Information on EC 3.1.1.13 - sterol esterase

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

EC NUMBER
COMMENTARY hide
3.1.1.13
-
RECOMMENDED NAME
GeneOntology No.
sterol esterase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
a steryl ester + H2O = a sterol + a fatty acid
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
esterification
-
-
-
-
hydrolysis of carboxylic ester
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
sterol:steryl ester interconversion (yeast)
-
-
Steroid biosynthesis
-
-
SYSTEMATIC NAME
IUBMB Comments
steryl-ester acylhydrolase
A group of enzymes of broad specificity, acting on esters of sterols and long-chain fatty acids, that may also bring about the esterification of sterols. Activated by bile salts.
CAS REGISTRY NUMBER
COMMENTARY hide
9026-00-0
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
-
SwissProt
Manually annotated by BRENDA team
enzyme activity in commercial lipase preparation from Asahi, comparison of different preparations
-
-
Manually annotated by BRENDA team
enzyme activity in commercial lipase preparation from Amano, comparison of different preparations
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
male
-
-
Manually annotated by BRENDA team
commercial product
-
-
Manually annotated by BRENDA team
Atlantic salmon
-
-
Manually annotated by BRENDA team
strain JCM5070
SwissProt
Manually annotated by BRENDA team
strain JCM5070
SwissProt
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
2-(diethylamino)-4H-3,1-benzoxazin-4-one + H2O
?
show the reaction diagram
-
-
-
?
2-(diethylamino)-4H-thieno[2,3-d][1,3]oxazin-4-one + H2O
?
show the reaction diagram
-
-
-
?
2-(diethylamino)-4H-thieno[2,3-d][1,3]thiazin-4-one + H2O
?
show the reaction diagram
-
-
-
?
2-(diethylamino)-5,6,7,8-tetrahydro-4H-[1]benzothieno[2,3-d][1,3]oxazin-4-one + H2O
?
show the reaction diagram
-
-
-
?
2-(diethylamino)-6,7-dihydro-4H,5H-cyclopenta[4,5]thieno[2,3-d][1,3]oxazin-4-one + H2O
?
show the reaction diagram
-
-
-
?
2-(diethylamino)-6,7-dihydro-4H,5H-cyclopenta[4,5]thieno[2,3-d][1,3]thiazin-4-one + H2O
?
show the reaction diagram
-
-
-
?
2-(dimethylamino)-1,5,6,7-tetrahydro-2H,4H-cyclopenta(4,5)thieno(2,3-d)(1,3)oxazin-4-one + H2O
?
show the reaction diagram
-
-
-
-
?
4-methylumbelliferyl oleate + H2O
4-methylumbelliferol + oleate
show the reaction diagram
-
-
-
-
?
4-methylumbelliferyl oleate + H2O
4-methylumbelliferone + oleic acid
show the reaction diagram
-
-
-
?
4-nitrophenyl butyrate + H2O
4-nitrophenol + butyrate
show the reaction diagram
4-nitrophenyl laurate + H2O
4-nitrophenol + laurate
show the reaction diagram
4-nitrophenyl myristate + H2O
4-nitrophenol + myristate
show the reaction diagram
4-nitrophenyl palmitate + H2O
4-nitrophenol + palmitate
show the reaction diagram
acylglycerols + H2O
? + fatty acids
show the reaction diagram
-
-
-
?
bis(2-ethylhexyl) phthalate + H2O
mono(2-ethylhexyl)phthalate + ?
show the reaction diagram
cholesterol + oleate
cholesteryl oleate + H2O
show the reaction diagram
-
100% esterification with 50 units of enzyme after 20 h. The enzyme is largely independent of water content in the synthesis of cholesteryl oleate, and it achieves near-complete esterification in the presence of an equimolar excess of oleate
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-
?
cholesterol acetate + H2O
cholesterol + acetic acid
show the reaction diagram
cholesterol butyrate + H2O
cholesterol + butyric acid
show the reaction diagram
cholesterol decanoate + H2O
cholesterol + decanoic acid
show the reaction diagram
cholesterol ester + H2O
cholesterol + fatty acid
show the reaction diagram
-
hydrolysis level greatly exceeds the synthesis level, enzyme can simultaneously perform synthesis and hydrolysis reactions
-
r
cholesterol hexanoate + H2O
cholesterol + hexanoic acid
show the reaction diagram
29% of the activity with cholesteryl linoleate
-
-
?
cholesterol linoleate + H2O
cholesterol + linoleic acid
show the reaction diagram
-
-
-
?
cholesterol oleate + H2O
cholesterol + oleic acid
show the reaction diagram
cholesterol palmitate + H2O
cholesterol + palmitic acid
show the reaction diagram
5% of the activity with cholesteryl linoleate
-
-
?
