1-acylglycerone 3-phosphate

Three steps

• (R)-methylmalonyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. (S)-methylmalonyl-CoA hydrolase

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 6 morecytosol, mitochondrial matrix

• 3'-dephospho-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrix, lysosomeOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 6 morecytosol, mitochondrial matrixOne of 3 routes

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 8 morecytosol, mitochondrial matrix, peroxisomeOne of 2 routes

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (gamma-linolenate)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 8 routes

• (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate

  Catalysed by AGPS, SLC27A2, ACSL4, ACSL3 and 8 moreperoxisome, extracellular space

• butanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Butanoate:CoA ligase (AMP-forming)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 12 morecytosol, mitochondrial matrixOne of 9 routes

• dodecanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (lauric acid)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 12 routes

• glutaryl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Production of Glutaryl Carnitine

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrixOne of 2 routes

• eicosanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (eicosanoate)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 18 routes

• itaconyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrixOne of 2 routes

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 18 routes

• tetradecanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (myristic acid)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 15 routes

• octanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Octanoyl-CoA:L-carnitine O-octanoyltransferase

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrixOne of 20 routes

• (9Z)-octadecenoyl-CoAReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate

  Catalysed by AGPS, SLC27A2, ACSL3, ACSL1 and 5 moreperoxisome, extracellular space

• phytanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. phytanate-CoA ligase

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 6 morecytosol, mitochondrial matrixOne of 5 routes

• octadecanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (stearate)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 13 morecytosol, mitochondrial matrixOne of 21 routes

• prostaglandin H2Reach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. prostaglandin-endoperoxide synthase (arachidonate)

  Catalysed by AGPS, PTGS1, PTGS2peroxisome, extracellular space, cytosolOne of 3 routes

• (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate

  Catalysed by AGPS, ALOX5, ALOX15, ALOX12peroxisome, extracellular space

• (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

  Catalysed by AGPS, ALOX15B, ALOX15, ALOX12peroxisome, extracellular space

• (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate

  Catalysed by AGPS, ALOX5peroxisome, extracellular space

• leukotriene A4Reach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = leukotriene A4 + H2O

  Catalysed by AGPS, ALOX5peroxisome, extracellular space

• (13S)-hydroperoxy-(9Z,11E)-octadecadienoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. Linoleate:oxygen 13-oxidoreductase

  Catalysed by AGPS, ALOX15B, ALOX15peroxisome, extracellular space, cytosol

• (R)-2-hydroxyoctadecanoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. octadecanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (R)-2-hydroxyoctadecanoate + 2 Fe(III)-[cytochrome b5] + H2O

  Catalysed by AGPS, FA2Hperoxisome, extracellular space

• sn-glycerol 3-phosphateReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. 1-acylglycerol-3-phosphate pool formation and breakdown
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + H2O = sn-glycerol 3-phosphate + hexadecanoate + H(+)

  Catalysed by AKR1A1, LYPLA2, PNPLA7, PNPLA6cytosol

• sphing-4-enineReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 10 morecytosol, mitochondrial matrix, Golgi apparatusOne of 2 routes

• sphinganineReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. N-acylsphingosine amidohydrolase
  3. an N-acylsphinganine + H2O = sphinganine + a fatty acid

  Catalysed by AGPS, ASAH1, ACER2, ACER1 and 2 moreperoxisome, cytosol

• spermidineReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. diamine N-acetyltransferase (N1-acetylspermidine)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 8 morecytosol, mitochondrial matrixOne of 3 routes

• L-methionineReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. N-acetylglutamate synthase (N-acetylmethionine)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrix

• L-alanineReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 6 morecytosol, mitochondrial matrix

• L-asparagineReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrix

• L,L-cystathionineReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 7 morecytosol, mitochondrial matrix

• 1-hexadecanoylglycerone 3-phosphateReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. 1-acylglycerol-3-phosphate pool formation and breakdown
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + NADP(+) = 1-hexadecanoylglycerone 3-phosphate + NADPH + H(+)

  Catalysed by AKR1A1, DHRS7Bcytosol

• an acyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 10 morecytosol, mitochondrial matrix, Golgi apparatusOne of 3 routes

• (3Z)-dodecenoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrixOne of 3 routes

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 8 morecytosol, mitochondrial matrix, endoplasmic reticulumOne of 3 routes

• deoxycholoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 8 morecytosol, mitochondrial matrixOne of 4 routes

• N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycineReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine

  Catalysed by AGPS, FAAH, PM20D1peroxisome, extracellular space

• (9S)-hydroperoxy-(10E,12Z)-octadecadienoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. linoleate:oxygen 9-oxidoreductase

  Catalysed by AGPSperoxisome, extracellular space, cytosol

• decanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 12 morecytosol, mitochondrial matrixOne of 7 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. Carnitine O-Palmitoyltransferase

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 9 morecytosol, mitochondrial matrixOne of 6 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 16 routes

• 3-hydroxyisovaleryl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. (3-Hydroxyisovalerylcoa->3-Hydroxyisovalerylcarnitine)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 8 morecytosol, mitochondrial matrix

• CHEBI:63544Reach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (adrenic acid)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 9 routes

• 18-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. alkylglycerone phosphate synthase (acylglycerone-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. cytochrome P450 (arachidonate)

  Catalysed by AGPS, CYP4F8peroxisome, extracellular space, endoplasmic reticulumOne of 2 routes

• 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphateReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. 1-acylglycerol-3-phosphate pool formation and breakdown
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA

  Catalysed by AKR1A1, AGPAT2, GPAT3, LCLAT1 and 6 morecytosol

• hexacosanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (cerotic acid)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 8 routes

• tetracosanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (lignocerate)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 16 routes

• docosanoyl-CoAReach from here →
  1. aldo-keto reductase (1-acylglycerol-3P pool)
  2. acyl-CoA:1-acyl-sn-glycerol-3-phosphate 2-O-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (behenic acid)

  Catalysed by AKR1A1, AGPAT2, LCLAT1, MBOAT1 and 14 morecytosol, mitochondrial matrixOne of 13 routes