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Information on EC 2.3.1.26 - sterol O-acyltransferase and Organism(s) Chlorocebus aethiops and UniProt Accession O77759

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EC Tree
     2 Transferases
         2.3 Acyltransferases
             2.3.1 Transferring groups other than aminoacyl groups
                2.3.1.26 sterol O-acyltransferase
IUBMB Comments
The enzyme catalyses the formation of sterol esters from a sterol and long-chain fatty acyl-coenzyme A. The enzyme from yeast, but not from mammals, prefers monounsaturated acyl-CoA. In mammals the enzyme acts mainly on cholesterol and forms cholesterol esters that are stored in cytosolic droplets, which may serve to protect cells from the toxicity of free cholesterol. In macrophages, the accumulation of cytosolic droplets of cholesterol esters results in the formation of `foam cells', a hallmark of early atherosclerotic lesions. In hepatocytes and enterocytes, cholesterol esters can be incorporated into apolipoprotein B-containing lipoproteins for secretion from the cell.
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Chlorocebus aethiops
UNIPROT: O77759
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The taxonomic range for the selected organisms is: Chlorocebus aethiops
The enzyme appears in selected viruses and cellular organisms
Synonyms
hacat, acat1, acat2, acyl-coa:cholesterol acyltransferase, acat-1, acyl-coa cholesterol acyltransferase, soat1, cholesterol acyltransferase, acyl-coenzyme a:cholesterol acyltransferase, acat-2, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ACAT
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acyl coenzyme A-cholesterol-O-acyltransferase
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acyl-CoA:cholesterol acyltransferase
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acyl-CoA:cholesterol acyltransferase 1
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acyl-CoA:cholesterol acyltransferase 2
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acylcoenzyme A:cholesterol O-acyltransferase
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acyltransferase, cholesterol
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cholesterol acyltransferase
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cholesterol ester synthase
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cholesterol ester synthetase
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cholesteryl ester synthetase
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sterol-ester synthase
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sterol-ester synthetase
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
long-chain acyl-CoA:sterol O-acyltransferase
The enzyme catalyses the formation of sterol esters from a sterol and long-chain fatty acyl-coenzyme A. The enzyme from yeast, but not from mammals, prefers monounsaturated acyl-CoA. In mammals the enzyme acts mainly on cholesterol and forms cholesterol esters that are stored in cytosolic droplets, which may serve to protect cells from the toxicity of free cholesterol. In macrophages, the accumulation of cytosolic droplets of cholesterol esters results in the formation of `foam cells', a hallmark of early atherosclerotic lesions. In hepatocytes and enterocytes, cholesterol esters can be incorporated into apolipoprotein B-containing lipoproteins for secretion from the cell.
CAS REGISTRY NUMBER
COMMENTARY hide
9027-63-8
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
acyl-CoA + cholesterol
CoA + cholesterol ester
show the reaction diagram
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-
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-
?
oleoyl-CoA + cholesterol
?
show the reaction diagram
-
activity assay
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-
?
oleoyl-CoA + cholesterol
CoA + cholesterol oleate
show the reaction diagram
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-
-
?
oleoyl-CoA + cholesterol
CoA + cholesteryl oleate
show the reaction diagram
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-
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-
?
oleoyl-CoA + sitosterol
CoA + sitosteryl oleate
show the reaction diagram
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?
additional information
?
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isoform ACAT2 displays significantly greater selectivity for cholesterol compared with sitosterol than ACAT1
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?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
acyl-CoA + cholesterol
CoA + cholesterol ester
show the reaction diagram
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-
-
-
?
