1-hexadecanoyl-sn-glycero-3-phosphate

Three steps

• 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)
  2. sn-glycerol 3-phosphate + H2O = glycerol + phosphate
  3. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + glycerol = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + 1-octadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by LYPLA2, PNPLA7, PNPLA6, PGP and 1 more

• 1,3-dihexadecanoyl-2-(9Z-octadecenoyl)glycerolReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H2O = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + phosphate
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + hexadecanoyl-CoA = 1,3-dihexadecanoyl-2-(9Z-octadecenoyl)glycerol + CoA

  Catalysed by AGPAT2, GPAT3, LCLAT1, MBOAT2 and 8 moreOne of 2 routes

• 1-(9Z-octadecenoyl)-sn-glycerolReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)
  2. sn-glycerol 3-phosphate + (9Z)-octadecenoyl-CoA = 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  3. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H2O = 1-(9Z-octadecenoyl)-sn-glycerol + phosphate

  Catalysed by LYPLA2, PNPLA7, PNPLA6, GPAT3 and 8 more

• 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerolReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = 1-hexadecanoyl-sn-glycerol + phosphate
  2. 1-hexadecanoyl-sn-glycerol + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine = 1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerol + (9Z-octadecenoyl)-sn-glycero-3-phosphocholine
  3. 1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol + 9-hydroxy-octadecanoate = 1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerol + 9-(9Z-octadecenoyloxy)-octadecanoate

  Catalysed by EPHX2, PLA2G15, PNPLA2

• 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-hexadecanoyl-sn-glycero-3-phospho]-glycerolReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)
  2. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  3. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + hexadecanoyl-CoA = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-hexadecanoyl-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by LYPLA2, PNPLA7, PNPLA6, SLC27A2 and 11 more

• hexadecanedioateReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)
  2. hexadecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 16-hydroxyhexadecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
  3. Fatty Acid Omega Oxidation (W-Ohc16->C16Dc)

  Catalysed by LYPLA2, PNPLA7, PNPLA6, CYP4A11 and 4 morecytosol

• dodecanedioyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Activation of dodecanedioic acid

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 5 morecytosol, mitochondrial matrixOne of 4 routes

• decanedioyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Production of Sebacoylcarnitine

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 8 morecytosol, mitochondrial matrixOne of 4 routes

• octanedioyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Production of Suberylcarnitine

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 8 morecytosol, mitochondrial matrixOne of 4 routes

• hexanedioyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Activation of adipic acid for Formation of Adipoyl Carnitine

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 5 morecytosol, mitochondrial matrixOne of 4 routes

• (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 13 morecytosol, mitochondrial matrixOne of 7 routes

• (11Z,14Z)-eicosadienoyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 13 morecytosol, mitochondrial matrixOne of 5 routes

• (R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Production of 3-Hydroxyoctadecenoylcarnitinec

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 8 morecytosol, mitochondrial matrix

• (13Z)-eicosenoyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 13 morecytosol, mitochondrial matrixOne of 5 routes

• 4,8-dimethylnonanoyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 7 morecytosol, mitochondrial matrix, peroxisomeOne of 3 routes

• tetradecanedioyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 9 morecytosol, mitochondrial matrix, peroxisome

• hexadecanedioyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Production of Hexadecanedioylcarnitine

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 8 morecytosol, mitochondrial matrixOne of 2 routes

• 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. 1-acylglycerol-3-phosphate pool formation and breakdown
  3. 1-octadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by AGPAT3cytosol

• 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphateReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. 1-acylglycerol-3-phosphate pool formation and breakdown
  3. 1-octadecanoyl-sn-glycero-3-phosphate + (9Z,12Z)-octadecadienoyl-CoA = 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by AGPAT4cytosol

• 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. 1-acylglycerol-3-phosphate pool formation and breakdown
  3. 1-octadecanoyl-sn-glycero-3-phosphate + (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by AGPAT4cytosol

• pristanoyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. fatty-acid-CoA ligase

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 6 morecytosol, mitochondrial matrixOne of 2 routes

• 1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)
  2. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA = 1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by LYPLA2, PNPLA7, PNPLA6, SLC27A2 and 11 more

• 1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)
  2. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by LYPLA2, PNPLA7, PNPLA6, SLC27A2 and 11 more

• 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)
  2. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  3. a 2-acyl-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA = 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamine + CoA

  Catalysed by LYPLA2, PNPLA7, PNPLA6, SLC27A2 and 11 more

• undecanoyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. medium-chain acyl-CoA ligase (undecylic acid)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 11 morecytosol, mitochondrial matrixOne of 3 routes

• N-(9Z-octadecenoyl)-sphing-4-enineReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H2O = 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoate + H(+)
  3. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate

  Catalysed by AGPAT2, GPAT3, LCLAT1, MBOAT2 and 11 more

• 18-hydroxy-(9Z)-octadecenoateReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H2O = 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoate + H(+)
  3. (9Z)-octadecenoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-(9Z)-octadecenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by AGPAT2, GPAT3, LCLAT1, MBOAT2 and 8 more

• 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
  2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H2O = 1-hexadecanoyl-sn-glycero-3-phosphate + (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 AGPAT2, GPAT3, LCLAT1, MBOAT2 and 7 more

• N-hexadecanoylhexadecasphinganineReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)
  2. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  3. hexadecasphinganine + hexadecanoyl-CoA = N-hexadecanoylhexadecasphinganine + CoA + H(+)

  Catalysed by LYPLA2, PNPLA7, PNPLA6, SLC27A2 and 12 more

• 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho]-glycerolReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)
  2. hexadecanoate + ATP + CoA = hexadecanoyl-CoA + AMP + diphosphate
  3. 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol + hexadecanoyl-CoA = 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho]-glycerol + CoA

  Catalysed by LYPLA2, PNPLA7, PNPLA6, SLC27A2 and 11 more

• (5Z)-tetradecenoyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (physeteric acid)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 13 morecytosol, mitochondrial matrixOne of 8 routes

• beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enineReach from here →
  1. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)
  2. N-hexadecanoylsphing-4-enine + H2O = sphing-4-enine + hexadecanoate
  3. beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine

  Catalysed by LYPLA2, PNPLA7, PNPLA6, NAAA and 4 more

• (3E)-decenoyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 9 morecytosol, mitochondrial matrix

• (2R,6)-dimethylheptanoyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 8 morecytosol, mitochondrial matrix

• (7Z)-hexadecenoyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 13 morecytosol, mitochondrial matrixOne of 8 routes

• tricosanoyl-CoAReach from here →
  1. 1-acylglycerol-3P-LD-TG1 pool (liver tissue) formation
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)

  Catalysed by AGPAT2, LCLAT1, MBOAT1, MBOAT2 and 13 morecytosol, mitochondrial matrixOne of 4 routes