 mM
benzylphenylcarbamate
-
-
biphenyl-3-yl-carbamic acid cyclohexyl ester
-
i.e. URB602
CAY 10415
CAY 10514
CAY10499
-
-
celastrol
-
inhibits MGL activity, albeit less potently than pristimerin
chlorpyrifos oxon
ciglitazone
Co2+
-
47% residual activity at 1 mM
CP55,940
Cu2+
-
35% residual activity at 1 mM
decyl benzodioxaphosphorin oxide
-
IC50 is 0.80 nM
deoxycholate
-
17% inhibition at 5 mM
diazoxon
-
IC50 is 0.014 mM
dichlorvos
-
IC50 is 0.013 mM
diethyl 3,5,6-trichloropyridin-2-yl phosphate
-
-
diethyl 4-nitrophenyl phosphate
-
-
Diethyl p-nitrophenyl phosphate
diethyldicarbonate
-
20% residual activity at 1 mM
dihydrocelastrol
-
inhibits MGL activity, albeit less potently than pristimerin
dihydrocelastryl diacetate
-
inhibits MGL activity, albeit less potently than pristimerin
diisopropyl fluorophosphate
diisopropylfluorophosphate
-
75% residual activity at 1 mM
Disulfiram
dithiothreitol
-
-
dodecane-1-sulfonyl fluoride
-
-
dodecyl benzodioxaphosphorin oxide
-
IC50 is 0.83 nM
dodecyl sulfonyl fluoride
-
IC50 is 200 nM
E600
-
inactivation
EDTA
-
50% residual activity at 1 mM
ethyl 3,5,6-trichloropyridin-2-yl dodecylphosphonate
-
-
ethyl octylphosphonofluoridate
euphol
-
inhibits MGL activity with high potency. Blocks MGL activity through a reversible and noncompetitive mechanism, which is apparently identical to that of pristimerin
Fe3+
-
35% residual activity at 1 mM
heptyl benzodioxaphosphorin oxide
-
IC50 is 45 nM
hexadecylsufonyl fluoride
Hg2+
-
30% residual activity at 1 mM
isopropyl dodecylfluorophosphate
-
i.e. IDFP, n-C12H25P(O)(OCH3)F, IC50 is 0.76 nM
isopropyl dodecylfluorophosphonate
-
is not selective for MAGL
isopropyldodecylfluorophosphonate
-
-
JJKK-048
-
i.e. 4-[bis-(benzo[d][1,3]dioxol-5-yl)methyl]-piperidin-1-yl}(1H-1,2,4-triazol-1-yl)methanone
-
LY2183240
-
is less potent than JZL184
Maleimide
-
IC50 value is 0.070 mM
meloxicam
Mercury chloride
-
-
methyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14- tetraenylphosphonofluoridate
-
completely inhibits 4-nitophenyl acetate hydrolysis by pure human MGL at 0.1 mM
methyl arachidonyl fluorophosphonate
methyl icosylphosphonofluoridoate
-
-
methyl octylphosphonofluoridate
methylarachidonoylfluorophosphonate
-
-
-
Mn2+
-
58% residual activity at 1 mM
N-(1-pyrenyl)-maleimide
-
IC50 value is 0.068 mM
N-(2-hydroxyethyl)-2-oxopentadecanamide
-
exhibits weak inhibitory activity (27.5%) and no selectivity towards MGL
N-(4-hydroxy-2-methylphenyl)arachidonylamide
-
i.e. VDM11, an anandamide uptake inhibitor, substrate of fatty acid amide hydrolase, EC 3.5.1.4, IC50 is 0.021 mM
N-(4-hydroxyphenyl)arachidonylamide
-
i.e. AM404, an anandamide uptake inhibitor, substrate of fatty acid amide hydrolase, EC 3.5.1.4, IC50 is 0.020 mM
N-arachidonoyl dopamine
N-arachidonoylmaleimide
N-arachidonyl maleimide
N-arachidonylmaleimide
N-benzoylthiocarbamic cyclohexylethyl ester
-
-
N-cyclohexylmaleimide
-
IC50 value is 0.051 mM
N-ethylmaleimide
N-hydroxymaleimide
-
IC50 value is 0.413 mM
N-n-heptyl benzodioxaphosphorin oxide
-
IC50 is 150 nM
N-Phenylmaleimide
-
IC50 value is 0.044 mM
N-propylmaleimide
-
IC50 value is 0.053 mM
