prostaglandin E2

Three steps

• (R)-normetanephrineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and noradrenaline (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:catechol O-methyltransferase

  Catalysed by SLCO1A2, SLCO1B3, COMT, LRTOMTextracellular space, cytosol

• 5-(3,3-dimethylguanidino)-2-oxopentanoateReach from here →
  1. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. N(omega),N(omega)-dimethyl-L-arginine + pyruvate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 3 moreinner side of the membrane, outer side of the membrane

• 5-(3,3'-dimethylguanidino)-2-oxopentanoateReach from here →
  1. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 3 moreinner side of the membrane, outer side of the membrane

• 5-(3-methylguanidino)-2-oxopentanoateReach from here →
  1. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. N(omega)-methyl-L-arginine + pyruvate = 5-(3-methylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 3 moreinner side of the membrane, outer side of the membrane

• 5,6,7,8-tetrahydrofolic acidReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. Formation of Homocystine
  3. 5-methyltetrahydrofolate:L-homocysteine S-methyltransferase

  Catalysed by SLCO1A2, SLCO1B3, MTRextracellular space, cytosol

• O-butanoyl-(R)-carnitineReach from here →
  1. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. butanoyl-CoA + (R)-carnitine = O-butanoyl-(R)-carnitine + CoA

  Catalysed by SLC22A8, CRATinner side of the membrane, outer side of the membrane

• S-disulfanyl-L-cysteineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. S-sulfanyl-L-cysteine + L-cysteine = S-disulfanyl-L-cysteine + L-alanine

  Catalysed by SLCO1A2, SLCO1B3, CARS2extracellular space, cytosol

• O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + UDP-alpha-D-glucuronate = O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronate + UDP

  Catalysed by SLCO1A2, SLCO1B3, UGT1A9, UGT2B7 and 4 moreextracellular space, cytosol

• 20-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.2
  3. 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + UDP-alpha-D-glucuronate = 20-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoate + UDP + H(+)

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, UGT2B7 and 2 moreextracellular space, cytosol

• 15-O-(beta-D-glucuronosyl)-prostaglandin B1Reach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and prostaglandin B1 (cytosol to extracellular)
  3. prostaglandin B1 + UDP-alpha-D-glucuronate = 15-O-(beta-D-glucuronosyl)-prostaglandin B1 + UDP + H(+)

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, UGT1A9 and 3 moreextracellular space, cytosol

• serotonin O-sulfateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. serotonin + 3'-phosphoadenylyl sulfate = serotonin O-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1A2, SLCO1B3, SULT1A3, SULT1A4extracellular space, cytosol

• (R)-noradrenaline 4'-O-sulfateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and noradrenaline (cytosol to extracellular)
  3. sulfotransferase (noradrenaline)

  Catalysed by SLCO1A2, SLCO1B3, SULT1A3extracellular space, cytosolOne of 2 routes

• L-homocysteine thiolactoneReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. Formation of Homocystine
  3. arylesterase (homocysteine-thiolactone)

  Catalysed by SLCO1A2, SLCO1B3, PON1, PON2 and 1 moreextracellular space, cytosol

• ursodeoxycholate 3-sulfateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and ursodeoxycholate (cytosol to extracellular)
  3. ursodeoxycholate + 3'-phosphoadenylyl sulfate = ursodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1A2, SLCO1B3, SULT2A1extracellular space, cytosol

• tauroursodeoxycholate 3-sulfateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and tauroursodeoxycholate (cytosol to extracellular)
  3. tauroursodeoxycholate + 3'-phosphoadenylyl sulfate = tauroursodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1A2, SLCO1B3, SULT2A1extracellular space, cytosol

• glycoursodeoxycholate 3-sulfateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of glycoursodeoxycholate and GSH (cytosol to extracellular)
  3. glycoursodeoxycholate + 3'-phosphoadenylyl sulfate = glycoursodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1A2, SLCO1B3, SULT2A1extracellular space, cytosol

• chenodeoxycholate 3-sulfateReach from here →
  1. transport of prostaglandin E2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. chenodeoxycholate + 3'-phosphoadenylyl sulfate = chenodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1A2, SLCO1B3, SULT2A1extracellular space, cytosol

• deoxycholateReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (cholate)
  3. cytochrome P450 (cholate)

  Catalysed by SLCO1A2, SLCO1B3, CYP7A1extracellular space, cytosolOne of 4 routes

• potassium atomReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. transport of serotonin (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC6A4extracellular space, cytosol

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. fatty acylamide amidohydrolase

  Catalysed by SLCO1A2, SLCO1B3, FAAHextracellular space, cytosol

• imidazole-4-acetaldehydeReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and histamine (cytosol to extracellular)
  3. amine oxidase copper containing (histamine)

  Catalysed by SLCO1A2, SLCO1B3, AOC2, AOC1 and 1 moreextracellular space, cytosolOne of 2 routes

• folic acidReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. Folate Transport by Oats

  Catalysed by SLC22A6, SLC25A35, SLC25A34, SLC22A8 and 1 moreinner side of the membrane, outer side of the membrane, extracellular space, cytosolOne of 2 routes

• 3,4-dihydroxyphenylacetaldehydeReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of dopamine and GSH (cytosol to extracellular)
  3. monoamine oxidase (dopamine)

  Catalysed by SLCO1A2, SLCO1B3, AOC2, AOC1 and 3 moreextracellular space, cytosolOne of 2 routes

• 3beta-hydroxyandrost-5-en-17-oneReach from here →
  1. transport of prostaglandin E2 (cytosol to extracellular)
  2. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  3. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase

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

• CHEBI:28701Reach from here →
  1. transport of prostaglandin E2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. chenodeoxycholate:CoA ligase (AMP-forming)

  Catalysed by SLCO1A2, SLCO1B3, SLC27A5extracellular space, cytosolOne of 3 routes

• O-decanoyl-(R)-carnitineReach from here →
  1. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. decanoyl-CoA + (R)-carnitine = O-decanoyl-(R)-carnitine + CoA

  Catalysed by SLC22A8, CPT2, CRATinner side of the membrane, outer side of the membrane

• CHEBI:28918Reach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and noradrenaline (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:phenylethanolamine N-methyltransferase

  Catalysed by SLCO1A2, SLCO1B3, PNMTextracellular space, cytosol

• N-acetyl-L-cysteineReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

  Catalysed by SLCO1A2, SLCO1B3, NAGSextracellular space, cytosol, mitochondrial matrix

• iron(2+)Reach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. glutathione:dehydroascorbate oxidoreductase
  3. cytochrome b reductase (ascorbate)

  Catalysed by SLCO1A2, SLCO1B3, CYBRD1extracellular space, cytosol

• K(+)Reach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. transport of GSH and serotonin (cytosol to extracellular)
  3. serotonin(out) + K(+)(in) + Na(+)(out) + H(+)(in) = serotonin(in) + K(+)(out) + Na(+)(in) + H(+)(out)

  Catalysed by SLCO1A2, SLCO1B3, SLC6A4extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 3 routes

• Cys-tRNA(Cys)Reach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. L-Cysteine:tRNA(Cys) ligase (AMP-forming)

  Catalysed by SLCO1A2, SLCO1B3, CARS1extracellular space, cytosol

• chlorine(.)Reach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of chloride and cysteine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC6A14extracellular space, cytosolOne of 3 routes

• hydrogen sulfideReach from here →
  1. transport of GSH and prostaglandin E2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. L-cysteine hydrogen-sulfide-lyase (deaminating

  Catalysed by SLCO1A2, SLCO1B3, CTHextracellular space, cytosolOne of 2 routes

• D-aspartateReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. D-aspartate(in) + sulfate(out) = D-aspartate(out) + sulfate(in)

  Catalysed by SLC22A6, SLC25A35, SLC25A34, SLC25A14 and 1 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• L-aspartateReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. L-aspartate(in) + sulfate(out) = L-aspartate(out) + sulfate(in)

  Catalysed by SLC22A6, SLC25A35, SLC25A34, SLC25A14 and 1 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• acetateReach from here →
  1. scavenger receptor class F (prostaglandin A2)
  2. Transport of Prostaglandin A2, Lactate Antiport
  3. transport of acetate and L-lactate (cytosol to extracellular)

