pregnenolone

Three steps

• a dicarboxylateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)

  Catalysed by SULT2B1, STS, SLC25A35, SLC25A34cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• chlorine(.)Reach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. transport of chloride and sulfate (cytosol to extracellular)

  Catalysed by SULT2B1, STS, SLC26A6cytosol, extracellular space

• D-aspartateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. D-aspartate(in) + sulfate(out) = D-aspartate(out) + sulfate(in)

  Catalysed by SULT2B1, STS, SLC25A14, SLC25A30cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• L-aspartateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. L-aspartate(in) + sulfate(out) = L-aspartate(out) + sulfate(in)

  Catalysed by SULT2B1, STS, SLC25A14, SLC25A30cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• oxalateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. oxalate(in) + sulfate(out) = oxalate(out) + sulfate(in)

  Catalysed by SULT2B1, STS, SLC25A14, SLC26A2 and 3 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• formic acidReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. transport of acetate and formate (cytosol to extracellular)

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A1cytosol, extracellular spaceOne of 2 routes

• propionic acidReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. transport of acetate and propanoate (cytosol to extracellular)

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A7 and 1 morecytosol, extracellular spaceOne of 2 routes

• butyric acidReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. transport of acetate and butyrate (cytosol to extracellular)

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A7 and 1 morecytosol, extracellular spaceOne of 2 routes

• maleateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. maleate(in) + sulfate(out) = maleate(out) + sulfate(in)

  Catalysed by SULT2B1, STS, SLC25A14, SLC25A30cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• malonic acidReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. transport of malonate and sulfate (cytosol to mitochondria)

  Catalysed by SULT2B1, STS, SLC25A10cytosol, mitochondrial matrixOne of 2 routes

• (2R,3R)-tartrateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. (2R,3R)-tartrate(in) + sulfate(out) = (2R,3R)-tartrate(out) + sulfate(in)

  Catalysed by SULT2B1, STS, SLC25A14, SLC25A30cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (S,S)-tartrateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. (S,S)-tartrate(in) + sulfate(out) = (S,S)-tartrate(out) + sulfate(in)

  Catalysed by SULT2B1, STS, SLC25A14, SLC25A30cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (3R)-citramalateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. (3R)-citramalate(in) + sulfate(out) = (3R)-citramalate(out) + sulfate(in)

  Catalysed by SULT2B1, STS, SLC25A14, SLC25A30cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (3S)-citramalateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. (3S)-citramalate(in) + sulfate(out) = (3S)-citramalate(out) + sulfate(in)

  Catalysed by SULT2B1, STS, SLC25A14, SLC25A30cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• thiosulfateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. thiosulfate(in) + sulfate(out) = thiosulfate(out) + sulfate(in)

  Catalysed by SULT2B1, STS, SLC25A14, SLC25A30 and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (S)-lactic acidReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. transport of acetate and L-lactate (cytosol to extracellular)

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular spaceOne of 2 routes

• N-(acetyl)-sphing-4-enineReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate

  Catalysed by CYP17A1, ASAH1cytosol

• 3alpha-hydroxy-5alpha-pregnan-20-oneReach from here →
  1. Pregnenolone:NAD+ 3-oxidoreductase
  2. 5alpha-pregnane-3,20-dione:NADP+ delta4-oxidoreductase
  3. 3alpha-hydroxy-5alpha-pregnan-20-one:NADP+ 3-oxidoreductase (A-specific)

  Catalysed by HSD3B1, HSD3B2, SRD5A1, SRD5A2 and 5 morecytosolOne of 3 routes

• N-acetyl-D-glucosamine 6-phosphateReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. N-acetyl-D-glucosamine 6-phosphate + H2O = D-glucosamine 6-phosphate + acetate

  Catalysed by CYP17A1, AMDHD2cytosol

• N-sulfo-D-glucosamineReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. N-sulfo-D-glucosamine + H2O = D-glucosamine + sulfate

  Catalysed by SULT2B1, STS, SGSHcytosol

• dehydroepiandrosterone 3-sulfateReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. 3'-phosphoadenylylsulfate:alcohol sulfotransferase

  Catalysed by CYP17A1, SULT1E1cytosolOne of 4 routes

• phosphoethanolamineReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. phosphoethanolamine + H2O = acetaldehyde + NH4(+) + phosphate

  Catalysed by CYP17A1, ETNPPLcytosol

• adenosine 5'-phosphosulfateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. ATP:sulfate adenylyltransferase

  Catalysed by SULT2B1, STS, PAPSS1, PAPSS2cytosolOne of 4 routes

• N-acetylputrescineReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. N-acetylputrescine + H2O = putrescine + acetate

  Catalysed by CYP17A1, HDAC10cytosol

• N(8)-acetylspermidineReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. N(8)-acetylspermidine + H2O = spermidine + acetate

  Catalysed by CYP17A1, HDAC10cytosol

• an N-acetyl-L-cysteine-S-conjugateReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. an N-acetyl-L-cysteine-S-conjugate + H2O = an S-substituted L-cysteine + acetate

  Catalysed by CYP17A1, ACY3cytosol

• estrone 3-sulfateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. estrone 3-sulfate + H2O = estrone + sulfate + H(+)

  Catalysed by SULT2B1, STScytosol

• (5-hydroxyindol-3-yl)acetateReach from here →
  1. 3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase
  2. Pregnenolone-sulfate sulfohydrolase
  3. Transport of 5-Hydroxyindoleacetate

  Catalysed by SULT2B1, STS, SLC4A1cytosol, extracellular spaceOne of 2 routes

• 2-deoxy-D-ribose 5-phosphateReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. 2-deoxy-D-ribose 5-phosphate = D-glyceraldehyde 3-phosphate + acetaldehyde

  Catalysed by CYP17A1, DERAcytosol

• 16alpha,17alpha-dihydroxyprogesteroneReach from here →
  1. cytochrome P450 (pregnenolone)
  2. 17alpha-Hydroxypregnenolone:NAD+ 3-oxidoreductase
  3. 17alpha-hydroxyprogesterone + reduced [NADPH--hemoprotein reductase] + O2 = 16alpha,17alpha-dihydroxyprogesterone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CYP17A1, HSD3B1, HSD3B2cytosol, endoplasmic reticulum

• 20alpha-hydroxy-5alpha-pregnane-3-oneReach from here →
  1. Pregnenolone:NAD+ 3-oxidoreductase
  2. 5alpha-pregnane-3,20-dione:NADP+ delta4-oxidoreductase
  3. 5alpha-pregnane-3,20-dione + NADPH + H(+) = 20alpha-hydroxy-5alpha-pregnane-3-one + NADP(+)

  Catalysed by HSD3B1, HSD3B2, SRD5A1, SRD5A2 and 4 morecytosol

• 3beta,7alpha-dihydroxyandrost-5-en-17-oneReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. 3beta-hydroxyandrost-5-en-17-one + reduced [NADPH--hemoprotein reductase] + O2 = 3beta,7alpha-dihydroxyandrost-5-en-17-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CYP17A1, CYP7B1cytosol

• androst-5-ene-3,17-dioneReach from here →
  1. cytochrome P450 (pregnenolone)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. dehydroepiandrosterone:NAD+ oxidoreductase

  Catalysed by CYP17A1, HSD3B1, HSD3B2cytosolOne of 3 routes