cholesteryl acetate + H2O
cholesterol + acetate
show the reaction diagram
cholesteryl acetate + H2O
cholesterol + acetic acid
show the reaction diagram
cholesteryl arachidonate + H2O
cholesterol + arachidonic acid
show the reaction diagram
cholesteryl butyrate + H2O
cholesterol + butanoic acid
show the reaction diagram
cholesteryl butyrate + H2O
cholesterol + butyrate
show the reaction diagram
cholesteryl caprate + H2O
cholesterol + caprate
show the reaction diagram
cholesteryl caprinate + H2O
cholesterol + caprinate
show the reaction diagram
-
-
-
?
cholesteryl caproate + H2O
cholesterol + caproate
show the reaction diagram
cholesteryl caprylate + H2O
cholesterol + caprylate
show the reaction diagram
cholesteryl caprylate + H2O
cholesterol + caprylic acid
show the reaction diagram
-
-
-
?
cholesteryl decanoate + H2O
cholesterol + decanoate
show the reaction diagram
-
-
-
-
?
cholesteryl eicosenoate + H2O
cholesterol + eicosenoic acid
show the reaction diagram
cholesteryl elaidate + H2O
cholesterol + elaidate
show the reaction diagram
-
-
-
?
cholesteryl erucate + H2O
cholesterol + erucic acid
show the reaction diagram
cholesteryl esters + H2O
cholesterol + fatty acid
show the reaction diagram
cholesteryl hexanoate + H2O
cholesterol + hexanoate
show the reaction diagram
-
-
-
-
?
cholesteryl laurate + H2O
cholesterol + laurate
show the reaction diagram
cholesteryl laurate + H2O
cholesterol + lauric acid
show the reaction diagram
cholesteryl linoleate + H2O
cholesterol + linoleate
show the reaction diagram
cholesteryl linoleate + H2O
cholesterol + linoleic acid
show the reaction diagram
cholesteryl linolenate + H2O
cholesterol + linolenic acid
show the reaction diagram
cholesteryl myristate + H2O
cholesterol + myristate
show the reaction diagram
cholesteryl myristate + H2O
cholesterol + myristic acid
show the reaction diagram
cholesteryl nervonate + H2O
cholesterol + nervonic acid
show the reaction diagram
cholesteryl oleate
cholesterol + oleate
show the reaction diagram
cholesteryl oleate + H2O
cholesterol + oleate
show the reaction diagram
cholesteryl oleate + H2O
cholesterol + oleic acid
show the reaction diagram
cholesteryl palmitate + H2O
cholesterol + palmitate
show the reaction diagram
cholesteryl palmitate + H2O
cholesterol + palmitic acid
show the reaction diagram
cholesteryl propionate + H2O
cholesterol + propionate
show the reaction diagram
cholesteryl stearate + H2O
cholesterol + stearate
show the reaction diagram
cholesteryl stearate + H2O
cholesterol + stearic acid
show the reaction diagram
cholesteryl valerate + H2O
cholesterol + valeric acid
show the reaction diagram
-
-
-
?
di-n-butyl phthalate + H2O
?
show the reaction diagram
di-n-hexyl phthalate + H2O
?
show the reaction diagram
di-n-pentyl phthalate + H2O
?
show the reaction diagram
di-n-propyl phthalate + H2O
?
show the reaction diagram
dicyclohexyl phthalate + H2O
?
show the reaction diagram
diethyl phthalate + H2O
?
show the reaction diagram
diolein + H2O
monooleoylglycerol + oleic acid
show the reaction diagram
-
-
-
?
fat-soluble vitamin esters + H2O
vitamin + ?
show the reaction diagram
lipoyl 4-aminobenzoate + H2O
4-aminobenzoate + lipoic acid
show the reaction diagram
monoolein + H2O
glycerol + oleic acid
show the reaction diagram
-
-
-
?
monooleoylalkylglycerol + H2O
alkylglycerol + oleic acid
show the reaction diagram
-
-
-
?
n-butyl benzyl phthalate + H2O
?
show the reaction diagram
nitrophenyl acetate + H2O
p-nitrophenol + acetate
show the reaction diagram
-
-
-
-
?
oleic acid + cholesterol
cholesteryl oleate
show the reaction diagram
-
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-
r
oleic acid + retinol
retinyl oleate
show the reaction diagram
-
-
-
r
p-nitrophenyl acetate + H2O
p-nitrophenol + acetate
show the reaction diagram
p-nitrophenyl acetate + H2O
p-nitrophenol + acetic acid
show the reaction diagram
p-nitrophenyl butyrate + H2O
p-nitrophenol + butanoic acid
show the reaction diagram
p-nitrophenyl butyrate + H2O
p-nitrophenol + butyrate
show the reaction diagram
p-nitrophenyl caproate + H2O
p-nitrophenol + capric acid
show the reaction diagram
-
-
-
-
?
