O-eicosanoyl-(R)-carnitine

Three steps

• CHEBI:15650Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. N-acetyl-LTE4 to leukotriene E4 conversion

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 32 morecytosolOne of 2 routes

• CHEBI:15727Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. N-alpha-acetyltransferase 10, NatA catalytic subunit (acetylcarnosine)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 1 morecytosol

• CHEBI:15746Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. diamine N-acetyltransferase (N1-acetylspermine)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 2 morecytosolOne of 2 routes

• 1-acylglycerone 3-phosphateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:glycerone-phosphate O-acyltransferase

  Catalysed by CPT2, GNPATcytosol

• phosphatidylethanolamineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-acyl-sn-glycero-3-phosphoethanolamine O-acyltransferase

  Catalysed by CPT2, LPCAT4, LPCAT3, LPCAT2 and 2 morecytosol

• 1,2-diacyl-sn-glycero-3-phosphocholine(1+)Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by CPT2, LPCAT4, LPCAT3, LPCAT2 and 1 morecytosol

• 11-cis-retinolReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 5 morecytosol

• phosphatidic acidReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase

  Catalysed by CPT2, AGPAT2, LCLAT1, MBOAT1 and 6 morecytosol, mitochondrial matrixOne of 7 routes

• oxaloacetateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. ATP citrate lyase (citrate)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 1 morecytosol

• 1-acyl-sn-glycerol 3-phosphateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. acyl-CoA:sn-glycerol-3-phosphate 1-O-acyltransferase

  Catalysed by CPT2, GPAT3, GPAT2, GPAT4 and 1 morecytosol, mitochondrial matrix

• a cholesterol esterReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + cholesterol = a cholesterol ester + CoA

  Catalysed by CPT2, SOAT2, SOAT1cytosol

• itaconateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. itaconate + glutaryl-CoA = itaconyl-CoA + glutarate

  Catalysed by CPT2, SLC22A8, SUGCTinner side of the membrane, outer side of the membrane

• N-octadecanoyl-heptadecasphing-4-enineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. heptadecasphing-4-enine + octadecanoyl-CoA = N-octadecanoyl-heptadecasphing-4-enine + CoA + H(+)

  Catalysed by CPT2, ACADM, ACADS, CERS1mitochondrial matrix

• anilineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Acetyl-CoA:arylamine N-acetyltransferase

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 2 morecytosol

• CHEBI:17312Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. N1,N12-diacetylspermine to N1-acetylspermine conversion

  Catalysed by CPT2, BAAT, ACOT6, ACOT1cytosolOne of 2 routes

• 3-hydroxy-3-methylglutarateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. 3-hydroxy-3-methylglutarate + glutaryl-CoA = (3S)-3-hydroxy-3-methylglutaryl-CoA + glutarate

  Catalysed by CPT2, SLC22A8, SUGCTinner side of the membrane, outer side of the membrane

• 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-alkenylglycerophosphoethanolamine O-acyltransferase

  Catalysed by CPT2, LPCAT4, LPCAT3, LPCAT2 and 1 morecytosol

• L-cysteineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 1 morecytosol, mitochondrial matrix

• (7Z,10Z,13Z)-hexadecatrienoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosol, mitochondrial matrix

• CHEBI:17724Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. glycine betaine(out) + (R)-carnitine(in) = glycine betaine(in) + (R)-carnitine(out)
  3. Trimethylaminoacetate:L-homosysteine S-methyltransferase

  Catalysed by CPT2, SLC22A5, BHMT, BHMT2inner side of the membrane, outer side of the membrane, cytosol

• urateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. urate(in) + glutarate(out) = urate(out) + glutarate(in)

  Catalysed by CPT2, SLC22A8inner side of the membrane, outer side of the membraneOne of 2 routes

• a 1,2-diacyl-sn-glycerolReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. a 2-acylglycerol + an acyl-CoA = a 1,2-diacyl-sn-glycerol + CoA

  Catalysed by CPT2, MOGAT2, AWAT2, MOGAT1cytosol

• a triacylglycerolReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase

  Catalysed by CPT2, DGAT1, MOGAT2, MOGAT3 and 2 morecytosol

• CHEBI:17927Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. N1,N8-diacetylspermidine to N1-acetylspermidine conversion

