Literature summary for 1.14.14.19 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.

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Inhibitors

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

Localization

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

Natural Substrates/ Products (Substrates)

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

Organism

Organism	UniProt	Comment	Textmining
Rattus norvegicus	-	-	-

Source Tissue

Source Tissue	Comment	Organism	Textmining
testis	-	Rattus norvegicus	-

Substrates and Products (Substrate)

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

Synonyms

Synonyms	Comment	Organism
17alpha-hydroxylase	-	Rattus norvegicus
17alpha-hydroxylase/17,20-lyase	-	Rattus norvegicus
17alpha-OHase	-	Rattus norvegicus
P450(17alpha)	-	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
7.4	-	assay at	Rattus norvegicus

IC50 Value

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