(11Z)-octadecenoyl-CoA

Three steps

• L-cystine-bis-glycineReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. L-cystine-bis-glycine + 2 H2O = L-cystine + 2 glycine

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 4 morecytosol, mitochondrial matrix

• an N-hexadecanoyl-sphingoid baseReach from here →
  1. Fatty Acid Beta Oxidation (C18:1->C16:1), Mitochondrial
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. a sphingoid base + hexadecanoyl-CoA = an N-hexadecanoyl-sphingoid base + CoA + H(+)

  Catalysed by HADHA, ACADVL, HADHB, SCD and 3 moremitochondrial matrix

• an N-octadecanoyl-sphingoid baseReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. a sphingoid base + octadecanoyl-CoA = an N-octadecanoyl-sphingoid base + CoA + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, SLC27A2 and 7 morecytosol

• glycyldehydrophenylalanineReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycyldehydrophenylalanine + H2O = 2,3-didehydrophenylalanine + glycine

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix

• 1-O-(1Z-alkenyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. (9Z,12Z)-octadecadienoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine = 1-O-(1Z-alkenyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by FADS2, LPCAT3, MBOAT2, LPCAT1 and 1 morecytosol

• N-hexadecanoyl-sphinga-4E,14Z-dienineReach from here →
  1. Fatty Acid Beta Oxidation (C18:1->C16:1), Mitochondrial
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. sphinga-4E,14Z-dienine + hexadecanoyl-CoA = N-hexadecanoyl-sphinga-4E,14Z-dienine + CoA + H(+)

  Catalysed by HADHA, ACADVL, HADHB, SCD and 3 moremitochondrial matrix

• an N-(fatty acyl)-glycineReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. a fatty acyl-CoA + glycine = an N-(fatty acyl)-glycine + CoA + H(+)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 2 morecytosol, mitochondrial matrix

• cholesteryl (7Z)-octadecenoateReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)
  3. (7Z)-octadecenoyl-CoA + cholesterol = cholesteryl (7Z)-octadecenoate + CoA

  Catalysed by CPT1A, CPT1C, CPT1B, SOAT1cytosol

• acetylcholineReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Acetyl-CoA:choline O-acetyltransferase

  Catalysed by CPT1A, CPT1C, CPT1B, CHATcytosol, nucleusOne of 3 routes

• pyruvateReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by CPT1A, CPT1C, CPT1B, AGXT2cytosol, mitochondrial matrixOne of 20 routes

• CHEBI:15467Reach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. Acetoacetate:CoA ligase (AMP-forming)
  3. 3-hydroxy-3-methylglutaryl-CoA synthase (acetoacetyl-CoA)

  Catalysed by CPT1A, CPT1C, CPT1B, AACS and 1 morecytosolOne of 3 routes

• CHEBI:15570Reach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of D-alanine and glycine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 4 morecytosol, mitochondrial matrix, extracellular spaceOne of 3 routes

• (S)-malateReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. ATP citrate lyase (citrate)
  3. transport of malate and OAA (cytosol to mitochondria)

  Catalysed by CPT1A, CPT1C, CPT1B, ACLYcytosol, mitochondrial matrixOne of 5 routes

• L-leucineReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and leucine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 21 routes

• CHEBI:15611Reach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. S-Adenosyl-L-methionine:glycine N-methyltransferase

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix

• a 1-hexadecanoyl-2-acylglycerolReach from here →
  1. Fatty Acid Beta Oxidation (C18:1->C16:1), Mitochondrial
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. a 2-acylglycerol + hexadecanoyl-CoA = a 1-hexadecanoyl-2-acylglycerol + CoA

  Catalysed by HADHA, ACADVL, HADHB, SCD and 2 moremitochondrial matrix

• an hexadecanoyl-acylglycerolReach from here →
  1. Fatty Acid Beta Oxidation (C18:1->C16:1), Mitochondrial
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. a 1-acylglycerol + hexadecanoyl-CoA = an hexadecanoyl-acylglycerol + CoA

  Catalysed by HADHA, ACADVL, HADHB, SCD and 2 moremitochondrial matrix

• 1-(10Z-heptadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. Fatty Acid Beta Oxidation (C18:1->C16:1), Mitochondrial
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA = 1-(10Z-heptadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by HADHA, ACADVL, HADHB, SCD and 2 moremitochondrial matrix

• CHEBI:15699Reach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and homoserine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 17 routes

• betaine aldehydeReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. Acetyl-CoA:choline O-acetyltransferase
  3. choline dehydrogenase (choline)

  Catalysed by CPT1A, CPT1C, CPT1B, CHAT and 1 morecytosol, nucleusOne of 3 routes

• trimethylenediamineReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. deoxyhypusine synthase (1,3-diaminopropane)

  Catalysed by CPT1A, CPT1C, CPT1B, SAT1 and 2 morecytosolOne of 2 routes

• hexadecanoic acidReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. Carnitine O-Palmitoyltransferase
  3. Utilized Transport

  Catalysed by CPT1A, CPT1C, CPT1Bcytosol, endoplasmic reticulumOne of 4 routes

• 1-acylglycerone 3-phosphateReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:glycerone-phosphate O-acyltransferase

  Catalysed by FADS2, GNPATcytosol

• CHEBI:15971Reach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and histidine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 11 routes

• phosphatidylethanolamineReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-acyl-sn-glycero-3-phosphoethanolamine O-acyltransferase

  Catalysed by FADS2, LPCAT4, LPCAT3, LPCAT2 and 2 morecytosol

• 11-cis-retinalReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. 11-cis-retinol:NAD+ oxidoreductase

