ethanol

Three steps

• 3'-iodothyronamineReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. choline + A = betaine aldehyde + AH2
  3. 3'-iodothyronamine + iodide + A + H(+) = 3',5'-diiodothyronamine + AH2

  Catalysed by PLD1, CHDH, DIO1, DIO2One of 2 routes

• 3,3'-diiodothyronamineReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. choline + A = betaine aldehyde + AH2
  3. 3,3'-diiodothyronamine + iodide + A + H(+) = 3,3',5'-triiodothyronamine + AH2

  Catalysed by PLD1, CHDH, DIO1, DIO2One of 2 routes

• 3',5'-diiodothyronamineReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. choline + A = betaine aldehyde + AH2
  3. 3',5'-diiodothyronamine + iodide + A + H(+) = 3,3',5'-triiodothyronamine + AH2

  Catalysed by PLD1, CHDH, DIO3

• 3,3',5'-triiodothyronamineReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. choline + A = betaine aldehyde + AH2
  3. 3,3',5'-triiodothyronamine + iodide + A + H(+) = 3,3',5,5'-tetraiodothyronamine + AH2

  Catalysed by PLD1, CHDH, DIO3

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

  Catalysed by PLD1, CHAT, HADHA, ACADVL and 1 morecytosol, mitochondrial matrixOne of 3 routes

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

  Catalysed by PLD1, CHAT, HADHA, ACADVL and 1 morecytosol, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

  Catalysed by PLD1, CHAT, ECHS1, ACAA2 and 1 morecytosol, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

  Catalysed by PLD1, CHAT, ECHS1, ACAA2 and 1 morecytosol, mitochondrial matrixOne of 2 routes

• CHEBI:240943Reach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. transport of chloride and choline (cytosol to extracellular)
  3. 2-Methylbutyrylglycine Transport, Extracellular

  Catalysed by PLD1, SLC5A7, SLC6A5extracellular space, cytosolOne of 2 routes

• hypochlorous acidReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. transport of chloride and choline (cytosol to extracellular)
  3. Peroxidase

  Catalysed by PLD1, SLC5A7, LPOextracellular space, cytosolOne of 4 routes

• potassium atomReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. transport of chloride and choline (cytosol to extracellular)
  3. transport of chloride (cytosol to extracellular)

  Catalysed by PLD1, SLC5A7, SLC12A2, SLC12A1extracellular space, cytosolOne of 2 routes

• CHEBI:27540Reach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by PLD1, CHAT, ACSM4, ACSM1 and 4 morecytosolOne of 6 routes

• elaidic acidReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (elaidate)

  Catalysed by PLD1, CHAT, SLC27A2, ACSL4 and 6 morecytosolOne of 5 routes

• CHEBI:28701Reach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by PLD1, CHAT, ACAA1, SCP2 and 1 morecytosol, peroxisomeOne of 7 routes

• 17alpha-hydroxypregnenoloneReach from here →
  1. ethanol:NAD+ oxidoreductase
  2. Acetaldehyde:NAD+ oxidoreductase
  3. cytochrome P450 (17alpha-hydroxypregnenolone)

  Catalysed by ADH1B, ADH1C, ADH1A, ADH4 and 8 morecytosol, endoplasmic reticulum

• CHEBI:29052Reach from here →
  1. ethanol:NAD+ oxidoreductase
  2. deoxyribose-phosphate aldolase
  3. deoxyribose-phosphate aldolase

  Catalysed by ADH1B, ADH1C, ADH1A, ADH4 and 4 morecytosol

• a carboxylateReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. an acylcholine + H2O = a carboxylate + choline + H(+)
  3. an acylcholine + H2O = a carboxylate + choline + H(+)

  Catalysed by PLD1, BCHE

• hydrogenselenideReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. choline + A = betaine aldehyde + AH2
  3. L-selenocysteine + AH2 = hydrogenselenide + L-alanine + A + H(+)

  Catalysed by PLD1, CHDH, SCLY

• formic acidReach from here →
  1. ethanol:NAD+ oxidoreductase
  2. Acetaldehyde:NAD+ oxidoreductase
  3. transport of acetate and formate (cytosol to extracellular)

  Catalysed by ADH1B, ADH1C, ADH1A, ADH4 and 10 morecytosol, extracellular spaceOne of 4 routes

• propionic acidReach from here →
  1. ethanol:NAD+ oxidoreductase
  2. Acetaldehyde:NAD+ oxidoreductase
  3. transport of acetate and propanoate (cytosol to extracellular)

  Catalysed by ADH1B, ADH1C, ADH1A, ADH4 and 11 morecytosol, extracellular spaceOne of 2 routes

• butyric acidReach from here →
  1. ethanol:NAD+ oxidoreductase
  2. Acetaldehyde:NAD+ oxidoreductase
  3. transport of acetate and butyrate (cytosol to extracellular)

  Catalysed by ADH1B, ADH1C, ADH1A, ADH4 and 11 morecytosol, extracellular spaceOne of 2 routes

• malonic acidReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. transport of chloride and choline (cytosol to extracellular)
  3. Malonate Transport, Antiport with Chloride

