prostaglandin G2

Three steps

• (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoateReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoate

  Catalysed by SLCO1B1, ALOX15extracellular space, cytosol

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanineReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

  Catalysed by SLCO1B1, PM20D1extracellular space, cytosol

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

  Catalysed by SLCO1B1, CYP1A1, CYP1A2, CYP2E1 and 23 moreextracellular space, cytosolOne of 2 routes

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

  Catalysed by SLCO1B1, CYP1A1, CYP1A2, CYP2E1 and 23 moreextracellular space, cytosolOne of 2 routes

• 13(S)-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 = 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by SLCO1B1, CYP2C9extracellular space, cytosol

• (13R)-hydroxy-(9Z,11E)-octadecadienoateReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (13R)-hydroxy-(9Z,11E)-octadecadienoate + A + H2O

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1

• chenodeoxycholoyl-24-O-(beta-D-glucuronate)Reach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. chenodeoxycholate + UDP-alpha-D-glucuronate = chenodeoxycholoyl-24-O-(beta-D-glucuronate) + UDP

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, UGT2A2 and 1 moreextracellular space, cytosol

• 16(R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by SLCO1B1, CYP1A1, CYP1A2, CYP2E1 and 23 moreextracellular space, cytosol

• 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholineReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1

• 2-[(15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-sn-glycero-3-phosphocholineReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1

• 2-[(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-sn-glycero-3-phosphocholineReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1

• 2-(prostaglandin H2)-sn-glycero-3-phosphoethanolamineReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. 2-(prostaglandin G2)-sn-glycero-3-phosphoethanolamine + AH2 = 2-(prostaglandin H2)-sn-glycero-3-phosphoethanolamine + A + H2O

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1

• 2-(prostaglandin H2)-sn-glycero-3-phosphocholineReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. 2-(prostaglandin G2)-sn-glycero-3-phosphocholine + AH2 = 2-(prostaglandin H2)-sn-glycero-3-phosphocholine + A + H2O

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1

• N-(4-oxoglutaryl)-L-cysteinylglycineReach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. N-(4-oxoglutaryl)-L-cysteinylglycine + H2O = L-cysteinylglycine + 2-oxoglutarate

  Catalysed by SLCO2A1, GGTLC3, GGT1, GGT5 and 4 moreextracellular space, cytosol

• all-trans-retinyl tetradecanoateReach 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 + tetradecanoyl-CoA = all-trans-retinyl tetradecanoate + CoA

  Catalysed by PTGS1, PTGS2, RETSAT, AWAT2

• beta-D-glucosyl-(1->3)-O-chenodeoxycholateReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. a di-trans,poly-cis-dolichyl beta-D-glucosyl phosphate + chenodeoxycholate = beta-D-glucosyl-(1->3)-O-chenodeoxycholate + a di-trans,poly-cis-dolichyl phosphate + H(+)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, GBA2extracellular space, cytosolOne of 2 routes

• L-cystine-bis-glycineReach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. 2 L-cysteinylglycine + [protein]-disulfide = L-cystine-bis-glycine + [protein]-dithiol

  Catalysed by SLCO2A1, GGTLC3, GGT1, GGT5 and 4 moreextracellular space, cytosol

• 8-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 to 8-peroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate conversion

  Catalysed by SLCO1B1extracellular space, cytosolOne of 2 routes

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serineReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-serine

  Catalysed by SLCO1B1, FAAH, PM20D1extracellular space, cytosol

• cholineReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of acetylcholine (cytosol to extracellular)
  3. Acetylcholine aectylhydrolase

  Catalysed by SLCO1B1, SLCO1B3, BCHE, ACHEextracellular space, cytosolOne of 5 routes

• pyruvateReach from here →
  1. prostaglandin-endoperoxide synthase (prostaglandin G2)
  2. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  3. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)

  Catalysed by PTGS1, PTGS2, SLCO2A1, LDHA and 4 moreendoplasmic reticulum, inner side of the membrane, outer side of the membraneOne of 7 routes

• arachidonoyl-CoAReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. Arachidonate:CoA ligase (AMP-forming)

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 5 moreextracellular space, cytosolOne of 3 routes

• CHEBI:15519Reach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (cholate)
  3. Cholate:CoA ligase (AMP-forming)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, SLC27A2 and 1 moreextracellular space, cytosol, endoplasmic reticulum

• (S)-malateReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. (R)-malate + A = oxaloacetate + AH2
  3. transport of malate and OAA (cytosol to mitochondria)

  Catalysed by PTGS1, PTGS2, D2HGDHmitochondrial matrix, cytosolOne of 5 routes

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

  Catalysed by SLCO2A1, SLC7A9, SLC3A1extracellular space, cytosolOne of 3 routes

• 12(S)-HPETEReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. arachidonate:oxygen 12-oxidoreductase

  Catalysed by SLCO1B1, ALOX12extracellular space, cytosolOne of 4 routes

• 15(S)-HPETEReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. arachidonate:oxygen 15-oxidoreductase

