Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Wood, P.M.; Woo, L.W.; Labrosse, J.R.; Trusselle, M.N.; Abbate, S.; Longhi, G.; Castiglioni, E.; Lebon, F.; Purohit, A.; Reed, M.J.; Potter, B.V.
    Chiral aromatase and dual aromatase-steroid sulfatase inhibitors from the letrozole template: synthesis, absolute configuration, and in vitro activity (2008), J. Med. Chem., 51, 4226-4238.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.1.6.2 (R)-1-[(4-cyanophenyl)(3-bromo-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole pure R(+)-enantiomer of 1-[(4-Cyanophenyl)(3-bromo-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole Homo sapiens
3.1.6.2 (S)-1-[(4-cyanophenyl)(3-bromo-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole pure S(-)-enantiomer of 1-[(4-Cyanophenyl)(3-bromo-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole Homo sapiens
3.1.6.2 1-[(4-cyanophenyl)(3-bromo-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole bromo derivative of 1-[(4-cyanophenyl)(3-chloro-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole does improve aromatase inhibitory activity Homo sapiens
3.1.6.2 1-[(4-cyanophenyl)(3-chloro-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole meta-chloro derivative of 1-[(4-cyanophenyl)(4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole does increase aromatase inhibition activity Homo sapiens
3.1.6.2 1-[(4-cyanophenyl)(4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole increase of aromatase inhibitory activity due to presence of a para-cyanophenyl moiety Homo sapiens
3.1.6.2 1-[bis-(3-bromo-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole best dual inhibition Homo sapiens
3.1.6.2 1-[bis-(3-sulfamoyloxy-4-methoxyphenyl)methyl]-1H-[1,2,4]triazole methoxy groups reduce inhibition of aromatase compared to 1-[bis-(3-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole Homo sapiens
3.1.6.2 1-[bis-(3-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole sulfamate in meta-position increases aromatase inhibition strength compared to para-position Homo sapiens
3.1.6.2 1-[bis-(4-sulfamoyloxy-3-methoxyphenyl)methyl]-1H-[1,2,4]triazole exchange in positions of methoxy and sulfamate group compared to 1-[bis-(3-sulfamoyloxy-4-methoxyphenyl)methyl]-1H-[1,2,4]triazole fails to improve aromatase inhibitory activity Homo sapiens
3.1.6.2 STX64 synonym BN83495, irreversible inhibition, STS inhibitor property within dual aromatase-sulfatase inhibitor, letrozole reversible cytochrome P450 enzyme aromatase inhibitor serves as aromatase inhibiting component Homo sapiens

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3.1.6.2 dehydroepiandrosterone sulfate + H2O Homo sapiens
-
 dehydroepiandrosterone + sulfate subsequent conversion to androst-5-ene-3beta,17beta-diol, an androgen with estrogenic properties, stimulating breast cancer growth ?
3.1.6.2 estrone sulfate + H2O Homo sapiens
-
 estrone + sulfate in breast cancer tissue 10 times more estrone originates from estrone sulfate than from androstenedione ?

Organism

EC Number Organism UniProt Comment Textmining
3.1.6.2 Homo sapiens P08842
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
3.1.6.2 JEG-3 cell choriocarcinoma cell line in monolayer Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.1.6.2 dehydroepiandrosterone sulfate + H2O
-
 Homo sapiens dehydroepiandrosterone + sulfate subsequent conversion to androst-5-ene-3beta,17beta-diol, an androgen with estrogenic properties, stimulating breast cancer growth ?
3.1.6.2 estrone sulfate + H2O
-
 Homo sapiens estrone + sulfate in breast cancer tissue 10 times more estrone originates from estrone sulfate than from androstenedione ?

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 additional information
-
 at 10 microM 10.9% inhibition of STS activity in JEG-3 cells, 40% inhibition of aromatase Homo sapiens 1-[bis-(3-sulfamoyloxy-4-methoxyphenyl)methyl]-1H-[1,2,4]triazole
3.1.6.2 additional information
-
 at 10 microM 11.9% inhibition of STS activity in JEG-3 cells, 33% inhibition of aromatase Homo sapiens 1-[bis-(4-sulfamoyloxy-3-methoxyphenyl)methyl]-1H-[1,2,4]triazole
3.1.6.2 additional information
-
 at 10 microM 21.5% inhibition of STS activity in JEG-3 cells, IC50 for aromatase = 0.000013 mM Homo sapiens 1-[(4-cyanophenyl)(4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole
3.1.6.2 additional information
-
 at 10 microM 31.4% inhibition of STS activity in JEG-3 cells, IC50 for aromatase = 0.000099 mM Homo sapiens 1-[bis-(3-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole
3.1.6.2 0.0000015
-
 enzyme activity in JEG-3 cells, IC50 for aromatase = 0.0003 mM Homo sapiens STX64
3.1.6.2 0.000476
-
 enzyme activity in JEG-3 cells, IC50 for aromatase = 0.000043 mM Homo sapiens 1-[bis-(3-bromo-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole
3.1.6.2 0.000553
-
 enzyme activity in JEG-3 cells, IC50 for aromatase = 0.0000143 mM Homo sapiens (S)-1-[(4-cyanophenyl)(3-bromo-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole
3.1.6.2 0.00092
-
 enzyme activity in JEG-3 cells, IC50 for aromatase = 0.000012 mM Homo sapiens 1-[(4-cyanophenyl)(3-chloro-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole
3.1.6.2 0.0026
-
 enzyme activity in JEG-3 cells, IC50 for aromatase = 0.000003 mM Homo sapiens 1-[(4-cyanophenyl)(3-bromo-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole
3.1.6.2 0.004633
-
 enzyme activity in JEG-3 cells, IC50 for aromatase = 0.0000032 mM Homo sapiens (R)-1-[(4-cyanophenyl)(3-bromo-4-sulfamoyloxyphenyl)methyl]-1H-[1,2,4]triazole