2,4-dinitrophenyl-S-glutathione

Three steps

• L-methionineReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. N-acetylglutamate synthase (N-acetylmethionine)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, NAGSextracellular space, cytosol, mitochondrial matrixOne of 6 routes

• N-sulfo-D-glucosamineReach from here →
  1. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  2. steroid sulfatase (sulfoglycolithocholate)
  3. N-sulfo-D-glucosamine + H2O = D-glucosamine + sulfate

  Catalysed by SLCO1A2, SLCO1B3, STS, SGSHextracellular space, cytosol

• L-tryptophanReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
  3. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + L-tryptophan + O2 = 5-hydroxy-L-tryptophan + (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin

  Catalysed by SLCO1A2, SLCO1B3, DDC, TPH1 and 1 moreextracellular space, cytosolOne of 6 routes

• L-dopaquinoneReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. L-dopa + H(+) = dopamine + CO2
  3. 2 L-dopa + O2 = 2 L-dopaquinone + 2 H2O

  Catalysed by SLCO1A2, SLCO1B3, DDC, TYRextracellular space, cytosol

• L-alanineReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by SLCO1A2, SLCO1B3, AANATextracellular space, cytosol, mitochondrial matrixOne of 7 routes

• L-asparagineReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, NAGSextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• L-phenylalanineReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. L-dopa + H(+) = dopamine + CO2
  3. L-dopa(out) + L-phenylalanine(in) = L-dopa(in) + L-phenylalanine(out)

  Catalysed by SLCO1A2, SLCO1B3, DDC, SLC7A8extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 12 routes

• L,L-cystathionineReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

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

• 3',5'-cyclic AMPReach from here →
  1. transport of prostaglandin E2 (cytosol to extracellular)
  2. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  3. 3',5'-cyclic AMP(out) + a dicarboxylate(in) = 3',5'-cyclic AMP(in) + a dicarboxylate(out)

  Catalysed by SLCO1A2, SLCO1B3, SLC22A6extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• adenosine 5'-phosphosulfateReach from here →
  1. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  2. steroid sulfatase (sulfoglycolithocholate)
  3. ATP:sulfate adenylyltransferase

  Catalysed by SLCO1A2, SLCO1B3, STS, PAPSS1 and 1 moreextracellular space, cytosolOne of 4 routes

• N-acetylputrescineReach from here →
  1. transport of acetylcholine (cytosol to extracellular)
  2. Acetylcholine aectylhydrolase
  3. N-acetylputrescine + H2O = putrescine + acetate

  Catalysed by SLCO1B3, BCHE, ACHE, HDAC10extracellular space, cytosol

• glutathione disulfideReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. solute carrier organic anion transporter (cholate)
  3. Glutathione: 5-HPETE oxidoreductase

  Catalysed by SLCO1A2, SLCO1B3, GPX5, GPX1 and 7 moreextracellular space, cytosolOne of 46 routes

• L-tyrosineReach from here →
  1. transport of leukotriene C4 (cytosol to extracellular)
  2. leukotriene C4 hydrolysis
  3. L-tyrosine + glyoxylate = 3-(4-hydroxyphenyl)pyruvate + glycine

  Catalysed by SLCO1B1, AADATextracellular space, cytosol

• N(omega),N(omega)-dimethyl-L-arginineReach from here →
  1. transport of leukotriene C4 (cytosol to extracellular)
  2. leukotriene C4 hydrolysis
  3. N(omega),N(omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + glycine

  Catalysed by SLCO1B1, AGXT2extracellular space, cytosol

• an acyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by SLCO1A2, SLCO1B3, AANAT, ASAH1 and 3 moreextracellular space, cytosol, Golgi apparatusOne of 3 routes

• 5-oxo-L-prolineReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + H(+)
  3. glutathione = L-cysteinylglycine + 5-oxo-L-proline

  Catalysed by SLCO1A2, SLCO1B3, ABCC4, CHAC2 and 1 moreextracellular space, cytosol, inner side of the membrane, outer side of the membrane

• kynurenateReach from here →
  1. solute carrier organic anion transporter (glycocholate)
  2. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)
  3. kynurenate(out) + glutarate(in) = kynurenate(in) + glutarate(out)

  Catalysed by SLCO1A2, SLCO1B3, SLC22A24, SLC22A6extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• N(8)-acetylspermidineReach from here →
  1. transport of acetylcholine (cytosol to extracellular)
  2. Acetylcholine aectylhydrolase
  3. N(8)-acetylspermidine + H2O = spermidine + acetate

  Catalysed by SLCO1B3, BCHE, ACHE, HDAC10extracellular space, cytosol

• (3Z)-dodecenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, HADHA and 2 moreextracellular space, cytosol, mitochondrial matrixOne of 3 routes

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SLCO1B1extracellular space, cytosolOne of 12 routes

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 1 moreextracellular space, cytosol, endoplasmic reticulumOne of 3 routes

• an N-acetyl-L-cysteine-S-conjugateReach from here →
  1. transport of acetylcholine (cytosol to extracellular)
  2. Acetylcholine aectylhydrolase
  3. an N-acetyl-L-cysteine-S-conjugate + H2O = an S-substituted L-cysteine + acetate