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-12,12b-dihydroxy-4,6a-dimethyl-4-[[(methylsulfonyl)oxy]methyl]-11-oxo-6-(pentanoyloxy)-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-3-yl benzoate
selective for isoform ACAT2
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-12,12b-dihydroxy-4,6a-dimethyl-4-[[(methylsulfonyl)oxy]methyl]-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diyl dipentanoate
selective for isoform ACAT2
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-3-(acetyloxy)-4-[(acetyloxy)methyl]-12,12b-dihydroxy-4,6a-dimethyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-6-yl 3-methylbutanoate
selective for isoform ACAT2
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-4-[(acetyloxy)methyl]-12,12b-dihydroxy-4,6a-dimethyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diyl diacetate
i.e. pyripyropene A,selective for isoform ACAT2
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-4-[(acetyloxy)methyl]-3-(butanoyloxy)-12,12b-dihydroxy-4,6a-dimethyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-6-yl hexanoate
selective for isoform ACAT2
(3S,4S,4aR,6S,6aS,12R,12aR,12bR)-3-(acetyloxy)-4-[(acetyloxy)methyl]-4,12,12b-trihydroxy-6a-methyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-6-yl (2E)-pent-2-enoate
selective for isoform ACAT2
(4aR,4bS,6S,6aS,12R,12aR,12bR,14aS)-12,12b-dihydroxy-4a,6a-dimethyl-2-(1-methylethyl)-11-oxo-9-pyridin-3-yl-4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-dodecahydro-11H-pyrano[4',3':2,3]chromeno[6,5-f][1,3]benzodioxin-6-yl pentanoate
selective for isoform ACAT2
(4aR,4bS,6S,6aS,12R,12aR,12bR,14aS)-12,12b-dihydroxy-4a,6a-dimethyl-2-(2-methylphenyl)-11-oxo-9-pyridin-3-yl-4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-dodecahydro-11H-pyrano[4',3':2,3]chromeno[6,5-f][1,3]benzodioxin-6-yl pentanoate
selective for isoform ACAT2
(4aR,4bS,6S,6aS,12R,12aR,12bR,14aS)-12,12b-dihydroxy-4a,6a-dimethyl-2-(4-methylphenyl)-11-oxo-9-pyridin-3-yl-4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-dodecahydro-11H-pyrano[4',3':2,3]chromeno[6,5-f][1,3]benzodioxin-6-yl pentanoate
selective for isoform ACAT2
(6R,9S,13S)-3-benzyl-9-(diphenylmethyl)-6-methyl-13-[(1S)-1-methylpentyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
inhibition of both isoforms ACAT1 and ACAT2
(6S,9S,13R)-9-(2-chlorobenzyl)-6-methyl-3-[(1S)-1-methylpropyl]-13-pentyl-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
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(6S,9S,13S)-6-methyl-13-[(1S)-1-methylnonyl]-3-[(1S)-1-methylpropyl]-9-(naphthalen-2-ylmethyl)-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
selective inhibition of isoform ACAT2
(6S,9S,13S)-6-methyl-9-(4-methylbenzyl)-13-[(1S)-1-methylbutyl]-3-[(1S)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
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(6S,9S,13S)-9-(3-chlorobenzyl)-6-methyl-13-[(1S)-1-methylbutyl]-3-[(1S)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
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(6S,9S,13S)-9-(diphenylmethyl)-6-methyl-13-[(1S)-1-methylpentyl]-3-[(1R)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
selective inhibition of isoform ACAT2
(6S,9S,13S)-9-(diphenylmethyl)-6-methyl-13-[(1S)-1-methylpentyl]-3-[(1S)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
selective inhibition of isoform ACAT2
aurasperone A
isolation from the culture broth of Aspergillus species
aurasperone D
isolation from the culture broth of Aspergillus species
averufanin
isolation from the culture broth of Aspergillus species
