dehydroepiandrosterone 3-sulfate

Three steps

• 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. fatty acid amide hydrolase (2-arachidonoylglycerol)

  Catalysed by SLCO1B1, FAAHextracellular space, cytosol

• O-propanoyl-(R)-carnitineReach from here →
  1. dehydroepiandrosterone 3-sulfate(out) + glutarate(in) = dehydroepiandrosterone 3-sulfate(in) + glutarate(out)
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. propanoyl-CoA + (R)-carnitine = O-propanoyl-(R)-carnitine + CoA

  Catalysed by SLC22A24, SLC22A8, CRATinner side of the membrane, outer side of the membraneOne of 4 routes

• malonaldehydeReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of prostaglandin H2 (cytosol to extracellular)
  3. thromboxane A synthase (12(S)-HHT)

  Catalysed by SLCO1B1, TBXAS1extracellular space, cytosolOne of 2 routes

• 3,3',5'-triiodo-L-thyronineReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  3. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, DIO1 and 1 moreextracellular space, cytosol

• succinyl-CoAReach from here →
  1. dehydroepiandrosterone 3-sulfate(out) + glutarate(in) = dehydroepiandrosterone 3-sulfate(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. glutarate + succinyl-CoA = glutaryl-CoA + succinate

  Catalysed by SLC22A24, SLC22A8, SUGCTinner side of the membrane, outer side of the membrane

• glycineReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. transport of chloride and glycine (cytosol to extracellular)

  Catalysed by STS, SLC26A6, SLC6A9, SLC6A14cytosol, extracellular spaceOne of 7 routes

• (S)-malyl-CoAReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. transport of malate and sulfate (cytosol to mitochondria)
  3. (S)-malate + ATP + CoA = (S)-malyl-CoA + ADP + phosphate

  Catalysed by STS, SLC25A10, SUCLG1, SUCLA2cytosol, mitochondrial matrix

• (S)-methylmalonyl-CoAReach from here →
  1. propanoate(out) + dehydroepiandrosterone 3-sulfate(in) = propanoate(in) + dehydroepiandrosterone 3-sulfate(out)
  2. propanoate + ATP + CoA = propanoyl-CoA + AMP + diphosphate
  3. propanoyl-CoA + hydrogencarbonate + ATP = (S)-methylmalonyl-CoA + ADP + phosphate + H(+)

  Catalysed by SLC22A9, ACSM3, ACSS3, ACSS2 and 3 moreinner side of the membrane, outer side of the membrane

• (2E)-butenoyl-CoAReach from here →
  1. dehydroepiandrosterone 3-sulfate(out) + glutarate(in) = dehydroepiandrosterone 3-sulfate(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. glutaryl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase (decarboxylating)

  Catalysed by SLC22A24, SLC22A8, SUGCT, GCDHinner side of the membrane, outer side of the membrane, mitochondrial matrixOne of 4 routes

• 2-methyl-3-oxobutanoyl-CoAReach from here →
  1. propanoate(out) + dehydroepiandrosterone 3-sulfate(in) = propanoate(in) + dehydroepiandrosterone 3-sulfate(out)
  2. propanoate + ATP + CoA = propanoyl-CoA + AMP + diphosphate
  3. propanoyl-CoA + acetyl-CoA = 2-methyl-3-oxobutanoyl-CoA + CoA

  Catalysed by SLC22A9, ACSM3, ACSS3, ACSS2 and 2 moreinner side of the membrane, outer side of the membrane

• (2E)-glutaconyl-CoAReach from here →
  1. dehydroepiandrosterone 3-sulfate(out) + glutarate(in) = dehydroepiandrosterone 3-sulfate(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. glutaryl-CoA + O2 = (2E)-glutaconyl-CoA + H2O2

  Catalysed by SLC22A24, SLC22A8, SUGCT, ACOX1inner side of the membrane, outer side of the membrane

• acryloyl-CoAReach from here →
  1. propanoate(out) + dehydroepiandrosterone 3-sulfate(in) = propanoate(in) + dehydroepiandrosterone 3-sulfate(out)
  2. propanoate + ATP + CoA = propanoyl-CoA + AMP + diphosphate
  3. propanoyl-CoA + oxidized [electron-transfer flavoprotein] + H(+) = acryloyl-CoA + reduced [electron-transfer flavoprotein]

  Catalysed by SLC22A9, ACSM3, ACSS3, ACSS2 and 2 moreinner side of the membrane, outer side of the membrane

• (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 8 moreextracellular space, cytosol

