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1.14.14.14: aromatase

This is an abbreviated version!
For detailed information about aromatase, go to the full flat file.

Word Map on EC 1.14.14.14

Reaction

19-hydroxyandrost-4-ene-3,17-dione
+
O2
+
[reduced NADPH-hemoprotein reductase]
=
19-oxo-androst-4-ene-3,17-dione
+ 2 H2O +
[oxidized NADPH-hemoprotein reductase]

Synonyms

AROM, Cyp19a, CYP19A1, Cyp19a1a, Cyp19a1b, Cyp19A3, cytochrome P450 aromatase, P450arom

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.14 With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.14.14 aromatase

Inhibitors

Inhibitors on EC 1.14.14.14 - aromatase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(E)-2,4-dimethoxy-N-(4-(phenyldiazenyl)phenyl)benzenesulfonamide
not effective on HFF-1 cells
-
(E)-4-cyano-N-(4-(phenyldiazenyl)phenyl)benzenesulfonamide
not effective on HFF-1 cells
-
(E)-N-((1H-benzo[d]imidazole-2-yl)methyl)-2,4-dimethoxy-N-(4-(phenyldiazenyl)phenyl)benzenesulfonamide
treatment induces a dose-dependent increase of the percentage of cells found in the apoptotic stage, compound shows an anti-proliferative effect on MCF-7 cells, being blocked in the G1/S phase checkpoint. Compound is not effective on HFF-1 cells
-
1,4,6-androstatriene-3,17-dione
-
treatment with the aromatase inhibitor ATD results in significantly decreased aromatase activity in male and female brain,but has no significant impact on ovarian aromatase activity
1-(3-bromo-4-methoxybenzene-1-sulfonyl)-3-[(1H-imidazol-1-yl)methyl]piperidine
-
-
1-[3-(2-chloro-6-nitrophenyl)benzene-1-sulfonyl]-3-[(1H-imidazol-1-yl)methyl]piperidine
-
-
17beta,11alpha-dihydroxy-17alpha-methylandrosta-2-oxa-4-ene-3-one
-
-
19-hydroxyandrost-4-ene-3,17-dione
19-nortestosterone
-
competitive inhibitor of both aromatization and cytochrome P450 binding of androst-4-ene-3,17-dione
19-oxoandrost-4-ene-3,17-dione
2-(pyridin-3-yl)-1H-indole
-
2-phenyl-1H-indole-3-carbonitrile
-
3-(4-(1H-benzo[d]imidazol-2-yl)phenyl)-6-(4-cyanophenyl)-7H-[1,2,4]triazole[3,4-b][1,3,4]thiadiazine
-
-
3-(4-(1H-benzo[d]imidazol-2-yl)phenyl)-6-(4-fluorophenyl)-7H-[1,2,4]triazole[3,4-b][1,3,4]thiadiazine
-
-
3-(4-(5-chloro-1H-benzo[d]imidazol-2-yl)phenyl)-6-(4-cyanophenyl)-7H-[1,2,4]triazole [3,4-b][1,3,4]thiadiazine
-
-
3-(4-(5-chloro-1H-benzo[d]imidazol-2-yl)phenyl)-6-(4-fluorophenyl)-7H-[1,2,4]triazole [3,4-b][1,3,4]thiadiazine
-
-
4-[3-[(1H-imidazol-1-yl)methyl]piperidine-1-sulfonyl]-2,1,3-benzothiadiazole
-
-
5-nitro-2-phenyl-1H-indole
compound is inhibitory toward aromatase and induces quinone reductase 1
6alpha-allylandrost-4-ene-3,17-dione
-
-
6alpha-allylandrosta-1,4-diene-3,17-dione
competitive, irreversible, at 0.010 mM 99.2% inhibition of activity in MCF-7aro cells
-
6alpha-methylandrost-4-en-17-one
-
-
6alpha-methylandrost-4-ene-3,17-dione
competitive, reversible, at 0.010 mM 98.5% inhibition of activity in MCF-7aro cells
-
7,8-Benzoflavone
-
competitive inhibitor, induces spectral changes in the aromatase cytochrome P450
7alpha-allyl-4-hydroxyandrost-4-ene-3,17-dione
-
-
8-prenylnaringenin
-
flavonoid isolated from hop, inhibits enzyme activity, no effect on enzyme expression
Aminoglutethimide
-
0.005 mM, 54% residual activity
anastrozole
androst-4-ene-3,17-dione
-
competitive inhibitor of both aromatization and cytochrome P450 binding of 19-nortestosterone
apigenin
-
-
chrysin
-
competitive inhibitor, induces spectral changes in the aromatase cytochrome P450
diethylaminoethyl-2,2-diphenylvalerate
-
0.05 mM, 64% residual activity
exemestane
flavanone
-
-
flavone
-
-
formestane
-
ganaxolone
steroidal anti-epileptic drug
-
imazalil
isoxanthohumol
-
flavonoid isolated from hop, inhibits enzyme activity, no effect on enzyme expression
KCN
-
5 mM, 80% residual activity
letrozole
oxandrolone
steroidal anabolic drug
-
Prochloraz
Propiconazole
quercetin
-
-
resveratrol
-
sildenafil
partial and mixed inhibitor with a maximal inhibition of 35%, KD value 0.58 mM. Sildenafil binds to the heme iron via its 6th axial water ligand
SYN 20028567
-
nonsteroidal lead compound for aromatase inhibition
xanthohumol
-
flavonoid isolated from hop, inhibits enzyme activity, no effect on enzyme expression
additional information
-