estrone

Three steps

• 2-methoxyestrone 3-O-(beta-D-glucuronate)Reach from here →
  1. cytochrome P450 (estrone)
  2. S-adenosyl-L-methionine:2-Hydroxyestrone O-methyltransferase
  3. 2-methoxyestrone + UDP-alpha-D-glucuronate = 2-methoxyestrone 3-O-(beta-D-glucuronate) + UDP + H(+)

  Catalysed by CYP3A4, COMT, LRTOMT, UGT1A8cytosol

• 4-methoxyestrone 3-O-(beta-D-glucuronate)Reach from here →
  1. estrone + reduced [NADPH--hemoprotein reductase] + O2 = 4-hydroxyestrone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
  2. 4-hydroxyestrone + S-adenosyl-L-methionine = 4-methoxyestrone + S-adenosyl-L-homocysteine + H(+)
  3. 4-methoxyestrone + UDP-alpha-D-glucuronate = 4-methoxyestrone 3-O-(beta-D-glucuronate) + UDP + H(+)

  Catalysed by CYP1A1, CYP1A2, CYP3A4, CYP3A5 and 4 more

• 4-methoxy-17beta-estradiolReach from here →
  1. Estradiol-17beta:NADP+ 17-oxidoreductase
  2. cytochrome P450 (estradiol-17beta)
  3. 4-hydroxy-17beta-estradiol + S-adenosyl-L-methionine = 4-methoxy-17beta-estradiol + S-adenosyl-L-homocysteine + H(+)

  Catalysed by HSD17B6, HSD17B1, HSD17B2, HSD17B7 and 5 morecytosol

• 5alpha-dihydrotestosterone sulfateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. steroid sulfatase (5-alpha-dihydrotestosterone)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STScytosolOne of 3 routes

• an aryl sulfateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. an aryl sulfate + H2O = a phenol + sulfate + H(+)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 6 morecytosol

• acetylcholineReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. transport of acetylcholine (cytosol to extracellular)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1 and 1 morecytosol, extracellular spaceOne of 2 routes

• (S)-malateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. transport of malate and sulfate (cytosol to mitochondria)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 1 morecytosol, mitochondrial matrixOne of 4 routes

• CHEBI:15650Reach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. transport of leukotriene E4 (cytosol to extracellular)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1cytosol, extracellular spaceOne of 2 routes

• butanalReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. butanoate(out) + estrone 3-sulfate(in) = butanoate(in) + estrone 3-sulfate(out)
  3. butanal + NAD(+) + H2O = butanoate + NADH + 2 H(+)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLC22A9 and 1 morecytosol, inner side of the membrane, outer side of the membrane

• malonateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. malonate(in) + sulfate(out) = malonate(out) + sulfate(in)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 3 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• lithocholic acidReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. transport of lithocholate (cytosol to extracellular)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1 and 2 morecytosol, extracellular spaceOne of 2 routes

• (R)-carnitineReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. estrone 3-sulfate(out) + glutarate(in) = estrone 3-sulfate(in) + glutarate(out)
  3. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLC22A24 and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• quinolinic acidReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. Transport of Quinolinic Acid

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 1 morecytosol, extracellular spaceOne of 2 routes

• bilirubin IXalphaReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. transport of bilirubin (cytosol to extracellular)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1 and 2 morecytosol, extracellular spaceOne of 2 routes

• oxalic acidReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. transport of oxalate and sulfate (cytosol to extracellular)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 1 morecytosol, extracellular space

• taurolithocholateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1 and 2 morecytosol, extracellular spaceOne of 2 routes

• itaconateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. estrone 3-sulfate(out) + glutarate(in) = estrone 3-sulfate(in) + glutarate(out)
  3. itaconate + glutaryl-CoA = itaconyl-CoA + glutarate

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLC22A24 and 3 morecytosol, inner side of the membrane, outer side of the membrane

• 3-hydroxy-3-methylglutarateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. estrone 3-sulfate(out) + glutarate(in) = estrone 3-sulfate(in) + glutarate(out)
  3. 3-hydroxy-3-methylglutarate + glutaryl-CoA = (3S)-3-hydroxy-3-methylglutaryl-CoA + glutarate

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLC22A24 and 3 morecytosol, inner side of the membrane, outer side of the membrane

• sulfiteReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. sulfite(in) + sulfate(out) = sulfite(out) + sulfate(in)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• 3,3'-diiodo-L-thyronine sulfateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. Steryl-Sulfatase

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STScytosol, Golgi apparatusOne of 2 routes

• urateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. estrone 3-sulfate(out) + glutarate(in) = estrone 3-sulfate(in) + glutarate(out)
  3. urate(in) + glutarate(out) = urate(out) + glutarate(in)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLC22A24 and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• 17beta-estradiol 3-O-(3-sulfo-beta-D-glucuronate)Reach from here →
  1. Estradiol-17beta:NADP+ 17-oxidoreductase
  2. UDPglucuronate beta-D-glucuronosyltransferase(acceptor-unspecific)
  3. 17beta-estradiol 3-O-(beta-D-glucuronate) + 3'-phosphoadenylyl sulfate = 17beta-estradiol 3-O-(3-sulfo-beta-D-glucuronate) + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by HSD17B6, HSD17B1, HSD17B2, HSD17B7 and 24 morecytosol, endoplasmic reticulum

