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

BRENDA support

Literature summary for 1.14.14.32 extracted from

  • Ondre, D.; Woelfling, J.; Toth, I.; Szecsi, M.; Julesz, J.; Schneider, G.
    Steroselective synthesis of some steroidal oxazolines, as novel potential inhibitors of 17alpha-hydroxylase-C17,20-lyase (2009), Steroids, 74, 1025-1032.
    View publication on PubMed
Search for more literature for 1.14.14.32

Inhibitors

Inhibitors Comment Organism Structure
(17beta)-17-[(5R)-2-(2-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
-
 Rattus norvegicus
(17beta)-17-[(5R)-2-(3-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
-
 Rattus norvegicus
(17beta)-17-[(5R)-2-(4-bromophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
-
 Rattus norvegicus
(17beta)-17-[(5R)-2-(4-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
-
 Rattus norvegicus
(17beta)-17-[(5R)-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
-
 Rattus norvegicus
(17beta)-17-[(5R)-2-phenyl-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
-
 Rattus norvegicus
(3beta,17beta)-17-[(5R)-2-(3-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-5-en-3-ol
-
 Rattus norvegicus
(3beta,17beta)-17-[(5R)-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-5-en-3-ol
-
 Rattus norvegicus
(5'R)-17beta-[2-(2-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
 Rattus norvegicus
(5'R)-17beta-[2-(2-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
-
 Rattus norvegicus
(5'R)-17beta-[2-(3-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
 Rattus norvegicus
(5'R)-17beta-[2-(3-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
-
 Rattus norvegicus
(5'R)-17beta-[2-(4-bromophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
 Rattus norvegicus
(5'R)-17beta-[2-(4-bromophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
-
 Rattus norvegicus
(5'R)-17beta-[2-(4-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
 Rattus norvegicus
(5'R)-17beta-[2-(4-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
-
 Rattus norvegicus
(5'R)-17beta-[2-(4-fluorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
 Rattus norvegicus
(5'R)-17beta-[2-(4-nitrophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
 Rattus norvegicus
(5'R)-17beta-[2-(4-nitrophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
-
 Rattus norvegicus
(5'R)-17beta-[2-phenyl-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
 Rattus norvegicus
ketoconazole
-
 Rattus norvegicus
additional information no enzyme inhibition by (5'R)-17beta-[2-phenyl-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol and (5'R)-17beta-[2-(4-fluoroophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol Rattus norvegicus

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
 Wistar rats
-

Source Tissue

Source Tissue Comment Organism Textmining
testis
-
 Rattus norvegicus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
17-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
-
 Rattus norvegicus androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
-
 Rattus norvegicus androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?

Synonyms

Synonyms Comment Organism
17alpha-hydroxylase-C17,20-lyase
-
 Rattus norvegicus
C17,20-lyase
-
 Rattus norvegicus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Rattus norvegicus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.3
-
 assay at Rattus norvegicus

Cofactor

Cofactor Comment Organism Structure
NADPH
-
 Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00035
-
-
 Rattus norvegicus ketoconazole
0.0048
-
 37°C Rattus norvegicus (17beta)-17-[(5R)-2-(3-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
0.0048
-
 pH 7.3, 37°C Rattus norvegicus (5'R)-17beta-[2-(2-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
0.005
-
 37°C Rattus norvegicus (17beta)-17-[(5R)-2-(4-bromophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
0.005
-
 pH 7.3, 37°C Rattus norvegicus (5'R)-17beta-[2-(4-bromophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
0.0077
-
 37°C Rattus norvegicus (17beta)-17-[(5R)-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
0.0077
-
 pH 7.3, 37°C Rattus norvegicus (5'R)-17beta-[2-(4-nitrophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
0.0079
-
 37°C Rattus norvegicus (3beta,17beta)-17-[(5R)-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-5-en-3-ol
0.0079
-
 pH 7.3, 37°C Rattus norvegicus (5'R)-17beta-[2-(4-nitrophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
0.011
-
 37°C Rattus norvegicus (3beta,17beta)-17-[(5R)-2-(3-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-5-en-3-ol
0.014
-
 37°C Rattus norvegicus (17beta)-17-[(5R)-2-(2-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
0.014
-
 pH 7.3, 37°C Rattus norvegicus (5'R)-17beta-[2-(3-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
0.03
-
 37°C Rattus norvegicus (17beta)-17-[(5R)-2-phenyl-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
0.03
-
 pH 7.3, 37°C Rattus norvegicus (5'R)-17beta-[2-phenyl-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
0.052
-
 37°C Rattus norvegicus (17beta)-17-[(5R)-2-(4-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
0.052
-
 pH 7.3, 37°C Rattus norvegicus (5'R)-17beta-[2-(4-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one