p-nitrophenyl caprylate + H2O
p-nitrophenol + caprylic acid
show the reaction diagram
-
activity increases with more lipophilic substrates
-
?
p-nitrophenyl hexanoate + H2O
p-nitrophenol + hexanoic acid
show the reaction diagram
p-nitrophenyl laurate + H2O
p-nitrophenol + laurate
show the reaction diagram
-
-
-
-
?
p-nitrophenyl laurate + H2O
p-nitrophenol + lauric acid
show the reaction diagram
92% of the activity with cholesteryl linoleate
-
-
?
p-nitrophenyl myristate + H2O
p-nitrophenol + myristic acid
show the reaction diagram
p-nitrophenyl octanoate + H2O
p-nitrophenol + octanoic acid
show the reaction diagram
p-nitrophenyl palmitate + H2O
p-nitrophenol + palmitic acid
show the reaction diagram
p-nitrophenyl propionate + H2O
p-nitrophenol + propionic acid
show the reaction diagram
17% of the activity with cholesteryl linoleate
-
-
?
p-nitrophenyl stearate + H2O
p-nitrophenol + stearic acid
show the reaction diagram
38% of the activity with cholesteryl linoleate
-
-
?
p-nitrophenyllactate + H2O
p-nitrophenol + lactic acid
show the reaction diagram
-
-
-
?
p-nitrophenylmyristate + H2O
p-nitrophenol + myristic acid
show the reaction diagram
-
-
-
?
palmityl oleate + H2O
palmitol + oleate
show the reaction diagram
retinyl palmitate + H2O
retinol + palmitate
show the reaction diagram
-
-
-
r
sitosterol oleate + H2O
sitosterol + oleate
show the reaction diagram
-
about 60% activity compared to cholesteryl oleate
-
-
?
sitosterol palmitate + H2O
sitosterol + palmitate
show the reaction diagram
-
about 30% activity compared to cholesteryl oleate
-
-
?
sitosterol stearate + H2O
sitosterol + stearate
show the reaction diagram
-
about 30% activity compared to cholesteryl oleate
-
-
?
stigmastanol oleate + H2O
stigmastanol + oleate
show the reaction diagram
-
about 65% activity compared to cholesteryl oleate
-
-
?
stigmastanol palmitate + H2O
stigmastanol + palmitate
show the reaction diagram
-
about 30% activity compared to cholesteryl oleate
-
-
?
stigmastanol stearate + H2O
stigmastanol + stearate
show the reaction diagram
-
about 20% activity compared to cholesteryl oleate
-
-
?
stigmasterol + stearate
stigmasteryl stearate + H2O
show the reaction diagram
-
-
-
-
?
stigmasterol oleate + H2O
stigmasterol + oleate
show the reaction diagram
-
about 35% activity compared to cholesteryl oleate
-
-
?
stigmasterol palmitate + H2O
stigmasterol + palmitate
show the reaction diagram
-
about 15% activity compared to cholesteryl oleate
-
-
?
stigmasterol stearate + H2O
stigmasterol + stearate
show the reaction diagram
-
about 15% activity compared to cholesteryl oleate
-
-
?
stigmasteryl oleate + H2O
stigmasterol + oleate
show the reaction diagram
-
-
-
-
?
tocopherol acetate + H2O
tocopherol + acetate
show the reaction diagram
-
-
-
r
triacetin + H2O
? + acetic acid
show the reaction diagram
triacylglycerol + H2O
diacylglycerol + carboxylic acid
show the reaction diagram
-
-
-
?
tributyrin + H2O
dibutyrin + butyrate
show the reaction diagram
tributyrin + H2O
dibutyrylglycerol + butanoic acid
show the reaction diagram
-
-
-
?
triolein + H2O
diolein + oleate
show the reaction diagram
triolein + H2O
dioleoylglycerol + oleic 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
acylglycerols + H2O
? + fatty acids
show the reaction diagram
-
-
-
?
cholesteryl esters + H2O
cholesterol + fatty acid
show the reaction diagram
cholesteryl oleate
cholesterol + oleate
show the reaction diagram
cholesteryl oleate + H2O
cholesterol + oleate
show the reaction diagram
-
-
-
?
fat-soluble vitamin esters + H2O
vitamin + ?