N-[3-(4-fluorophenyl)-6-oxopyrazolo[5,1-c]pyrido[4,3-e][1,2,4]triazin-7(6H)-yl]-2-(naphthalen-2-yloxy)acetamide
-
72.3% residual activity at 0.1 mM
N-[4-(1,3-benzothiazol-2-yl)phenyl]-2-(1H-benzotriazol-1-yl)acetamide
-
14.28% residual activity at 0.1 mM
noladin ether
-
IC50 value is 0.036 mM
O-n-octyl benzodioxaphosphorin oxide
-
IC50 is 150 nM
octane-1-sulfonyl fluoride
-
-
octyl sulfonyl fluoride
-
IC50 is 140 nM
p-bromophenacyl bromide
-
partial inhibition
p-chloromercuribenzoic acid
-
45% residual activity at 1 mM
palmitoyl-CoA
-
-
Paraoxon
-
IC50 is 0.0023 mM
phenylmethylsulfonyl fluoride
pristimerin
pristimerol
-
inhibits MGL activity, albeit less potently than pristimerin
Protamine sulfate
-
-
-
rosiglitazone
S-heptyl benzodioxaphosphorin oxide
-
IC50 is 2.9 nM
S-nonyl benzodioxaphosphorin oxide
-
IC50 is 0.31 nM
S-nonylbenzodioxaphosphorin oxide
-
is not selective for MAGL
S-pentyl benzodioxaphosphorin oxide
-
IC50 is 3.1 nM
SAR629
-
substrate mimic
Sodium cholate
-
-
SPB 01403
-
-
stearyl benzodioxaphosphorin oxide
-
IC50 is 51 nM
tetrahydrolipstatin
Triton X-100
-
10% inhibition at 0.25%
troglitazone
URB-602
-
a specific MGL inhibitor
URB602
Zn2+
-
27% residual activity at 1 mM
[1,1'-biphenyl]-3-yl-carbamic acid, cyclohexyl ester
-
URB602, noncompetetive selective inhibitor
[4-(5-methoxy-2-oxo-1,3,4-oxadiazol-3-yl)-2-methylphenyl]carbamic acid benzyl ester
[4-[bis(1,3-benzodioxol-5-yl)methyl]-1-piperidinyl](1H-1,2,4-triazol-1-yl)methanone
-
a highly potent selective inhibitor
additional information
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
bovine serum albumin
-
MAGL activity increases with increasing concentration up to 1%
-
EGTA
-
activates
ethanol
-
activates 1.5fold at 5% v/v
glutamate
-
stimulates activity
NMDA
-
stimulates activity
taurodeoxycholate
-
dependent on, maximal activity at 1-5 mM
additional information
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.02
1-decanoyl-rac-glycerol
-
at pH 7.4 and 37C
0.14
1-monolauroylglycerol
-
pH 7.3, 37C
0.12
1-monomyristoylglycerol
-
-
0.083 - 0.51
1-monooleoylglycerol
0.01 - 0.016
2-(15-deoxy-DELTA12,14-prostaglandin J2)-glycerol
0.0097 - 0.044
2-arachidonoylglycerol
0.2
2-monomyristoylglycerol
-
-
0.059
2-monooleoylglycerol
-
pH 7.3, 37C
0.000014 - 0.115
2-oleoylglycerol
0.084 - 0.162
4-Methylumbelliferyl butyrate
0.2
4-nitrophenylacetate
-
-
0.0098
7-hydroxycoumarinyl arachidonate
-
at pH 8 and 25C, in 10% dimethyl sulfoxide
1.25
arachidonoyl-1-thio-glycerol
-
in 10 mM Tris-HCl (pH 7.2), temperature not specified in the publication
-
0.0088
arachidonoyl-7-hydroxy-6-methoxy-4-methylcoumarin ester
-
recombinant enzyme, in TME buffer, at 37C
200
methyl butyrate
-
-
0.47
oleoylethanol
-
-
-
0.133
prostaglandin D2-G
-
pH 8.0, 37C
0.15
prostaglandin E2-G
-
pH 8.0, 37C
0.311
prostaglandin F3alpha-G
-
pH 8.0, 37C
0.27
sn-1(3)-monooleoylglycerol
-
-
-
0.49
sn-2-monooleoylglycerol
40
Tributyrylglycerol
-
-
additional information
additional information
-
kinetics
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.35
2-arachidonoylglycerol
Rattus norvegicus
-
pH 8.0, 37C
0.45 - 1.17
4-Methylumbelliferyl butyrate
2.66
arachidonoyl-1-thio-glycerol
Bacillus sp.
