CHEBI:15650

Three steps

• 1-hexadecanoylglycerone 3-phosphateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. Palmitate:CoA ligase (AMP-forming)
  3. glyceronephosphate O-acyltransferase (DHAP)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 37 morecytosol, peroxisome

• L-tyrosineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. L-tyrosine + glyoxylate = 3-(4-hydroxyphenyl)pyruvate + glycine

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 32 morecytosol, mitochondrial matrix

• N(1)-acetylspermidineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. spermidine + acetyl-CoA = N(1)-acetylspermidine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 30 morecytosol

• N(omega),N(omega)-dimethyl-L-arginineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. N(omega),N(omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + glycine

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 32 morecytosol, mitochondrial matrixOne of 2 routes

• 3-aminopropanalReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. diamine N-acetyltransferase (N1-acetylspermine)
  3. spermidine:oxygen oxidoreductase (spermidine-forming)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol

• trans-4-hydroxy-L-prolineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. trans-4-hydroxy-L-proline(out) + L-alanine(in) + Na(+)(out) = trans-4-hydroxy-L-proline(in) + L-alanine(out) + Na(+)(in)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 29 morecytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• N(8)-acetylspermidineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. N8-acetylspermidine to spermidine conversion

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 30 morecytosolOne of 3 routes

• N(1),N(12)-diacetylspermineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. N1,N12-diacetylspermine to N1-acetylspermine conversion
  3. N1,N12-diacetylspermine to N1-acetylspermine conversion

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 28 morecytosolOne of 2 routes

• (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (EPA)
  3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA hydrolase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 39 morecytosolOne of 2 routes

• S-sulfanyl-L-cysteineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. 2 L-cysteine = S-sulfanyl-L-cysteine + L-alanine

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 30 morecytosol, mitochondrial matrix

• N(tau)-methylhistamineReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of GSH and histamine (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:histamine N-tele-methyltransferase

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, HNMTextracellular space, cytosolOne of 3 routes

• a 1,2-diacyl-sn-glycero-3-phosphateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. a 1-acyl-sn-glycero-3-phosphate + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphate + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 42 morecytosol, Golgi apparatus

• (3S)-citramalyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. Itaconate:CoA ligase (GDP-forming)
  3. (3S)-citramalyl-CoA = itaconyl-CoA + H2O

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 32 morecytosol, mitochondrial matrix

• phosphoenolpyruvateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. ATP citrate lyase (citrate)
  3. oxaloacetate + GTP = phosphoenolpyruvate + GDP + CO2

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol

• L-methionine (S)-S-oxideReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. [thioredoxin]-disulfide + L-methionine + H2O = L-methionine (S)-S-oxide + [thioredoxin]-dithiol

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 30 morecytosol, mitochondrial matrix

• L-methionine (R)-S-oxideReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. [thioredoxin]-disulfide + L-methionine + H2O = L-methionine (R)-S-oxide + [thioredoxin]-dithiol

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 32 morecytosol, mitochondrial matrix

• hyodeoxycholateReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of GSH and 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. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + glycine = N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol, mitochondrial matrixOne of 3 routes

• N-[(R)-4-phosphopantothenoyl]-L-cysteineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. (R)-4'-phosphopantothenate:L-cysteine ligase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 30 morecytosol, mitochondrial matrixOne of 4 routes

• monodehydro-L-ascorbate radicalReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of dopamine and GSH (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

• 1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  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 ZDHHC11B, NAA10, ESCO2, ESCO1 and 36 morecytosol

• L-prolineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. L-proline(out) + L-alanine(in) + Na(+)(out) = L-proline(in) + L-alanine(out) + Na(+)(in)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 29 morecytosol, mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• sphing-4-enine 1-phosphateReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. sphing-4-enine + ATP = sphing-4-enine 1-phosphate + ADP + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 34 morecytosol, Golgi apparatus

• N-benzoylglycineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. Hippurate (Benzoylglycinate) Formation

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 31 morecytosol, mitochondrial matrixOne of 2 routes

• 3-sulfino-L-alanineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. N-acetylglutamate synthase (N-acetyl-L-cysteine)
  3. L-Cysteine:oxygen oxidoreductase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 30 morecytosol, mitochondrial matrixOne of 2 routes

