BRENDA - Enzyme Database show

Potent inhibition of estrogen sulfotransferase by hydroxylated metabolites of polyhalogenated aromatic hydrocarbons reveals alternative mechanism for estrogenic activity of endocrine disrupters

Kester, M.H.; Bulduk, S.; van Toor, H.; Tibboel, D.; Meinl, W.; Glatt, H.; Falany, C.N.; Coughtrie, M.W.; Schuur, A.G.; Brouwer, A.; Visser, T.J.; J. Clin. Endocrinol. Metab. 87, 1142-1150 (2002)

Data extracted from this reference:

Cloned(Commentary)
EC Number
Commentary
Organism
2.8.2.4
-
Homo sapiens
Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
2.8.2.4
2-hydroxy-1,3,7,8-tetrachlorodibenzo-p-dioxin
-
Homo sapiens
2.8.2.4
2-hydroxy-7,8-dichlorodibenzo-p-dioxin
-
Homo sapiens
2.8.2.4
2-hydroxy-7,8-dichlorodibenzofuran
-
Homo sapiens
2.8.2.4
3,3',5,5'-tetrachlorobisphenol A
-
Homo sapiens
2.8.2.4
3-hydroxy-2,4,7,8,9-pentachlorodibenzofuran
-
Homo sapiens
2.8.2.4
3-hydroxy-2,4,7,8-tetrachlorodibenzofuran
-
Homo sapiens
2.8.2.4
4,4'-isopropyl idenediphenol-3,3',5,5'-tetrachlorobisphenol
-
Homo sapiens
2.8.2.4
4,4'-isopropylidenediphenol
-
Homo sapiens
2.8.2.4
4-hydroxy-2,3,4,5,6-pentabromodiphenylether
-
Homo sapiens
2.8.2.4
additional information
native liver enzyme is less potently inhibited than recombinant SULT1E1
Homo sapiens
KM Value [mM]
EC Number
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
2.8.2.4
0.000004
-
estradiol
pH 7.2, 37°C
Homo sapiens
Localization
EC Number
Localization
Commentary
Organism
GeneOntology No.
Textmining
2.8.2.4
cytosol
-
Homo sapiens
5829
-
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 + estradiol
Homo sapiens
-
adenosine 3',5'-bisphosphate + estradiol 3-sulfate
-
Homo sapiens
r
2.8.2.4
3'-phosphoadenylylsulfate + estrone
Homo sapiens
-
adenosine 3',5'-bisphosphate + estrone 3-sulfate
-
Homo sapiens
r
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
2.8.2.4
Homo sapiens
-
human
-
Source Tissue
EC Number
Source Tissue
Commentary
Organism
Textmining
2.8.2.4
liver
-
Homo sapiens
-
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 + 2-OH-1,3,7,8-tetrachlorinated dibenzo-p-dioxine
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-1,3,7,8-tetrachlorinated dibenzo-p-dioxine sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-1,3,7,8-tetrachlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-1,3,7,8-tetrachlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-3,7,8-trichlorinated dibenzo-p-dioxine
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-3,7,8-trichlorinated dibenzo-p-dioxine sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-4,2',4'-trichlorodiphenyl ether
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-4,2',4'-trichlorodiphenyl ethyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-4,5,3',2',3',4'-tetrachlorated biphenyl
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-4,5,3',4'-tetrachlorated biphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-6,7,8-trichlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-6,7,8-trichlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-7,8-dichlorinated dibenzo-p-dioxine
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-7,8-dichlorinated dibenzo-p-dioxine sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-7,8-dichlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-7,8-dichlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 3,5,3',5'-tetrabromo-4,4'-isopropylidendiphenol
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 3,5,3',5'-tetrabromo-4,4'-isopropylidendiphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 3,5,3',5'-tetrachloro-4,4'-isopropylidendiphenol
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 3,5,3',5'- tetrachloro-4,4'-isopropylidendiphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 3-OH-2,4,7,8-tetrachlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 3-OH-2,4,7,8-tetrachlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 3-OH-2,6,7,8,9-pentachlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 3-OH-2,6,7,8,9-pentachlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 3-OH-2,6,7,8-tetrachlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 3-OH-2,6,7,8-tetrachlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 3-OH-4,5,3',2',3',4'- tetrachlorated biphenyl
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 3-OH-4,5,3',4'-tetrachlorated biphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4,4'-(OH)2-3,5,3',5'-tetrachlorated biphenyl
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4,4'-(OH)2-3,5,3',5'-tetrachlorated biphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-hydroxy-2,3,5,3',4'-pentachlorobiphenyl
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-hydroxy-2,3,5,3',4'-pentachlorobiphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-hydroxy-3,2',3',4',5'-pentachlorobiphenyl
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-hydroxy-3,2',3',4',5'-pentachlorobiphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-OH-1,3,6,7-tetrachlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-OH-1,3,6,7-tetrachlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-OH-2',4',6'-tribromodiphenyl ether
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-OH-2',4',6'-tribromodiphenyl ethyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-OH-3',2',4',6'-tetrabromodiphenyl ether
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-OH-3',2',4',6'-tetrabromodiphenyl ethyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-OH-3',5,2',4',6'-pentabromodiphenyl ether
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-OH-3',5,2',4',6'- pentabromodiphenyl ethyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-OH-3,3',4'-trichlorated biphenyl
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-OH-3,3',4'-trichlorated biphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + estradiol
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + estradiol 3-sulfate
-
645907
Homo sapiens
r
2.8.2.4
3'-phosphoadenylylsulfate + estrone
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + estrone 3-sulfate
-
645907
Homo sapiens
r
2.8.2.4
additional information
1-hydroxy-2,4,7,8-tetrachlorodibenzofuran is no substrate
645907
Homo sapiens
?