• choloyl-CoAReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. solute carrier organic anion transporter (cholate)
  3. cholate + ATP + CoA = choloyl-CoA + AMP + diphosphate

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SLC27A5extracellular space, cytosol

• itaconyl-CoAReach from here →
  1. dehydroepiandrosterone 3-sulfate(out) + glutarate(in) = dehydroepiandrosterone 3-sulfate(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. itaconate + glutaryl-CoA = itaconyl-CoA + glutarate

  Catalysed by SLC22A24, SLC22A8, SUGCTinner side of the membrane, outer side of the membraneOne of 5 routes

• 15-oxoprostaglandin E2Reach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of prostaglandin E2 (cytosol to extracellular)
  3. prostaglandin E2 + NAD(+) = 15-oxoprostaglandin E2 + NADH + H(+)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, HPGDextracellular space, cytosolOne of 2 routes

• 15-oxoprostaglandin E1Reach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of prostaglandin E1 (cytosol to extracellular)
  3. (13E)-(15S)-11alpha,15-dihydroxy-9-oxoprost-13-enoate:NADP+ 15-oxidoreductase

  Catalysed by SLCO1B1, CBR3, CBR1, DHRS4extracellular space, cytosolOne of 3 routes

• 15-oxoprostaglandin D2Reach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of prostaglandin D2 (cytosol to extracellular)
  3. 15-dehydro-prostaglandin D2 reduction

  Catalysed by SLCO1B1extracellular space, cytosolOne of 2 routes

• (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate

  Catalysed by SLCO1B1, ALOX5, ALOX15, ALOX12extracellular space, cytosol

• thromboxane A2Reach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  3. thromboxane A2 hydrolysis

  Catalysed by SLCO1B1extracellular space, cytosol, endoplasmic reticulumOne of 4 routes

• (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

  Catalysed by SLCO1B1, ALOX15B, ALOX15, ALOX12extracellular space, cytosol

• (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by SLCO1B1, ALOX5extracellular space, cytosol

• 7,8-dihydrofolateReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. Folate Transport by Oats
  3. dihydrofolate:NAD+ oxidoreductase

  Catalysed by STS, SLC22A8, SLC22A7, DHFR and 1 morecytosol, extracellular spaceOne of 3 routes

• 2-(N(omega)-L-arginino)succinateReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. transport of fumarate and sulfate (cytosol to mitochondria)
  3. 2-(Nomega-L-arginino)succinate arginine-lyase (fumarate-forming)

  Catalysed by STS, SLC25A10, ASLcytosol, mitochondrial matrixOne of 4 routes

• L-dopaReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of dopamine (cytosol to extracellular)
  3. L-dopa + H(+) = dopamine + CO2

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, DDCextracellular space, cytosol

• N(6)-(1,2-dicarboxyethyl)-AMPReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. transport of fumarate and sulfate (cytosol to mitochondria)
  3. N6-(1,2-dicarboxyethyl)AMP AMP-lyase (fumarate-forming)

  Catalysed by STS, SLC25A10, ADSL, TNRC6Bcytosol, mitochondrial matrixOne of 4 routes

• O-acetyl-(R)-carnitineReach from here →
  1. dehydroepiandrosterone 3-sulfate(out) + glutarate(in) = dehydroepiandrosterone 3-sulfate(in) + glutarate(out)
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. (R)-carnitine + acetyl-CoA = O-acetyl-(R)-carnitine + CoA

  Catalysed by SLC22A24, SLC22A8, CRATinner side of the membrane, outer side of the membraneOne of 3 routes

• L-histidineReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of histamine (cytosol to extracellular)
  3. L-histidine + H(+) = histamine + CO2

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, HDCextracellular space, cytosol

• guanidinoacetateReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. Transport of Guanidinoacetic Acid

  Catalysed by STS, SLC26A6cytosol, extracellular space

• 3',5'-cyclic GMPReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. 3',5'-cyclic GMP(out) + a dicarboxylate(in) = 3',5'-cyclic GMP(in) + a dicarboxylate(out)

  Catalysed by STS, SLC25A35, SLC25A34, SLC22A6cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• L-methionineReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. transport of chloride and methionine (cytosol to extracellular)

  Catalysed by STS, SLC26A6, SLC6A14cytosol, extracellular spaceOne of 4 routes

• adenosine 5'-phosphoramidateReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. ATP:sulfate adenylyltransferase
  3. adenosine 5'-phosphosulfate + NH4(+) = adenosine 5'-phosphoramidate + sulfate + 2 H(+)

  Catalysed by STS, PAPSS1, PAPSS2, FHITcytosol

• L-tryptophanReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. Transport of L-Tryptophan by Atb0 Transporter