  Catalysed by SCARF2, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular spaceOne of 7 routes

• oxalateReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. oxalate(in) + sulfate(out) = oxalate(out) + sulfate(in)

  Catalysed by SLC22A6, SLC25A35, SLC25A34, SLC25A14 and 4 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• formic acidReach from here →
  1. scavenger receptor class F (prostaglandin A2)
  2. Transport of Prostaglandin A2, Lactate Antiport
  3. transport of formate and L-lactate (cytosol to extracellular)

  Catalysed by SCARF2, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular spaceOne of 5 routes

• propionic acidReach from here →
  1. scavenger receptor class F (prostaglandin A2)
  2. Transport of Prostaglandin A2, Lactate Antiport
  3. transport of L-lactate and propanoate (cytosol to extracellular)

  Catalysed by SCARF2, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular spaceOne of 4 routes

• butyric acidReach from here →
  1. scavenger receptor class F (prostaglandin A2)
  2. Transport of Prostaglandin A2, Lactate Antiport
  3. transport of butyrate and L-lactate (cytosol to extracellular)

  Catalysed by SCARF2, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular spaceOne of 4 routes

• maleateReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. maleate(in) + sulfate(out) = maleate(out) + sulfate(in)

  Catalysed by SLC22A6, SLC25A35, SLC25A34, SLC25A14 and 1 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• malonic acidReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. transport of malonate and sulfate (cytosol to mitochondria)

  Catalysed by SLC22A6, SLC25A35, SLC25A34, SLC25A10inner side of the membrane, outer side of the membrane, mitochondrial matrix, cytosolOne of 2 routes

• 3-hydroxypyruvic acidReach from here →
  1. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. L-Serine:pyruvate aminotransferase

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 3 moreinner side of the membrane, outer side of the membrane, cytosolOne of 2 routes

• (2R,3R)-tartrateReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. (2R,3R)-tartrate(in) + sulfate(out) = (2R,3R)-tartrate(out) + sulfate(in)

  Catalysed by SLC22A6, SLC25A35, SLC25A34, SLC25A14 and 1 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• (S,S)-tartrateReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. (S,S)-tartrate(in) + sulfate(out) = (S,S)-tartrate(out) + sulfate(in)

  Catalysed by SLC22A6, SLC25A35, SLC25A34, SLC25A14 and 1 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• (3R)-citramalateReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. (3R)-citramalate(in) + sulfate(out) = (3R)-citramalate(out) + sulfate(in)

  Catalysed by SLC22A6, SLC25A35, SLC25A34, SLC25A14 and 1 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• (3S)-citramalateReach from here →
  1. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  2. a dicarboxylate(in) + sulfate(out) = a dicarboxylate(out) + sulfate(in)
  3. (3S)-citramalate(in) + sulfate(out) = (3S)-citramalate(out) + sulfate(in)

  Catalysed by SLC22A6, SLC25A35, SLC25A34, SLC25A14 and 1 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• pentanoateReach from here →
  1. transport of prostaglandin E2 (cytosol to extracellular)
  2. transport of estrone 3-sulfate (cytosol to extracellular)
  3. pentanoate(in) + estrone 3-sulfate(out) = pentanoate(out) + estrone 3-sulfate(in)

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, SLC22A9extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• nicotinateReach from here →
  1. prostaglandin E2(out) + glutarate(in) = prostaglandin E2(in) + glutarate(out)
  2. urate(in) + glutarate(out) = urate(out) + glutarate(in)
  3. nicotinate(in) + urate(out) = nicotinate(out) + urate(in)

  Catalysed by SLC22A8, SLC22A12, SLC22A13inner side of the membrane, outer side of the membrane

• 3-oxopropanoateReach from here →
  1. prostaglandin E synthase (prostaglandin E2)
  2. thromboxane A synthase (12(S)-HHT)
  3. malonaldehyde + NAD(+) + H2O = 3-oxopropanoate + NADH + 2 H(+)

  Catalysed by PTGES, PTGES3, PTGES2, TBXAS1 and 3 moreendoplasmic reticulum, cytosolOne of 2 routes