celludinone A1
an indanone produced by Talaromyces cellulolyticus BF-0307, inhibits the sterol O-acyltransferase 1 and 2 isozymes in a cell-based assay
celludinone A2
an indanone produced by Talaromyces cellulolyticus BF-0307, inhibits the sterol O-acyltransferase 1 and 2 isozymes in a cell-based assay
celludinone B
an indanone produced by Talaromyces cellulolyticus BF-0307, selectively inhibits the SOAT2 isoform
FD-549
benzophenone inhibitor
flavasperone
isolation from the culture broth of Aspergillus species, selective for isoform ACAT2
sterigmatocystin
isolation from the culture broth of Aspergillus species, selective for isoform ACAT2
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-12,12b-dihydroxy-4,6a-dimethyl-4-[[(methylsulfonyl)oxy]methyl]-11-oxo-6-(pentanoyloxy)-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-3-yl benzoate
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(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-12,12b-dihydroxy-4,6a-dimethyl-4-[[(methylsulfonyl)oxy]methyl]-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diyl dipentanoate
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(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-3-(acetyloxy)-4-[(acetyloxy)methyl]-12,12b-dihydroxy-4,6a-dimethyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-6-yl 3-methylbutanoate
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(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-4-[(acetyloxy)methyl]-12,12b-dihydroxy-4,6a-dimethyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diyl diacetate
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(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-4-[(acetyloxy)methyl]-3-(butanoyloxy)-12,12b-dihydroxy-4,6a-dimethyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-6-yl hexanoate
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(3S,4S,4aR,6S,6aS,12R,12aR,12bR)-3-(acetyloxy)-4-[(acetyloxy)methyl]-4,12,12b-trihydroxy-6a-methyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-6-yl (2E)-pent-2-enoate
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(4aR,4bS,6S,6aS,12R,12aR,12bR,14aS)-12,12b-dihydroxy-4a,6a-dimethyl-2-(1-methylethyl)-11-oxo-9-pyridin-3-yl-4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-dodecahydro-11H-pyrano[4',3':2,3]chromeno[6,5-f][1,3]benzodioxin-6-yl pentanoate
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(4aR,4bS,6S,6aS,12R,12aR,12bR,14aS)-12,12b-dihydroxy-4a,6a-dimethyl-2-(2-methylphenyl)-11-oxo-9-pyridin-3-yl-4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-dodecahydro-11H-pyrano[4',3':2,3]chromeno[6,5-f][1,3]benzodioxin-6-yl pentanoate
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(4aR,4bS,6S,6aS,12R,12aR,12bR,14aS)-12,12b-dihydroxy-4a,6a-dimethyl-2-(4-methylphenyl)-11-oxo-9-pyridin-3-yl-4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-dodecahydro-11H-pyrano[4',3':2,3]chromeno[6,5-f][1,3]benzodioxin-6-yl pentanoate
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(6R,9S,13S)-3-benzyl-9-(diphenylmethyl)-6-methyl-13-[(1S)-1-methylpentyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
inhibition of both isoforms ACAT1 and ACAT2
(6S,9S,13R)-9-(2-chlorobenzyl)-6-methyl-3-[(1S)-1-methylpropyl]-13-pentyl-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
selective inhibition of isoform ACAT1
(6S,9S,13S)-6-methyl-13-[(1S)-1-methylnonyl]-3-[(1S)-1-methylpropyl]-9-(naphthalen-2-ylmethyl)-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
-
