sphingosine 1-phosphate

Three steps

• CHEBI:15519Reach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. propanoyl-CoA C-acyltransferase

  Catalysed by SGPL1, ACAA1, SCP2, MYO5Bendoplasmic reticulum, cytosol, peroxisomeOne of 2 routes

• oleoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. Transport of octadecenoyl-CoA into Mitochondrial Matrix

  Catalysed by SGPL1, CPT1A, CPT1C, CPT1Bendoplasmic reticulum, cytosolOne of 11 routes

• phenylacetyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. Phenylacetate:CoA ligase

  Catalysed by SGPL1endoplasmic reticulum, cytosolOne of 3 routes

• propionyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Utilized Transport
  3. Active Transport

  Catalysed by SGPL1endoplasmic reticulum, cytosol, mitochondrial matrixOne of 45 routes

• CHEBI:15650Reach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. N-acetyl-LTE4 to leukotriene E4 conversion

  Catalysed by SGPL1, ZDHHC11B, NAA10, ESCO2 and 29 moreendoplasmic reticulum, cytosolOne of 2 routes

• CHEBI:15727Reach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. N-alpha-acetyltransferase 10, NatA catalytic subunit (acetylcarnosine)

  Catalysed by SGPL1, NAA10endoplasmic reticulum, cytosol

• CHEBI:15746Reach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. diamine N-acetyltransferase (N1-acetylspermine)

  Catalysed by SGPL1, SAT1, SAT2endoplasmic reticulum, cytosolOne of 2 routes

• phosphatidylethanolamineReach from here →
  1. sphingosine-1-phosphate palmitaldehyde-lyase (phosphoethanolamine-forming)
  2. CTP:ethanolamine-phosphate cytidylyltransferase
  3. CDPethanolamine:1,2-diacylglycerol ethanolaminephosphotransferase

  Catalysed by SGPL1, PCYT2, SELENOI, CEPT1cytosol

• cholesterolReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 10 morecytosolOne of 9 routes

• hexadecan-1-olReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Palmitate:CoA ligase (AMP-forming)
  3. formate dehydrogenase (palmitoyl-CoA)

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 7 moreendoplasmic reticulum, cytosol, peroxisome

• CHEBI:16132Reach from here →
  1. sphingosine-1-phosphate palmitaldehyde-lyase (phosphoethanolamine-forming)
  2. ethanolamine-phosphate phosphate-lyase (deaminating
  3. deoxyribose-phosphate aldolase

  Catalysed by SGPL1, ETNPPL, DERAcytosol

• 11-cis-retinyl hexadecanoateReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Palmitate:CoA ligase (AMP-forming)
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 10 moreendoplasmic reticulum, cytosol

• 11-cis-retinolReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. Palmitoyl-CoA:retinol O-acyltransferase

  Catalysed by SGPL1, DGAT1, LRAT, AWAT1 and 2 moreendoplasmic reticulum, cytosol

• oxaloacetateReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. ATP citrate lyase (citrate)

  Catalysed by SGPL1, ACLYendoplasmic reticulum, cytosol

• CHEBI:16566Reach from here →
  1. sphingosine-1-phosphate palmitaldehyde-lyase (phosphoethanolamine-forming)
  2. Sphinganine-1-phosphate pamlmitaldehyde-lyase
  3. 3-sn-phosphatidate phosphohydrolase

  Catalysed by SGPL1, PLPP1, PLPP3, PLPP2cytosolOne of 2 routes

• sn-glycerol 3-phosphocholineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)
  3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + sn-glycerol 3-phosphocholine

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 4 morecytosol

• octadecanalReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. octadecanal + NAD(+) + H2O = octadecanoate + NADH + 2 H(+)

  Catalysed by SGPL1, ALDH3A2endoplasmic reticulum, cytosol

• anilineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. Acetyl-CoA:arylamine N-acetyltransferase

  Catalysed by SGPL1, NAT2, NAT1endoplasmic reticulum, cytosol

• CHEBI:17312Reach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. N1,N12-diacetylspermine to N1-acetylspermine conversion

  Catalysed by SGPL1endoplasmic reticulum, cytosolOne of 2 routes

• linoleic acidReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SGPL1endoplasmic reticulum, cytosol, extracellular spaceOne of 14 routes

• 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. sphingosine-1-phosphate palmitaldehyde-lyase (phosphoethanolamine-forming)
  2. CTP:ethanolamine-phosphate cytidylyltransferase
  3. ethanolaminephosphotransferase (1-alkenyl-2-acylglycerol)

  Catalysed by SGPL1, PCYT2, SELENOI, CEPT1cytosol

• O-hexadecanoyl-(R)-carnitineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Palmitate:CoA ligase (AMP-forming)
  3. palmitoyl-CoA:L-carnitine O-palmitoyltransferase

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 7 moreendoplasmic reticulum, cytosol, peroxisomeOne of 14 routes

• L-cysteineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. N-acetylglutamate synthase (N-acetyl-L-cysteine)

  Catalysed by SGPL1, NAGSendoplasmic reticulum, cytosol, mitochondrial matrix

• a sphingomyelinReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. ceramide:phosphatidylcholine cholinephosphotransferase

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 10 morecytosol, Golgi apparatusOne of 8 routes

• (7Z,10Z,13Z)-hexadecatrienoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial

  Catalysed by SGPL1, HADHA, ACADVL, HADHBendoplasmic reticulum, cytosol, mitochondrial matrix