show the reaction diagram
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ATP
-
in presence of cAMP-dependent protein kinase
MgATP2-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mn2+
-
activation for neutral cholesterol esterases
Zn2+
-
105.8% activity at 1 mM
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(+)-AS115
-
non-selective inhibitor
(-)-AS115
-
non-selective inhibitor
(1-ethoxy-7-methoxy-1-oxido-1H-2,1-benzoxaphosphinin-3-yl)methanol
-
-
(1R, alphaR)-2'-N-alpha-methylbenzylcarbamyl-1,1'-bi-2-naphthol
-
-
(1R, alphaS)-2'-N-alpha-methylbenzylcarbamyl-1,1'-bi-2-naphthol
-
-
(1S, alphaR)-2'-N-alpha-methylbenzylcarbamyl-1,1'-bi-2-naphthol
-
-
(1S, alphaS)-2'-N-alpha-methylbenzylcarbamyl-1,1'-bi-2-naphthol
-
-
(R)-2'-N-butylcarbamyl-1,1'-bi-naphthol
-
-
(R)-endo-2-norbornyl-N-n-butyl-carbamate
-
-
(R)-exo-2-norbornyl-N-n-butylcarbamate
-
the R-enantiomer is 6.8times more potent than the S-enantiomer
(S)-2'-N-butylcarbamyl-1,1'-bi-naphthol
-
-
(S)-endo-2-norbornyl-N-n-butyl-carbamate
-
the S-enantiomer is 4.6times more potent than the R-enantiomer
(S)-exo-2-norbornyl-N-n-butylcarbamate
-
-
1-ethoxy-3-phenyl-1H-2,1-benzoxaphosphinine 1-oxide
-
-
1-ethoxy-3-phenyl-4-(phenylethynyl)-1H-2,1-benzoxaphosphinine 1-oxide
-
-
1-ethoxy-4-iodo-3-phenyl-1H-2,1-benzoxaphosphinine 1-oxide
-
-
1-ethoxy-4-iodo-7-methoxy-3-phenyl-1H-2,1-benzoxaphosphinine 1-oxide
-
-
1-ethoxy-7-methoxy-3-phenyl-1H-2,1-benzoxaphosphinine 1-oxide
-
-
2'-[(phenylcarbamoyl)oxy]biphenyl-2-yl octadecylcarbamate
-
-
2-(1H-indol-3-yl)-6-nitro-4-phenylquinoline
-
competitive mixed-type inhibitor
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
-
-
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
-
-
2-(3-bromophenyl)-6-chloro-4-phenylquinoline
-
-
2-(3-bromophenyl)-6-nitro-4-phenylquinoline
-
-
2-(4-hydroxyphenyl)-6-nitro-4-phenylquinoline
-
-
2-(4-methylphenyl)-6-nitro-4-phenylquinoline
-
-
2-(5,6,7,8)-tetrahydronaphthyl-N-hexyl carbamate
-
biphasic inhibition time-course
2-(diethylamino)-4H-(1)benzothieno(2,3-d)(1,3)oxazin-4-one
-
-
2-(diethylamino)-4H-3,1-benzoxazin-4-one
-
substrate inhibitor
2-(diethylamino)-4H-thieno[2,3-d][1,3]oxazin-4-one
-
substrate inhibitor
2-(diethylamino)-4H-thieno[2,3-d][1,3]thiazin-4-one
-
substrate inhibitor
2-(diethylamino)-5,6,7,8-tetrahydro-4H-[1]benzothieno[2,3-d][1,3]oxazin-4-one
-
substrate inhibitor
2-(diethylamino)-5,6-dimethyl-4H-thieno(2,3-d)(1,3)oxazin-4-one
-
-
2-(diethylamino)-5-isopropyl-4H-thieno(2,3-d)(1,3)oxazin-4-one
-
-
2-(diethylamino)-5-methyl-5,6,7,8-tetrahydro-4H-(1)benzothieno(2,3-d)(1,3)oxazin-4-one
-
-
2-(diethylamino)-6,7,8,9-tetrahydro-4H,5H-cyclohepta(4,5)thieno(2,3-d)(1,3)oxazin-4-one
-
-
2-(diethylamino)-6,7-dihydro-4H,5H-cyclopenta(4,5)thieno(2,3-d)(1,3)oxazin-4-one
-
i.e. DO-3, significant inhibition of cleavage of cholesteryl esters in high density lipoproteins
2-(diethylamino)-6,7-dihydro-4H,5H-cyclopenta[4,5]thieno[2,3-d][1,3]oxazin-4-one
-
substrate inhibitor
2-(diethylamino)-6,7-dihydro-4H,5H-cyclopenta[4,5]thieno[2,3-d][1,3]thiazin-4-one
-
substrate inhibitor
2-(dimethylamino)-1,2,5,6,7,8-hexahydro-4H-(1)benzothieno(2,3-d)(1,3)oxazin-4-one
-
-