(6S,9S,13S)-6-methyl-9-(4-methylbenzyl)-13-[(1S)-1-methylbutyl]-3-[(1S)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
selective inhibition of isoform ACAT1
(6S,9S,13S)-9-(3-chlorobenzyl)-6-methyl-13-[(1S)-1-methylbutyl]-3-[(1S)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
selective inhibition of isoform ACAT1
(6S,9S,13S)-9-(diphenylmethyl)-6-methyl-13-[(1S)-1-methylpentyl]-3-[(1R)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
-
(6S,9S,13S)-9-(diphenylmethyl)-6-methyl-13-[(1S)-1-methylpentyl]-3-[(1S)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
-
aurasperone A
isolation from the culture broth of Aspergillus species
aurasperone D
isolation from the culture broth of Aspergillus species
averufanin
isolation from the culture broth of Aspergillus species
beauvericin
beauveriolide I
beauveriolide III
celludinone A1
an indanone produced by Talaromyces cellulolyticus BF-0307, inhibits the sterol O-acyltransferase 1 and 2 isozymes in a cell-based assay
celludinone A2
an indanone produced by Talaromyces cellulolyticus BF-0307, inhibits the sterol O-acyltransferase 1 and 2 isozymes in a cell-based assay
celludinone B
an indanone produced by Talaromyces cellulolyticus BF-0307, selectively inhibits the SOAT2 isoform
CL-283,546
FD-549
benzophenone inhibitor
glisoprenin A
K97-0239A
K97-0239B
phenochalasin A
purpactin A
purpactin B
purpactin C
pyripyropene A
pyripyropene B
pyripyropene C
pyripyropene D
sespendole
spylidone
terpendole C
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00000266 - 0.00001218
cis-9-octadecenoyl-CoA
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00006
(6R,9S,13S)-3-benzyl-9-(diphenylmethyl)-6-methyl-13-[(1S)-1-methylpentyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT2, 37°C
0.04
(6S,9S,13R)-9-(2-chlorobenzyl)-6-methyl-3-[(1S)-1-methylpropyl]-13-pentyl-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT2, 37°C
0.00025
(6S,9S,13S)-6-methyl-13-[(1S)-1-methylnonyl]-3-[(1S)-1-methylpropyl]-9-(naphthalen-2-ylmethyl)-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT2, 37°C
0.004
(6S,9S,13S)-6-methyl-9-(4-methylbenzyl)-13-[(1S)-1-methylbutyl]-3-[(1S)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT2, 37°C
0.0065
(6S,9S,13S)-9-(3-chlorobenzyl)-6-methyl-13-[(1S)-1-methylbutyl]-3-[(1S)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT2, 37°C
0.0001
(6S,9S,13S)-9-(diphenylmethyl)-6-methyl-13-[(1S)-1-methylpentyl]-3-[(1R)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT2, 37°C
0.00027
(6S,9S,13S)-9-(diphenylmethyl)-6-methyl-13-[(1S)-1-methylpentyl]-3-[(1S)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT2, 37°C
0.00009
(6R,9S,13S)-3-benzyl-9-(diphenylmethyl)-6-methyl-13-[(1S)-1-methylpentyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT1, 37°C
0.001
(6S,9S,13R)-9-(2-chlorobenzyl)-6-methyl-3-[(1S)-1-methylpropyl]-13-pentyl-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT1, 37°C
0.02
(6S,9S,13S)-6-methyl-13-[(1S)-1-methylnonyl]-3-[(1S)-1-methylpropyl]-9-(naphthalen-2-ylmethyl)-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT1, 37°C
0.0001
(6S,9S,13S)-6-methyl-9-(4-methylbenzyl)-13-[(1S)-1-methylbutyl]-3-[(1S)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT1, 37°C
0.00015
(6S,9S,13S)-9-(3-chlorobenzyl)-6-methyl-13-[(1S)-1-methylbutyl]-3-[(1S)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT1, 37°C
0.004
(6S,9S,13S)-9-(diphenylmethyl)-6-methyl-13-[(1S)-1-methylpentyl]-3-[(1R)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT1, 37°C
0.01
(6S,9S,13S)-9-(diphenylmethyl)-6-methyl-13-[(1S)-1-methylpentyl]-3-[(1S)-1-methylpropyl]-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone
isoform ACAT1, 37°C
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.000062
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-12,12b-dihydroxy-4,6a-dimethyl-4-[[(methylsulfonyl)oxy]methyl]-11-oxo-6-(pentanoyloxy)-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-3-yl benzoate
Chlorocebus aethiops
isoform ACAT2, cell-based assay
0.00007
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-12,12b-dihydroxy-4,6a-dimethyl-4-[[(methylsulfonyl)oxy]methyl]-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diyl dipentanoate
Chlorocebus aethiops
isoform ACAT2, cell-based assay
0.000006
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-3-(acetyloxy)-4-[(acetyloxy)methyl]-12,12b-dihydroxy-4,6a-dimethyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-6-yl 3-methylbutanoate
Chlorocebus aethiops
isoform ACAT2, cell-based assay
0.00007
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-4-[(acetyloxy)methyl]-12,12b-dihydroxy-4,6a-dimethyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diyl diacetate
Chlorocebus aethiops
isoform ACAT2, cell-based assay
0.000012
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-4-[(acetyloxy)methyl]-3-(butanoyloxy)-12,12b-dihydroxy-4,6a-dimethyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-6-yl hexanoate
Chlorocebus aethiops
isoform ACAT2, cell-based assay
0.00001
(3S,4S,4aR,6S,6aS,12R,12aR,12bR)-3-(acetyloxy)-4-[(acetyloxy)methyl]-4,12,12b-trihydroxy-6a-methyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-6-yl (2E)-pent-2-enoate
Chlorocebus aethiops
isoform ACAT2, cell-based assay
0.00001
(4aR,4bS,6S,6aS,12R,12aR,12bR,14aS)-12,12b-dihydroxy-4a,6a-dimethyl-2-(1-methylethyl)-11-oxo-9-pyridin-3-yl-4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-dodecahydro-11H-pyrano[4',3':2,3]chromeno[6,5-f][1,3]benzodioxin-6-yl pentanoate
Chlorocebus aethiops
isoform ACAT2, cell-based assay
0.00001
(4aR,4bS,6S,6aS,12R,12aR,12bR,14aS)-12,12b-dihydroxy-4a,6a-dimethyl-2-(2-methylphenyl)-11-oxo-9-pyridin-3-yl-4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-dodecahydro-11H-pyrano[4',3':2,3]chromeno[6,5-f][1,3]benzodioxin-6-yl pentanoate
Chlorocebus aethiops
isoform ACAT2, cell-based assay
0.00001
(4aR,4bS,6S,6aS,12R,12aR,12bR,14aS)-12,12b-dihydroxy-4a,6a-dimethyl-2-(4-methylphenyl)-11-oxo-9-pyridin-3-yl-4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-dodecahydro-11H-pyrano[4',3':2,3]chromeno[6,5-f][1,3]benzodioxin-6-yl pentanoate
Chlorocebus aethiops
isoform ACAT2, cell-based assay
0.0015
aurasperone A
Chlorocebus aethiops
isoform ACAT2, 37°C, cell-based assay
0.0015
aurasperone D
Chlorocebus aethiops
isoform ACAT2, 37°C, cell-based assay
0.012
averufanin
Chlorocebus aethiops
isoform ACAT2, 37°C, cell-based assay
0.0048
celludinone A1
Chlorocebus aethiops
cell-based assay, 37°C, pH not specified in the publication
0.0061
celludinone A2
Chlorocebus aethiops
cell-based assay, 37°C, pH not specified in the publication
0.00015
celludinone B
Chlorocebus aethiops
cell-based assay, 37°C, pH not specified in the publication
0.00091
FD-549
Chlorocebus aethiops
cell-based assay, 37°C, pH not specified in the publication
0.006
flavasperone
Chlorocebus aethiops
isoform ACAT2, 37°C, cell-based assay
0.0024
sterigmatocystin
Chlorocebus aethiops
isoform ACAT2, 37°C, cell-based assay
0.000025
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-12,12b-dihydroxy-4,6a-dimethyl-4-[[(methylsulfonyl)oxy]methyl]-11-oxo-6-(pentanoyloxy)-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-3-yl benzoate
