prostaglandin F2alpha

Three steps

• (R)-3,4-dihydroxymandelaldehydeReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of noradrenaline (cytosol to extracellular)
  3. (R)-noradrenaline + O2 + H2O = (R)-3,4-dihydroxymandelaldehyde + H2O2 + NH4(+)

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

• O-octanoyl-(R)-carnitineReach from here →
  1. prostaglandin F2alpha(out) + glutarate(in) = prostaglandin F2alpha(in) + glutarate(out)
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. octanoyl-CoA + (R)-carnitine = O-octanoyl-(R)-carnitine + CoA

  Catalysed by SLC22A8, CPT2, CRAT, CROTinner side of the membrane, outer side of the membraneOne of 3 routes

• CHEBI:18183Reach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. gamma-glutamyltransferase (alanine)
  3. gamma-glutamylcyclotransferase ((5-L-glutamyl)-L-amino acid)

  Catalysed by SLCO2A1, GGT1, GGT5, GGTLC2 and 5 moreextracellular space, cytosol

• (R)-normetanephrineReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of noradrenaline (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:catechol O-methyltransferase

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

• 5-(3,3-dimethylguanidino)-2-oxopentanoateReach from here →
  1. prostaglandin F2alpha(out) + 2 (S)-lactate(in) = prostaglandin F2alpha(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 F2alpha(out) + 2 (S)-lactate(in) = prostaglandin F2alpha(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 F2alpha(out) + 2 (S)-lactate(in) = prostaglandin F2alpha(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 F2alpha (cytosol to extracellular)
  2. Formation of Homocystine
  3. 5-methyltetrahydrofolate:L-homocysteine S-methyltransferase

  Catalysed by SLCO2A1, MTRextracellular space, cytosol

• O-butanoyl-(R)-carnitineReach from here →
  1. prostaglandin F2alpha(out) + glutarate(in) = prostaglandin F2alpha(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 F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. S-sulfanyl-L-cysteine + L-cysteine = S-disulfanyl-L-cysteine + L-alanine

  Catalysed by SLCO2A1, CARS2extracellular space, cytosol

• O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronateReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of arachidonate (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 SLCO1B1, UGT1A9, UGT2B7, UGT1A6 and 3 moreextracellular space, cytosol

• 20-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.5
  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 SLCO1B1, UGT2B7, UGT1A1, UGT1A4extracellular space, cytosol

• 15-O-(beta-D-glucuronosyl)-prostaglandin B1Reach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of prostaglandin B1 (cytosol to extracellular)
  3. prostaglandin B1 + UDP-alpha-D-glucuronate = 15-O-(beta-D-glucuronosyl)-prostaglandin B1 + UDP + H(+)

  Catalysed by SLCO1B1, UGT1A9, UGT2B7, UGT1A1 and 1 moreextracellular space, cytosol

• serotonin O-sulfateReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of serotonin (cytosol to extracellular)
  3. serotonin + 3'-phosphoadenylyl sulfate = serotonin O-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SULT1A3 and 1 moreextracellular space, cytosol

• (R)-noradrenaline 4'-O-sulfateReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of noradrenaline (cytosol to extracellular)
  3. sulfotransferase (noradrenaline)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SULT1A3extracellular space, cytosolOne of 2 routes

• L-homocysteine thiolactoneReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. Formation of Homocystine
  3. arylesterase (homocysteine-thiolactone)

  Catalysed by SLCO2A1, PON1, PON2, PON3extracellular space, cytosol

• ursodeoxycholate 3-sulfateReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  3. ursodeoxycholate + 3'-phosphoadenylyl sulfate = ursodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SULT2A1extracellular space, cytosol

• tauroursodeoxycholate 3-sulfateReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  3. tauroursodeoxycholate + 3'-phosphoadenylyl sulfate = tauroursodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SULT2A1extracellular space, cytosol

• glycoursodeoxycholate 3-sulfateReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of glycoursodeoxycholate (cytosol to extracellular)
  3. glycoursodeoxycholate + 3'-phosphoadenylyl sulfate = glycoursodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SULT2A1extracellular space, cytosol

• chenodeoxycholate 3-sulfateReach from here →
  1. transport of prostaglandin F2alpha (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 SLCO1B1, SLCO1A2, SLCO1B3, SULT2A1extracellular space, cytosol

• deoxycholateReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. solute carrier organic anion transporter (cholate)
  3. cytochrome P450 (cholate)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, CYP7A1extracellular space, cytosolOne of 4 routes

• potassium atomReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of serotonin (cytosol to extracellular)
  3. transport of serotonin (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SLC6A4extracellular space, cytosol

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamineReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. fatty acylamide amidohydrolase

  Catalysed by SLCO1B1, FAAHextracellular space, cytosol

• imidazole-4-acetaldehydeReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of histamine (cytosol to extracellular)
  3. amine oxidase copper containing (histamine)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, AOC2 and 2 moreextracellular space, cytosolOne of 2 routes

• folic acidReach from here →
  1. prostaglandin F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(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 prostaglandin F2alpha (cytosol to extracellular)
  2. transport of dopamine (cytosol to extracellular)
  3. monoamine oxidase (dopamine)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, AOC2 and 4 moreextracellular space, cytosolOne of 2 routes

• 3beta-hydroxyandrost-5-en-17-oneReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)
  3. 3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase

  Catalysed by SLCO1B1, STSextracellular space, cytosolOne of 3 routes

• CHEBI:28701Reach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. chenodeoxycholate:CoA ligase (AMP-forming)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SLC27A5extracellular space, cytosolOne of 3 routes

• O-decanoyl-(R)-carnitineReach from here →
  1. prostaglandin F2alpha(out) + glutarate(in) = prostaglandin F2alpha(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 prostaglandin F2alpha (cytosol to extracellular)
  2. transport of noradrenaline (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:phenylethanolamine N-methyltransferase

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

• N-acetyl-L-cysteineReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

  Catalysed by SLCO2A1, NAGSextracellular space, cytosol, mitochondrial matrix

• iron(2+)Reach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. glutathione:dehydroascorbate oxidoreductase
  3. cytochrome b reductase (ascorbate)

  Catalysed by SLCO2A1, CYBRD1extracellular space, cytosol

• K(+)Reach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of serotonin (cytosol to extracellular)
  3. serotonin(out) + K(+)(in) + Na(+)(out) + H(+)(in) = serotonin(in) + K(+)(out) + Na(+)(in) + H(+)(out)

  Catalysed by SLCO1B1, 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 F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. L-Cysteine:tRNA(Cys) ligase (AMP-forming)

  Catalysed by SLCO2A1, CARS1extracellular space, cytosol

• chlorine(.)Reach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of chloride and cysteine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC6A14extracellular space, cytosolOne of 3 routes

• hydrogen sulfideReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. L-cysteine hydrogen-sulfide-lyase (deaminating

  Catalysed by SLCO2A1, CTHextracellular space, cytosolOne of 2 routes

• D-aspartateReach from here →
  1. prostaglandin F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(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 F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(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. 15-keto-prostaglandin F2alpha reduction
  2. Transport of 15-Keto-Prostaglandin F2A, Lactate Antiport
  3. transport of acetate and L-lactate (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 2 morecytosol, extracellular spaceOne of 7 routes

• oxalateReach from here →
  1. prostaglandin F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(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. 15-keto-prostaglandin F2alpha reduction
  2. Transport of 15-Keto-Prostaglandin F2A, Lactate Antiport
  3. transport of formate and L-lactate (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 2 morecytosol, extracellular spaceOne of 5 routes

• propionic acidReach from here →
  1. 15-keto-prostaglandin F2alpha reduction
  2. Transport of 15-Keto-Prostaglandin F2A, Lactate Antiport
  3. transport of L-lactate and propanoate (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 2 morecytosol, extracellular spaceOne of 4 routes

• butyric acidReach from here →
  1. 15-keto-prostaglandin F2alpha reduction
  2. Transport of 15-Keto-Prostaglandin F2A, Lactate Antiport
  3. transport of butyrate and L-lactate (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 2 morecytosol, extracellular spaceOne of 4 routes

• maleateReach from here →
  1. prostaglandin F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(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 F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(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 F2alpha(out) + 2 (S)-lactate(in) = prostaglandin F2alpha(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 F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(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 F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(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 F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(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 F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(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