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Literature summary for 1.14.14.32 extracted from

  • Ondre, D.; Woelfling, J.; Ivanyi, Z.; Schneider, G.; Toth, I.; Szecsi, M.; Julesz, J.
    Neighboring group participation Part 17 Stereoselective synthesis of some steroidal 2-oxazolidones, as novel potential inhibitors of 17alpha-hydroxylase-C(17,20)-lyase (2008), Steroids, 73, 1375-1384.
    View publication on PubMed

Application

Application Comment Organism
medicine inhibition of 17alpha-hydroxylase-C(17,20)-lyase can block androgen synthesis at an early stage, and may therefore be useful in the treatment of prostatic carcinoma Rattus norvegicus

Inhibitors

Inhibitors Comment Organism Structure
17beta-(2-oxazolidon-5-yl)-androst-4-en-3-one
-
Rattus norvegicus
17beta-(2-oxazolidon-5-yl)androst-5-en-3beta-ol
-
Rattus norvegicus
17beta-[3-(N-3,5-dimethylphenyl)-2-oxazolidon-5-yl]androst-4-en-3-one
-
Rattus norvegicus
17beta-[3-(N-3,5-dimethylphenyl)-2-oxazolidon-5-yl]androst-5-en-3beta-ol
-
Rattus norvegicus
17beta-[3-(N-4-bromophenyl)-2-oxazolidon-5-yl]androst-4-en-3-one
-
Rattus norvegicus
17beta-[3-(N-4-bromophenyl)-2-oxazolidon-5-yl]androst-5-en-3beta-ol
-
Rattus norvegicus
17beta-[3-(N-4-chlorophenyl)-2-oxazolidon-5-yl]androst-4-en-3-one
-
Rattus norvegicus
17beta-[3-(N-4-chlorophenyl)-2-oxazolidon-5-yl]androst-5-en-3beta-ol
-
Rattus norvegicus
17beta-[3-(N-4-fluorophenyl)-2-oxazolidon-5-yl]androst-4-en-3-one
-
Rattus norvegicus
17beta-[3-(N-4-fluorophenyl)-2-oxazolidon-5-yl]androst-5-en-3beta-ol
-
Rattus norvegicus
17beta-[3-(N-4-methoxyphenyl)-2-oxazolidon-5-yl]androst-4-en-3-one
-
Rattus norvegicus
17beta-[3-(N-4-methoxyphenyl)-2-oxazolidon-5-yl]androst-5-en-3beta-ol
-
Rattus norvegicus
17beta-[3-(N-phenyl)-2-oxazolidon-5-yl]androst-4-en-3-one
-
Rattus norvegicus
17beta-[3-(N-phenyl)-2-oxazolidon-5-yl]androst-5-en-3beta-ol
-
Rattus norvegicus
3beta-acetoxy-21-chloropregn-5-ene-20beta-N-phenylurethane
-
Rattus norvegicus
abiraterone i.e. 17-(3-pyridyl)androsta-5,16-dien-3beta-ol Rattus norvegicus
ketoconazole
-
Rattus norvegicus
additional information inhibitor development and synthesis, inhibitory potencies of compounds, overview Rattus norvegicus

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
-
-
Rattus norvegicus
-
Wistar rat
-

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
-
?

Synonyms

Synonyms Comment Organism
17alpha-hydroxylase-C(17,20)-lyase
-
Rattus norvegicus
P45017alpha
-
Rattus norvegicus

Temperature Optimum [°C]

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

Cofactor

Cofactor Comment Organism Structure
NADPH
-
Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00075
-
-
Rattus norvegicus ketoconazole
0.003
-
-
Rattus norvegicus 17beta-(2-oxazolidon-5-yl)-androst-4-en-3-one