Chlorocebus aethiops
isoform ACAT1, cell-based assay
0.00001
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-12,12b-dihydroxy-4,6a-dimethyl-4-[[(methylsulfonyl)oxy]methyl]-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diyl dipentanoate
Chlorocebus aethiops
isoform ACAT1, cell-based assay
0.0035
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-3-(acetyloxy)-4-[(acetyloxy)methyl]-12,12b-dihydroxy-4,6a-dimethyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-6-yl 3-methylbutanoate
Chlorocebus aethiops
isoform ACAT1, cell-based assay
0.08
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-4-[(acetyloxy)methyl]-12,12b-dihydroxy-4,6a-dimethyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diyl diacetate
Chlorocebus aethiops
isoform ACAT1, cell-based assay
0.0028
(3S,4R,4aS,6S,6aS,12R,12aR,12bR)-4-[(acetyloxy)methyl]-3-(butanoyloxy)-12,12b-dihydroxy-4,6a-dimethyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-6-yl hexanoate
Chlorocebus aethiops
isoform ACAT1, cell-based assay
0.0042
(3S,4S,4aR,6S,6aS,12R,12aR,12bR)-3-(acetyloxy)-4-[(acetyloxy)methyl]-4,12,12b-trihydroxy-6a-methyl-11-oxo-9-pyridin-3-yl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-6-yl (2E)-pent-2-enoate
Chlorocebus aethiops
isoform ACAT1, cell-based assay
0.0007
(4aR,4bS,6S,6aS,12R,12aR,12bR,14aS)-12,12b-dihydroxy-4a,6a-dimethyl-2-(1-methylethyl)-11-oxo-9-pyridin-3-yl-4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-dodecahydro-11H-pyrano[4',3':2,3]chromeno[6,5-f][1,3]benzodioxin-6-yl pentanoate
Chlorocebus aethiops
isoform ACAT1, cell-based assay
0.0032
(4aR,4bS,6S,6aS,12R,12aR,12bR,14aS)-12,12b-dihydroxy-4a,6a-dimethyl-2-(2-methylphenyl)-11-oxo-9-pyridin-3-yl-4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-dodecahydro-11H-pyrano[4',3':2,3]chromeno[6,5-f][1,3]benzodioxin-6-yl pentanoate
Chlorocebus aethiops
isoform ACAT1, cell-based assay
0.0038
(4aR,4bS,6S,6aS,12R,12aR,12bR,14aS)-12,12b-dihydroxy-4a,6a-dimethyl-2-(4-methylphenyl)-11-oxo-9-pyridin-3-yl-4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-dodecahydro-11H-pyrano[4',3':2,3]chromeno[6,5-f][1,3]benzodioxin-6-yl pentanoate
Chlorocebus aethiops
isoform ACAT1, cell-based assay
0.006
aurasperone A
Chlorocebus aethiops
isoform ACAT1, 37°C, cell-based assay
0.007
aurasperone D
Chlorocebus aethiops
isoform ACAT1, 37°C, cell-based assay
0.0218
averufanin
Chlorocebus aethiops
isoform ACAT1, 37°C, cell-based assay
0.00035
beauvericin
0.0009 - 0.003
beauveriolide I
0.0006 - 0.003
beauveriolide III
0.0088
celludinone A1
Chlorocebus aethiops
cell-based assay, 37°C, pH not specified in the publication
0.015
celludinone A2
Chlorocebus aethiops
cell-based assay, 37°C, pH not specified in the publication
0.0028
celludinone B
Chlorocebus aethiops
cell-based assay, 37°C, pH not specified in the publication
0.00006 - 0.00012
CL-283,546
0.0099
FD-549
Chlorocebus aethiops
cell-based assay, 37°C, pH not specified in the publication
0.0004 - 0.0013
glisoprenin A
0.038 - 0.04
K97-0239A
0.07 - 0.7
K97-0239B
0.1
phenochalasin A
0.0009 - 0.0018
purpactin A
0.012 - 0.022
purpactin B
0.028 - 0.03
purpactin C
0.00006 - 0.03
pyripyropene A
0.0008 - 0.03
pyripyropene B
0.00035 - 0.015
pyripyropene C
0.0012 - 0.015
pyripyropene D
0.012 - 0.02
sespendole
0.003 - 0.007
spylidone
0.03
sterigmatocystin
Chlorocebus aethiops
isoform ACAT1, 37°C, cell-based assay
0.0005 - 0.008
terpendole C
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
-
microsomal ACAT assay
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
