androst-5-ene-3,17-dione

Three steps

• 16alpha-hydroxyestroneReach from here →
  1. steroid Delta-isomerase (5-androstene-3,17-dione)
  2. cytochrome P450 (4-androstene-3,17-dione)
  3. unspecific monooxygenase (estrone)

  Catalysed by HSD3B1, HSD3B2, CYP19A1, CYP1A1 and 22 morecytosol, endoplasmic reticulumOne of 3 routes

• 19-oxo-androst-4-ene-3,17-dioneReach from here →
  1. steroid Delta-isomerase (5-androstene-3,17-dione)
  2. 19-hydroxyandrostenedione,NADPH-hemoprotein reductase:oxygen 19-oxidoreductase
  3. cytochrome P450 (19-hydroxyandrostenedione)

  Catalysed by HSD3B1, HSD3B2, CYP19A1cytosolOne of 2 routes

• 11beta,17beta-dihydroxyandrost-4-ene-3-oneReach from here →
  1. steroid Delta-isomerase (5-androstene-3,17-dione)
  2. testosterone:NADP+ 17-oxidoreductase
  3. testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 11beta,17beta-dihydroxyandrost-4-ene-3-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HSD3B1, HSD3B2, HSD17B6, HSD17B1 and 7 morecytosolOne of 3 routes

• 16beta,17beta-dihydroxyandrost-4-en-3-oneReach from here →
  1. steroid Delta-isomerase (5-androstene-3,17-dione)
  2. testosterone:NADP+ 17-oxidoreductase
  3. testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 16beta,17beta-dihydroxyandrost-4-en-3-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HSD3B1, HSD3B2, HSD17B6, HSD17B1 and 8 morecytosol

• 2-hydroxytestosteroneReach from here →
  1. steroid Delta-isomerase (5-androstene-3,17-dione)
  2. testosterone:NADP+ 17-oxidoreductase
  3. testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 2-hydroxytestosterone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HSD3B1, HSD3B2, HSD17B6, HSD17B1 and 7 morecytosol

• 4-hydroxyestroneReach from here →
  1. steroid Delta-isomerase (5-androstene-3,17-dione)
  2. cytochrome P450 (4-androstene-3,17-dione)
  3. estrone + reduced [NADPH--hemoprotein reductase] + O2 = 4-hydroxyestrone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HSD3B1, HSD3B2, CYP19A1, CYP1A1 and 5 morecytosol, endoplasmic reticulum

• 6alpha-hydroxyestroneReach from here →
  1. steroid Delta-isomerase (5-androstene-3,17-dione)
  2. cytochrome P450 (4-androstene-3,17-dione)
  3. estrone + reduced [NADPH--hemoprotein reductase] + O2 = 6alpha-hydroxyestrone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HSD3B1, HSD3B2, CYP19A1, CYP1A1cytosol, endoplasmic reticulum

• 15alpha-hydroxyestroneReach from here →
  1. steroid Delta-isomerase (5-androstene-3,17-dione)
  2. cytochrome P450 (4-androstene-3,17-dione)
  3. estrone + reduced [NADPH--hemoprotein reductase] + O2 = 15alpha-hydroxyestrone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by HSD3B1, HSD3B2, CYP19A1, CYP1A1cytosol, endoplasmic reticulum

• 3beta-hydroxy-5beta-androstane-17-oneReach from here →
  1. steroid Delta-isomerase (5-androstene-3,17-dione)
  2. androst-4-ene-3,17-dione + NADPH + H(+) = 5beta-androstane-3,17-dione + NADP(+)
  3. 5beta-androstane-3,17-dione + NADPH + H(+) = 3beta-hydroxy-5beta-androstane-17-one + NADP(+)

  Catalysed by HSD3B1, HSD3B2, AKR1D1, DHRS4cytosol