prostaglandin F2alpha

Three steps

• pentanoateReach from here →
  1. transport of prostaglandin F2alpha (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 SLCO1B1, SLC22A9extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• nicotinateReach from here →
  1. prostaglandin F2alpha(out) + glutarate(in) = prostaglandin F2alpha(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-F synthase (prostaglandin F2alpha)
  2. thromboxane A synthase (12(S)-HHT)
  3. malonaldehyde + NAD(+) + H2O = 3-oxopropanoate + NADH + 2 H(+)

  Catalysed by TBXAS1, ALDH1A1, ALDH1B1, ALDH7A1cytosolOne of 2 routes

• methylarsonateReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. Glutathione: 5-HPETE oxidoreductase
  3. methylarsonate + 2 glutathione + H(+) = methylarsonous acid + glutathione disulfide + H2O

  Catalysed by SLCO2A1, GPX5, GPX1, GPX2 and 8 moreextracellular space, cytosol

• thiosulfateReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. Glutathione: 5-HPETE oxidoreductase
  3. thiosulfate + 2 glutathione = glutathione disulfide + hydrogen sulfide + sulfite + 2 H(+)

  Catalysed by SLCO2A1, GPX5, GPX1, GPX2 and 7 moreextracellular space, cytosolOne of 4 routes

• di-mu-sulfido-diiron(2+)Reach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. De novo synthesis of 2Fe2S

  Catalysed by SLCO2A1, NDUFAB1, FDXR, FXN and 4 moreextracellular space, cytosol, mitochondrial matrix

• D-serineReach 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. D-serine = pyruvate + NH4(+)

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

• fatty acidReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SLCO1B1extracellular space, cytosolOne of 4 routes

• CHEBI:37946Reach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of dopamine (cytosol to extracellular)
  3. aryl sulfotransferase (dopamine)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SULT1A3 and 3 moreextracellular space, cytosol

• (R)-lactic acidReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)
  3. (R)-S-Lactoylglutathione hydrolase

  Catalysed by SLCO2A1, GLO1, GLOD4, HAGH and 1 moreextracellular space, cytosolOne of 3 routes

• (3S)-3-hydroxy-3-methylglutaryl-CoAReach from here →
  1. prostaglandin F2alpha(out) + glutarate(in) = prostaglandin F2alpha(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. 3-hydroxy-3-methylglutarate + glutaryl-CoA = (3S)-3-hydroxy-3-methylglutaryl-CoA + glutarate

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

• (6R)-L-erythro-6,7-dihydrobiopterinReach from here →
  1. prostaglandin F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(in) + a dicarboxylate(out)
  2. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(out) + a dicarboxylate(in) = (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin(in) + a dicarboxylate(out)
  3. 1-O-(1,2-saturated-alkyl)-sn-glycerol + (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + O2 = a 1-(1-hydroxyalkyl)-sn-glycerol + (6R)-L-erythro-6,7-dihydrobiopterin + H2O

  Catalysed by SLC22A6, SLC22A8, AGMOinner side of the membrane, outer side of the membrane

• 2-iminopropanoateReach 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. 2-iminopropanoate + H2O = pyruvate + NH4(+)

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

• phosphoenolpyruvic 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. pyruvate kinase (dTDP)

  Catalysed by SLCO2A1, LDHA, LDHB, LDHC and 4 moreinner side of the membrane, outer side of the membrane, cytosol

• N-acetyl-beta-neuraminic 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. N-Acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming)

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

• L-ornithineReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and ornithine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A6extracellular space, cytosolOne of 2 routes

• N-methylserotoninReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of serotonin (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:amine N-methyltransferase

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

• (5-hydroxyindol-3-yl)acetaldehydeReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of serotonin (cytosol to extracellular)
  3. 5-Hydroxytryptamine:oxygen oxidoreductase(deaminating)(flavin-containing)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, MAOA and 1 moreextracellular space, cytosolOne of 2 routes

• 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolReach from here →
  1. transport of prostaglandin F2alpha (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. prostaglandin F2alpha(out) + glutarate(in) = prostaglandin F2alpha(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 SLC22A8, CRATinner side of the membrane, outer side of the membraneOne of 3 routes

• 3,3',5'-triiodo-L-thyronineReach from here →
  1. transport of prostaglandin F2alpha (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

• a 3-acylpyruvateReach 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. a 3-acylpyruvate + H2O = a carboxylate + pyruvate + H(+)

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

• succinyl-CoAReach from here →
  1. prostaglandin F2alpha(out) + glutarate(in) = prostaglandin F2alpha(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. glutarate + succinyl-CoA = glutaryl-CoA + succinate

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

• glycineReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of leukotriene C4 (cytosol to extracellular)
  3. leukotriene C4 hydrolysis