• (2E)-tetradecenoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. trans-tetradec-2-enoyl-CoA reductase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 37 morecytosol, mitochondrial matrixOne of 5 routes

• (2E)-decenoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. medium-chain acyl-CoA ligase (decanoic acid)
  3. trans-dec-2-enoyl-CoA reductase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 35 morecytosol, mitochondrial matrixOne of 8 routes

• (2E)-hexenoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. medium-chain acyl-CoA ligase (hexanoic acid)
  3. trans-hex-2-enoyl-CoA reductase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 35 morecytosol, mitochondrial matrixOne of 3 routes

• a cardiolipinReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + an acyl-CoA = a cardiolipin + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 33 morecytosol, Golgi apparatus

• (2E)-octenoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. trans-oct-2-enoyl-CoA reductase

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 30 morecytosol, mitochondrial matrixOne of 5 routes

• 3-oxotetradecanoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. dodecanoyl-CoA + malonyl-CoA + H(+) = 3-oxotetradecanoyl-CoA + CO2 + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 37 morecytosol

• chenodeoxycholoyl-CoAReach from here →
  1. transport of leukotriene E4 (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 GSH and leukotriene E4 (cytosol to extracellular)
  2. leukotriene C4 synthase (GSH)
  3. leukotriene C4 + H2O = leukotriene D4 + L-glutamate

  Catalysed by SLCO1B1, LTC4S, GGT1, GGT5extracellular space, cytosol

• an all-trans-retinyl esterReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. all-trans-retinol + an acyl-CoA = an all-trans-retinyl ester + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 36 morecytosol, Golgi apparatusOne of 4 routes

• 18-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. cytochrome P450 (arachidonate)

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

• 1-O-hexadecyl-sn-glycero-3-phosphocholineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 33 morecytosol, Golgi apparatus

• a 1,2-diacyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 35 morecytosol, Golgi apparatus

• a triacyl-sn-glycerolReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. an acyl-CoA + a 1,2-diacyl-sn-glycerol = a triacyl-sn-glycerol + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 38 morecytosol, Golgi apparatus

• a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. acyl-CoA:sphingosine N-acyltransferase
  3. 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 33 morecytosol, Golgi apparatus

• 1-octadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositolReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. a 2-acyl-sn-glycero-3-phospho-D-myo-inositol + octadecanoyl-CoA = 1-octadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 35 morecytosol

• 3-oxoeicosasphinganineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. octadecanoyl-CoA + L-serine + H(+) = 3-oxoeicosasphinganine + CO2 + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 38 morecytosol

• 3-oxoeicosanoyl-CoAReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. very-long-chain 3-oxoacyl-CoA synthase (malonyl-CoA)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 42 morecytosolOne of 2 routes

• N-docosanoylsphinganineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. docosanoyl-CoA + sphinganine = N-docosanoylsphinganine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 39 morecytosol

• N-eicosanoylsphinganineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + sphinganine = N-eicosanoylsphinganine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 39 morecytosol

• N-(octadecanoyl)-sphinganineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. sphinganine + octadecanoyl-CoA = N-(octadecanoyl)-sphinganine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 41 morecytosol

• N-(tetradecanoyl)-sphinganineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. sphinganine + tetradecanoyl-CoA = N-(tetradecanoyl)-sphinganine + CoA + H(+)

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 38 morecytosol

• 3-oxohexadecasphinganineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + L-serine + H(+) = 3-oxohexadecasphinganine + CO2 + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 38 morecytosol

• 3-oxotetradecasphinganineReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. dodecanoyl-CoA + L-serine + H(+) = 3-oxotetradecasphinganine + CO2 + CoA

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 38 morecytosol

• Mo-molybdopterinReach from here →
  1. N-acetyl-LTE4 to leukotriene E4 conversion
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by ZDHHC11B, NAA10, ESCO2, ESCO1 and 29 morecytosol, mitochondrial matrix

• (R)-adrenalineReach from here →
  1. transport of GSH and leukotriene E4 (cytosol to extracellular)
  2. transport of GSH and 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