-
in 10 mM Tris-HCl (pH 7.2), temperature not specified in the publication
-
0.07
prostaglandin D2-G
Rattus norvegicus
-
pH 8.0, 37C
0.16
prostaglandin E2-G
Rattus norvegicus
-
pH 8.0, 37C
0.14
prostaglandin F3alpha-G
Rattus norvegicus
-
pH 8.0, 37C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3.3 - 13.8
4-Methylumbelliferyl butyrate
2.1
arachidonoyl-1-thio-glycerol
Bacillus sp.
-
in 10 mM Tris-HCl (pH 7.2), temperature not specified in the publication
197670
1.5 - 1.7
umbelliferyl arachidonate
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.039
(2R,9Z)-octadec-9-ene-1,2-diamine dihydrochloride
-
-
0.0218
(2S,9Z)-octadec-9-ene-1,2-diamine
-
-
0.0587
1,2-diaminohexadecane
-
-
additional information
additional information
-
-
-
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.1
(3R)-1-(3,4-dimethylphenyl)-5-oxo-N-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]pyrrolidine-3-carboxamide
Homo sapiens
-
IC50 around 0.1 mM, pH and temperature not specified in the publication
0.000039
(3R)-N-(3,5-dimethylphenyl)-1-[2-(5-fluoro-1H-indol-3-yl)ethyl]-5-oxopyrrolidine-3-carboxamide
Homo sapiens
-
pH and temperature not specified in the publication
0.1
(3S)-N-(1,3-benzodioxol-4-ylmethyl)-1-[4-[(2-chlorobenzyl)oxy]phenyl]-5-oxopyrrolidine-3-carboxamide
Homo sapiens
-
IC50 around 0.1 mM, pH and temperature not specified in the publication
0.02
(5E)-5-(3-methylbutylidene)-2-thioxo-1,3-thiazolidin-4-one
Rattus norvegicus
-
recombinant purified enzyme, for 10 min at 37C, in 50 mM Tris-HCl, pH 8.0, 0.5 mg/ml bovine serum albumin, fatty acid-free
0.00851
1-(hexa-5-enoyl)-(3S)-3-[1(R)-(4-phenylbutanoyloxy)-ethyl]-azetidin-2-one
Homo sapiens
-
at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
0.0146
1-(hexa-5-enoyl)-(3S)-3-[1(R)-(biphenylacetyloxy)-ethyl]-azetidin-2-one
Homo sapiens
-
at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
0.133
1-(pent-4-enoyl)-(3R,4R)-3-[1(R)-(pent-4-enoyloxy)-ethyl]-4-(acetoxy)-azetidin-2-one
Homo sapiens
-
at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
0.00406
1-(pent-4-enoyl)-(3S)-3-[1(R)-(4-phenylbutanoyloxy)-ethyl]-azetidin-2-one
Homo sapiens
-
at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
0.00184
1-(pent-4-enoyl)-(3S)-3-[1(R)-(biphenylacetyloxy)-ethyl]-azetidin-2-one
Homo sapiens
-
at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
0.00472
1-(pent-4-enoyl)-(3S)-3-[1(R)-(hexa-5-enoyloxy)-ethyl]-azetidin-2-one
Homo sapiens
-
at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
0.0233
1-(pent-4-enoyl)-(3S)-3-[1(R)-(pent-4-enoyloxy)-ethyl]-azetidin-2-one
Homo sapiens
-
at 37C for 10 min, in 10 mM Tris-HCl buffer, 1 mM EDTA, 0.1% (w/v) bovine serum albumin, pH 8.0
0.0095 - 0.017
1-arachidonoylglycerol
0.0000008
1-methylethyl dodecylphosphonofluoridoate
Mus musculus
-
-
0.032
1-myristin
Rattus norvegicus
-