2-(dimethylamino)-1,5,6,7-tetrahydro-2H,4H-cyclopenta(4,5)thieno(2,3-d)(1,3)oxazin-4-one
-
-
2-(dimethylamino)-1,5,6,8-tetrahydro-2H,4H-thiopyrano(4',3':4,5)thieno(2,3-d)(1,3)oxazin-4-one
-
-
2-mercaptoethanol
2-morpholin-4-yl-5,6,7,8-tetrahydro-4H-1-benzothieno(2,3-d)(1,3)oxazin-4-one
-
-
2-naphthyl-N-butyl carbamate
2-[3,4-bis[(diethoxyphosphinyl)oxy]phenyl]-4-oxo-4H-1-benzopyran-3,5,7-triyl phosphoric acid hexaethyl ester
-
-
2-[3,4-bis[(diethoxyphosphinyl)oxy]phenyl]-5-hydroxy-4-oxo-4H-1-benzopyran-3,7-diyl phosphoric acid tetraethyl ester
-
-
2-[3,4-bis[(diethoxyphosphoryl)oxy]phenyl]-4-oxo-4H-chromene-5,7-diyl tetraethyl bis(phosphate)
-
-
2-[3-[(diethoxyphosphinyl)oxy]-4-methoxy-phenyl]-4-oxo-4H-1-benzopyran-5,7-diyl phosphoric acid tetraethyl ester
-
-
2-[4-[(diethoxyphosphoryl)oxy]phenyl]-4-oxo-4H-chromene-5,7-diyl tetraethyl bis(phosphate)
-
-
2-[7-chloro-1-ethoxy-3-(4-ethylphenyl)-1-oxido-1H-2,1-benzoxaphosphinin-4-yl]-1-phenylethanone
-
-
2-[[4-(diethoxyphosphinyl)oxy]phenyl]-5-hydroxy-4-oxo-4H-1-benzopyran-7-yl phosphoric acid diethyl ester
-
-
3,3'-[4-([2-[(4-chlorophenyl)carbonyl]hydrazinyl]sulfonyl)-1,2-oxazole-3,5-diyl]bis(N-hydroxypropanamide)
-
-
3-(2-bromoethoxy)-4-chloro-7-nitro-1H-isochromen-1-one
-
-
3-(2-bromoethoxy)-7-nitro-1H-isochromen-1-one
-
-
3-(2-cyclohexylethoxy)-4-trifluoroacetylisocoumarin
-
-
3-(2-cyclohexylethoxy)-7-nitroisocoumarin
-
-
3-(3-bromopropoxy)-4-chloro-7-nitro-1H-isochromen-1-one
-
-
3-(3-bromopropoxy)-7-nitro-1H-isochromen-1-one
-
-
3-benzyl-6-chloro-2-pyrone
-
less selective, potent inhibitor
3-butoxy-4-chloroisocoumarin
-
-
3-butyl-1H-2,1-benzoxaphosphinin-1-ol 1-oxide
-
-
3-butyl-7-chloro-1-ethoxy-1H-2,1-benzoxaphosphinine 1-oxide
-
-
3-cyclohexylmethoxy-7-nitroisocoumarin
-
-
3-cyclohexylmethyl-4-(trifluoroacetyl)isocoumarin
-
-
3-phenyl-1H-2,1-benzoxaphosphinin-1-ol 1-oxide
-
-
3-propoxy-4-(trifluoroacetyl)isocoumarin
-
-
3-[[4-(diethoxyphosphinyl)oxy]phenyl]-4-oxo-4H-1-benzopyran-5,7-diyl phosphoric acid tetraethyl ester
-
-
3-[[4-(diethoxyphosphinyl)oxy]phenyl]-4-oxo-4H-1-benzopyran-7-yl phosphoric acid diethyl ester
-
-
3-[[4-(diethoxyphosphinyl)oxy]phenyl]-5-hydroxy-4-oxo-4H-1-benzopyran-7-yl phosphoric acid diethyl ester
-
-
4,7-dichloro-1-ethoxy-3-(4-ethylphenyl)-1H-2,1-benzoxaphosphinine 1-oxide
-
-
4,7-dichloro-1-ethoxy-3-phenyl-1H-2,1-benzoxaphosphinine 1-oxide
-
-
4,7-dichloro-3-cyclopropyl-1-ethoxy-1H-2,1-benzoxaphosphinine 1-oxide
-
-
4,7-dichloro-3-phenyl-1H-2,1-benzoxaphosphinin-1-ol 1-oxide
-
-
4-bromo-1-ethoxy-3-phenyl-1H-2,1-benzoxaphosphinine 1-oxide
-
-
4-bromo-1-ethoxy-7-methoxy-3-phenyl-1H-2,1-benzoxaphosphinine 1-oxide
-
-
4-bromo-3-phenyl-1H-2,1-benzoxaphosphinin-1-ol 1-oxide
-
-
4-bromo-7-chloro-1-ethoxy-3-(4-ethylphenyl)-1H-2,1-benzoxaphosphinine 1-oxide
-
-
4-bromo-7-chloro-1-ethoxy-3-(4-methoxyphenyl)-1H-2,1-benzoxaphosphinine 1-oxide
-
-
4-bromo-7-chloro-1-ethoxy-3-phenyl-1H-2,1-benzoxaphosphinine 1-oxide
-
-
4-bromo-7-methoxy-3-phenyl-1H-2,1-benzoxaphosphinin-1-ol 1-oxide
-
-
4-chloro-1-ethoxy-3-phenyl-1H-2,1-benzoxaphosphinine 1-oxide
-
-
4-chloro-1-ethoxy-7-methoxy-3-phenyl-1H-2,1-benzoxaphosphinine 1-oxide
-
-
4-chloro-3-(2-cyclohexylethoxy)-7-nitroisocoumarin
-
-
4-chloro-3-(2-cyclohexylethoxy)isocoumarin