SOAT2_CHLAE
526
8
60412
Swiss-Prot
other Location (Reliability: 3)
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
A1:1-123
-
chimeric protein A1(1-123)-A2(105-526)
A1:1-385
-
chimeric protein A1(1-385)-A2(364-440)-A1(463-550)
A1:1-71
-
chimeric protein A1(1-71)-A2(70-562)
A1D400N
-
mutant, evaluation of conserved aspartic acid residues
A1D406A
-
mutant, evaluation of conserved aspartic acid residues
A1H386N
-
mutant, identification of essential histidines required for activity
A1H425A
-
mutant, identification of essential histidines required for activity
A1H460A
-
mutant, identification of essential histidines required for activity
A1S128A
-
mutant, identification of the role of conserved serine residues in determination of the activity
A1S194A
-
mutant, identification of the role of conserved serine residues in determination of the activity
A1S269A
-
mutant, identification of the role of conserved serine residues in determination of the activity
A1S410A
-
mutant, identification of the role of conserved serine residues in determination of the activity
A1S412A
-
mutant, identification of the role of conserved serine residues in determination of the activity
A1S414L
-
mutant, identification of the role of conserved serine residues in determination of the activity
A1S456A
-
mutant, identification of the role of conserved serine residues in determination of the activity
A1Y142F
-
mutant, evaluation of the role of conserved tyrosine residues as a requirement for the activity
A1Y308F
-
mutant, evaluation of the role of conserved tyrosine residues as a requirement for the activity
A1Y312F
-
mutant, evaluation of the role of conserved tyrosine residues as a requirement for the activity
A1Y322F
-
mutant, evaluation of the role of conserved tyrosine residues as a requirement for the activity
A1Y404F
-
mutant, evaluation of the role of conserved tyrosine residues as a requirement for the activity
A1Y433F
-
mutant, evaluation of the role of conserved tyrosine residues as a requirement for the activity
A1Y518F
-
mutant, evaluation of the role of conserved tyrosine residues as a requirement for the activity
A2:1-227
-
chimeric protein A2(1-227)-A1(248-489)-A2(468-526)
A2:1-249
-
chimeric protein A2(1-249)-A1(270-362)-A2(341-526)
A2:1-363
-
chimeric protein A2(1-363)-A1(386-462)-A2(441-526)
A2:1-428
-
chimeric protein A2(1-428)-A1(444-550)
A2:1-440
-
chimeric protein A2(1-440)-A1(463-502)-A2(480-526)
A2:1-479
-
chimeric protein A2(1-479)-A1(502-550)
A2C497S
-
A2 mutant
A2I491V
-
A2 mutant
A2L480M
-
A2 mutant
A2L495F
-
A2 mutant
A2M484S
-
A2 mutant
A2Q489N
-
A2 mutant
A2Q492L
-
A2 mutant
A2R504Q
-
A2 mutant
A2S494C
-
A2 mutant
A2V493L
-
A2 mutant
Ch1
-
chimeric protein A2(1-428)-A1(451-462)-A2(441-526)
CT504
-
A2(1-504)
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
microsomes from AC29 cells are prepared
-
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression in CHO cells
expression of isoforms ACAT1 and ACAT2 in CHO cell
expression of isoforms ACAT1 and ACAT2 in CHO cells
expression of isoforms ACT1 and ACAT2 in CHO cell
all constructs, full-length, chimeras and mutants are cloned into the pCDNA3 vector, AC29 cells are transfected
-
expression in CHO cell
expression in CHO cells
expression of isoforms ACAT1 and ACAT2 in CHO cell
expression of isoforms ACAT1 and ACAT2 in CHO cells
expression of isoforms ACT1 and ACAT2 in CHO cell
into the PCDNA3 vector
-
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Temel, R.E.; Gebre, A.K.; Parks, J.S.; Rudel, L.L.
