fatty acid

Three steps

• leukotriene A5Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate
  3. (5S)-hydroperoxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate = leukotriene A5 + H2O

  Catalysed by ALOX5extracellular space

• CHEBI:27540Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. medium-chain acyl-CoA ligase (hexanoic acid)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 7 moreextracellular space, cytosolOne of 6 routes

• 5(S)-HETEReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. Arachidonate:oxygen 5-oxidoreductase
  3. Glutathione: 5-HPETE oxidoreductase

  Catalysed by ALOX5, GPX5, GPX1, GPX2 and 6 moreextracellular space, cytosolOne of 4 routes

• hexacosan-1-olReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. hexacosanoyl-CoA + 2 NADPH + 2 H(+) = hexacosan-1-ol + 2 NADP(+) + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moreextracellular space, cytosol

• CHEBI:28666Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of LTD4 (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 4 routes

• CHEBI:28701Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. Propanoyl-CoA:acetyl-CoA C-acyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 moreextracellular space, cytosol, peroxisomeOne of 7 routes

• chlorine(.)Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. Utilized Transport
  3. Carnitine Transport by Atb0

  Catalysed by SLC6A14extracellular space, endoplasmic reticulum, cytosol

• glycocholateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. solute carrier organic anion transporter (glycocholate)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• cholateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. solute carrier organic anion transporter (cholate)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• (9Z,12Z)-octadecadienoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. long-chain-fatty-acid-CoA ligase (linoleate)
  3. (9Z,12Z)-octadecadienoyl-CoA + H2O = (9Z,12Z)-octadecadienoate + CoA + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 moreextracellular space, cytosol

• docosan-1-olReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. docosanoyl-CoA + 2 NADPH + 2 H(+) = docosan-1-ol + 2 NADP(+) + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moreextracellular space, cytosol

• octadecan-1-olReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. octadecanoyl-CoA + 2 NADPH + 2 H(+) = octadecan-1-ol + 2 NADP(+) + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 moreextracellular space, cytosol

• nonanoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. Linoleate:oxygen 13-oxidoreductase
  3. 13(S)-HPODE hydrolysis

  Catalysed by ALOX15B, ALOX15extracellular space, cytosol

• 1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLC27A2, ACSL3, ACSL1, ACSBG2 and 5 moreextracellular space

• serotoninReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of serotonin (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• a fatty aldehydeReach from here →
  1. N-acylsphingosine amidohydrolase
  2. an N-acylsphinganine + H2O = sphinganine + a fatty acid
  3. a fatty aldehyde + NAD(+) + H2O = a fatty acid + NADH + 2 H(+)

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 morecytosol

• chenodeoxycholateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. solute carrier organic anion transporter (chenodiol)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes

• taurocholateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. solute carrier organic anion transporter (S-glutathionyl-2-4-dinitrobenzene)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• cholesteryl hexadecanoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. Palmitate:CoA ligase (AMP-forming)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 moreextracellular space, cytosol, endoplasmic reticulum

• a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-alkyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by LPCAT4, LPCAT3, LPCAT2, LPCAT1extracellular space, cytosol

• glycolithocholic acidReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of glycolithocholate (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• cholesteryl (9Z,12Z)-octadecadienoateReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. long-chain-fatty-acid-CoA ligase (linoleate)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 moreextracellular space, cytosol, endoplasmic reticulumOne of 2 routes

• cholesteryl (9Z-octadecenoate)Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. long-chain-fatty-acid-CoA ligase (oleate)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 moreextracellular space, cytosol, endoplasmic reticulumOne of 2 routes

• a 1,3-diacylglycerolReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. acyl-CoA pool formation and breakdown
  3. a 1-acylglycerol + an acyl-CoA = a 1,3-diacylglycerol + CoA

  Catalysed by MOGAT2, MOGAT1extracellular space, cytosol

• a 1,2-diacylglycerolReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. acyl-CoA pool formation and breakdown
  3. a 2-acylglycerol + an acyl-CoA = a 1,2-diacylglycerol + CoA

  Catalysed by MOGAT2, MOGAT3, LPGAT1, TMEM68 and 1 moreextracellular space, cytosolOne of 2 routes

• gamma-Glu-AlaReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate and GSH (cytosol to extracellular)
  3. gamma-glutamyltransferase (alanine)