IC50 value for the membraneous and the cytosolic enzyme is 0.032 mM, complete inhibition is possible
0.026
2,3-dihydroxypropyl (11Z)-icos-11-enoate
Rattus norvegicus
-
i.e. O-4066, IC50 value for the membraneous enzyme is 0.026 mM, for the cytosolic enzyme 0.019 mM, complete inhibition of the membraneous enzyme is possible, maximal inhibition of the cytosolic enzyme of 79%
0.016
2,3-dihydroxypropyl (11Z,14Z)-icosa-11,14-dienoate
Rattus norvegicus
-
i.e. O-3907, IC50 value for the membraneous enzyme is 0.016 mM, for the cytosolic enzyme 0.0051 mM, complete inhibition is possible
0.071
2,3-dihydroxypropyl (4Z,7Z,10Z,13Z)-17-ethylcycloheptadeca-4,7,10,13-tetraene-1-carboxylate
Rattus norvegicus
-
i.e. O-1428, IC50 value for the membraneous enzyme is 0.071 mM, for the cytosolic enzyme 0.015 mM, complete inhibition is possible
0.056
2,3-dihydroxypropyl (5Z)-icos-5-enoate
Rattus norvegicus
-
i.e. 3908, IC50 value for the membraneous enzyme is 0.056 mM, for the cytosolic enzyme 0.021 mM, complete inhibition of the membraneous enzyme is possible, maximal inhibition of the cytosolic enzyme of 65%
0.0083
2,3-dihydroxypropyl (5Z,8Z,11Z)-2-ethylcycloheptadeca-5,8,11-triene-1-carboxylate
Rattus norvegicus
-
i.e. O-3973, IC50 value for the membraneous enzyme is 0.0083 mM, for the cytosolic enzyme 0.0042 mM, complete inhibition is possible
0.017
2,3-dihydroxypropyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate
Rattus norvegicus
-
i.e. O-3832, IC50 value for the membraneous enzyme is 0.017 mM, for the cytosolic enzyme 0.0082 mM, complete inhibition is possible
0.0051
2,3-dihydroxypropyl (6Z,9Z,12Z,15Z)-cyclohenicosa-6,9,12,15-tetraene-1-carboxylate
Rattus norvegicus
-
IC50 value for the membraneous enzyme is 0.0051 mM, for the cytosolic enzyme 0.0058 mM, complete inhibition is possible
0.011
2,3-dihydroxypropyl (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoate
Rattus norvegicus
-
IC50 value for the membraneous enzyme is 0.011 mM, for the cytosolic enzyme 0.0045 mM, complete inhibition is possible
0.073
2,3-dihydroxypropyl (8Z,11Z,14Z)-icosa-8,11,14-trienoate
Rattus norvegicus
-
i.e. 3846, IC50 value for the membraneous enzyme is 0.073 mM, for the cytosolic enzyme 0.0075 mM, complete inhibition is possible
0.00000031
2-(nonylsulfanyl)-4H-1,3,2-benzodioxaphosphinine 2-oxide
Mus musculus
-
-
0.013
2-arachidonoylglycerol
Rattus norvegicus
-
inhibits the hydrolysis of cytosolic 2-oleoylglycerol, IC50 value is 0.013 mM, the affinity for the enzyme is highest with an arachidonyl side chain and decreases to fatty acids of shorter chain length
1
2-mercaptoethanol
Mortierella alliacea
-
in 50 mM phosphate buffer (pH 7.4), at 30C
0.000239
2-methyl-4-isothiazolin-3-one
Rattus norvegicus
-
recombinant purified enzyme, for 10 min at 37C, in 50 mM Tris-HCl, pH 8.0, 0.5 mg/ml bovine serum albumin, fatty acid-free