  Catalysed by CPT2, BAAT, ACOT6, ACOT1cytosol

• 1-octadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. a 2-acyl-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-octadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by CPT2, ACADM, ACADS, LPGAT1mitochondrial matrix

• 5alpha-androstane-3alpha,17beta-diol 3-O-(beta-D-glucuronate)Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. 5alpha-androstane-3alpha,17beta-diol 3-O-(beta-D-glucuronate)(out) + glutarate(in) = 5alpha-androstane-3alpha,17beta-diol 3-O-(beta-D-glucuronate)(in) + glutarate(out)

  Catalysed by CPT2, SLC22A8, SLC22A24inner side of the membrane, outer side of the membraneOne of 2 routes

• (5Z)-dodecenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosol, mitochondrial matrixOne of 2 routes

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 6 routes

• (7Z)-tetradecenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 9 routes

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosol, mitochondrial matrixOne of 3 routes

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosol, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosol, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosol, mitochondrial matrixOne of 2 routes

• octadecanoateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. Stearoyl-CoA hydrolase

  Catalysed by CPT2, ACADM, ACADS, ACOT7 and 4 moremitochondrial matrix, cytosolOne of 4 routes

• CHEBI:27540Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 6 morecytosolOne of 6 routes

• elaidic acidReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. long-chain-fatty-acid-CoA ligase (elaidate)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 8 morecytosolOne of 7 routes

• CHEBI:28701Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosol, peroxisomeOne of 7 routes

• chlorine(.)Reach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. glycine betaine(out) + (R)-carnitine(in) = glycine betaine(in) + (R)-carnitine(out)
  3. transport of betaine and chloride (cytosol to extracellular)

  Catalysed by CPT2, SLC22A5, SLC6A12inner side of the membrane, outer side of the membrane, extracellular space, cytosolOne of 3 routes

• glycocholateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)

  Catalysed by CPT2, SLC22A8, SLC22A24inner side of the membrane, outer side of the membraneOne of 2 routes

• adipic acidReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. hexanedioate + glutaryl-CoA = hexanedioyl-CoA + glutarate

  Catalysed by CPT2, SLC22A8, SUGCTinner side of the membrane, outer side of the membrane

• an N-acylsphinganineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. sphingosine N-acyltransferase (sphinganine)

  Catalysed by CPT2, CERS1, CERS6, CERS3 and 3 morecytosol

• octadecan-1-olReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Beta Oxidation of Long Chain Fatty Acid
  3. octadecanoyl-CoA + 2 NADPH + 2 H(+) = octadecan-1-ol + 2 NADP(+) + CoA

  Catalysed by CPT2, ACADM, ACADS, FAR1 and 1 moremitochondrial matrix

• fatty acidReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by CPT2, BAAT, ACOT6, ACOT1cytosolOne of 4 routes

• taurocholateReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. taurocholate(out) + glutarate(in) = taurocholate(in) + glutarate(out)

  Catalysed by CPT2, SLC22A8, SLC22A24inner side of the membrane, outer side of the membraneOne of 2 routes

• a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-alkyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by CPT2, LPCAT4, LPCAT3, LPCAT2 and 1 morecytosol

• a 1,3-diacylglycerolReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. a 1-acylglycerol + an acyl-CoA = a 1,3-diacylglycerol + CoA

  Catalysed by CPT2, MOGAT2, MOGAT1cytosol

• a 1,2-diacylglycerolReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. a 2-acylglycerol + an acyl-CoA = a 1,2-diacylglycerol + CoA

  Catalysed by CPT2, MOGAT2, MOGAT3, LPGAT1 and 2 morecytosolOne of 2 routes

• taurineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1cytosolOne of 2 routes

• a 1,2-diacyl-sn-glycero-3-phospho-L-serineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. acyl-CoA pool formation and breakdown
  3. a 1-acyl-sn-glycero-3-phospho-L-serine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by CPT2, LPCAT4, LPCAT3, MBOAT1cytosol

• glycineReach from here →
  1. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
  2. Eicosanoyl-CoA hydrolase
  3. glycine N-acyltransferase (N-arachidonoylglycine)

  Catalysed by CPT2, BAAT, ACOT6, ACOT1 and 3 morecytosol, mitochondrial matrixOne of 10 routes