BRENDA - Enzyme Database show

In vitro and in vivo models for the evaluation of new inhibitors of human steroid sulfatase, devoid of residual estrogenic activity

Shields-Botella, J.; Bonnet, P.; Duc, I.; Duranti, E.; Meschi, S.; Cardinali, S.; Prouheze, P.; Chaigneau, A.M.; Duranti, V.; Gribaudo, S.; Riviere, A.; Mengual, L.; Carniato, D.; Cecchet, L.; Lafay, J.; Rondot, B.; Sandri, J.; Pascal, J.C.; Delansorne, R.; J. Steroid Biochem. Mol. Biol. 84, 327-335 (2003)

Data extracted from this reference:

Application
EC Number
Application
Commentary
Organism
3.1.6.2
medicine
estrone sulfatase inhibitors can be used as drugs for the treatment of estrogen-dependent breast cancer
Homo sapiens
Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
3.1.6.2
6-oxo-8,9,10,11-tetrahydro-7H-cyclohepta-[c][1]benzopyran-3-O-sulfamate
6,6,7-COUMATE, IC50: 5.1 nM in JEG-3 cells, 0.43 nM in MCF-7 cells
Homo sapiens
3.1.6.2
6-oxo-8,9,10,11-tetrahydro-7H-cyclohepta-[c][1]benzopyran-3-O-sulfamate
6,6,7-COUMATE, potent inhibitor, in vivo inhibition study, more inhibitory than TX-1299
Rattus norvegicus
3.1.6.2
estrone-3-sulfamate
best inhibitor, IC50: 3.2 nM in JEG-3 cells, 0.08 nM in MCF-7 cells
Homo sapiens
3.1.6.2
additional information
not inhibited by danazol or letrozole
Homo sapiens
3.1.6.2
TX-1299
non-steroid Theramex compound, strong inhibitor, IC50: 5.3 nM in JEG-3 cells, 0.76 nM in MCF-7 cells
Homo sapiens
3.1.6.2
TX-1299
non-steroid Theramex compound, potent inhibitor, in vivo inhibition study, 80% as inhibitory as 6,6,7-COUMATE
Rattus norvegicus
3.1.6.2
TX-1492
non-steroid Theramex compound, strong inhibitor, IC50: 22.5 nM in JEG-3 cells, 0.07 nM in MCF-7 cells
Homo sapiens
3.1.6.2
TX-1506
non-steroid Theramex compound, strong inhibitor, IC50: 11.9 nM in JEG-3 cells, 0.06 nM in MCF-7 cells
Homo sapiens
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
3.1.6.2
Homo sapiens
-
-
-
3.1.6.2
Rattus norvegicus
-
adult Wistar female ovariectomized rats
-
Source Tissue
EC Number
Source Tissue
Commentary
Organism
Textmining
3.1.6.2
JEG-3 cell
choriocarcinoma cell, more than 80times higher enzyme activity than in MCF-7 cells
Homo sapiens
-
3.1.6.2
MCF-7 cell
breast adenocarcinoma cell, more than 80times lower enzyme activity than in JEG-3 cells
Homo sapiens
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
3.1.6.2
estrone sulfate + H2O
-
656649
Homo sapiens
estrone + sulfate
-
-
-
?
3.1.6.2
estrone sulfate + H2O
-
656649
Rattus norvegicus
estrone + sulfate
-
-
-
?
IC50 Value
EC Number
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
3.1.6.2
0.00000006
-
non-steroid Theramex compound, strong inhibitor, 0.06 nM in MCF-7 cells
Homo sapiens
TX-1506
3.1.6.2
0.00000008
-
IC50 0.08 nM in MCF-7 cells
Homo sapiens
estrone-3-sulfamate
3.1.6.2
0.00000043
-
IC50 0.43 nM in MCF-7 cells
Homo sapiens
6-oxo-8,9,10,11-tetrahydro-7H-cyclohepta-[c][1]benzopyran-3-O-sulfamate
3.1.6.2
0.00000076
-
non-steroid Theramex compound, strong inhibitor, 0.76 nM in MCF-7 cells
Homo sapiens
TX-1299
3.1.6.2
0.0000032
-
best inhibitor, IC50: 3.2 nM in JEG-3 cells
Homo sapiens
estrone-3-sulfamate
3.1.6.2
0.0000051
-
6,6,7-COUMATE, IC50: 5.1 nM in JEG-3 cells
Homo sapiens
6-oxo-8,9,10,11-tetrahydro-7H-cyclohepta-[c][1]benzopyran-3-O-sulfamate
3.1.6.2
0.0000053
-
