17alpha-hydroxypregnenolone

Three steps

• phosphoenolpyruvic acidReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. pyruvate kinase (dTDP)

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 4 morecytosol, extracellular space

• 13-cis-retinalReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and retinoate (cytosol to extracellular)
  3. retinal dehydrogenase (13-cis-retinal)

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A7 and 2 morecytosol, extracellular space, endoplasmic reticulum

• N-acetyl-beta-neuraminic acidReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. N-Acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming)

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular space

• L-ornithineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N2-Acetyl-L-ornithine amidohydrolase
  3. N2-Acetyl-L-ornithine amidohydrolase

  Catalysed by CYP17A1, ACY1cytosol

• 2-deoxy-alpha-D-ribose 1-phosphateReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  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 CYP17A1, DERA, PGM2cytosol

• a 3-acylpyruvateReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. a 3-acylpyruvate + H2O = a carboxylate + pyruvate + H(+)

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular space

• acetoacetyl-CoAReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and acetoacetate (cytosol to extracellular)
  3. acetoacetate + ATP + CoA = acetoacetyl-CoA + AMP + diphosphate

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A6 and 3 morecytosol, extracellular spaceOne of 2 routes

• butanoyl-CoAReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and butyrate (cytosol to extracellular)
  3. Butanoate:CoA ligase (AMP-forming)

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A7 and 7 morecytosol, extracellular spaceOne of 2 routes

• ethanolamineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. phosphoethanolamine + H2O = acetaldehyde + NH4(+) + phosphate
  3. phosphoethanolamine + H2O = ethanolamine + phosphate

  Catalysed by CYP17A1, ETNPPL, ALPL, PHOSPHO1cytosol

• 2-oxo-3-sulfanylpropanoateReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. 2-oxo-3-sulfanylpropanoate + [thioredoxin]-dithiol = [thioredoxin]-disulfide + hydrogen sulfide + pyruvate + H(+)

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular space

• 2-methyl-3-oxopropanoateReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. (R)-3-amino-2-methylpropanoate + pyruvate = 2-methyl-3-oxopropanoate + L-alanine

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular space

• sphing-4-enineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate

  Catalysed by CYP17A1, ASAH1cytosol

• N-acetyl-alpha-D-glucosamine 1-phosphateReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-acetyl-D-glucosamine 6-phosphate + H2O = D-glucosamine 6-phosphate + acetate
  3. N-acetyl-alpha-D-glucosamine 1-phosphate = N-acetyl-D-glucosamine 6-phosphate

  Catalysed by CYP17A1, AMDHD2, PGM3cytosol

• spermidineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N(8)-acetylspermidine + H2O = spermidine + acetate
  3. N8-acetylspermidine to spermidine conversion

  Catalysed by CYP17A1, HDAC10cytosolOne of 2 routes

• L-methionineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. N(1)-methylguanosine(37) in tRNA(Phe) + pyruvate + S-adenosyl-L-methionine = 4-demethylwyosine(37) in tRNA(Phe) + 5'-deoxyadenosine + L-methionine + CO2 + H2O

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 4 morecytosol, extracellular space

• a 2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 2-acyl-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol

• CDP-ethanolamineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. phosphoethanolamine + H2O = acetaldehyde + NH4(+) + phosphate
  3. phosphoethanolamine + CTP + H(+) = CDP-ethanolamine + diphosphate

  Catalysed by CYP17A1, ETNPPL, PCYT2cytosolOne of 2 routes

• L-alanineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular space, mitochondrial matrixOne of 18 routes

• a 1-acyl-sn-glycero-3-phosphocholineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol

• cadaverineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-acetylcadaverine + H2O = cadaverine + acetate
  3. N-acetylcadaverine + H2O = cadaverine + acetate

  Catalysed by CYP17A1, HDAC10cytosol

• (3S)-citramalyl-CoAReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. (3S)-citramalyl-CoA = pyruvate + acetyl-CoA

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular space

• an S-substituted L-cysteineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. an N-acetyl-L-cysteine-S-conjugate + H2O = an S-substituted L-cysteine + acetate
  3. an N-acetyl-L-cysteine-S-conjugate + H2O = an S-substituted L-cysteine + acetate