  Catalysed by SLCO1B1extracellular space, cytosolOne of 12 routes

• (2E)-butenoyl-CoAReach from here →
  1. prostaglandin F2alpha(out) + glutarate(in) = prostaglandin F2alpha(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. glutaryl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase (decarboxylating)

  Catalysed by SLC22A8, SUGCT, GCDHinner side of the membrane, outer side of the membrane, mitochondrial matrixOne of 2 routes

• (2E)-glutaconyl-CoAReach from here →
  1. prostaglandin F2alpha(out) + glutarate(in) = prostaglandin F2alpha(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. glutaryl-CoA + O2 = (2E)-glutaconyl-CoA + H2O2

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

• (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. transport of prostaglandin F2alpha (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

• benzoyl-CoAReach from here →
  1. prostaglandin F2alpha(out) + a dicarboxylate(in) = prostaglandin F2alpha(in) + a dicarboxylate(out)
  2. N-benzoylglycine(out) + a dicarboxylate(in) = N-benzoylglycine(in) + a dicarboxylate(out)
  3. benzoyl-CoA + glycine = N-benzoylglycine + CoA + H(+)

  Catalysed by SLC22A6, SLC22A8, GLYATinner side of the membrane, outer side of the membrane

• choloyl-CoAReach from here →
  1. transport of prostaglandin F2alpha (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. prostaglandin F2alpha(out) + glutarate(in) = prostaglandin F2alpha(in) + glutarate(out)
  2. glutarate + succinyl-CoA = glutaryl-CoA + succinate
  3. itaconate + glutaryl-CoA = itaconyl-CoA + glutarate

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

• 15-oxoprostaglandin E1Reach from here →
  1. transport of prostaglandin F2alpha (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

• 13,14-dihydro-15-oxo-prostaglandin E2Reach from here →
  1. carbonyl reductase (NADPH) (prostaglandin F2alpha)
  2. prostaglandin E2 + NAD(+) = 15-oxoprostaglandin E2 + NADH + H(+)
  3. 13,14-dihydro-15-oxo-prostaglandin E2 + NADP(+) = 15-oxoprostaglandin E2 + NADPH + H(+)

  Catalysed by CBR3, CBR1, AKR1C3, DHRS4 and 4 morecytosolOne of 2 routes

• 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. Glutathione: 15-HPETE oxidoreductase
  3. (15S)-15-Hydroxy-5,8,11-cis-13-trans-icosatetraenoate:NADP+ 15-oxidoreductase

  Catalysed by SLCO2A1, GPX5, GPX1, GPX2 and 6 moreextracellular space, cytosolOne of 3 routes

• (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin F2alpha (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

• (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. transport of prostaglandin F2alpha (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 prostaglandin F2alpha (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

• L-dopaReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of dopamine (cytosol to extracellular)
  3. L-dopa + H(+) = dopamine + CO2

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

• O-acetyl-(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. (R)-carnitine + acetyl-CoA = O-acetyl-(R)-carnitine + CoA

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

• L-histidineReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. transport of histamine (cytosol to extracellular)
  3. L-histidine + H(+) = histamine + CO2

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

• 2-oxo-3-sulfanylpropanoateReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. L-Cysteine:2-oxoglutarate aminotransferase

  Catalysed by SLCO2A1, GOT2, GOT1extracellular space, cytosolOne of 4 routes

• 2-methyl-3-oxopropanoateReach 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. (R)-3-amino-2-methylpropanoate + pyruvate = 2-methyl-3-oxopropanoate + L-alanine

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

• L-methionineReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and methionine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 9 routes

• N-sulfo-D-glucosamineReach 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. N-sulfo-D-glucosamine + H2O = D-glucosamine + sulfate

  Catalysed by SLC22A6, SLC25A35, SLC25A34, SGSHinner side of the membrane, outer side of the membrane

• L-tryptophanReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and tryptophan (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 4 routes

• glutathioneReach from here →
  1. transport of prostaglandin F2alpha (cytosol to extracellular)
  2. solute carrier organic anion transporter (cholate)
  3. cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + H(+)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, ABCC4extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 17 routes

• L-alanineReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. gamma-glutamyltransferase (alanine)

  Catalysed by SLCO2A1, GGTLC3, GGT1, GGT5 and 3 moreextracellular space, cytosolOne of 34 routes

• L-asparagineReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of asparagine and cysteine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 4 routes

• L-phenylalanineReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and phenylalanine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 7 routes

• L,L-cystathionineReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. Formation of Homocystine
  3. L-serine hydro-lyase (adding homocysteine

  Catalysed by SLCO2A1, CBSextracellular space, cytosol

• gamma-L-glutamyl-L-cysteineReach from here →
  1. transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. L-glutamate:L-cysteine gamma-ligase (ADP-forming)

  Catalysed by SLCO2A1, GCLC, GCLMextracellular space, cytosolOne of 2 routes