BRENDA - Enzyme Database show

Studies on bovine adrenal estrogen sulfotransferase. Inhibition and possible involvement of adenine-estrogen stacking

Rozhin, J.; Huo, A.; Zemlicka, J.; Brooks, S.C.; J. Biol. Chem. 252, 7214-7220 (1977)

Data extracted from this reference:

Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
2.8.2.4
(17beta)-3,17-dihydroxy-1,3,5(10)estatriene-6-one
-
Bos taurus
2.8.2.4
(17beta)-3-methoxyestra-1(10),2,4-trien-17-ol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-17beta-ol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,16alpha,17beta-triol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,16alpha-diol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,16beta,17beta-triol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol 17beta-phosphate
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol 17beta-sulfate
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol 3,17beta-diphosphate
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol 3-phosphate
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol-3-acetate
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol-3-benzoate
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3-ol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3-ol 17-one 3-sulfate
-
Bos taurus
2.8.2.4
1-[2-(p-[3,4-dihydro-6-methoxy-2-phenyl-1-naphthyl]phenoxy)ethyl]-pyrrolidine hydrochloride
-
Bos taurus
2.8.2.4
17beta-hydroxy-5alpha-androstane-3-one
-
Bos taurus
2.8.2.4
17beta-hydroxy-5beta-androstane-3-one
-
Bos taurus
2.8.2.4
2,4-dibromo-1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
2,4-dinitro-1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
2-amino-1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
2-nitro-1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
3-hydroxyestra-1(10),2,4-trien-17-one
-
Bos taurus
2.8.2.4
3-methoxy-4-nitroestra-1(10),2,4-trien-17-one
-
Bos taurus
2.8.2.4
3beta-hydroxy-5beta-androstane-17-one
-
Bos taurus
2.8.2.4
3beta-hydroxy-androst-5-ene-17-one
-
Bos taurus
2.8.2.4
4-amino-1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
4-nitro-1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
5-androstene-3beta,17beta-diol
-
Bos taurus
2.8.2.4
5alpha-Androstane-3beta,17beta-diol
-
Bos taurus
2.8.2.4
androst-5-ene-3beta-ol
-
Bos taurus
2.8.2.4
diethylstilbestrol
-
Bos taurus
2.8.2.4
additional information
5alpha-androstanes are weak competitive inhibitors, the product estrone sulfate is not inhibitory, no inhibition with 1,3,5(10)estatriene, 1,3,5,(10)estatriene-3,17beta-diol 3,17beta-disulfate, MER-25, 1-[p-2-diethylaminoethoxyphenyl]-1-phenyl-2-p-methoxyphenyl ethanol and 5-androstene
Bos taurus
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
2.8.2.4
3'-phosphoadenylylsulfate + estrone
Bos taurus
-
adenosine 3',5'-bisphosphate + estrone 3-sulfate
-
Bos taurus
r
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
2.8.2.4
Bos taurus
-
bovine
-
Source Tissue
EC Number
Source Tissue
Commentary
Organism
Textmining
2.8.2.4
adrenal gland
-
Bos taurus
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2.8.2.4
3'-phosphoadenylylsulfate + estrone
-
645872
Bos taurus
adenosine 3',5'-bisphosphate + estrone 3-sulfate
-
645872
Bos taurus
r
Ki Value [mM]
EC Number
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
2.8.2.4
0.00011
-
2,4-dibromo-1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.00015
-
4-nitro-1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0013
-
1,3,5(10)estatriene-3,16alpha-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0024
-
2-nitro-1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0035
-
1,3,5(10)estatriene-3-ol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0035
-
2-amino-1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0035
-
4-amino-1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0043
-
2,4-dinitro-1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0043
-
3-methoxy-4-nitroestra-1(10),2,4-trien-17-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0048
-
(17beta)-3-methoxyestra-1(10),2,4-trien-17-ol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0049
-
3-hydroxyestra-1(10),2,4-trien-17-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0055
-
1,3,5(10)estatriene-3,16beta,17beta-triol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0055
-
(17beta)-3,17-dihydroxy-1,3,5(10)estatriene-6-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0061
-
1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0082
-
1,3,5(10)estatriene-3,16alpha,17beta-triol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.016
-
1,3,5(10)estatriene-17beta-ol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.017
-
1,3,5(10)estatriene-3,17beta-diol-3-acetate
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.021
-
1,3,5(10)estatriene-3,17beta-diol 17beta-phosphate
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.024
-
1,3,5(10)estatriene-3,17beta-diol 3-phosphate
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.035
-
5-androstene-3beta,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.038
-
17beta-hydroxy-5alpha-androstane-3-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.047
-
1,3,5(10)estatriene-3,17beta-diol 17beta-sulfate
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.047
-
5alpha-Androstane-3beta,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.05
-
androst-5-ene-3beta-ol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.074
-
1-[2-(p-[3,4-dihydro-6-methoxy-2-phenyl-1-naphthyl]phenoxy)ethyl]-pyrrolidine hydrochloride
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.074
-
17beta-hydroxy-5beta-androstane-3-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.09
-
1,3,5(10)estatriene-3,17beta-diol-3-benzoate
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.12
-
diethylstilbestrol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.128
-
1,3,5(10)estatriene-3-ol-17-one 3-sulfate
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.17
-
3beta-hydroxy-5-androstene-17-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.302
-
