prostaglandin G2

Three steps

• (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. transport of prostaglandin G2 (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 prostaglandin G2 (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

• 15-oxoprostaglandin E2Reach from here →
  1. prostaglandin-endoperoxide synthase (prostaglandin G2)
  2. prostaglandin E synthase (prostaglandin H2)
  3. prostaglandin E2 + NAD(+) = 15-oxoprostaglandin E2 + NADH + H(+)

  Catalysed by PTGS1, PTGS2, PTGES, PTGES3 and 2 moreendoplasmic reticulum, cytosolOne of 2 routes

• 15-oxoprostaglandin E1Reach from here →
  1. transport of prostaglandin G2 (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. prostaglandin-endoperoxide synthase (prostaglandin G2)
  2. prostaglandin-D synthase (prostaglandin H2)
  3. 15-dehydro-prostaglandin D2 reduction

  Catalysed by PTGS1, PTGS2, HPGDS, PTGDSendoplasmic reticulum, cytosolOne of 2 routes

• 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. transport of GSH and prostaglandin G2 (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

• sarcosineReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. N(6),N(6)-dimethyl-L-lysyl(4)-[histone H3] + 2 A + 2 H2O = L-lysyl(4)-[histone H3] + 2 formaldehyde + 2 AH2
  3. sarcosine + O2 + H2O = formaldehyde + glycine + H2O2

  Catalysed by PTGS1, PTGS2, KDM1A, KDM1B and 1 more

• (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin G2 (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 G2 (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 G2 (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

• (6S)-5,6,7,8-tetrahydrofolateReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. uridine(34) in tRNA + 5,10-methylenetetrahydrofolate + taurine + GTP + A + H2O = 5-taurinomethyluridine(34) in tRNA + 7,8-dihydrofolate + GDP + AH2 + phosphate + H(+)
  3. (6S)-5,6,7,8-tetrahydrofolate + NADP(+) = 7,8-dihydrofolate + NADPH + H(+)

  Catalysed by PTGS1, PTGS2, MTO1, DHFR and 1 more

• L-dopaReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of dopamine (cytosol to extracellular)
  3. L-dopa + H(+) = dopamine + CO2

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

• L-histidineReach from here →
  1. transport of prostaglandin G2 (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 G2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. L-Cysteine:2-oxoglutarate aminotransferase

  Catalysed by SLCO2A1, GOT2, GOT1extracellular space, cytosolOne of 3 routes

• L-methionineReach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and methionine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 12 routes

• L-tryptophanReach from here →
  1. transport of GSH and prostaglandin G2 (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 G2 (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 16 routes

• L-alanineReach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. gamma-glutamyltransferase (alanine)

  Catalysed by SLCO2A1, GGTLC3, GGT1, GGT5 and 3 moreextracellular space, cytosolOne of 19 routes

• L-asparagineReach from here →
  1. transport of GSH and prostaglandin G2 (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 G2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and phenylalanine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 6 routes

• L,L-cystathionineReach from here →
  1. transport of GSH and prostaglandin G2 (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 G2 (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

• S-sulfanyl-L-cysteineReach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. 2 L-cysteine = S-sulfanyl-L-cysteine + L-alanine

  Catalysed by SLCO2A1, CARS2extracellular space, cytosol

• N(tau)-methylhistamineReach from here →
  1. transport of prostaglandin G2 (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

• phosphoenolpyruvateReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. (R)-malate + A = oxaloacetate + AH2
  3. oxaloacetate + GTP = phosphoenolpyruvate + GDP + CO2

  Catalysed by PTGS1, PTGS2, D2HGDH, PCK1 and 1 more

• hyodeoxycholateReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of lithocholate (cytosol to extracellular)
  3. cytochrome P450 (lithocholate)

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

• N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycineReach from here →
  1. transport of prostaglandin G2 (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

• N-[(R)-4-phosphopantothenoyl]-L-cysteineReach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. (R)-4'-phosphopantothenate:L-cysteine ligase