-
-
-
-
Ki Value [mM]
EC Number
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
2.8.2.4
0.000002
-
2-hydroxy-7,8-dichlorodibenzo-p-dioxin
pH 7.2, 37°C
Homo sapiens
2.8.2.4
0.00000615
-
3-hydroxy-2,4,7,8,9-pentachlorodibenzofuran
pH 7.2, 37°C
Homo sapiens
2.8.2.4
0.000035
-
3,3',5,5'-tetrachlorobisphenol A
pH 7.2, 37°C
Homo sapiens
2.8.2.4
0.00006
-
2-hydroxy-1,3,7,8-tetrachlorodibenzo-p-dioxin
pH 7.2, 37°C
Homo sapiens
2.8.2.4
0.00015
-
4-hydroxy-2,3,4,5,6-pentabromodiphenylether
pH 7.2, 37°C
Homo sapiens
2.8.2.4
0.00027
-
2-hydroxy-7,8-dichlorodibenzofuran
pH 7.2, 37°C
Homo sapiens
2.8.2.4
0.014
-
4,4'-isopropylidenediphenol
pH 7.2, 37°C
Homo sapiens
Cloned(Commentary) (protein specific)
EC Number
Commentary
Organism
2.8.2.4
-
Homo sapiens
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
2.8.2.4
2-hydroxy-1,3,7,8-tetrachlorodibenzo-p-dioxin
-
Homo sapiens
2.8.2.4
2-hydroxy-7,8-dichlorodibenzo-p-dioxin
-
Homo sapiens
2.8.2.4
2-hydroxy-7,8-dichlorodibenzofuran
-
Homo sapiens
2.8.2.4
3,3',5,5'-tetrachlorobisphenol A
-
Homo sapiens
2.8.2.4
3-hydroxy-2,4,7,8,9-pentachlorodibenzofuran
-
Homo sapiens
2.8.2.4
3-hydroxy-2,4,7,8-tetrachlorodibenzofuran
-
Homo sapiens
2.8.2.4
4,4'-isopropyl idenediphenol-3,3',5,5'-tetrachlorobisphenol
-
Homo sapiens
2.8.2.4
4,4'-isopropylidenediphenol
-
Homo sapiens
2.8.2.4
4-hydroxy-2,3,4,5,6-pentabromodiphenylether
-
Homo sapiens
2.8.2.4
additional information
native liver enzyme is less potently inhibited than recombinant SULT1E1
Homo sapiens
Ki Value [mM] (protein specific)
EC Number
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
2.8.2.4
0.000002
-
2-hydroxy-7,8-dichlorodibenzo-p-dioxin
pH 7.2, 37°C
Homo sapiens
2.8.2.4
0.00000615
-
3-hydroxy-2,4,7,8,9-pentachlorodibenzofuran
pH 7.2, 37°C
Homo sapiens
2.8.2.4
0.000035
-
3,3',5,5'-tetrachlorobisphenol A
pH 7.2, 37°C
Homo sapiens
2.8.2.4
0.00006
-
2-hydroxy-1,3,7,8-tetrachlorodibenzo-p-dioxin
pH 7.2, 37°C
Homo sapiens
2.8.2.4
0.00015
-
4-hydroxy-2,3,4,5,6-pentabromodiphenylether
pH 7.2, 37°C
Homo sapiens
2.8.2.4
0.00027
-
2-hydroxy-7,8-dichlorodibenzofuran
pH 7.2, 37°C
Homo sapiens
2.8.2.4
0.014
-
4,4'-isopropylidenediphenol
pH 7.2, 37°C
Homo sapiens
KM Value [mM] (protein specific)
EC Number
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
2.8.2.4
0.000004
-
estradiol
pH 7.2, 37°C
Homo sapiens
Localization (protein specific)
EC Number
Localization
Commentary
Organism
GeneOntology No.