  Catalysed by GGT1, GGT5, GGTLC2, GGT6 and 2 moreextracellular space, cytosol

• taurineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 1 moreextracellular space, cytosolOne of 2 routes

• 1,2-di-(9Z-octadecenoyl)-glycerolReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 1-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-glycerol + CoA

  Catalysed by SLC27A2, ACSL3, ACSL1, ACSBG2 and 10 moreextracellular spaceOne of 3 routes

• 1,2-di-(9Z-octadecenoyl)-sn-glycerolReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
  3. 2-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycerol + CoA

  Catalysed by SLC27A2, ACSL3, ACSL1, ACSBG2 and 7 moreextracellular spaceOne of 2 routes

• N-(2-hydroxytetracosanoyl)-sphinganineReach from here →
  1. N-acylsphingosine amidohydrolase
  2. an N-acylsphinganine + H2O = sphinganine + a fatty acid
  3. 2-hydroxytetracosanoyl-CoA + sphinganine = N-(2-hydroxytetracosanoyl)-sphinganine + CoA + H(+)

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 3 morecytosol

• N-tetracosanoylsphinganineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. long-chain-fatty-acid-CoA ligase (lignocerate)
  3. tetracosanoyl-CoA + sphinganine = N-tetracosanoylsphinganine + CoA + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 moreextracellular space, cytosolOne of 2 routes

• N-hexacosanoylsphinganineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. hexacosanoyl-CoA + sphinganine = N-hexacosanoylsphinganine + CoA + H(+)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 moreextracellular space, cytosolOne of 2 routes

• 3,3',5-triiodo-L-thyronineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)

  Catalysed by SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes

• 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
  3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 moreextracellular space

• malonaldehydeReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. prostaglandin-endoperoxide synthase (arachidonate)
  3. thromboxane A synthase (12(S)-HHT)

  Catalysed by PTGS1, PTGS2, TBXAS1extracellular space, cytosolOne of 2 routes

• a 1,2-diacyl-sn-glycero-3-phospho-L-serineReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. acyl-CoA pool formation and breakdown
  3. a 1-acyl-sn-glycero-3-phospho-L-serine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by LPCAT4, LPCAT3, MBOAT1extracellular space, cytosol

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

  Catalysed by FAAH, PM20D1extracellular spaceOne of 11 routes

• (R)-methylmalonyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 moreextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. (S)-methylmalonyl-CoA hydrolase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 1 moreextracellular space, cytosol, mitochondrial matrix

• 3'-dephospho-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 moreextracellular space, cytosol, lysosomeOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 1 moreextracellular space, cytosol, mitochondrial matrixOne of 8 routes

• 3-oxohexadecanoyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + malonyl-CoA + H(+) = 3-oxohexadecanoyl-CoA + CO2 + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 moreextracellular space, cytosol

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 3 moreextracellular space, cytosol, peroxisomeOne of 2 routes

• butanoyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. Utilized Transport
  3. transport of butyryl-CoA and L-carnitine (cytosol to mitochondria)

  Catalysed by SLC33A1, ESCO2, OXSMextracellular space, endoplasmic reticulum, cytosol, mitochondrial matrixOne of 11 routes

• glutaryl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. Production of Glutaryl Carnitine

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 moreextracellular space, cytosolOne of 2 routes

• hexadecanoyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. long-chain-fatty-acid-CoA ligase (palmitolate)
  3. hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 moreextracellular space, cytosolOne of 2 routes

• itaconyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• octanoyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. Octanoyl-CoA:L-carnitine O-octanoyltransferase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 2 moreextracellular space, cytosol, mitochondrial matrixOne of 29 routes

• phytanoyl-CoAReach from here →
  1. (10Z)-heptadecenoic acid formation
  2. (9E)-octadecenoyl-CoA hydrolase
  3. phytanate-CoA ligase

  Catalysed by ACOT7, BAAT, THEM4, ACOT1 and 1 moreextracellular space, cytosolOne of 5 routes

• prostaglandin E1Reach from here →
  1. (10Z)-heptadecenoic acid formation
  2. transport of arachidonate (cytosol to extracellular)
  3. transport of prostaglandin E1 (cytosol to extracellular)

  Catalysed by SLCO1B1extracellular space, cytosolOne of 4 routes