fatty acid

Three steps

• prostaglandin I2Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of prostaglandin I2 (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 6 routes

• prostaglandin F2alphaReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of prostaglandin F2alpha (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 6 routes

• prostaglandin D2Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of prostaglandin D2 (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 7 routes

• (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. arachidonate:oxygen 15-oxidoreductase
  3. Glutathione: 15-HPETE oxidoreductase

  Catalysed by ALOX15B, ALOX15, GPX5, GPX1 and 7 moreextracellular space, cytosolOne of 4 routes

• 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate
  3. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate = 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoate + H2O

  Catalysed by ALOX15B, ALOX15, ALOX12, CYP1A1 and 6 moreextracellular spaceOne of 2 routes

• thromboxane A2Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. prostaglandin-endoperoxide synthase (arachidonate)
  3. thromboxane A synthase (prostaglandin H2)

  Catalysed by PTGS1, PTGS2, TBXAS1extracellular space, cytosol, endoplasmic reticulumOne of 2 routes

• 7,8-dihydrofolateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
  3. uridine(34) in tRNA + 5,10-methylenetetrahydrofolate + taurine + GTP + A + H2O = 5-taurinomethyluridine(34) in tRNA + 7,8-dihydrofolate + GDP + AH2 + phosphate + H(+)

  Catalysed by PTGS1, PTGS2, MTO1extracellular space

• (R)-S-lactoylglutathioneReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)

  Catalysed by GLO1, GLOD4extracellular space, cytosolOne of 2 routes

• 1-hexadecanoyl-sn-glycero-3-phosphateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. Palmitate:CoA ligase (AMP-forming)
  3. glycerol-3-phosphate 1-O-acyltransferase (palmitoyl-CoA)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 moreextracellular space, cytosol

• a 1-acylglycerone 3-phosphateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. acyl-CoA pool formation and breakdown
  3. dihydroxyacetone phosphate + an acyl-CoA = a 1-acylglycerone 3-phosphate + CoA

  Catalysed by GNPATextracellular space, cytosol

• O-acetyl-(R)-carnitineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. Utilized Transport
  3. Acetyl-CoA:carnitine O-acetyltransferase

  Catalysed by CPT1A, CPT1C, CPT1Bextracellular space, endoplasmic reticulum, cytosolOne of 9 routes

• ethanolamineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. fatty acylamide amidohydrolase
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + H2O = ethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by FAAH, FAAH2extracellular space, cytosol

• a 1,2-diacyl-sn-glycero-3-phosphocholineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. acyl-CoA pool formation and breakdown
  3. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by LPGAT1extracellular space, cytosolOne of 9 routes

• an N-acylglycineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + glycine = an N-acylglycine + CoA + H(+)

  Catalysed by GLYATL3, GLYAT, GLYATL2extracellular space, cytosol

• an N-acylsphing-4-enine 1-phosphateReach from here →
  1. N-acylsphingosine amidohydrolase
  2. delta 4-desaturase, sphingolipid (dihydroceramide pool)
  3. an N-acylsphing-4-enine + ATP = an N-acylsphing-4-enine 1-phosphate + ADP + H(+)

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 5 morecytosol

• S-formylglutathioneReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. alcohol dehydrogenase (formaldehyde)

  Catalysed by ADH1C, ADH1A, ADH5, ADH6 and 2 moreextracellular space, cytosol

• sphing-4-enineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 5 moreextracellular space, cytosol, Golgi apparatusOne of 14 routes

• spermidineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. diamine N-acetyltransferase (N1-acetylspermidine)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 moreextracellular space, cytosolOne of 3 routes

• L-methionineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. N-acetylglutamate synthase (N-acetylmethionine)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 moreextracellular space, cytosol, mitochondrial matrix

• a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. acyl-CoA pool formation and breakdown
  3. a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

  Catalysed by LCLAT1, MBOAT7extracellular space, cytosol

• dehydroepiandrosterone 3-sulfateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of dehydroepiandrosterone sulfate (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 2 routes