-
-
4-chloro-3-(2-cyclopentylethoxy)isocoumarin
-
-
4-chloro-3-(3-cyclohexylpropoxy)isocoumarin
-
-
4-chloro-3-(3-cyclopentylpropoxy)-1H-isochromen-1-one
-
-
4-chloro-3-(3-cyclopentylpropoxy)isocoumarin
-
potent reversible inhibitor
4-chloro-3-(4-cyclohexylbutoxy)-1H-isochromen-1-one
-
-
4-chloro-3-(4-cyclohexylbutoxy)isocoumarin
-
; potent reversible inhibitor
4-chloro-3-(4-cyclohexylcyclohexyloxy)isocoumarin
-
-
4-chloro-3-(5-cyclohexylpentoxy)isocoumarin
-
-
4-chloro-3-(cyclohexylmethoxy)isocoumarin
-
-
4-chloro-3-(cyclopentylmethoxy)isocoumarin
-
-
4-chloro-3-(cyclopentyloxy)isocoumarin
-
-
4-chloro-3-cyclohexylmethoxy-7-nitroisocoumarin
-
-
4-chloro-3-cyclopropyl-1-ethoxy-7-methoxy-1H-2,1-benzoxaphosphinine 1-oxide
-
-
4-chloro-3-methoxy-7-nitroisocoumarin
-
-
4-chloro-3-phenyl-1H-2,1-benzoxaphosphinin-1-ol 1-oxide
-
-
4-chloro-3-propoxyisocoumarin
-
-
4-chloro-7-cyclohexanecarboxamide-3-methoxyisocoumarin
-
-
4-nitrophenyl-N-allyl carbamate
-
mechanism of inhibition by these pseudo-substrate inhibitors, via a 2-step reaction including the formation of a tetrahedral enzyme-inhibitor adduct and the formation of the carbamyl-enzyme, inhibition kinetics
4-nitrophenyl-N-butyl carbamate
-
mechanism of inhibition by these pseudo-substrate inhibitors, via a 2-step reaction including the formation of a tetrahedral enzyme-inhibitor adduct and the formation of the carbamyl-enzyme, inhibition kinetics
4-nitrophenyl-N-chloroethyl carbamate
-
mechanism of inhibition by these pseudo-substrate inhibitors, via a 2-step reaction including the formation of a tetrahedral enzyme-inhibitor adduct and the formation of the carbamyl-enzyme, inhibition kinetics
4-nitrophenyl-N-hexyl carbamate
-
mechanism of inhibition by these pseudo-substrate inhibitors, via a 2-step reaction including the formation of a tetrahedral enzyme-inhibitor adduct and the formation of the carbamyl-enzyme, inhibition kinetics
4-nitrophenyl-N-methylphenyl carbamate
-
mechanism of inhibition by these pseudo-substrate inhibitors, via a 2-step reaction including the formation of a tetrahedral enzyme-inhibitor adduct and the formation of the carbamyl-enzyme, inhibition kinetics
4-nitrophenyl-N-octyl carbamate
-
mechanism of inhibition by these pseudo-substrate inhibitors, via a 2-step reaction including the formation of a tetrahedral enzyme-inhibitor adduct and the formation of the carbamyl-enzyme, inhibition kinetics
4-oxo-2-phenyl-4H-1-benzopyran-5,6,7-triyl phosphoric acid hexaethyl ester
-
-
4-oxo-2-phenyl-4H-1-benzopyran-7-yl phosphoric acid dimethyl ester
-
-
5,5-dithiobis(2-nitrobenzoic acid)
-
80% inhibition at 10 mM
5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
-
-
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
-
5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
-
-
5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-6,7-diyl phosphoric acid tetraethyl ester
-
-
5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl phosphoric acid diethyl ester
-
-
5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl phosphoric acid dimethyl ester
-
-
5-[3,5-bis[3-(1H-imidazol-5-yl)propyl]-1,2-oxazol-4-yl]-3-[[(4-chlorophenyl)sulfonyl]methyl]-1,2,4-oxadiazole