0.000151 - 0.000722
2-octyl-4-isothiazolin-3-one
0.000059
2-octyl-benzo[d]isothiazol-3-one
Rattus norvegicus
-
recombinant purified enzyme, for 10 min at 37C, in 50 mM Tris-HCl, pH 8.0, 0.5 mg/ml bovine serum albumin, fatty acid-free
0.000043
2-oleoyl-4-isothiazolin-3-one
Rattus norvegicus
-
recombinant purified enzyme, for 10 min at 37C, in 50 mM Tris-HCl, pH 8.0, 0.5 mg/ml bovine serum albumin, fatty acid-free
0.028
3-methoxy-N-phenyl-1,2,4-thiadiazol-5-amine
Rattus norvegicus
-
recombinant purified enzyme, for 10 min at 37C, in 50 mM Tris-HCl, pH 8.0, 0.5 mg/ml bovine serum albumin, fatty acid-free
0.1
3-[(4S)-1-[2-(5-fluoro-1H-indol-3-yl)ethyl]-2,5-dioxoimidazolidin-4-yl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide
Homo sapiens
-
IC50 above 0.1 mM, pH and temperature not specified in the publication
0.072
4-chlormercurybenzoate
Rattus norvegicus
-
IC50 value is 0.072 mM
0.00000007
4-cyanophenyl ethyl dodecylphosphonate
Mus musculus
-
-
0.00021 - 0.0037
4-nitrophenyl 4-[bis(1,3-benzodioxol-5-yl)hydroxymethyl]piperidine-1-carboxylate
0.00000028
4-nitrophenyl dodecyl(1-methylethyl)phosphinate
Mus musculus
-
-
0.0002
6-methyl-2-[(4-methylphenyl)amino]-4H-3,1-benzoxazin-4-one
Rattus norvegicus
-
MAGL expressed in HeLa cells
0.01 - 0.071
alpha-methyl-1-arachidonoyl glycerol
0.011
alpha-methyl-1-arachidonoylglycerol
Rattus norvegicus
-
IC50 value is 0.011 mM
0.0031
AM404
Homo sapiens
-
pH and temperature not specified in the publication
0.0000009 - 0.0000017
AM6701
0.0001 - 0.0028
AM6702
0.078
arachidonic acid
Rattus norvegicus
-
IC50 value is 0.078 mM
0.073
arachidonoyl serinol
Rattus norvegicus
-
IC50 value is 0.073 mM
0.00184
arachidonoyltrifluoromethylketone
Homo sapiens
-
-
0.012
benzol
Mus musculus
-
IC50 is 0.012 mM
0.000424
benzyl [4-(5-methoxy-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-2-methylphenyl]carbamate
Homo sapiens
-
pH and temperature not specified in the publication
0.0004 - 0.0005
CAY10499
0.0016
celastrol
Rattus norvegicus
-
purified MGL, at pH 7.5, 37C
0.000034
chlorpyrifos oxon
0.0049
CP55,940
Homo sapiens
-
pH and temperature not specified in the publication
0.0000008
decyl benzodioxaphosphorin oxide
Mus musculus
-
IC50 is 0.80 nM
0.014
diazoxon
Mus musculus
-
IC50 is 0.014 mM
0.013
dichlorvos
Mus musculus
-
IC50 is 0.013 mM
0.00001
diethyl 3,5,6-trichloropyridin-2-yl phosphate
Mus musculus
-
-
0.0023
diethyl 4-nitrophenyl phosphate
Mus musculus
-
-
0.015
dihydrocelastrol
0.045
diisopropyl fluorophosphate
Mus musculus
-
i.e. DFP, n-C8H17P(O)(OCH3)F, IC50 is 0.045 mM
0.0008
Disulfiram
Homo sapiens
-
-
0.0002
dodecane-1-sulfonyl fluoride
Mus musculus
-
-
0.00000083
dodecyl benzodioxaphosphorin oxide
Mus musculus
-
IC50 is 0.83 nM
0.0002
dodecyl sulfonyl fluoride
Mus musculus
-
IC50 is 200 nM
1
EDTA
Mortierella alliacea
-
in 50 mM phosphate buffer (pH 7.4), at 30C
