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Literature summary extracted from

  • Owen, C.P.; Shahid, I.; Olusanjo, M.S.; Patel, C.H.; Dhanani, S.; Ahmed, S.
    Synthesis, biochemical evaluation and rationalisation of the inhibitory activity of a range of phenyl alkyl imidazole-based compounds as potent inhibitors of the enzyme complex 17alpha-hydroxylase/17,20-lyase (P450(17alpha)) (2008), J. Steroid Biochem. Mol. Biol., 111, 117-127.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.14.19 1-(10-phenyl-decyl)-1H-imidazole 65.2% inhibition at 0.01 mM Rattus norvegicus
1.14.14.19 1-(10-phenyldecyl)-1H-1,2,4-triazole 79.6% inhibition at 0.1 mM Rattus norvegicus
1.14.14.19 1-(2-phenyl-ethyl)-1H-imidazole 10.6% inhibition at 0.01 mM Rattus norvegicus
1.14.14.19 1-(2-phenylethyl)-1H-1,2,4-triazole 10.9% inhibition at 0.1 mM Rattus norvegicus
1.14.14.19 1-(3-phenyl-propyl)-1H-imidazole 23.4% inhibition at 0.01 mM Rattus norvegicus
1.14.14.19 1-(3-phenylpropyl)-1H-1,2,4-triazole 17.2% inhibition at 0.1 mM Rattus norvegicus
1.14.14.19 1-(4-phenyl-butyl)-1H-imidazole 40.7% inhibition at 0.01 mM Rattus norvegicus
1.14.14.19 1-(4-phenylbutyl)-1H-1,2,4-triazole 29% inhibition at 0.1 mM Rattus norvegicus
1.14.14.19 1-(5-phenyl-pentyl)-1H-imidazole 59.7% inhibition at 0.01 mM Rattus norvegicus
1.14.14.19 1-(5-phenylpentyl)-1H-1,2,4-triazole 55% inhibition at 0.1 mM Rattus norvegicus
1.14.14.19 1-(6-phenyl-hexyl)-1H-imidazole 61.3% inhibition at 0.01 mM Rattus norvegicus
1.14.14.19 1-(6-phenylhexyl)-1H-1,2,4-triazole 60.4% inhibition at 0.1 mM Rattus norvegicus
1.14.14.19 1-(7-phenyl-heptyl)-1H-imidazole 67.5% inhibition at 0.01 mM Rattus norvegicus
1.14.14.19 1-(7-phenylheptyl)-1H-1,2,4-triazole 73.2% inhibition at 0.1 mM Rattus norvegicus
1.14.14.19 1-(8-phenyl-octyl)-1H-imidazole 70.2% inhibition at 0.01 mM Rattus norvegicus
1.14.14.19 1-(8-phenyloctyl)-1H-1,2,4-triazole 76.6% inhibition at 0.1 mM Rattus norvegicus
1.14.14.19 1-(9-phenyl-nonyl)-1H-imidazole 64.5% inhibition at 0.01 mM Rattus norvegicus
1.14.14.19 1-(9-phenylnonyl)-1H-1,2,4-triazole 79.1% inhibition at 0.1 mM Rattus norvegicus
1.14.14.19 1-benzyl-1H-1,2,4-triazole 6.8% inhibition at 0.1 mM Rattus norvegicus
1.14.14.19 1-benzyl-1H-imidazole 13.5% inhibition at 0.01 mM Rattus norvegicus
1.14.14.19 ketoconazole 61.5% inhibition at 0.01 mM Rattus norvegicus

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
1.14.14.19 membrane
-
 Rattus norvegicus 16020
-
1.14.14.19 microsome
-
 Rattus norvegicus
-
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.14.19 progesterone + AH2 + O2 Rattus norvegicus
-
 17alpha-hydroxyprogesterone + A + H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.19 Rattus norvegicus
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.14.19 testis
-
 Rattus norvegicus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.19 progesterone + AH2 + O2
-
 Rattus norvegicus 17alpha-hydroxyprogesterone + A + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.14.19 17alpha-hydroxylase
-
 Rattus norvegicus
1.14.14.19 17alpha-hydroxylase/17,20-lyase
-
 Rattus norvegicus
1.14.14.19 17alpha-OHase
-
 Rattus norvegicus
1.14.14.19 P450(17alpha)
-
 Rattus norvegicus

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.14.19 37
-
 assay at Rattus norvegicus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.14.19 7.4
-
 assay at Rattus norvegicus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.14.14.19 0.00011
-
 pH 7.4, 37°C Rattus norvegicus 1-(9-phenyl-nonyl)-1H-imidazole
1.14.14.19 0.00025
-
 pH 7.4, 37°C Rattus norvegicus 1-(8-phenyl-octyl)-1H-imidazole
1.14.14.19 0.00032
-
 pH 7.4, 37°C Rattus norvegicus 1-(7-phenyl-heptyl)-1H-imidazole
1.14.14.19 0.0009
-
 pH 7.4, 37°C Rattus norvegicus 1-(6-phenyl-hexyl)-1H-imidazole
1.14.14.19 0.0018
-
 pH 7.4, 37°C Rattus norvegicus 1-(10-phenyl-decyl)-1H-imidazole
1.14.14.19 0.0022
-
 pH 7.4, 37°C Rattus norvegicus 1-(5-phenyl-pentyl)-1H-imidazole
1.14.14.19 0.0038
-
 pH 7.4, 37°C Rattus norvegicus ketoconazole
1.14.14.19 0.0087
-
 pH 7.4, 37°C Rattus norvegicus 1-(4-phenyl-butyl)-1H-imidazole
1.14.14.19 0.031
-
 pH 7.4, 37°C Rattus norvegicus 1-(3-phenyl-propyl)-1H-imidazole
1.14.14.19 0.1542
-
 pH 7.4, 37°C Rattus norvegicus 1-benzyl-1H-imidazole