-
-
6-chloro-2,4-diphenylquinoline
-
-
6-chloro-2-(1H-indol-3-yl)-4-phenylquinoline
-
-
6-chloro-2-(4-hydroxyphenyl)-4-phenylquinoline
-
-
6-chloro-2-(4-methoxyphenyl)-4-phenylquinoline
-
-
6-chloro-2-(4-methylphenyl)-4-phenylquinoline
-
-
6-chloro-3-(1-ethyl-2-cyclohexyl)-2-pyrone
-
selective, potent, and reversible inhibitor, not toxic in vivo, enzyme inhibition effectively reduces cholesterol uptake in vivo
6-chloro-3-(2-cyclohexylethyl)-2H-pyran-2-one
6-chloro-3-(2-cyclopentylethyl)-2H-pyran-2-one
6-chloro-3-(2-cyclopentylethyl)-5-methyl-2H-pyran-2-one
6-chloro-3-(2-phenylethyl)-2H-pyran-2-one
6-chloro-3-(3-cyclohexylpropyl)-2H-pyran-2-one
6-chloro-3-(4-cyclohexylbutyl)-2H-pyran-2-one
6-chloro-3-(cyclohexylmethyl)-2H-pyran-2-one
6-chloro-3-cyclohexyl-2H-pyran-2-one
6-chloro-3-cyclopentyl-2H-pyran-2-one
6-chloro-5-(2-cyclohexylethyl)-3-methyl-2H-pyran-2-one
6-chloro-5-methyl-3-(2-phenylethyl)-2H-pyran-2-one
6-nitro-2,4-diphenylquinoline
-
-
7-amino-3-(2-bromoethoxy)-4-chloro-1H-isochromen-1-one
-
-
7-amino-3-(2-bromoethoxy)isocoumarin
-
-
7-amino-4-chloro-3-methoxyisocoumarin
-
-
7-benzamido-4-chloro-3-methoxyisocoumarin
-
-
7-chloro-1-ethoxy-3-(4-ethylphenyl)-1H-2,1-benzoxaphosphinine 1-oxide
-
-
7-chloro-1-ethoxy-3-(4-ethylphenyl)-4-(phenylethynyl)-1H-2,1-benzoxaphosphinine 1-oxide
-
-
7-chloro-1-ethoxy-3-(4-ethylphenyl)-4-iodo-1H-2,1-benzoxaphosphinine 1-oxide
-
-
7-chloro-1-ethoxy-3-(4-nitrophenyl)-1H-2,1-benzoxaphosphinine 1-oxide
-
-
7-chloro-1-ethoxy-3-phenyl-1H-2,1-benzoxaphosphinine 1-oxide
-
-
7-chloro-1-ethoxy-4-iodo-3-(4-methoxyphenyl)-1H-2,1-benzoxaphosphinine 1-oxide
-
-
7-chloro-1-ethoxy-4-iodo-3-phenyl-1H-2,1-benzoxaphosphinine 1-oxide
-
-
7-chloro-3-(4-ethylphenyl)-1H-2,1-benzoxaphosphinin-1-ol 1-oxide
-
-
7-chloro-3-phenyl-1H-2,1-benzoxaphosphinin-1-ol 1-oxide
-
-
7-methoxy-3-phenyl-1H-2,1-benzoxaphosphinin-1-ol 1-oxide
-
-
76-0079
-
-
-
albumin
-
50% inhibition by addition of 0.015-0.045 mg, increasing inhibition after heat treatment of albumin
-
Alkaline phosphatase
-
65% inhibition
-
amlodipine
-
mixed-type, study on kinetics in presence of Triton X-100 or taurocholate
ammonium chloride
aryl-N-alkyl carbamates
-
AS115
nonspecific inhibitor, the enzyme is about 85% inhibited by 0.01 mM AS115
benzene-1,2-di-N-benzylcarbamate
-
pseudo substrate inhibitor
benzene-1,2-di-N-n-butylcarbamate
-
pseudo substrate inhibitor
benzene-1,2-di-N-n-hexylcarbamate
-
pseudo substrate inhibitor
benzene-1,2-di-N-n-octylcarbamate
-
pseudo substrate inhibitor
benzene-1,2-di-N-t-butylcarbamate
-
pseudo substrate inhibitor
benzene-1,3-di-N-benzylcarbamate
-
pseudo substrate inhibitor
benzene-1,3-di-N-n-butylcarbamate
-
pseudo substrate inhibitor
benzene-1,3-di-N-n-hexylcarbamate
-
pseudo substrate inhibitor
benzene-1,3-di-N-n-octylcarbamate
-
pseudo substrate inhibitor
benzene-1,3-di-N-t-butylcarbamate
-
pseudo substrate inhibitor
benzene-1,4-di-N-benzylcarbamate
-
pseudo substrate inhibitor
benzene-1,4-di-N-n-butylcarbamate
-
pseudo substrate inhibitor
benzene-1,4-di-N-n-hexylcarbamate
-
pseudo substrate inhibitor
benzene-1,4-di-N-octylcarbamates
-
pseudo substrate inhibitor
benzene-1,4-di-N-t-butylcarbamate
-
pseudo substrate inhibitor
