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Literature summary extracted from

  • Woelfling, J.; Hackler, L.; Mernyak, E.; Schneider, G.; Toth, I.; Szecsi, M.; Julesz, J.; Sohar, P.; Csampai, A.
    Neighboring group participation. Part 15. Stereoselective synthesis of some steroidal tetrahydrooxazin-2-ones, as novel presumed inhibitors of human 5alpha-reductase (2004), Steroids, 69, 451-460.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.3.1.22 17beta[3-(N-4-bromophenyl)tetrahydrooxazin-2-on-6-yl]androst-4-en-3-one
-
 Homo sapiens
1.3.1.22 17beta[3-(N-4-chlorophenyl)tetrahydrooxazin-2-on-6-yl]androst-4-en-3-one
-
 Homo sapiens
1.3.1.22 17beta[3-(N-4-ethoxyphenyl)tetrahydrooxazin-2-on-6-yl]androst-4-en-3-one
-
 Homo sapiens
1.3.1.22 17beta[3-(N-4-ethylphenyl)tetrahydrooxazin-2-on-6-yl]androst-4-en-3-one
-
 Homo sapiens
1.3.1.22 17beta[3-(N-4-methoxyphenyl)tetrahydrooxazin-2-on-6-yl]androst-4-en-3-one
-
 Homo sapiens
1.3.1.22 17beta[3-(N-4-phenyl)tetrahydrooxazin-2-on-6-yl]androst-4-en-3-one
-
 Homo sapiens
1.3.1.22 17beta[3-(N-4-tolyl)tetrahydrooxazin-2-on-6-yl]androst-4-en-3-one slight inhibition Homo sapiens
1.3.1.22 finasteride i.e. 17beta-(N-tert-butylcarbamoyl)-4-aza-5alpha-androst-1-en-3-one Homo sapiens
1.3.1.22 additional information synthesis of diverse steroidal tetrahydrooxazin-2-ones as potential inhibitors of the enzyme, IC50 of inhibitory compounds, overview Homo sapiens
1.3.99.5 (17beta)-17-(2-oxo-3-phenyl-1,3-oxazinan-6-yl)androst-4-en-3-one
-
 Homo sapiens
1.3.99.5 (17beta)-17-[3-(4-bromophenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
-
 Homo sapiens
1.3.99.5 (17beta)-17-[3-(4-chlorophenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
-
 Homo sapiens
1.3.99.5 (17beta)-17-[3-(4-ethoxyphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
-
 Homo sapiens
1.3.99.5 (17beta)-17-[3-(4-ethylphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
-
 Homo sapiens
1.3.99.5 (17beta)-17-[3-(4-methoxyphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
-
 Homo sapiens
1.3.99.5 finasteride
-
 Homo sapiens

Organism

EC Number Organism UniProt Comment Textmining
1.3.1.22 Homo sapiens
-
-
-
1.3.99.5 Homo sapiens
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.3.1.22 prostate
-
 Homo sapiens
-
1.3.99.5 prostate gland
-
 Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.3.1.22 testosterone + NADPH + H+
-
 Homo sapiens 5alpha-dihydrotestosterone + NADP+
-
 ?
1.3.99.5 testosterone + NADPH + H+
-
 Homo sapiens dihydrotestosterone + NADP+
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.3.99.5 5alpha-reductase
-
 Homo sapiens

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.3.1.22 37
-
 assay at Homo sapiens

Cofactor

EC Number Cofactor Comment Organism Structure
1.3.1.22 NADPH
-
 Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.3.99.5 0.000055
-
 37°C Homo sapiens finasteride
1.3.99.5 0.000245
-
 37°C Homo sapiens (17beta)-17-[3-(4-ethoxyphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
1.3.99.5 0.00026
-
 37°C Homo sapiens (17beta)-17-[3-(4-ethylphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
1.3.99.5 0.00027
-
 37°C Homo sapiens (17beta)-17-(2-oxo-3-phenyl-1,3-oxazinan-6-yl)androst-4-en-3-one
1.3.99.5 0.00042
-
 37°C Homo sapiens (17beta)-17-[3-(4-chlorophenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
1.3.99.5 0.0005
-
 37°C Homo sapiens (17beta)-17-[3-(4-bromophenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
1.3.99.5 0.0006
-
 37°C Homo sapiens (17beta)-17-[3-(4-methoxyphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one