3-oxosphinganine

Three steps

• a 1,2-diacyl-sn-glycerolReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. an N-acylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = an N-acylsphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 5 morecytosolOne of 4 routes

• CHEBI:17927Reach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. N1,N8-diacetylspermidine to N1-acetylspermidine conversion

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 3 morecytosol

• (5Z)-dodecenoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 6 morecytosol, mitochondrial matrixOne of 2 routes

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 11 morecytosolOne of 5 routes

• (7Z)-tetradecenoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 11 morecytosolOne of 8 routes

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 6 morecytosol, mitochondrial matrixOne of 3 routes

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 6 morecytosol, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 6 morecytosol, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 6 morecytosol, mitochondrial matrixOne of 2 routes

• octadecanoateReach from here →
  1. sphinganine + NADP(+) = 3-oxosphinganine + NADPH + H(+)
  2. sphinganine + octadecanoyl-CoA = N-(octadecanoyl)-sphinganine + CoA + H(+)
  3. N-(octadecanoyl)-sphinganine + H2O = sphinganine + octadecanoate

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 4 more

• CHEBI:27540Reach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 9 morecytosolOne of 6 routes

• elaidic acidReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (elaidate)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 11 morecytosolOne of 6 routes

• CHEBI:28701Reach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 6 morecytosol, peroxisomeOne of 7 routes

• a fatty acidReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. an N-acylsphinganine + H2O = sphinganine + a fatty acid

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 6 morecytosol

• (9Z)-octadecenoateReach from here →
  1. sphinganine + NADP(+) = 3-oxosphinganine + NADPH + H(+)
  2. sphinganine + (9Z)-octadecenoyl-CoA = N-(9Z-octadecenoyl)-sphinganine + CoA + H(+)
  3. H2O[r] + N-(9Z-octadecenoyl)-sphinganine[r] = oleate[r] + sphinganine[r]

  Catalysed by KDSR, CERS5, CERS2, ACER3endoplasmic reticulumOne of 2 routes

• an N-acyl-(4R)-4-hydroxysphinganineReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. dihydroceramide,ferrocytochrome b5:oxygen oxidoreductase (C4-hydroxylating)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 5 morecytosolOne of 2 routes

• fatty acidReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. N-acylsphingosine amidohydrolase

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 8 morecytosol

• taurineReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 4 morecytosolOne of 2 routes

• an N-acylsphing-4-enineReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. delta 4-desaturase, sphingolipid (dihydroceramide pool)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 5 morecytosolOne of 5 routes

• glycineReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. glycine N-acyltransferase (N-arachidonoylglycine)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 6 morecytosol, mitochondrial matrixOne of 10 routes

• (R)-methylmalonyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 4 morecytosol, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. (S)-methylmalonyl-CoA hydrolase

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 3 morecytosol, mitochondrial matrix

• 3'-dephospho-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 4 morecytosol, lysosomeOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 3 morecytosol, mitochondrial matrixOne of 3 routes

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 5 morecytosol, peroxisomeOne of 2 routes

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (gamma-linolenate)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 11 morecytosolOne of 7 routes

• butanoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Butanoate:CoA ligase (AMP-forming)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 9 morecytosolOne of 9 routes

• dodecanoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (lauric acid)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 11 morecytosolOne of 9 routes

• glutaryl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Production of Glutaryl Carnitine

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 6 morecytosolOne of 2 routes

• eicosanoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (eicosanoate)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 11 morecytosolOne of 12 routes

• itaconyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 6 morecytosol, mitochondrial matrixOne of 2 routes

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 11 morecytosolOne of 13 routes

• tetradecanoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (myristic acid)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 11 morecytosolOne of 11 routes

• octanoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Octanoyl-CoA:L-carnitine O-octanoyltransferase

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 4 morecytosol, mitochondrial matrixOne of 20 routes

• phytanoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. phytanate-CoA ligase

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 3 morecytosolOne of 5 routes

• octadecanoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (stearate)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 10 morecytosolOne of 15 routes

• sphing-4-enineReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 7 morecytosol, Golgi apparatusOne of 2 routes

• spermidineReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. diamine N-acetyltransferase (N1-acetylspermidine)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 5 morecytosolOne of 3 routes

• L-methionineReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. N-acetylglutamate synthase (N-acetylmethionine)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 4 morecytosol, mitochondrial matrix

• L-alanineReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. amino-acid N-acetyltransferase (N-acetyl-L-alanine)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 3 morecytosol, mitochondrial matrix

• L-asparagineReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. N-acetylglutamate synthase (N-acetyl-L-asparagine)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 4 morecytosol, mitochondrial matrix

• L,L-cystathionineReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. N-acetylglutamate synthase (N-acetyl-L-cystathionine)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 4 morecytosol, mitochondrial matrix

• phosphoethanolamineReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. ATP:sphinganine 1-phosphotransferase
  3. sphinganine 1-phosphate = hexadecanal + phosphoethanolamine

  Catalysed by KDSR, DBP, SPHK2, SPHK1 and 1 morecytosol

• an acyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. acyl-CoA:sphingosine N-acyltransferase

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 7 morecytosol, Golgi apparatusOne of 2 routes

• (3Z)-dodecenoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-5-enoyl-CoA)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 6 morecytosol, mitochondrial matrixOne of 3 routes

• (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoate:CoA ligase (AMP-forming)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 5 morecytosol, endoplasmic reticulumOne of 3 routes

• deoxycholoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. cholate-CoA ligase (3alpha,12alpha-dihydroxy-5beta-cholanate)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 5 morecytosolOne of 4 routes

• decanoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. medium-chain acyl-CoA ligase (decanoic acid)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 9 morecytosolOne of 7 routes

• (2E)-hexadecenoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. Carnitine O-Palmitoyltransferase

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 6 morecytosolOne of 4 routes

• (9Z)-hexadecenoyl-CoAReach from here →
  1. Sphinganine:NADP+ 3-oxidoreductase
  2. sphingosine N-acyltransferase (sphinganine)
  3. long-chain-fatty-acid-CoA ligase (palmitolate)

  Catalysed by KDSR, CERS1, CERS6, CERS3 and 11 morecytosolOne of 11 routes