O-hexadecanoyl-(R)-carnitine

Three steps

• prostaglandin G2Reach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Utilized Transport
  3. Arachidonate:oxygen oxidoreductase

  Catalysed by CPT2, CPT1A, PTGS1, PTGS2peroxisome, endoplasmic reticulum, cytosolOne of 2 routes

• cholesteryl octadecanoateReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. fatty-acyl-CoA synthase (N-C18:0CoA)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by CPT2, CPT1A, SOAT2, SOAT1peroxisome, cytosol, endoplasmic reticulumOne of 2 routes

• N-octadecanoylhexadecasphinganineReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. fatty-acyl-CoA synthase (N-C18:0CoA)
  3. hexadecasphinganine + octadecanoyl-CoA = N-octadecanoylhexadecasphinganine + CoA + H(+)

  Catalysed by CPT2, CPT1A, CERS1, CERS4peroxisome, cytosol

• 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. glycerol-3-phosphate 1-O-acyltransferase (palmitoyl-CoA)
  3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphate = 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by CPT2, CPT1A, GPAT3, GPAT2 and 3 moreperoxisome, cytosol

• 1,2-dihexadecanoyl-sn-glycerolReach from here →
  1. (R)-carnitine + hexadecanoyl-CoA = O-hexadecanoyl-(R)-carnitine + CoA
  2. 1-hexadecanoyl-sn-glycero-3-phosphate + hexadecanoyl-CoA = 1,2-dihexadecanoyl-sn-glycero-3-phosphate + CoA
  3. 1,2-dihexadecanoyl-sn-glycero-3-phosphate + H2O = 1,2-dihexadecanoyl-sn-glycerol + phosphate

  Catalysed by CPT2, CPT1A, CPT1B, AGPAT2 and 5 moreOne of 3 routes

• 17beta-estradiol 17-O-(beta-D-glucuronate)Reach from here →
  1. (R)-carnitine + hexadecanoyl-CoA = O-hexadecanoyl-(R)-carnitine + CoA
  2. glutarate(in) + (R)-carnitine(out) = glutarate(out) + (R)-carnitine(in)
  3. 17beta-estradiol 17-O-(beta-D-glucuronate)(out) + glutarate(in) = 17beta-estradiol 17-O-(beta-D-glucuronate)(in) + glutarate(out)

  Catalysed by CPT2, CPT1A, CPT1B, SLC22A8 and 1 moreinner side of the membrane, outer side of the membraneOne of 2 routes

• (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CPT2, CPT1A, CYP2C9peroxisome, endoplasmic reticulum, cytosol

• a 1-acyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. fatty-acyl-CoA synthase (N-C18:0CoA)
  3. a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + octadecanoyl-CoA = a 1-acyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

  Catalysed by CPT2, CPT1A, LCLAT1peroxisome, cytosol

• 14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Utilized Transport
  3. unspecific monooxygenase (arachidonate)

  Catalysed by CPT2, CPT1A, CYP1A1, CYP1A2 and 25 moreperoxisome, endoplasmic reticulum, cytosolOne of 4 routes

• 8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Utilized Transport
  3. unspecific monooxygenase (arachidonate)

  Catalysed by CPT2, CPT1A, CYP1A1, CYP1A2 and 24 moreperoxisome, endoplasmic reticulum, cytosolOne of 3 routes

• cholesteryl (9Z)-hexadecenoateReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. palmitoyl-CoA desaturase (N-C16:0CoA -> N-C16:1CoA)
  3. (9Z)-hexadecenoyl-CoA + cholesterol = cholesteryl (9Z)-hexadecenoate + CoA

  Catalysed by CPT2, CPT1A, SCD, SOAT1peroxisome, cytosol

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserineReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Utilized Transport
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoserine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

  Catalysed by CPT2, CPT1A, ABHD16Aperoxisome, endoplasmic reticulum, cytosol

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Utilized Transport
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