0.00000014
ethyl 3,5,6-trichloropyridin-2-yl dodecylphosphonate
Mus musculus
-
-
0.000003
ethyl octylphosphonofluoridate
0.000315 - 0.000882
euphol
0.000045
heptyl benzodioxaphosphorin oxide
Mus musculus
-
IC50 is 45 nM
0.042
HgCl2
Rattus norvegicus
-
IC50 value is 0.042 mM
0.00000076
isopropyl dodecylfluorophosphate
0.07
Maleimide
Rattus norvegicus
-
IC50 value is 0.070 mM
0.000076
methyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-ylphosphonofluoridate
Homo sapiens
-
-
0.000033 - 0.00016
methyl arachidonyl fluorophosphonate
0.000002
methyl icosylphosphonofluoridoate
Mus musculus
-
-
0.000003
methyl octylphosphonofluoridate
0.068
N-(1-pyrenyl)-maleimide
Rattus norvegicus
-
IC50 value is 0.068 mM
0.021
N-(4-hydroxy-2-methylphenyl)arachidonylamide
Rattus norvegicus
-
i.e. VDM11, an anandamide uptake inhibitor, substrate of fatty acid amide hydrolase, EC 3.5.1.4, IC50 is 0.021 mM
0.02
N-(4-hydroxyphenyl)arachidonylamide
Rattus norvegicus
-
i.e. AM404, an anandamide uptake inhibitor, substrate of fatty acid amide hydrolase, EC 3.5.1.4, IC50 is 0.020 mM
0.00078
N-arachidonoyl dopamine
Homo sapiens
-
pH and temperature not specified in the publication
0.00014
N-arachidonoylmaleimide
Rattus norvegicus
-
IC50 value is 0.00014 mM
0.000155
N-arachidonyl maleimide
Homo sapiens
-
in 50 mM HEPES buffer, pH 8, 1 mM EDTA, and 10% dimethyl sulfoxide at 25C for 60 min
0.0000091 - 6.64
N-arachidonylmaleimide
0.005 - 0.02
N-benzoylthiocarbamic cyclohexylethyl ester
0.051
N-cyclohexylmaleimide
Rattus norvegicus
-
IC50 value is 0.051 mM
0.0027 - 0.028
N-ethylmaleimide
0.413
N-hydroxymaleimide
Rattus norvegicus
-
IC50 value is 0.413 mM
0.00015
N-n-heptyl benzodioxaphosphorin oxide
Mus musculus
-
IC50 is 150 nM
0.044
N-Phenylmaleimide
Rattus norvegicus
-
IC50 value is 0.044 mM
0.053
N-propylmaleimide
Rattus norvegicus
-
IC50 value is 0.053 mM
0.1
N-[3-(4-fluorophenyl)-6-oxopyrazolo[5,1-c]pyrido[4,3-e][1,2,4]triazin-7(6H)-yl]-2-(naphthalen-2-yloxy)acetamide
Homo sapiens
-
IC50 above 0.1 mM, pH and temperature not specified in the publication
0.00001
N-[4-(1,3-benzothiazol-2-yl)phenyl]-2-(1H-benzotriazol-1-yl)acetamide
Homo sapiens
-
pH and temperature not specified in the publication
0.053
NEM
Rattus norvegicus
-
IC50 value is 0.053 mM
0.036
noladin ether
Rattus norvegicus
-
IC50 value is 0.036 mM
0.00015
O-n-octyl benzodioxaphosphorin oxide
Mus musculus
-
IC50 is 150 nM
0.00014
octane-1-sulfonyl fluoride
0.0023
Paraoxon
Mus musculus
-
IC50 is 0.0023 mM
0.000093 - 0.000398
pristimerin
0.004
pristimerol
Rattus norvegicus
-
purified MGL, at pH 7.5, 37C
0.0000029
S-heptyl benzodioxaphosphorin oxide
Mus musculus
-
IC50 is 2.9 nM
0.31
S-nonyl benzodioxaphosphorin oxide
Mus musculus
-
IC50 is 0.31 nM
0.00000031
S-nonylbenzodioxaphosphorin oxide
Rattus norvegicus
-
cytosolic MAGL
0.0000031