  Catalysed by STS, SLC26A6, SLC6A14cytosol, extracellular spaceOne of 4 routes

• glutathioneReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. sulfite(in) + sulfate(out) = sulfite(out) + sulfate(in)
  3. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)

  Catalysed by STS, SLC25A14, SLC25A30, TSTD1cytosol, inner side of the membrane, outer side of the membraneOne of 10 routes

• beta-alanineReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. transport of beta-alanine and chloride (cytosol to extracellular)

  Catalysed by STS, SLC26A6, SLC6A6, SLC6A14cytosol, extracellular spaceOne of 4 routes

• L-alanineReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. transport of alanine and chloride (cytosol to extracellular)

  Catalysed by STS, SLC26A6, SLC6A14cytosol, extracellular spaceOne of 3 routes

• L-asparagineReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. Transport of L-Asparagine by Atb0 Transporter

  Catalysed by STS, SLC26A6, SLC6A14cytosol, extracellular spaceOne of 4 routes

• N(4)-(beta-N-acetyl-D-glucosaminyl)-L-asparagineReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. L-aspartate(in) + sulfate(out) = L-aspartate(out) + sulfate(in)
  3. N(4)-(beta-N-acetyl-D-glucosaminyl)-L-asparagine + H2O = N-acetyl-beta-D-glucosaminylamine + L-aspartate + H(+)

  Catalysed by STS, SLC25A14, SLC25A30, AGAcytosol, inner side of the membrane, outer side of the membrane

• L-phenylalanineReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. Transport of L-Phenylalanine by Atb0 Transporter

  Catalysed by STS, SLC26A6, SLC6A14cytosol, extracellular spaceOne of 4 routes

• 3',5'-cyclic AMPReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. 3',5'-cyclic AMP(out) + a dicarboxylate(in) = 3',5'-cyclic AMP(in) + a dicarboxylate(out)

  Catalysed by STS, SLC25A35, SLC25A34, SLC22A6cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• glutathione disulfideReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. thiosulfate(in) + sulfate(out) = thiosulfate(out) + sulfate(in)
  3. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)

  Catalysed by STS, SLC25A14, SLC25A30, SLC26A1 and 2 morecytosol, inner side of the membrane, outer side of the membrane

• L-tyrosineReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. L-aspartate(in) + sulfate(out) = L-aspartate(out) + sulfate(in)
  3. L-tyrosine(out) + L-aspartate(in) = L-tyrosine(in) + L-aspartate(out)

  Catalysed by STS, SLC25A14, SLC25A30, SLC7A13cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• N(omega),N(omega)-dimethyl-L-arginineReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. L-aspartate(in) + sulfate(out) = L-aspartate(out) + sulfate(in)
  3. N(omega),N(omega)-dimethyl-L-arginine + oxaloacetate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-aspartate

  Catalysed by STS, SLC25A14, SLC25A30, AGXT2cytosol, inner side of the membrane, outer side of the membrane

• (2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinateReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. transport of fumarate and sulfate (cytosol to mitochondria)
  3. 1-(5'-Phosphoribosyl)-5-amino-4-(N-succinocarboxamide)-imidazole AMP-lyase

  Catalysed by STS, SLC25A10, ADSLcytosol, mitochondrial matrixOne of 4 routes

• N(tau)-methylhistamineReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of histamine (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:histamine N-tele-methyltransferase

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, HNMTextracellular space, cytosolOne of 3 routes

• D-glucosamineReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. N-sulfo-D-glucosamine + H2O = D-glucosamine + sulfate
  3. N-sulfo-D-glucosamine + H2O = D-glucosamine + sulfate

  Catalysed by STS, SGSHcytosol

• hyodeoxycholateReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of lithocholate (cytosol to extracellular)
  3. cytochrome P450 (lithocholate)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, CYP3A4extracellular space, cytosol

• S-sulfanylglutathioneReach from here →
  1. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
  2. sulfite(in) + sulfate(out) = sulfite(out) + sulfate(in)
  3. S-sulfanylglutathione + O2 + H2O = sulfite + glutathione + 2 H(+)

  Catalysed by STS, SLC25A14, SLC25A30, ETHE1cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycineReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine

  Catalysed by SLCO1B1, FAAH, PM20D1extracellular space, cytosol

• monodehydro-L-ascorbate radicalReach from here →
  1. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  2. transport of dopamine (cytosol to extracellular)
  3. dopamine + 2 L-ascorbate + O2 = (R)-noradrenaline + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, DBHextracellular space, cytosol