  Catalysed by CPT1A, CPT1C, CPT1B, DGAT1 and 11 morecytosolOne of 4 routes

• 1,2-diacyl-sn-glycero-3-phosphocholine(1+)Reach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-acyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by FADS2, LPCAT4, LPCAT3, LPCAT2 and 1 morecytosol

• hexadecan-1-olReach from here →
  1. Fatty Acid Beta Oxidation (C18:1->C16:1), Mitochondrial
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. hexadecanoyl-CoA + 2 NADPH + 2 H(+) = hexadecan-1-ol + 2 NADP(+) + CoA

  Catalysed by HADHA, ACADVL, HADHB, SCD and 3 moremitochondrial matrixOne of 2 routes

• 11-cis-retinyl hexadecanoateReach from here →
  1. Fatty Acid Beta Oxidation (C18:1->C16:1), Mitochondrial
  2. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
  3. 11-cis-retinol + hexadecanoyl-CoA = 11-cis-retinyl hexadecanoate + CoA

  Catalysed by HADHA, ACADVL, HADHB, SCD and 2 moremitochondrial matrixOne of 4 routes

• L-cystineReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. Transport of L-Cystine (L-Alanine antiport) by B0, +At Transporter

  Catalysed by CPT1A, CPT1C, CPT1B, SLC7A9 and 1 morecytosol, mitochondrial matrix, extracellular spaceOne of 5 routes

• (R)-3-aminoisobutyric acidReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by CPT1A, CPT1C, CPT1B, AGXT2cytosol, mitochondrial matrix

• phosphatidic acidReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. acyl-CoA pool formation and breakdown
  3. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase

  Catalysed by FADS2, AGPAT2, LCLAT1, MBOAT1 and 6 morecytosol, mitochondrial matrixOne of 7 routes

• (R)-carnitineReach from here →
  1. Beta Oxidation Fatty Acid
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. O-octanoyl-(R)-carnitine(in) + (R)-carnitine(out) = O-octanoyl-(R)-carnitine(out) + (R)-carnitine(in)

  Catalysed by ACADM, ACADS, CROT, SLC25A20mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes

• L-citrullineReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of citrulline and glycine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 8 routes

• L-valineReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and valine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 20 routes

• L-arginineReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of arginine and glycine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix, extracellular spaceOne of 18 routes

• CHEBI:16523Reach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of D-serine and glycine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 4 morecytosol, mitochondrial matrix, extracellular spaceOne of 2 routes

• protein polypeptide chainReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. PROTEIN_BS

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 2 morecytosol, mitochondrial matrixOne of 5 routes

• CHEBI:16633Reach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. amino-acid N-acetyltransferase (N-acetyl-L-alanine)
  3. L-selenocysteine selenide-lyase (L-alanine-forming)

  Catalysed by CPT1A, CPT1C, CPT1B, SCLYcytosol, mitochondrial matrix

• Met-tRNA(Met)Reach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. L-Methionine:tRNAMet ligase (AMP-forming)

  Catalysed by CPT1A, CPT1C, CPT1B, NAGS and 1 morecytosol, mitochondrial matrix

• 4-methylsulfanyl-2-oxobutanoateReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. N-acetylglutamate synthase (N-acetylmethionine)
  3. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine

  Catalysed by CPT1A, CPT1C, CPT1B, NAGS and 1 morecytosol, mitochondrial matrix

• 2-oxobutanoateReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. N-acetylglutamate synthase (N-acetyl-L-cystathionine)
  3. L-cystathionine cysteine-lyase (deaminating

  Catalysed by CPT1A, CPT1C, CPT1B, NAGS and 1 morecytosol, mitochondrial matrixOne of 2 routes

• CHEBI:16856Reach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. N-acetyl-LTE4 to leukotriene E4 conversion
  3. transport of GSH and leukotriene E4 (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, ZDHHC11B and 32 morecytosol, extracellular spaceOne of 4 routes

• CHEBI:16857Reach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. transport of glycine and threonine (cytosol to extracellular)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 5 morecytosol, mitochondrial matrix, extracellular spaceOne of 19 routes

• pantetheine 4'-phosphateReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. acid phosphatase 2, lysosomal (CoA)
  3. Dephospho-CoA nucleotidohydrolase

  Catalysed by CPT1A, CPT1C, CPT1B, ACP2 and 2 morecytosol, lysosomeOne of 2 routes

• psychosineReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. acyl-CoA:sphingosine N-acyltransferase
  3. UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase

  Catalysed by CPT1A, CPT1C, CPT1B, ASAH1 and 3 morecytosol, Golgi apparatus

• glyoxylic acidReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. glycine N-acyltransferase (N-arachidonoylglycine)
  3. glycine:oxygen oxidoreductase (deaminating)

  Catalysed by CPT1A, CPT1C, CPT1B, GLYAT and 3 morecytosol, mitochondrial matrix, peroxisome

• 1-acyl-sn-glycerol 3-phosphateReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. glycerol-3-phosphate 1-O-acyltransferase (linoleoyl-CoA)
  3. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation

  Catalysed by FADS2, GPAT3, GPAT2, GPAT4 and 1 morecytosolOne of 9 routes

• a cholesterol esterReach from here →
  1. fatty acyl-CoA desaturase (N-C18:1CoA -> N-C18:2CoA)
  2. Acyl-CoA:cholesterol O-acyltransferase
  3. cholesterol-ester plasma pool to cholesterol-ester-10,13,16,19-docosa conversion

  Catalysed by FADS2, SOAT2, SOAT1cytosol, endoplasmic reticulumOne of 4 routes

• taurolithocholateReach from here →
  1. Transport of 11-Octadecenoyl Carnitine into the Mitochondrial Matrix
  2. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
  3. bile acid-CoA:amino acid N-acyltransferase (lithocholate)

  Catalysed by CPT1A, CPT1C, CPT1B, BAATcytosolOne of 2 routes