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Literature summary extracted from

  • Woo, L.W.; Ganeshapillai, D.; Thomas, M.P.; Sutcliffe, O.B.; Malini, B.; Mahon, M.F.; Purohit, A.; Potter, B.V.
    Structure-activity relationship for the first-in-class clinical steroid sulfatase inhibitor irosustat (STX64, BN83495) (2011), ChemMedChem, 6, 2019-2034.
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.1.6.2 2-methoxy-6-oxo-6,7,8,9,10,11-hexahydrocyclohepta[c]chromen-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 3-oxo-1,3-dihydro-2H-cyclobuta[c]chromen-6-yl sulfamate
-
 Homo sapiens
3.1.6.2 4-oxo-1,2,3,4-tetrahydrocyclopenta[c]chromen-7-yl sulfamate
-
 Homo sapiens
3.1.6.2 5-methyl-6-oxo-6,7,8,9,10,11-hexahydro-5H-cyclohepta[c]quinolin-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-(3-phenylpropoxy)-8,9,10,11-tetrahydro-7H-cyclohepta[c]quinolin-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-(pentyloxy)-8,9,10,11-tetrahydro-7H-cyclohepta[c]quinolin-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-methoxy-8,9,10,11-tetrahydro-7H-cyclohepta[c]quinolin-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-5-(3-phenylpropyl)-6,7,8,9,10,11-hexahydro-5H-cyclohepta[c]quinolin-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-5-pentyl-6,7,8,9,10,11-hexahydro-5H-cyclohepta[c]quinolin-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-6,7,8,9,10,11,12,13,14,15,16,17,18,19-tetradecahydrocyclopentadeca[c]chromen-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydrocyclotrideca[c]chromen-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-6,7,8,9,10,11,12,13,14,15-decahydrocycloundeca[c]chromen-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-6,7,8,9,10,11,12,13-octahydrocyclonona[c]chromen-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-6,7,8,9,10,11-hexahydro-5H-cyclohepta[c]quinolin-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-6,7,8,9,10,11-hexahydro-5H-cyclohepta[c]quinolin-3-ylsulfamide
-
 Homo sapiens
3.1.6.2 6-oxo-6,7,8,9,10,11-hexahydrocyclohepta[c]chromen-2-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-6,7,8,9,10,11-hexahydrocyclohepta[c]chromen-3-yl dimethylsulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-6,7,8,9,10,11-hexahydrocyclohepta[c]chromen-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-7,8,9,10,11,12,13,14,15,16-decahydro-6H-cyclododeca[c]-chromen-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-7,8,9,10,11,12,13,14-octahydro-6H-cyclodeca[c]chromen-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 6-oxo-7,8,9,10-tetrahydro-6H-benzo[c]chromen-3-yl sulfamate
-
 Homo sapiens
3.1.6.2 estrone 3-O-sulfamate
-
 Homo sapiens
3.1.6.2 irosustat i.e. STX64, BN83495, structure-activity relationship study. The inhibitor is used in clinical trials for patients with advanced hormone-dependent cancer Homo sapiens
3.1.6.2 additional information evaluation of quinolin-2(1H)-one and quinoline derivatives of irosustat as enzyme inhibitors. N-(piperidino), N,N-(dibenzyl)sulfamate, and N,N-dimethyl derivatives of estrone 3-O-sulfamate are weak reversible or inactive inhibitors of the enzyme in placental microsomes. No inhibition by the N-benzoyl estrone 3-O-sulfamate variant 3-(benzyloxy)-8,9,10,11-tetrahydro-5H-cyclohepta[c]quinolin-6(7H)-one. Molecular modelling Homo sapiens
3.1.6.2 N-acetylated estrone 3-O-sulfamate inhibits the enzyme irreversibly, albeit much less potently than estrone 3-O-sulfamate Homo sapiens

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
3.1.6.2 microsome
-
 Homo sapiens
-
-

Organism

EC Number Organism UniProt Comment Textmining
3.1.6.2 Homo sapiens
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
3.1.6.2 JEG-3 cell choriocarcinoma cells Homo sapiens
-
3.1.6.2 liver
-
 Homo sapiens
-
3.1.6.2 placenta
-
 Homo sapiens
-
3.1.6.2 skin
-
 Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.1.6.2 estrone sulfate + H2O
-
 Homo sapiens estrone + sulfate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.1.6.2 steroid sulfatase
-
 Homo sapiens
3.1.6.2 STS
-
 Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.1.6.2 0.000000015
-
 in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-oxo-6,7,8,9,10,11,12,13,14,15-decahydrocycloundeca[c]chromen-3-yl sulfamate
3.1.6.2 0.000000022
-
 in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-oxo-6,7,8,9,10,11,12,13-octahydrocyclonona[c]chromen-3-yl sulfamate
3.1.6.2 0.000000025
-
 in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-oxo-7,8,9,10,11,12,13,14-octahydro-6H-cyclodeca[c]chromen-3-yl sulfamate
3.1.6.2 0.0000009
-
 in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-oxo-7,8,9,10-tetrahydro-6H-benzo[c]chromen-3-yl sulfamate
3.1.6.2 0.0000015
-
 in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-oxo-6,7,8,9,10,11-hexahydrocyclohepta[c]chromen-3-yl sulfamate
3.1.6.2 0.000007
-
 in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 4-oxo-1,2,3,4-tetrahydrocyclopenta[c]chromen-7-yl sulfamate
3.1.6.2 0.000032
-
 in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 3-oxo-1,3-dihydro-2H-cyclobuta[c]chromen-6-yl sulfamate
3.1.6.2 0.000078
-
 in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 2-methoxy-6-oxo-6,7,8,9,10,11-hexahydrocyclohepta[c]chromen-3-yl sulfamate
3.1.6.2 0.0001
-
 in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-oxo-7,8,9,10,11,12,13,14,15,16-decahydro-6H-cyclododeca[c]-chromen-3-yl sulfamate
3.1.6.2 0.00022
-
 in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydrocyclotrideca[c]chromen-3-yl sulfamate
3.1.6.2 0.00024
-
 pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-oxo-6,7,8,9,10,11-hexahydro-5H-cyclohepta[c]quinolin-3-yl sulfamate
3.1.6.2 0.000283
-
 in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-oxo-6,7,8,9,10,11-hexahydrocyclohepta[c]chromen-2-yl sulfamate
3.1.6.2 0.001
-
 above, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-oxo-6,7,8,9,10,11-hexahydro-5H-cyclohepta[c]quinolin-3-ylsulfamide
3.1.6.2 0.0016
-
 in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-oxo-6,7,8,9,10,11,12,13,14,15,16,17,18,19-tetradecahydrocyclopentadeca[c]chromen-3-yl sulfamate
3.1.6.2 0.0024
-
 pH not specified in the publication, temperature not specified in the publication Homo sapiens 5-methyl-6-oxo-6,7,8,9,10,11-hexahydro-5H-cyclohepta[c]quinolin-3-yl sulfamate
3.1.6.2 0.01
-
 above, in JEG-3 cells, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-oxo-6,7,8,9,10,11-hexahydrocyclohepta[c]chromen-3-yl dimethylsulfamate