• sphinganine 1-phosphateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. 2 H+[c] + NADH[c] + palmitate[c] = H2O[c] + hexadecanal[c] + NAD+[c]
  3. Sphinganine-1-phosphate pamlmitaldehyde-lyase

  Catalysed by ALDH3B1, ALDH3B2, ALDH3A2, SGPL1extracellular space, cytosolOne of 4 routes

• a 1-acyl-sn-glycero-3-phosphateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. acyl-CoA pool formation and breakdown
  3. sn-glycerol 3-phosphate + an acyl-CoA = a 1-acyl-sn-glycero-3-phosphate + CoA

  Catalysed by GPAT3, GPAT2, GPAT4, GPAMextracellular space, cytosol

• L-alanineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 1 moreextracellular space, cytosol, mitochondrial matrix

• leukotriene C4Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of leukotriene C4 (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 9 routes

• L-asparagineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 moreextracellular space, cytosol, mitochondrial matrix

• L-phenylalanineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

  Catalysed by PM20D1extracellular spaceOne of 2 routes

• L,L-cystathionineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 moreextracellular space, cytosol, mitochondrial matrix

• a 1-acyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. a 1-acyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = a 1-acyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLC27A2, ACSL3, ACSL1, ACSBG2 and 5 moreextracellular space

• glutathione disulfideReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. Arachidonate:oxygen 5-oxidoreductase
  3. Glutathione: 5-HPETE oxidoreductase

  Catalysed by ALOX5, GPX5, GPX1, GPX2 and 6 moreextracellular space, cytosolOne of 28 routes

• 3-oxosphinganineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. Palmitate:CoA ligase (AMP-forming)
  3. Palmitoyl-CoA:L-serine C-palmitoyltransferase (decarboxylating)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 moreextracellular space, cytosol

• taurolithocholate 3-sulfateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• 1-hexadecanoylglycerone 3-phosphateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. Palmitate:CoA ligase (AMP-forming)
  3. glyceronephosphate O-acyltransferase (DHAP)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moreextracellular space, cytosol, peroxisome

• histamineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of histamine (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• sn-glycero-3-phospho-1D-myo-inositolReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)

  Catalysed by ABHD12extracellular space

• L-thyroxineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• (3Z)-dodecenoyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 3 routes

• a 1,2-diacyl-sn-glycero-3-phosphateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. acyl-CoA pool formation and breakdown
  3. a 1-acyl-sn-glycero-3-phosphate + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphate + CoA

  Catalysed by AGPAT2, GPAT3, GPAT2, LCLAT1 and 9 moreextracellular space, cytosolOne of 2 routes

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 moreextracellular space, cytosol, endoplasmic reticulumOne of 3 routes

• deoxycholoyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 moreextracellular space, cytosolOne of 4 routes

• S-sulfanylglutathioneReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. Sulfide:glutathione,quinone oxidoreductase

  Catalysed by SQORextracellular space, cytosol, mitochondrial matrix

• monodehydro-L-ascorbate radicalReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. arachidonate to 8-peroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate conversion
  3. 8-peroxy-(5Z,9E,11Z,14Z)... to 5,9-cyclo-6,8-cycloperoxy-12... conversion

  No catalyst recordedextracellular space, cytosol

• dopamineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of dopamine (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• 1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. long-chain-fatty-acid-CoA ligase (linoleate)
  3. (9Z,12Z)-octadecadienoyl-CoA + a 1-acyl-sn-glycero-3-phosphocholine = 1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moreextracellular space, cytosol

• glycolithocholate 3-sulfateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• a 2,3-dehydroacyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
  3. a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2

  Catalysed by PTGS1, PTGS2, ACAD10extracellular space

• estrone 3-sulfateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of estrone 3-sulfate (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 2 routes

• prostaglandin E2Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of prostaglandin E2 (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 7 routes

• (2E)-tetradecenoyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. trans-tetradec-2-enoyl-CoA reductase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• decanoyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 7 moreextracellular space, cytosolOne of 9 routes