• 17beta-estradiol 17-O-(3-sulfo-beta-D-glucuronate)Reach from here →
  1. Estradiol-17beta:NADP+ 17-oxidoreductase
  2. 17beta-estradiol + UDP-alpha-D-glucuronate = 17beta-estradiol 17-O-(beta-D-glucuronate) + UDP + H(+)
  3. 17beta-estradiol 17-O-(beta-D-glucuronate) + 3'-phosphoadenylyl sulfate = 17beta-estradiol 17-O-(3-sulfo-beta-D-glucuronate) + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by HSD17B6, HSD17B1, HSD17B2, HSD17B7 and 9 morecytosol

• fumaric acidReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. transport of fumarate and sulfate (cytosol to mitochondria)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 1 morecytosol, mitochondrial matrixOne of 2 routes

• 5alpha-androstane-3alpha,17beta-diol 3-O-(beta-D-glucuronate)Reach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. estrone 3-sulfate(out) + glutarate(in) = estrone 3-sulfate(in) + glutarate(out)
  3. 5alpha-androstane-3alpha,17beta-diol 3-O-(beta-D-glucuronate)(out) + glutarate(in) = 5alpha-androstane-3alpha,17beta-diol 3-O-(beta-D-glucuronate)(in) + glutarate(out)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLC22A24 and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• folic acidReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. Folate Transport by Oats

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 2 morecytosol, extracellular spaceOne of 2 routes

• CHEBI:28666Reach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. transport of LTD4 (cytosol to extracellular)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1cytosol, extracellular spaceOne of 2 routes

• 2-methoxy-17beta-estradiolReach from here →
  1. Estradiol-17beta:NADP+ 17-oxidoreductase
  2. unspecific monooxygenase (estradiol-17beta)
  3. catechol O-methyltransferase (2-hydroxyestradiol-17beta)

  Catalysed by HSD17B6, HSD17B1, HSD17B2, HSD17B7 and 30 morecytosolOne of 2 routes

• a dicarboxylateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

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

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 1 morecytosol, extracellular space

• glycocholateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. solute carrier organic anion transporter (glycocholate)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1 and 2 morecytosol, extracellular spaceOne of 4 routes

• cholateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. solute carrier organic anion transporter (cholate)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1 and 2 morecytosol, extracellular spaceOne of 2 routes

• D-aspartateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. D-aspartate(in) + sulfate(out) = D-aspartate(out) + sulfate(in)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• L-aspartateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. L-aspartate(in) + sulfate(out) = L-aspartate(out) + sulfate(in)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• oxalateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. oxalate(in) + sulfate(out) = oxalate(out) + sulfate(in)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 5 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• maleateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. maleate(in) + sulfate(out) = maleate(out) + sulfate(in)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

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

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 1 morecytosol, mitochondrial matrixOne of 2 routes

• adipic acidReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. estrone 3-sulfate(out) + glutarate(in) = estrone 3-sulfate(in) + glutarate(out)
  3. hexanedioate + glutaryl-CoA = hexanedioyl-CoA + glutarate

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLC22A24 and 3 morecytosol, inner side of the membrane, outer side of the membrane

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

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

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

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (3R)-citramalateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. (3R)-citramalate(in) + sulfate(out) = (3R)-citramalate(out) + sulfate(in)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (3S)-citramalateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. (3S)-citramalate(in) + sulfate(out) = (3S)-citramalate(out) + sulfate(in)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. transport of arachidonate (cytosol to extracellular)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1cytosol, extracellular spaceOne of 2 routes

• thiosulfateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. Estrone 3-sulfate sulfohydrolase
  3. thiosulfate(in) + sulfate(out) = thiosulfate(out) + sulfate(in)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, STS and 4 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• serotoninReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. transport of serotonin (cytosol to extracellular)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1 and 2 morecytosol, extracellular spaceOne of 2 routes

• chenodeoxycholateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. solute carrier organic anion transporter (chenodiol)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1 and 2 morecytosol, extracellular spaceOne of 2 routes

• taurocholateReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. solute carrier organic anion transporter (S-glutathionyl-2-4-dinitrobenzene)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1 and 2 morecytosol, extracellular spaceOne of 4 routes

• glycolithocholic acidReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. transport of glycolithocholate (cytosol to extracellular)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1 and 2 morecytosol, extracellular spaceOne of 2 routes

• 3,3',5-triiodo-L-thyronineReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLCO1B1 and 2 morecytosol, extracellular spaceOne of 2 routes

• butanoyl-CoAReach from here →
  1. 3'-Phosphoadenylylsulfate:estrone 3-sulfotransferase
  2. butanoate(out) + estrone 3-sulfate(in) = butanoate(in) + estrone 3-sulfate(out)
  3. butanoate + ATP + CoA = butanoyl-CoA + AMP + diphosphate

  Catalysed by SULT1A3, SULT1E1, SULT1A1, SLC22A9 and 5 morecytosol, inner side of the membrane, outer side of the membrane