3beta-hydroxy-5beta-androstane-17-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.333
-
1,3,5(10)estatriene-3,17beta-diol 3,17beta-diphosphate
pH 8.1, 37°C
Bos taurus
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
2.8.2.4
(17beta)-3,17-dihydroxy-1,3,5(10)estatriene-6-one
-
Bos taurus
2.8.2.4
(17beta)-3-methoxyestra-1(10),2,4-trien-17-ol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-17beta-ol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,16alpha,17beta-triol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,16alpha-diol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,16beta,17beta-triol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol 17beta-phosphate
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol 17beta-sulfate
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol 3,17beta-diphosphate
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol 3-phosphate
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol-3-acetate
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3,17beta-diol-3-benzoate
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3-ol
-
Bos taurus
2.8.2.4
1,3,5(10)estatriene-3-ol 17-one 3-sulfate
-
Bos taurus
2.8.2.4
1-[2-(p-[3,4-dihydro-6-methoxy-2-phenyl-1-naphthyl]phenoxy)ethyl]-pyrrolidine hydrochloride
-
Bos taurus
2.8.2.4
17beta-hydroxy-5alpha-androstane-3-one
-
Bos taurus
2.8.2.4
17beta-hydroxy-5beta-androstane-3-one
-
Bos taurus
2.8.2.4
2,4-dibromo-1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
2,4-dinitro-1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
2-amino-1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
2-nitro-1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
3-hydroxyestra-1(10),2,4-trien-17-one
-
Bos taurus
2.8.2.4
3-methoxy-4-nitroestra-1(10),2,4-trien-17-one
-
Bos taurus
2.8.2.4
3beta-hydroxy-5beta-androstane-17-one
-
Bos taurus
2.8.2.4
3beta-hydroxy-androst-5-ene-17-one
-
Bos taurus
2.8.2.4
4-amino-1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
4-nitro-1,3,5(10)estatriene-3,17beta-diol
-
Bos taurus
2.8.2.4
5-androstene-3beta,17beta-diol
-
Bos taurus
2.8.2.4
5alpha-Androstane-3beta,17beta-diol
-
Bos taurus
2.8.2.4
androst-5-ene-3beta-ol
-
Bos taurus
2.8.2.4
diethylstilbestrol
-
Bos taurus
2.8.2.4
additional information
5alpha-androstanes are weak competitive inhibitors, the product estrone sulfate is not inhibitory, no inhibition with 1,3,5(10)estatriene, 1,3,5,(10)estatriene-3,17beta-diol 3,17beta-disulfate, MER-25, 1-[p-2-diethylaminoethoxyphenyl]-1-phenyl-2-p-methoxyphenyl ethanol and 5-androstene
Bos taurus
Ki Value [mM] (protein specific)
EC Number
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
2.8.2.4
0.00011
-
2,4-dibromo-1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.00015
-
4-nitro-1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0013
-
1,3,5(10)estatriene-3,16alpha-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0024
-
2-nitro-1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0035
-
1,3,5(10)estatriene-3-ol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0035
-
2-amino-1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0035
-
4-amino-1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0043
-
2,4-dinitro-1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0043
-
3-methoxy-4-nitroestra-1(10),2,4-trien-17-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0048
-
(17beta)-3-methoxyestra-1(10),2,4-trien-17-ol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0049
-
3-hydroxyestra-1(10),2,4-trien-17-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0055
-
1,3,5(10)estatriene-3,16beta,17beta-triol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0055
-
(17beta)-3,17-dihydroxy-1,3,5(10)estatriene-6-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0061
-
1,3,5(10)estatriene-3,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.0082
-
1,3,5(10)estatriene-3,16alpha,17beta-triol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.016
-
1,3,5(10)estatriene-17beta-ol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.017
-
1,3,5(10)estatriene-3,17beta-diol-3-acetate
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.021
-
1,3,5(10)estatriene-3,17beta-diol 17beta-phosphate
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.024
-
1,3,5(10)estatriene-3,17beta-diol 3-phosphate
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.035
-
5-androstene-3beta,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.038
-
17beta-hydroxy-5alpha-androstane-3-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.047
-
1,3,5(10)estatriene-3,17beta-diol 17beta-sulfate
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.047
-
5alpha-Androstane-3beta,17beta-diol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.05
-
androst-5-ene-3beta-ol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.074
-
1-[2-(p-[3,4-dihydro-6-methoxy-2-phenyl-1-naphthyl]phenoxy)ethyl]-pyrrolidine hydrochloride
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.074
-
17beta-hydroxy-5beta-androstane-3-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.09
-
1,3,5(10)estatriene-3,17beta-diol-3-benzoate
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.12
-
diethylstilbestrol
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.128
-
1,3,5(10)estatriene-3-ol-17-one 3-sulfate
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.17
-
3beta-hydroxy-5-androstene-17-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.302
-
3beta-hydroxy-5beta-androstane-17-one
pH 8.1, 37°C
Bos taurus
2.8.2.4
0.333
-
1,3,5(10)estatriene-3,17beta-diol 3,17beta-diphosphate
pH 8.1, 37°C
Bos taurus
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
2.8.2.4
3'-phosphoadenylylsulfate + estrone
Bos taurus
-
adenosine 3',5'-bisphosphate + estrone 3-sulfate
-
Bos taurus
r
Source Tissue (protein specific)
EC Number
Source Tissue
Commentary
Organism
Textmining
2.8.2.4
adrenal gland
-
Bos taurus
-
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2.8.2.4
3'-phosphoadenylylsulfate + estrone
-
645872
Bos taurus
adenosine 3',5'-bisphosphate + estrone 3-sulfate
-
645872
Bos taurus
r