S-pentyl benzodioxaphosphorin oxide
Mus musculus
-
IC50 is 3.1 nM
0.031
SPB 01403
Rattus norvegicus
-
-
0.000051
stearyl benzodioxaphosphorin oxide
Mus musculus
-
IC50 is 51 nM
0.00046
tetrahydrolipstatin
Homo sapiens
-
-
0.00041 - 0.0011
troglitazone
0.0031
URB602
Homo sapiens
-
in 50 mM HEPES buffer, pH 8, 1 mM EDTA, and 10% dimethyl sulfoxide at 25C for 60 min
0.028 - 0.075
[1,1'-biphenyl]-3-yl-carbamic acid, cyclohexyl ester
0.00048 - 0.0011
[4-(5-methoxy-2-oxo-1,3,4-oxadiazol-3-yl)-2-methylphenyl]carbamic acid benzyl ester
0.0000002
[4-[bis(1,3-benzodioxol-5-yl)methyl]-1-piperidinyl](1H-1,2,4-triazol-1-yl)methanone
Homo sapiens
-
at pH 7.4 and 37C
additional information
additional information
Homo sapiens
-
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0298
-
with 1(3)-arachidonoylglycerol as substrate
0.0318
-
with 2-arachidonoylglycerol as substrate
2.04
-
cytosolic fraction
29
-
crude enzyme, using olive oil as substrate, at pH 7.4, 30C
80
-
recombinant enzyme, using monomyristin as substrate, at 37C and at pH 8.0 in 2.5 mM Tris-HCl buffer, 150 mM NaCl, and 3 mM sodium taurodeoxycholate
121.1
-
-
143
-
recombinant enzyme, using monomyristin as substrate, at 37C and at pH 8.0 in 2.5 mM Tris-HCl buffer, 150 mM NaCl, and 3 mM sodium taurodeoxycholate
179
-
after 6.2fold purification, using olive oil as substrate, at pH 7.4, 30C
290
-
purified recombinant enzyme
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5
-
phospholipase A2 activity
8.8
-
assay at
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 9.5
-
pH 5.0: about 55% of maximal activity, pH 9.5: about 85% of maximal activity, enzyme from cytosol
6 - 9
-
50% of maximal activity at pH 6.5, no activity below pH 6.0, maximal activity at pH 7.5-9.0
6 - 9.5
-
pH 6.0: about 45% of maximal activity, pH 9.5: about 65% of maximal activity, enzyme from plasma membrane
8 - 10
-
activity peak of 7-hydroxycoumarinyl-arachidonate hydrolysis by MAGL
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.7 - 4.8
additional information
-
-
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
primary
Manually annotated by BRENDA team
-
MGL and CB1 cannabinoid receptors are coexpressed in corticofugal but not thalamocortical axons
Manually annotated by BRENDA team
-
proximal and distal colon
Manually annotated by BRENDA team
-
enzyme activity level is highest in duodenum
Manually annotated by BRENDA team
-
day 18-20
Manually annotated by BRENDA team
-
expressed in nerve cell bodies and nerve fibres of the enteric nervous system
Manually annotated by BRENDA team
-
ditributed in the muscle and mucosal layers of the ileum
Manually annotated by BRENDA team
-
neuron enriched cultures from fetal spinal cord
Manually annotated by BRENDA team
additional information
-
Bv-2 cells do not express MAGL mRNA
Manually annotated by BRENDA team