  Catalysed by SLCO1B1, ALOX15B, ALOX15extracellular space, cytosolOne of 6 routes

• 5(S)-HPETEReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. Arachidonate:oxygen 5-oxidoreductase

  Catalysed by SLCO1B1, ALOX5extracellular space, cytosol

• all-trans-3-hydroxyretinolReach 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 + 2 reduced [adrenodoxin] + O2 + 2 H(+) = all-trans-3-hydroxyretinol + 2 oxidized [adrenodoxin] + H2O

  Catalysed by PTGS1, PTGS2, RETSAT, CYP27C1

• CHEBI:15699Reach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and homoserine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 3 routes

• formateReach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. alcohol dehydrogenase (formaldehyde)
  3. S-formylglutathione + H2O = formate + glutathione + H(+)

  Catalysed by SLCO2A1, ADH1C, ADH1A, ADH5 and 4 moreextracellular space, cytosolOne of 2 routes

• CHEBI:15971Reach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and histidine (cytosol to extracellular)

  Catalysed by SLCO2A1, SLC7A6extracellular space, cytosolOne of 2 routes

• (R)-lactateReach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)
  3. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)

  Catalysed by SLCO2A1, GLO1, GLOD4, HAGHextracellular space, cytosol

• methanethiolReach 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. methanethiol + O2 + H2O = hydrogen sulfide + formaldehyde + H2O2 + H(+)

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

• octan-1-olReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. octyl beta-D-glucose + chenodeoxycholate = beta-D-glucosyl-(1->3)-O-chenodeoxycholate + octan-1-ol

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, GBA2extracellular space, cytosol

• sulfateReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  3. steroid sulfatase (sulfoglycolithocholate)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, STSextracellular space, cytosolOne of 7 routes

• L-cystineReach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. Glutathione: 5-HPETE oxidoreductase
  3. cystine to cysteine conversion

  Catalysed by SLCO2A1, GPX5, GPX1, GPX2 and 6 moreextracellular space, cytosolOne of 5 routes

• 11-cis-retinolReach 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 11-cis-trans-isomerase

  Catalysed by PTGS1, PTGS2, RETSATcytosolOne of 2 routes

• cob(II)alaminReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. 2 cob(II)alamin + A + 2 H2O + 2 H(+) = 2 aquacob(III)alamin + AH2

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1 and 1 more

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

  Catalysed by SLCO2A1, SLC7A6extracellular space, cytosolOne of 2 routes

• iodideReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  3. 3,3',5-triiodo-L-thyronine,iodide:acceptor oxidoreductase (iodinating)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, DIO1 and 1 moreextracellular space, cytosolOne of 31 routes

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

  Catalysed by SLCO2A1, SLC7A5extracellular space, cytosolOne of 3 routes

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

  Catalysed by SLCO2A1, SLC7A6extracellular space, cytosolOne of 5 routes

• nitric oxideReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. 2 nitrite + AH2 + 2 H(+) = 2 nitric oxide + A + 2 H2O

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1 and 1 more

• protein polypeptide chainReach from here →
  1. transport of GSH and prostaglandin G2 (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. PROTEIN_BS

  Catalysed by SLCO2A1extracellular space, cytosol

• 3'-deoxy-3',4'-didehydro-CTPReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. CTP + AH2 + S-adenosyl-L-methionine = 3'-deoxy-3',4'-didehydro-CTP + 5'-deoxyadenosine + L-methionine + A + H2O + H(+)

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1 and 1 more

• taurochenodeoxycholate 3-sulfateReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. solute carrier organic anion transporter (S-glutathionyl-2-4-dinitrobenzene)
  3. taurochenodeoxycholate + 3'-phosphoadenylyl sulfate = taurochenodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1B1, SLCO1A2, SLC7A9, SLCO1B3 and 1 moreextracellular space, cytosol

• dopamine quinoneReach from here →
  1. transport of prostaglandin G2 (cytosol to extracellular)
  2. transport of dopamine (cytosol to extracellular)
  3. Peroxidase

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, MPOextracellular space, cytosol, lysosomeOne of 4 routes

• N-[(S)-lactoyl]-L-phenylalanineReach from here →
  1. prostaglandin-endoperoxide synthase (prostaglandin G2)
  2. prostaglandin H2(out) + 2 (S)-lactate(in) = prostaglandin H2(in) + 2 (S)-lactate(out)
  3. (S)-lactate + L-phenylalanine = N-[(S)-lactoyl]-L-phenylalanine + H2O

  Catalysed by PTGS1, PTGS2, SLCO2A1, CNDP2endoplasmic reticulum, inner side of the membrane, outer side of the membrane

• (S)-2-hydroxyglutarateReach from here →
  1. prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O
  2. A + NADH + H(+) = AH2 + NAD(+)
  3. (S)-2-hydroxyglutarate + A = 2-oxoglutarate + AH2

  Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1 and 1 more