Compared with acyl-CoA:cholesterol O-acyltransferase (ACAT) 1 and lecithin:cholesterol acyltransferase, ACAT2 displays the greatest capacity to differentiate cholesterol from sitosterol
J. Biol. Chem.
278
47594-47601
2003
Chlorocebus aethiops
Manually annotated by BRENDA team
Ohshiro, T.; Rudel, L.L.; Omura, S.; Tomoda, H.
Selectivity of microbial acyl-CoA: cholesterol acyltransferase inhibitors toward isozymes
J. Antibiot.
60
43-51
2007
Chlorocebus aethiops, Cricetulus griseus, Mus musculus, Rattus norvegicus
Manually annotated by BRENDA team
Das, A.; Davis, M.A.; Tomoda, H.; Omura, S.; Rudel, L.L.
Identification of the interaction site within acyl-CoA:cholesterol acyltransferase 2 for the isoform-specific inhibitor pyripyropene A
J. Biol. Chem.
283
10453-10460
2008
Chlorocebus aethiops
Manually annotated by BRENDA team
Das, A.; Davis, M.A.; Rudel, L.L.
Identification of putative active site residues of ACAT enzymes
J. Lipid Res.
49
1770-1781
2008
Chlorocebus aethiops, Chlorocebus sabaeus
Manually annotated by BRENDA team
Ohshiro, T.; Matsuda, D.; Nagai, K.; Doi, T.; Sunazuka, T.; Takahashi, T.; Rudel, L.L.; Omura, S.; Tomoda, H.
The selectivity of beauveriolide derivatives in inhibition toward the two isozymes of acyl-CoA: cholesterol acyltransferase
Chem. Pharm. Bull.
57
377-381
2009
Chlorocebus aethiops (O77759), Chlorocebus aethiops (O77760)
Manually annotated by BRENDA team
Ohshiro, T.; Ohte, S.; Matsuda, D.; Ohtawa, M.; Nagamitsu, T.; Sunazuka, T.; Harigaya, Y.; Rudel, L.L.; Omura, S.; Tomoda, H.
Selectivity of pyripyropene derivatives in inhibition toward acyl-CoA:cholesterol acyltransferase 2 isozyme
J. Antibiot.
61
503-508
2008
Chlorocebus aethiops (O77759), Chlorocebus aethiops (O77760)
Manually annotated by BRENDA team
Sakai, K.; Ohte, S.; Ohshiro, T.; Matsuda, D.; Masuma, R.; Rudel, L.L.; Tomoda, H.
Selective inhibition of acyl-CoA:cholesterol acyltransferase 2 isozyme by flavasperone and sterigmatocystin from Aspergillus species
J. Antibiot.
61
568-572
2008
Chlorocebus aethiops (O77759), Chlorocebus aethiops (O77760)
Manually annotated by BRENDA team
Ohshiro, T.; Seki, R.; Fukuda, T.; Uchida, R.; Tomoda, H.
Celludinones, new inhibitors of sterol O-acyltransferase, produced by Talaromyces cellulolyticus BF-0307
J. Antibiot.
71
1000-1007
2018
Homo sapiens (O75908), Homo sapiens (P35610), Chlorocebus aethiops (O77759), Chlorocebus aethiops (O77760)
Manually annotated by BRENDA team
Ohshiro, T.; Kobayashi, K.; Ohba, M.; Matsuda, D.; Rudel, L.L.; Takahashi, T.; Doi, T.; Tomoda, H.
Selective inhibition of sterolO-acyltransferase 1 isozyme by beauveriolide III in intact cells
Sci. Rep.
7
4163
2017
Chlorocebus aethiops (O77760), Homo sapiens (P35610)
Manually annotated by BRENDA team