besylate
-
mixed-type, study on kinetics in presence of Triton X-100 or taurocholate
bisphenol A dimethacrylate
-
computational study on inhibitory effect. Bisphenol A dimethacrylate mimics chemical properties of reported enzyme inhibitors, particularly concerning maximum oxygen valency and molecular shape/size
bisphenol A methacrylate
-
competitive inhibition
brefeldin A
-
inhibition to 80%-90% of secreted enzyme into the medium of HepG2 cells
cardiolipin
-
inhibitory if included as aqueous sonicated dispersions at 2.5 mg/ml
CD10645
-
-
Cd2+
-
very potent inhibitor
Chloropromazine
-
50% inhibition at 0.05 mM
Chloroquine
cholate
-
activity decreases gradually from 5 to 40 mM cholate
cholesterol
-
80-100% inhibition at 0.01-0.15 mM
cholesteryl esters
-
inhibition at 0.2 mM with cholesteryl-stearate, -oleate, -eicosenoate, -arachidonate, -erucate and -nervonate
cholic acid
cytosolic protein factor
-
deoxycholate
-
0.1% v/v, hydrolysis not detectable
deoxycholic acid
diethyl 4-oxo-2-phenyl-4H-chromen-6-yl phosphate
-
-
diethyl 4-oxo-2-phenyl-4H-chromen-7-yl phosphate
-
-
diethyl phosphate
-
70% ihibition at 0.3 mM
diethyldicarbonate
-
complete inactivation at 2 mM
diisopropylfluorophosphate
dimethyl 5-hydroxy-4-oxo-2-phenyl-4H-chromen-4',7-yl phosphate
-
-
dithiothreitol
dodecylboronic acid
-
50% inhibition at 1 mM
E600
-
strong for neutral cholesterol esterases
enolase
-
Fe3+
-
56% inhibition at 10 mM
GK03167
-
-
haloketones
-
-
-
heparin
-
50% inhibition for CEase-ISF II at 0.025 mM, no inhibition for CEase-IF I
hexylboronic acids
-
-
hydralazine hydrochloride
-
mixed-type, study on kinetics in presence of Triton X-100 or taurocholate
iodoacetamide
-
modest inactivation
iodoacetate
lecithin
-
-
lovastatin
-
mixed-type, study on kinetics in presence of Triton X-100 or taurocholate
lysolecithin
-
-
methyl 3-[(2-ethoxy-2-oxoethyl)(methyl)sulfamoyl]-5-[2-(1H-pyrrol-2-yl)ethyl]thiophene-2-carboxylate
-
-
MgSO4
-
abolishes activity at 0.15 M
monensin
-
inhibition to 50%-60% of secreted enzyme into the medium of HepG2 cells
N,N,N',N'-tetra(prop-2-en-1-yl)propane-1,3-disulfonamide
-
-
N-ethylmaleimide
Na+
-
93% residual activity at mM
NaN3
-
93.6% residual activity at 1 mM
NCI0040784
-
-
nifedipine
-
mixed-type, study on kinetics in presence of Triton X-100 or taurocholate
O-butyl phenylcarbamothioate
-
-
oleate
-
25-40% inhibition at 0.002-0.003 mM
OPT-GK-1
-
-
OPT-NCI-1
-
-
OPT-SEW-5
-
-
OPTCD-2
-
-
p-bromophenacylbromide
-
strong inhibition at 0.2 mM
p-chloromercuribenzoate
p-chloromercuribenzoic acid
p-Chloromercuriphenyl sulfonic acid
-
0.2 mM strongly inhibitory
p-hydroxymercuribenzoate
p-mercuribenzoate
p-nitrophenyl-N-dodecyl-carbamate
-
80%-85% inhibition at 0.002-0.005 mM
p-nitrophenyl-N-octyl-carbamate
-
80%-85% inhibition at 0.002-0.005 mM
Paraoxon
-
selective inhibitor
phenyl-n-butylboronic acid
-
tight-binding competetive inhibitor
phenylboronic acid
-
50% inhibition at 10 mM
Phenylmethylsulfonylfluoride
phosphatidic acid
-
slight inhibition
phosphatidylcholine
-
slightly inhibitory at higher concentrations
phosphatidylethanolamine
-
-
phosphatidylinositol
-
inhibitory if included as aqueous sonicated dispersions at 2.5 mg/ml