  Catalysed by CPT2, CPT1A, ABHD16Aperoxisome, endoplasmic reticulum, cytosol

• 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Utilized Transport
  3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)

  Catalysed by CPT2, CPT1A, ABHD16Aperoxisome, endoplasmic reticulum, cytosol

• (5Z)-tetradecenoyl-CoAReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Carnitine O-Palmitoyltransferase
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

  Catalysed by CPT2, CPT1A, CPT1C, CPT1B and 8 moreperoxisome, cytosolOne of 11 routes

• beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enineReach from here →
  1. (R)-carnitine + hexadecanoyl-CoA = O-hexadecanoyl-(R)-carnitine + CoA
  2. sphing-4-enine + hexadecanoyl-CoA = N-hexadecanoylsphing-4-enine + CoA + H(+)
  3. beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine

  Catalysed by CPT2, CPT1A, CPT1B, CERS6 and 4 more

• (3E)-decenoyl-CoAReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Carnitine O-Palmitoyltransferase
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by CPT2, CPT1A, CPT1C, CPT1B and 4 moreperoxisome, cytosol, mitochondrial matrix

• 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. fatty-acyl-CoA synthase (N-C18:0CoA)
  3. 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by CPT2, CPT1A, LPGAT1peroxisome, cytosol

• 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. fatty-acyl-CoA synthase (N-C18:0CoA)
  3. 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + CoA

  Catalysed by CPT2, CPT1A, LPGAT1peroxisome, cytosol

• N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. (R)-carnitine + hexadecanoyl-CoA = O-hexadecanoyl-(R)-carnitine + CoA
  2. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by CPT2, CPT1A, CPT1B, LPGAT1 and 1 more

• N-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
  1. (R)-carnitine + hexadecanoyl-CoA = O-hexadecanoyl-(R)-carnitine + CoA
  2. 1-octadecanoyl-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA
  3. 1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 2-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)

  Catalysed by CPT2, CPT1A, CPT1B, LPCAT3 and 2 more

• N-tetradecanoylglycineReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Fatty Acid Beta Oxidation (C16->C14), Mitochondrial
  3. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)

  Catalysed by CPT2, CPT1A, HADHA, ACADVL and 2 moreperoxisome, mitochondrial matrix

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Carnitine O-Palmitoyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by CPT2, CPT1A, CPT1C, CPT1B and 3 moreperoxisome, cytosol, mitochondrial matrix

• an N(2)-acyl-L-glutamineReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)

  Catalysed by CPT2, CPT1A, GLYATL1B, GLYATL1peroxisome, cytosol

• (2E,7Z)-hexadecadienoyl-CoAReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. stearoyl-CoA 9-desaturase (palmitoyl-CoA)
  3. medium-chain acyl-CoA dehydrogenase (7-hexadecenoyl-CoA)

  Catalysed by CPT2, CPT1A, SCD, SCD5 and 4 moreperoxisome, cytosol, mitochondrial matrixOne of 4 routes

• tricosanoyl-CoAReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Carnitine O-Palmitoyltransferase
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by CPT2, CPT1A, CPT1C, CPT1B and 8 moreperoxisome, cytosolOne of 5 routes

• a 3-oxoacyl-CoAReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. acyl-CoA pool formation and breakdown
  3. an acyl-CoA + acetyl-CoA = a 3-oxoacyl-CoA + CoA

  Catalysed by CPT2, CPT1A, ACAA1, SCP2 and 2 moreperoxisome, cytosol

• (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by CPT2, CPT1A, CYP4F8peroxisome, endoplasmic reticulum, cytosol

• 15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = 15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

  Catalysed by CPT2, CPT1A, ALOX15Bperoxisome, endoplasmic reticulum, cytosol

• 5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. palmitoyl-CoA:L-carnitine O-palmitoyltransferase
  2. Utilized Transport
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = 5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by CPT2, CPT1A, ALOX15Bperoxisome, endoplasmic reticulum, cytosol