Textmining
2.8.2.4
cytosol
-
Homo sapiens
5829
-
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 + estradiol
Homo sapiens
-
adenosine 3',5'-bisphosphate + estradiol 3-sulfate
-
Homo sapiens
r
2.8.2.4
3'-phosphoadenylylsulfate + estrone
Homo sapiens
-
adenosine 3',5'-bisphosphate + estrone 3-sulfate
-
Homo sapiens
r
Source Tissue (protein specific)
EC Number
Source Tissue
Commentary
Organism
Textmining
2.8.2.4
liver
-
Homo sapiens
-
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 + 2-OH-1,3,7,8-tetrachlorinated dibenzo-p-dioxine
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-1,3,7,8-tetrachlorinated dibenzo-p-dioxine sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-1,3,7,8-tetrachlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-1,3,7,8-tetrachlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-3,7,8-trichlorinated dibenzo-p-dioxine
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-3,7,8-trichlorinated dibenzo-p-dioxine sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-4,2',4'-trichlorodiphenyl ether
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-4,2',4'-trichlorodiphenyl ethyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-4,5,3',2',3',4'-tetrachlorated biphenyl
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-4,5,3',4'-tetrachlorated biphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-6,7,8-trichlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-6,7,8-trichlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-7,8-dichlorinated dibenzo-p-dioxine
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-7,8-dichlorinated dibenzo-p-dioxine sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 2-OH-7,8-dichlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 2-OH-7,8-dichlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 3,5,3',5'-tetrabromo-4,4'-isopropylidendiphenol
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 3,5,3',5'-tetrabromo-4,4'-isopropylidendiphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 3,5,3',5'-tetrachloro-4,4'-isopropylidendiphenol
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 3,5,3',5'- tetrachloro-4,4'-isopropylidendiphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 3-OH-2,4,7,8-tetrachlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 3-OH-2,4,7,8-tetrachlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 3-OH-2,6,7,8,9-pentachlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 3-OH-2,6,7,8,9-pentachlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 3-OH-2,6,7,8-tetrachlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 3-OH-2,6,7,8-tetrachlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 3-OH-4,5,3',2',3',4'- tetrachlorated biphenyl
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 3-OH-4,5,3',4'-tetrachlorated biphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4,4'-(OH)2-3,5,3',5'-tetrachlorated biphenyl
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4,4'-(OH)2-3,5,3',5'-tetrachlorated biphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-hydroxy-2,3,5,3',4'-pentachlorobiphenyl
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-hydroxy-2,3,5,3',4'-pentachlorobiphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-hydroxy-3,2',3',4',5'-pentachlorobiphenyl
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-hydroxy-3,2',3',4',5'-pentachlorobiphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-OH-1,3,6,7-tetrachlorinated dibenzofuran
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-OH-1,3,6,7-tetrachlorinated dibenzofuranyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-OH-2',4',6'-tribromodiphenyl ether
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-OH-2',4',6'-tribromodiphenyl ethyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-OH-3',2',4',6'-tetrabromodiphenyl ether
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-OH-3',2',4',6'-tetrabromodiphenyl ethyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-OH-3',5,2',4',6'-pentabromodiphenyl ether
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-OH-3',5,2',4',6'- pentabromodiphenyl ethyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + 4-OH-3,3',4'-trichlorated biphenyl
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + 4-OH-3,3',4'-trichlorated biphenyl sulfate
-
-
-
r
2.8.2.4
3'-phosphoadenylylsulfate + estradiol
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + estradiol 3-sulfate
-
645907
Homo sapiens
r
2.8.2.4
3'-phosphoadenylylsulfate + estrone
-
645907
Homo sapiens
adenosine 3',5'-bisphosphate + estrone 3-sulfate
-
645907
Homo sapiens
r
2.8.2.4
additional information
1-hydroxy-2,4,7,8-tetrachlorodibenzofuran is no substrate
645907
Homo sapiens
?
-
-
-
-