CHEBI:16523

Three steps

• (R)-noradrenalineReach from here →
  1. transport of D-serine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and noradrenaline (cytosol to extracellular)

  Catalysed by SLC3A2, SLC7A10, GSS, SLCO1A2 and 1 moreextracellular space, cytosolOne of 2 routes

• L-threonylcarbamoyladenylateReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. L-threonine(in) + L-glutamine(out) + Na(+)(out) = L-threonine(out) + L-glutamine(in) + Na(+)(in)
  3. L-threonine + hydrogencarbonate + ATP = L-threonylcarbamoyladenylate + diphosphate + H2O

  Catalysed by SLC3A2, SLC7A10, SLC1A5, YRDCextracellular space, cytosol, inner side of the membrane, outer side of the membrane

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (EPA)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 9 routes

• (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (DPA)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 6 routes

• (9Z,12Z,15Z)-octadecatrienoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (linolenate)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 7 routes

• (13Z)-docosenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-erucic acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 6 routes

• (11Z)-eicosenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 7 routes

• (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((9Z,12Z,15Z,18Z,21Z)-TPA)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 5 routes

• (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z,12Z,15Z,18Z,21Z)-THA)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 4 routes

• (15Z)-tetracosenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (nervonic acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 6 routes

• (17Z)-hexacosenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (ximenic acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 4 routes

• (8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 5 routes

• (8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (omega-3-arachidonic acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 5 routes

• (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (DHA)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 7 routes

• heptadecanoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (margaric acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 6 routes

• (9Z)-heptadecenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (9-heptadecylenic acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 5 routes

• (11Z,14Z,17Z)-eicosatrienoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z,17Z)-eicosatrienoic acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 5 routes

• nonadecanoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (nonadecylic acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 6 routes

• (11Z)-octadecenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix

  Catalysed by SLC3A2, SLC7A10, CPT1A, CPT1C and 1 moreextracellular space, cytosolOne of 3 routes

• dodecanedioyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. Activation of dodecanedioic acid

  Catalysed by SLC3A2, SLC7A10extracellular space, cytosolOne of 4 routes

• decanedioyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. Production of Sebacoylcarnitine

  Catalysed by SLC3A2, SLC7A10, CPT1A, CPT1C and 1 moreextracellular space, cytosolOne of 4 routes

• octanedioyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. Production of Suberylcarnitine

  Catalysed by SLC3A2, SLC7A10, CPT1A, CPT1C and 1 moreextracellular space, cytosolOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by SLC3A2, SLC7A10extracellular space, cytosolOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 7 routes

• (11Z,14Z)-eicosadienoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 5 routes

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. Production of 3-Hydroxyoctadecenoylcarnitinec

  Catalysed by SLC3A2, SLC7A10, CPT1A, CPT1C and 1 moreextracellular space, cytosol

• (13Z)-eicosenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 5 routes

• 2-aminoprop-2-enoateReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. D-serine(in) + L-glutamine(out) + Na(+)(out) = D-serine(out) + L-glutamine(in) + Na(+)(in)
  3. D-serine = 2-aminoprop-2-enoate + H2O

  Catalysed by SLC3A2, SLC7A10, SLC1A5, SRRextracellular space, cytosol, inner side of the membrane, outer side of the membrane

• 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of D-serine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.2

  Catalysed by SLC3A2, SLC7A10, GSS, SLCO2A1extracellular space, cytosolOne of 2 routes

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by SLC3A2, SLC7A10, CRAT, CROTextracellular space, cytosol, peroxisomeOne of 3 routes

• tetradecanedioyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by SLC3A2, SLC7A10, ACAA1, HSD17B4 and 2 moreextracellular space, cytosol, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. Production of Hexadecanedioylcarnitine

  Catalysed by SLC3A2, SLC7A10, CPT1A, CPT1C and 1 moreextracellular space, cytosolOne of 2 routes

• pristanoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. fatty-acid-CoA ligase

  Catalysed by SLC3A2, SLC7A10, SLC27A2extracellular space, cytosolOne of 2 routes

• undecanoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. medium-chain acyl-CoA ligase (undecylic acid)

  Catalysed by SLC3A2, SLC7A10, ACSM4, ACSM1 and 4 moreextracellular space, cytosolOne of 3 routes

• a fatty acyl-CoAReach from here →
  1. transport of D-serine and glycine (cytosol to extracellular)
  2. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)
  3. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)

  Catalysed by SLC3A2, SLC7A10, GLYATL2extracellular space, cytosol

• (9S)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
  1. transport of D-serine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (9S)-hydroperoxy-(10E,12Z)-octadecadienoate + 2 glutathione = (9S)-hydroxy-(10E,12Z)-octadecadienoate + glutathione disulfide + H2O

  Catalysed by SLC3A2, SLC7A10, GSS, GPX1 and 1 moreextracellular space, cytosol

• ursodeoxycholateReach from here →
  1. transport of D-serine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and ursodeoxycholate (cytosol to extracellular)

  Catalysed by SLC3A2, SLC7A10, GSS, SLCO1A2 and 1 moreextracellular space, cytosolOne of 2 routes

• prostaglandin G2Reach from here →
  1. transport of D-serine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and prostaglandin G2 (cytosol to extracellular)

  Catalysed by SLC3A2, SLC7A10, GSS, SLCO2A1extracellular space, cytosolOne of 2 routes

• thio-Mo-molybdopterinReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. transport of cysteine and glutamine (cytosol to extracellular)
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by SLC3A2, SLC7A10, SLC7A5, MOCOSextracellular space, cytosol

• (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. transport of D-serine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O

  Catalysed by SLC3A2, SLC7A10, GSS, GPX1 and 2 moreextracellular space, cytosol

• (5Z)-tetradecenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 8 routes

• (3E)-decenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by SLC3A2, SLC7A10, ACADM, ECHS1 and 2 moreextracellular space, cytosol, mitochondrial matrix

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by SLC3A2, SLC7A10, HADHA, ACAA2 and 1 moreextracellular space, cytosol, mitochondrial matrix

• (7Z)-hexadecenoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 8 routes

• 3-methylmalateReach from here →
  1. transport of D-serine and glycine (cytosol to extracellular)
  2. glycine + 2-oxoglutarate = glyoxylate + L-glutamate
  3. propanoyl-CoA + glyoxylate + H2O = 3-methylmalate + CoA + H(+)

  Catalysed by SLC3A2, SLC7A10, AADAT, CLYBLextracellular space, cytosol

• tricosanoyl-CoAReach from here →
  1. transport of D-serine and glutamine (cytosol to extracellular)
  2. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by SLC3A2, SLC7A10, SLC27A2, ACSL4 and 6 moreextracellular space, cytosolOne of 4 routes

• (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of D-serine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O

  Catalysed by SLC3A2, SLC7A10, GSS, PTGES and 5 moreextracellular space, cytosol

• (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. transport of D-serine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O

  Catalysed by SLC3A2, SLC7A10, GSS, GPX1 and 1 moreextracellular space, cytosol

• thromboxane B2Reach from here →
  1. transport of D-serine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and thromboxane B2 (cytosol to extracellular)

  Catalysed by SLC3A2, SLC7A10, GSS, SLCO1B1extracellular space, cytosolOne of 2 routes

• an S-substituted glutathioneReach from here →
  1. transport of D-serine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. RX + glutathione = an S-substituted glutathione + a halide anion + H(+)

  Catalysed by SLC3A2, SLC7A10, GSS, GSTT4 and 22 moreextracellular space, cytosolOne of 2 routes