  Catalysed by SLCO2A1, PPCSextracellular space, cytosolOne of 4 routes

• monodehydro-L-ascorbate radicalReach from here →
  1. transport of prostaglandin G2 (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, cytosolOne of 9 routes

• (2S)-2-phospholactateReach from here →
  1. prostaglandin-endoperoxide synthase (prostaglandin G2)
  2. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  3. (2S)-2-phospholactate + H2O = (S)-lactate + phosphate

  Catalysed by PTGS1, PTGS2, SLCO2A1, PGPendoplasmic reticulum, inner side of the membrane, outer side of the membraneOne of 2 routes

• 3-sulfino-L-alanineReach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. L-Cysteine:oxygen oxidoreductase

  Catalysed by SLCO2A1, CDO1extracellular space, cytosolOne of 2 routes

• chenodeoxycholoyl-CoAReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. chenodeoxycholate + ATP + CoA = chenodeoxycholoyl-CoA + AMP + diphosphate

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

• leukotriene D4Reach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of leukotriene C4 (cytosol to extracellular)
  3. leukotriene C4 + H2O = leukotriene D4 + L-glutamate

  Catalysed by SLCO1B1, GGT1, GGT5extracellular space, cytosol

• an all-trans-retinyl esterReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
  3. Lecithin Retinol Acyltransferase

  Catalysed by PTGS1, PTGS2, RETSAT, LRATcytosolOne of 4 routes

• 18-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. cytochrome P450 (arachidonate)

  Catalysed by SLCO1B1, CYP4F8extracellular space, cytosol, endoplasmic reticulumOne of 2 routes

• a 2,3-saturated acyl-CoAReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1 and 1 moreOne of 2 routes

• all-trans-retinyl 9Z-octadecenoateReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
  3. 1,2,3-tri-(9Z-octadecenoyl)-glycerol + all-trans-retinol = all-trans-retinyl 9Z-octadecenoate + di-(9Z)-octadecenoylglycerol

  Catalysed by PTGS1, PTGS2, RETSAT, PNPLA4 and 1 more

• (R)-adrenalineReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of noradrenaline (cytosol to extracellular)
  3. (R)-noradrenaline + S-adenosyl-L-methionine = (R)-adrenaline + S-adenosyl-L-homocysteine + H(+)

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

• CHEBI:742324Reach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of dopamine (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:catechol O-methyltransferase

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

• (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate

  Catalysed by SLCO1B1, ALOX12Bextracellular space, cytosol

• (8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. Arachidonate:oxygen 8-oxidoreductase

  Catalysed by SLCO1B1, ALOX12extracellular space, cytosolOne of 2 routes

• 2-O-(5Z,8Z,11Z,14Z)-eicosatetraenylglycerolReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. fatty acid amide hydrolase (arachidonate)

  Catalysed by SLCO1B1, FAAHextracellular space, cytosol

• di-(9Z)-octadecenoylglycerolReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
  3. 1,2,3-tri-(9Z-octadecenoyl)-glycerol + all-trans-retinol = all-trans-retinyl 9Z-octadecenoate + di-(9Z)-octadecenoylglycerol

  Catalysed by PTGS1, PTGS2, RETSAT, PNPLA4 and 1 more

• 2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
  3. all-trans-retinol + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine = all-trans-retinyl hexadecanoate + 2-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by PTGS1, PTGS2, RETSAT, LRAT

• 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by SLCO1B1, CYP2C9extracellular space, cytosol

• 19-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by SLCO1B1, CYP1A1, CYP1A2, CYP2C9 and 2 moreextracellular space, cytosol

• 20-oxo-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.5
  3. 10-HETE[n] + NAD+[n] = H+[n] + NADH[n] + 20-oxo-(5Z,8Z,11Z,14Z)-eicosatetraenoate[n]

  Catalysed by SLCO1B1, ADH4extracellular space, cytosol, nucleusOne of 3 routes

• (9S)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (9S)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1

• (9R)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (9R)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1

• 9-cis-retinolReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
  3. retinol binding protein (retinol)

  Catalysed by PTGS1, PTGS2, RETSAT, RBP1 and 1 morecytosolOne of 2 routes