• a 1,2-diacyl-sn-glycerolReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. ceramide:phosphatidylcholine cholinephosphotransferase

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 10 morecytosol, Golgi apparatusOne of 6 routes

• CHEBI:17927Reach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. N1,N8-diacetylspermidine to N1-acetylspermidine conversion

  Catalysed by SGPL1endoplasmic reticulum, cytosol

• O-octanoyl-(R)-carnitineReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Utilized Transport
  3. solute carrier (L-carnitine)

  Catalysed by SGPL1, SLC25A20endoplasmic reticulum, cytosol, mitochondrial matrixOne of 7 routes

• dodecanoateReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine
  3. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 6 morecytosolOne of 14 routes

• D-glucosyl-N-acylsphingosineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. UDP-glucose:N-acylsphingosine D-glucosyltransferase

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 9 morecytosolOne of 2 routes

• a beta-D-galactosyl-(1<->1')-N-acylsphing-4-enineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. an N-acylsphing-4-enine + UDP-alpha-D-galactose = a beta-D-galactosyl-(1<->1')-N-acylsphing-4-enine + UDP + H(+)

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 9 morecytosolOne of 2 routes

• a beta-D-xylosyl-(1<->1')-N-acylsphing-4-enineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. a beta-D-xylosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-xyloside + an N-acylsphing-4-enine

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 10 morecytosolOne of 2 routes

• beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
  3. N-(9Z-octadecenoyl)-sphing-4-enine + UDP-alpha-D-xylose = beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enine + UDP + H(+)

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 8 morecytosol

• a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
  3. an N-acylsphing-4-enine + UDP-alpha-D-glucose = a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + UDP + H(+)

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 9 morecytosolOne of 2 routes

• (5Z)-dodecenoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)

  Catalysed by SGPL1, HADHA, ACAA2, HADHBendoplasmic reticulum, cytosol, mitochondrial matrixOne of 2 routes

• (11Z)-docosenoyl-CoA(4-)Reach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 5 moreendoplasmic reticulum, cytosolOne of 5 routes

• (7Z)-tetradecenoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)

  Catalysed by SGPL1, SLC27A2, ACSL4, ACSL3 and 5 moreendoplasmic reticulum, cytosolOne of 8 routes

• (4Z,7Z,10Z,13Z)-hexadecatetraenoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. Fatty Acid Beta Oxidation (C18:4->C16:4), Mitochondrial

  Catalysed by SGPL1, HADHA, ACADVL, HADHBendoplasmic reticulum, cytosol, mitochondrial matrixOne of 3 routes

• (7Z,10Z)-hexadecadienoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. Fatty Acid Beta Oxidation Trans (C18:2->C16:2), Mitochondrial

  Catalysed by SGPL1, HADHA, ACADVL, HADHBendoplasmic reticulum, cytosol, mitochondrial matrix

• (4Z,7Z)-decadienoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. Fatty Acid Beta Oxidation (C12:3->C10:2), Mitochondrial

  Catalysed by SGPL1, ECHS1, ACAA2, HADHendoplasmic reticulum, cytosol, mitochondrial matrixOne of 2 routes

• (5Z)-octenoyl-CoAReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. Fatty Acid Beta Oxidation (C10:2->C8:1), Mitochondrial

  Catalysed by SGPL1, ECHS1, ACAA2, HADHendoplasmic reticulum, cytosol, mitochondrial matrixOne of 2 routes

• docosanoateReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SGPL1endoplasmic reticulum, cytosol, extracellular spaceOne of 12 routes

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamineReach from here →
  1. sphingosine-1-phosphate palmitaldehyde-lyase (phosphoethanolamine-forming)
  2. Phosphoethanolamine phosphohydrolase
  3. fatty acylamide amidohydrolase

  Catalysed by SGPL1, PHOSPHO1, FAAHcytosol

• alpha-linolenic acidReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SGPL1endoplasmic reticulum, cytosol, extracellular spaceOne of 13 routes

• CHEBI:27540Reach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by SGPL1, ACSM4, ACSM1, ACSM2A and 3 moreendoplasmic reticulum, cytosolOne of 6 routes

• elaidic acidReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
  3. H2O[g] + N-(9Z-octadecenoyl)-sphing-4-enine[g] = elaidate[g] + sphingosine[g]

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 7 morecytosol, Golgi apparatusOne of 18 routes

• alpha-D-galactoseReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. UDP-alpha-D-galactose:sphingosine 1-beta-galactosyltransferase
  3. galactosylceramidase (psychosine)

  Catalysed by PLPP1, PLPP3, PLPP2, SGPP2 and 3 morecytosol, lysosome

• all-cis-docosa-4,7,10,13,16,19-hexaenoic acidReach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. (10Z)-heptadecenoic acid formation
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SGPL1endoplasmic reticulum, cytosol, extracellular spaceOne of 12 routes

• 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. 3-sn-phosphatidate phosphohydrolase
  2. 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)
  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 PLPP1, PLPP3, PLPP2, SGPP2 and 4 morecytosolOne of 3 routes

• CHEBI:28701Reach from here →
  1. sphingosine-1-phosphate lyase (sphingosine-1-phosphate)
  2. Fas180
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by SGPL1, ACAA1, SCP2, MYO5Bendoplasmic reticulum, cytosol, peroxisomeOne of 7 routes