non-steroid Theramex compound, strong inhibitor, IC50: 5.3 nM in JEG-3 cells
Homo sapiens
TX-1299
3.1.6.2
0.0000119
-
non-steroid Theramex compound, strong inhibitor, IC50: 11.9 nM in JEG-3 cells
Homo sapiens
TX-1506
3.1.6.2
0.0000225
-
non-steroid Theramex compound, strong inhibitor, IC50: 22.5 nM in JEG-3 cells
Homo sapiens
TX-1492
Application (protein specific)
EC Number
Application
Commentary
Organism
3.1.6.2
medicine
estrone sulfatase inhibitors can be used as drugs for the treatment of estrogen-dependent breast cancer
Homo sapiens
IC50 Value (protein specific)
EC Number
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
3.1.6.2
0.00000006
-
non-steroid Theramex compound, strong inhibitor, 0.06 nM in MCF-7 cells
Homo sapiens
TX-1506
3.1.6.2
0.00000008
-
IC50 0.08 nM in MCF-7 cells
Homo sapiens
estrone-3-sulfamate
3.1.6.2
0.00000043
-
IC50 0.43 nM in MCF-7 cells
Homo sapiens
6-oxo-8,9,10,11-tetrahydro-7H-cyclohepta-[c][1]benzopyran-3-O-sulfamate
3.1.6.2
0.00000076
-
non-steroid Theramex compound, strong inhibitor, 0.76 nM in MCF-7 cells
Homo sapiens
TX-1299
3.1.6.2
0.0000032
-
best inhibitor, IC50: 3.2 nM in JEG-3 cells
Homo sapiens
estrone-3-sulfamate
3.1.6.2
0.0000051
-
6,6,7-COUMATE, IC50: 5.1 nM in JEG-3 cells
Homo sapiens
6-oxo-8,9,10,11-tetrahydro-7H-cyclohepta-[c][1]benzopyran-3-O-sulfamate
3.1.6.2
0.0000053
-
non-steroid Theramex compound, strong inhibitor, IC50: 5.3 nM in JEG-3 cells
Homo sapiens
TX-1299
3.1.6.2
0.0000119
-
non-steroid Theramex compound, strong inhibitor, IC50: 11.9 nM in JEG-3 cells
Homo sapiens
TX-1506
3.1.6.2
0.0000225
-
non-steroid Theramex compound, strong inhibitor, IC50: 22.5 nM in JEG-3 cells
Homo sapiens
TX-1492
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
3.1.6.2
6-oxo-8,9,10,11-tetrahydro-7H-cyclohepta-[c][1]benzopyran-3-O-sulfamate
6,6,7-COUMATE, IC50: 5.1 nM in JEG-3 cells, 0.43 nM in MCF-7 cells
Homo sapiens
3.1.6.2
6-oxo-8,9,10,11-tetrahydro-7H-cyclohepta-[c][1]benzopyran-3-O-sulfamate
6,6,7-COUMATE, potent inhibitor, in vivo inhibition study, more inhibitory than TX-1299
Rattus norvegicus
3.1.6.2
estrone-3-sulfamate
best inhibitor, IC50: 3.2 nM in JEG-3 cells, 0.08 nM in MCF-7 cells
Homo sapiens
3.1.6.2
additional information
not inhibited by danazol or letrozole
Homo sapiens
3.1.6.2
TX-1299
non-steroid Theramex compound, strong inhibitor, IC50: 5.3 nM in JEG-3 cells, 0.76 nM in MCF-7 cells
Homo sapiens
3.1.6.2
TX-1299
non-steroid Theramex compound, potent inhibitor, in vivo inhibition study, 80% as inhibitory as 6,6,7-COUMATE
Rattus norvegicus
3.1.6.2
TX-1492
non-steroid Theramex compound, strong inhibitor, IC50: 22.5 nM in JEG-3 cells, 0.07 nM in MCF-7 cells
Homo sapiens
3.1.6.2
TX-1506
non-steroid Theramex compound, strong inhibitor, IC50: 11.9 nM in JEG-3 cells, 0.06 nM in MCF-7 cells
Homo sapiens
Source Tissue (protein specific)
EC Number
Source Tissue
Commentary
Organism
Textmining
3.1.6.2
JEG-3 cell
choriocarcinoma cell, more than 80times higher enzyme activity than in MCF-7 cells
Homo sapiens
-
3.1.6.2
MCF-7 cell
breast adenocarcinoma cell, more than 80times lower enzyme activity than in JEG-3 cells
Homo sapiens
-
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
3.1.6.2
estrone sulfate + H2O
-
656649
Homo sapiens
estrone + sulfate
-
-
-
?
3.1.6.2
estrone sulfate + H2O
-
656649
Rattus norvegicus
estrone + sulfate
-
-
-
?