  Catalysed by CYP17A1, ACY3cytosol

• D-glucosamine 6-phosphateReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-acetyl-D-glucosamine 6-phosphate + H2O = D-glucosamine 6-phosphate + acetate
  3. D-glucosamine 6-phosphate + acetyl-CoA = N-acetyl-D-glucosamine 6-phosphate + CoA + H(+)

  Catalysed by CYP17A1, AMDHD2, GNPNAT1cytosolOne of 2 routes

• 5-amino-2-oxopentanoateReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. L-ornithine + pyruvate = 5-amino-2-oxopentanoate + L-alanine

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular space

• D-glyceraldehyde 3-phosphateReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. 2-deoxy-D-ribose 5-phosphate = D-glyceraldehyde 3-phosphate + acetaldehyde
  3. 2-deoxy-D-ribose 5-phosphate = D-glyceraldehyde 3-phosphate + acetaldehyde

  Catalysed by CYP17A1, DERAcytosol

• (4R)-4-hydroxy-2-oxoglutarateReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. (4R)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular space

• a 1-acyl-sn-glycero-3-phospho-L-serineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. a 1,2-diacyl-sn-glycero-3-phospho-L-serine + N-(acetyl)-sphing-4-enine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phospho-L-serine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol

• a 1-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphoethanolamine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol

• 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) + N-(acetyl)-sphing-4-enine = 1-O-acyl-N-(acetyl)-sphing-4-enine + 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol)

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol

• a 2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 2-acyl-sn-glycero-3-phosphoethanolamine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol

• a 2-acyl-sn-glycero-3-phospho-L-serineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. a 1,2-diacyl-sn-glycero-3-phospho-L-serine + N-(acetyl)-sphing-4-enine = a 2-acyl-sn-glycero-3-phospho-L-serine + 1-O-acyl-N-(acetyl)-sphing-4-enine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol

• 2-acetamido-2-deoxy-D-glucopyranose 1-phosphateReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-acetyl-D-glucosamine 6-phosphate + H2O = D-glucosamine 6-phosphate + acetate
  3. phosphoglucomutase (N-acetylglucosamine-6-phosphate)

  Catalysed by CYP17A1, AMDHD2, PGM3cytosol

• (4S)-4-hydroxy-2-oxoglutarateReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. (4S)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 3 morecytosol, extracellular space

• 1-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + N-(acetyl)-sphing-4-enine = 1-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol

• 1-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 4 routes

• 1-hexadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 3 routes

• 1-octadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-octadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 3 routes

• 4-acetamidobutanalReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-acetylputrescine + H2O = putrescine + acetate
  3. N-Acetylputrescine:oxygen oxidoreductase(deaminating)(flavin-containing)

  Catalysed by CYP17A1, HDAC10, AOC2, AOC1 and 3 morecytosolOne of 2 routes

• 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 8 routes

• 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-hexadecanoyl-N-(acetyl)-sphing-4-enine + 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 2 routes

• 1-octadecanoyl-N-(acetyl)-sphing-4-enineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-octadecanoyl-N-(acetyl)-sphing-4-enine + 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 5 routes

• 2-octadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-(9Z)-octadecenoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 2-octadecanoyl-sn-glycero-3-phosphocholine + 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol

• 1-hexadecanoyl-N-(acetyl)-sphing-4-enineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-hexadecanoyl-N-(acetyl)-sphing-4-enine + 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 9 routes

• 2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 2-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol

• 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-hexadecanoyl-N-(acetyl)-sphing-4-enine + 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 2 routes

• 1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 3 routes

• 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol

• 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol

• 1-(9Z,12Z-octadecadienoyl)-N-acetylsphing-4-enineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z,12Z-octadecadienoyl)-N-acetylsphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 3 routes

• 1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-N-(acetyl)-sphing-4-enineReach from here →
  1. cytochrome P450 (17alpha-hydroxypregnenolone)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, ASAH1, PLA2G15cytosol