  Catalysed by SLCO1B3, BCHE, ACHE, ACY3extracellular space, cytosol

• deoxycholoyl-CoAReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. cytochrome P450 (cholate)
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by SLCO1A2, SLCO1B3, CYP7A1, SLC27A2 and 1 moreextracellular space, cytosolOne of 7 routes

• S-sulfanylglutathioneReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. solute carrier organic anion transporter (cholate)
  3. Sulfide:glutathione,quinone oxidoreductase

  Catalysed by SLCO1A2, SLCO1B3, SQORextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• methylamineReach from here →
  1. transport of noradrenaline (cytosol to extracellular)
  2. S-Adenosyl-L-methionine:phenylethanolamine N-methyltransferase
  3. monoamine oxidase (adrenaline)

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

• (6R)-L-erythro-5,6,7,8-tetrahydrobiopterinReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. 5-hydroxy-L-tryptophan + H(+) = serotonin + CO2
  3. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + L-tryptophan + O2 = 5-hydroxy-L-tryptophan + (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin

  Catalysed by SLCO1A2, SLCO1B3, DDC, TPH1 and 1 moreextracellular space, cytosolOne of 3 routes

• (2S)-2-phospholactateReach from here →
  1. transport of prostaglandin E2 (cytosol to extracellular)
  2. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)
  3. (2S)-2-phospholactate + H2O = (S)-lactate + phosphate

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, PGPextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• a 2,3-dehydroacyl-CoAReach from here →
  1. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  2. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2
  3. a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2

  Catalysed by SLCO1A2, SLCO1B3, DIO1, DIO3 and 1 moreextracellular space, cytosol

• N-benzoylglycineReach from here →
  1. transport of prostaglandin E2 (cytosol to extracellular)
  2. prostaglandin E2(out) + a dicarboxylate(in) = prostaglandin E2(in) + a dicarboxylate(out)
  3. N-benzoylglycine(out) + a dicarboxylate(in) = N-benzoylglycine(in) + a dicarboxylate(out)

  Catalysed by SLCO1A2, SLCO1B3, SLC22A6, SLC22A8extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 4 routes

• decanoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, ACSM4 and 5 moreextracellular space, cytosolOne of 7 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. Carnitine O-Palmitoyltransferase

  Catalysed by SLCO1A2, SLCO1B3, AANAT, CPT1A and 2 moreextracellular space, cytosolOne of 4 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 11 routes

• L-cysteinylglycineReach from here →
  1. solute carrier organic anion transporter (cholate)
  2. solute carrier organic anion transporter (cholate)
  3. glutathione gamma-glutamylaminopeptidase

  Catalysed by SLCO1A2, SLCO1B3, GGTLC3, GGT1 and 4 moreextracellular space, cytosolOne of 6 routes

• Fe(II)-heme aReach from here →
  1. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  2. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2
  3. Fe(II)-heme o + 2 A + H2O = Fe(II)-heme a + 2 AH2

  Catalysed by SLCO1A2, SLCO1B3, DIO1, DIO3 and 1 moreextracellular space, cytosol

• 3-hydroxyisovaleryl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, CPT1A and 1 moreextracellular space, cytosol

• (5-hydroxyindol-3-yl)acetateReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. 5-Hydroxytryptamine:oxygen oxidoreductase(deaminating)(flavin-containing)
  3. 5-Hydroxyindoleacetaldehyde:NAD+ Oxidoreductase, Mitochondrial

  Catalysed by SLCO1A2, SLCO1B3, MAOA, MAOB and 2 moreextracellular space, cytosol, mitochondrial matrixOne of 6 routes

• CHEBI:63544Reach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 8 routes

• ubiquinol-10Reach from here →
  1. solute carrier organic anion transporter (cholate)
  2. cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + H(+)
  3. ubiquinone-10 + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + ubiquinol-10

  Catalysed by SLCO1A2, SLCO1B3, ABCC4, SQORextracellular space, cytosol, inner side of the membrane, outer side of the membrane

• hexacosanoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 5 routes

• tetracosanoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 10 routes

• docosanoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 9 routes

• 5-oxo-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate
  3. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = 5-oxo-(6E,8Z,11Z,14Z)-eicosatetraenoate + H2O

  Catalysed by SLCO1B1, ALOX5, CYP1A1, CYP1A2 and 2 moreextracellular space, cytosol

• Mo-molybdopterinReach from here →
  1. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  2. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by SLCO1A2, SLCO1B3, DIO1, DIO3 and 1 moreextracellular space, cytosol

• (2E)-octadecenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. Carnitine O-Palmitoyltransferase

  Catalysed by SLCO1A2, SLCO1B3, AANAT, CPT1A and 2 moreextracellular space, cytosolOne of 3 routes

• (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoAReach from here →
  1. transport of serotonin (cytosol to extracellular)
  2. acetyl-CoA:aralkylamine N-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (stearidonic acid)

  Catalysed by SLCO1A2, SLCO1B3, AANAT, SLC27A2 and 7 moreextracellular space, cytosolOne of 8 routes

• (8Z,11Z,14Z)-eicosatrienoateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SLCO1B1extracellular space, cytosolOne of 13 routes

• 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositolReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositol + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol

• 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 10 moreextracellular space, cytosol

• 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 10 moreextracellular space, cytosol

• 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. transport of arachidonate (cytosol to extracellular)
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by SLCO1B1, SLC27A2, ACSL4, ACSL3 and 9 moreextracellular space, cytosol