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Literature summary for 1.14.14.19 extracted from

  • Potter, G.A.; Barrie, S.E.; Jarman, M.; Rowlands, M.G.
    Novel steroidal inhibitors of human cytochrome P45017alpha (17alpha-hydroxylase-C17,20-lyase): potential agents for the treatment of prostatic cancer (1995), J. Med. Chem., 38, 2463-2471.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
17-(3-pyridyl)-5alpha-androst-16-en-3-one at 3 nM 50% inhibition of C17,20-lyase and at 4.7 nM 50% inhibition of 17alpha-hydroxylase activity Homo sapiens
17-(3-pyridyl)-5alpha-androst-16-en-3alpha-ol at 2.5 nM 50% inhibition of C17,20-lyase and at 4.3 nM 50% inhibition of 17alpha-hydroxylase activity Homo sapiens
17-(3-pyridyl)-androst-5-en-3beta-ol at 23 nM 50% inhibition of C17,20-lyase and at 47 nM 50% inhibition of 17alpha-hydroxylase activity Homo sapiens
17-(3-pyridyl)-androsta-4,16-dien-3,11-dione at 2.9 nM 50% inhibition of C17,20-lyase and at 13 nM 50% inhibition of 17alpha-hydroxylase activity Homo sapiens
17-(3-pyridyl)androsta-3,5,16-triene at 5.6 nM 50% inhibition of C17,20-lyase and at 12.5 nM 50% inhibition of 17alpha-hydroxylase activity Homo sapiens
17-(3-pyridyl)androsta-4,16-dien-3-one at 2.1 nM 50% inhibition of C17,20-lyase and at 2.8 nM 50% inhibition of 17alpha-hydroxylase activity Homo sapiens
17-(3-pyridyl)androsta-5,6-dien-3beta-ol at 2.9 nM 50% inhibition of C17,20-lyase and at 4 nM 50% inhibition of 17alpha-hydroxylase activity Homo sapiens
17-(3-pyridyl)estra-1,3,5[10],16-tetraen-3-ol at 1.8 nM 50% inhibition of C17,20-lyase and at 2.6 nM 50% inhibition of 17alpha-hydroxylase activity Homo sapiens
3beta-acetoxy-17-(3-pyridyl)androsta-5,16-diene at 17 nM 50% inhibition of C17,20-lyase and at 18 nM 50% inhibition of 17alpha-hydroxylase activity Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
pregnenolone + AH2 + O2 Homo sapiens
-
17alpha-hydroxypregnenolone + A + H2O
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2 Homo sapiens
-
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O product eliminates at C20,21 acetate to yield androstenedione ?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
testis
-
Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
pregnenolone + AH2 + O2
-
Homo sapiens 17alpha-hydroxypregnenolone + A + H2O
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
-
Homo sapiens 17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O product eliminates at C20,21 acetate to yield androstenedione ?