  Catalysed by PLD1, SLC5A7extracellular space, cytosolOne of 2 routes

• (S)-lactic acidReach from here →
  1. ethanol:NAD+ oxidoreductase
  2. Acetaldehyde:NAD+ oxidoreductase
  3. transport of acetate and L-lactate (cytosol to extracellular)

  Catalysed by ADH1B, ADH1C, ADH1A, ADH4 and 13 morecytosol, extracellular spaceOne of 2 routes

• 25-hydroxycholesterolReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. choline + A = betaine aldehyde + AH2
  3. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O

  Catalysed by PLD1, CHDH, CH25H

• N-(acetyl)-sphing-4-enineReach from here →
  1. ethanol:NAD+ oxidoreductase
  2. Acetaldehyde:NAD+ oxidoreductase
  3. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate

  Catalysed by ADH1B, ADH1C, ADH1A, ADH4 and 8 morecytosol

• taurineReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by PLD1, CHAT, BAATcytosolOne of 4 routes

• all-trans-13,14-dihydroretinolReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. choline + A = betaine aldehyde + AH2
  3. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2

  Catalysed by PLD1, CHDH, RETSAT

• 3,3',5-triiodo-L-thyronineReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. choline + A = betaine aldehyde + AH2
  3. 3,3',5-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2

  Catalysed by PLD1, CHDH, DIO1, DIO2

• 2-deoxy-alpha-D-ribose 1-phosphateReach from here →
  1. ethanol:NAD+ oxidoreductase
  2. 2-deoxy-D-ribose 5-phosphate = D-glyceraldehyde 3-phosphate + acetaldehyde
  3. 2-deoxy-alpha-D-ribose 1-phosphate = 2-deoxy-D-ribose 5-phosphate

  Catalysed by ADH1B, ADH1C, ADH1A, ADH4 and 5 morecytosol

• 3,3',5'-triiodo-L-thyronineReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. choline + A = betaine aldehyde + AH2
  3. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2

  Catalysed by PLD1, CHDH, DIO1, DIO3

• glycineReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. glycine N-acyltransferase (N-arachidonoylglycine)

  Catalysed by PLD1, CHAT, GLYAT, GLYATL2 and 1 morecytosol, mitochondrial matrixOne of 13 routes

• (R)-methylmalonyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by PLD1, CHAT, ALDH6A1cytosol, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. (S)-methylmalonyl-CoA hydrolase

  Catalysed by PLD1, CHATcytosol, mitochondrial matrix

• 3'-dephospho-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by PLD1, CHAT, ACP2cytosol, lysosomeOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by PLD1, CHATcytosol, mitochondrial matrixOne of 3 routes

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by PLD1, CHAT, ACAA1, MYO5Bcytosol, peroxisomeOne of 2 routes

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (gamma-linolenate)

  Catalysed by PLD1, CHAT, SLC27A2, ACSL4 and 6 morecytosolOne of 7 routes

• butanoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Butanoate:CoA ligase (AMP-forming)

  Catalysed by PLD1, CHAT, ACSM4, ACSM1 and 4 morecytosolOne of 9 routes

• dodecanoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (lauric acid)

  Catalysed by PLD1, CHAT, SLC27A2, ACSL4 and 6 morecytosolOne of 9 routes

• glutaryl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Production of Glutaryl Carnitine

  Catalysed by PLD1, CHAT, CPT1A, CPT1C and 1 morecytosolOne of 2 routes

• eicosanoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (eicosanoate)

  Catalysed by PLD1, CHAT, SLC27A2, ACSL4 and 6 morecytosolOne of 12 routes

• itaconyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by PLD1, CHAT, SUCLG1, SUCLG2 and 1 morecytosol, mitochondrial matrixOne of 2 routes

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)

  Catalysed by PLD1, CHAT, SLC27A2, ACSL4 and 6 morecytosolOne of 13 routes

• tetradecanoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (myristic acid)

  Catalysed by PLD1, CHAT, SLC27A2, ACSL4 and 6 morecytosolOne of 11 routes

• octanoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. Octanoyl-CoA:L-carnitine O-octanoyltransferase

  Catalysed by PLD1, CHAT, CROTcytosol, mitochondrial matrixOne of 20 routes

• phytanoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. phytanate-CoA ligase

  Catalysed by PLD1, CHATcytosolOne of 5 routes

• octadecanoyl-CoAReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. Acetyl-CoA:choline O-acetyltransferase
  3. long-chain-fatty-acid-CoA ligase (stearate)

  Catalysed by PLD1, CHAT, SLC27A2, ACSL4 and 5 morecytosolOne of 15 routes

• prostaglandin H2Reach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. choline + A = betaine aldehyde + AH2
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O

  Catalysed by PLD1, CHDH, PTGS1, PTGS2One of 2 routes

• (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
  1. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
  2. choline + A = betaine aldehyde + AH2
  3. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O

  Catalysed by PLD1, CHDH, TBXAS1, PTGS2 and 1 more

• N-acetyl-D-glucosamine 6-phosphateReach from here →
  1. ethanol:NAD+ oxidoreductase
  2. Acetaldehyde:NAD+ oxidoreductase
  3. N-acetyl-D-glucosamine 6-phosphate + H2O = D-glucosamine 6-phosphate + acetate

  Catalysed by ADH1B, ADH1C, ADH1A, ADH4 and 8 morecytosol