(5Z,8Z,11Z,14Z)-eicosatetraenoate

362,296 routes · scope human · up to 3 steps · built 6 October 2026 · Reactions · API

735 compounds within 3 steps: 59 in 1, 173 in 2, 503 in 3

Three steps

(R)-2-hydroxytetracosanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. tetracosanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (R)-2-hydroxytetracosanoate + 2 Fe(III)-[cytochrome b5] + H2O
Catalysed by FA2Hcytosol, extracellular space
di-(9Z)-octadecenoylglycerolReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
3. 1,2,3-tri-(9Z-octadecenoyl)-glycerol + all-trans-retinol = all-trans-retinyl 9Z-octadecenoate + di-(9Z)-octadecenoylglycerol
Catalysed by PTGS1, PTGS2, RETSAT, PNPLA4 and 1 more
1-octadecanoyl-N-(acetyl)-sphing-4-enineReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. 1-octadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
3. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-octadecanoyl-N-(acetyl)-sphing-4-enine + 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 more
1-hexadecanoyl-N-(acetyl)-sphing-4-enineReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
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 SLC27A2, ACSL4, ACSL3, ACSL1 and 10 moreOne of 2 routes
2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
3. all-trans-retinol + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine = all-trans-retinyl hexadecanoate + 2-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PTGS1, PTGS2, RETSAT, LRAT
2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
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 SLC27A2, ACSL4, ACSL3, ACSL1 and 10 moreOne of 5 routes
1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enineReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
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 SLC27A2, ACSL4, ACSL3, ACSL1 and 10 moreOne of 3 routes
2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + CoA
3. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + N-(acetyl)-sphing-4-enine = 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 moreOne of 3 routes
a 1-O-alkyl-sn-glycero-3-phosphoethanolamineReach from here →
1. fatty acylamide amidohydrolase
2. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + H2O = ethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate
3. a 1-O-alkyl-sn-glycero-3-phosphoethanolamine + H2O = a 1-O-alkyl-sn-glycero-3-phosphate + ethanolamine + H(+)
Catalysed by FAAH, FAAH2, ENPP2cytosol
1-O-alkyl-3-acylglycerolReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. acyl-CoA pool formation and breakdown
3. 1-O-alkylglycerol + an acyl-CoA = 1-O-alkyl-3-acylglycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
docosanedioateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. Fatty Acid Omega Oxidation by Hydroxylases (C22->C22Dc), Endoplasmatic Reticulum
Catalysed by CYP4F2, CYP4F3cytosol, extracellular space, endoplasmic reticulum
dodecanedioyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. Activation of dodecanedioic acid
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 4 routes
decanedioyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. Production of Sebacoylcarnitine
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 12 morecytosolOne of 4 routes
octanedioyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. Production of Suberylcarnitine
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 12 morecytosolOne of 4 routes
hexanedioyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. Activation of adipic acid for Formation of Adipoyl Carnitine
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 4 routes
(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. long-chain-fatty-acid-CoA ligase ((4Z,7Z,10Z,13Z,16Z)-DPA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 10 routes
(11Z,14Z)-eicosadienoyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. long-chain-fatty-acid-CoA ligase ((11Z,14Z)-eicosadienoic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 8 routes
(R)-3-hydroxy-(11Z)-octadecenoyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. Production of 3-Hydroxyoctadecenoylcarnitinec
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 12 morecytosol
(13Z)-eicosenoyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. long-chain-fatty-acid-CoA ligase ((13Z)-eicosenoic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 6 routes
24-hydroxytetracosanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. tetracosanoate + reduced [NADPH--hemoprotein reductase] + O2 = 24-hydroxytetracosanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4F2, CYP4F3cytosol, extracellular space
11-hydroxydodecanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. lauric acid[r] + O2[r] + FMNH2[r] = FMN[r] + H2O[r] + 11-hydroxydodecanoate[r]
Catalysed by CYP2E1cytosol, extracellular space, endoplasmic reticulumOne of 3 routes
(17R,18S)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = (17R,18S)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP1A1, CYP1A2, CYP3A4, CYP2C8 and 3 morecytosol, extracellular space
(17S,18R)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = (17S,18R)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP2C8, CYP2D6, CYP2J2cytosol, extracellular space
19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. EPA[r] + O2[r] + FMNH2[r] = FMN[r] + H2O[r] + 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate[r]
Catalysed by CYP2E1cytosol, extracellular space, endoplasmic reticulumOne of 3 routes
20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4F2, CYP4F3, CYP4V2cytosol, extracellular space
22-hydroxy-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 22-hydroxy-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4F2, CYP4F3, CYP4V2, CYP4F11cytosol, extracellular space
14-hydroxytetradecanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. alkane 1-monooxygenase (myristic acid)
Catalysed by CYP4A11, CYP4A22cytosol, extracellular spaceOne of 2 routes
4,8-dimethylnonanoyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 morecytosol, peroxisomeOne of 4 routes
tetradecanedioyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. Fatty Acid Beta Oxidation (C16Dc->C14Dc), Peroxisomal
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 13 morecytosol, peroxisome
hexadecanedioyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. Production of Hexadecanedioylcarnitine
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 12 morecytosolOne of 2 routes
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerolReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol + H2O = 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol + octadecanoate + H(+)
Catalysed by ABHD11cytosol, extracellular space
pristanoyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. fatty-acid-CoA ligase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosolOne of 2 routes
a 1,3-diacyl-sn-glycerolReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. acyl-CoA pool formation and breakdown
3. a 3-acyl-sn-glycerol + an acyl-CoA = a 1,3-diacyl-sn-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 2 routes
a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholineReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. acyl-CoA pool formation and breakdown
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. acyl-CoA pool formation and breakdown
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
undecanoyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
2. Arachidonyl-CoA hydrolase
3. medium-chain acyl-CoA ligase (undecylic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 15 morecytosolOne of 3 routes
2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-L-serineReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. 1-hexadecanoyl-sn-glycero-3-phospho-L-serine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine + CoA
3. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine + H2O = 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-L-serine + hexadecanoate + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 more
(9S)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (9S)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O
Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1
(9R)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (9R)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O
Catalysed by PTGS1, PTGS2, AIFM1, PYROXD1
N-(9Z-octadecenoyl)-sphing-4-enineReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 morecytosol, extracellular space
N-dodecanoyl-(4R)-hydroxysphinganineReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. N-dodecanoyl-(4R)-hydroxysphinganine + H2O = (4R)-hydroxysphinganine + dodecanoate
Catalysed by ASAH1cytosol, extracellular space
(14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + O2 = (14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate
Catalysed by ALOX5, ALOX15, ALOX12cytosol, extracellular space
(5Z,7Z,8Z,10E,14Z,17Z)-12-hydroperoxyeicosapentaenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + O2 = (5Z,7Z,8Z,10E,14Z,17Z)-12-hydroperoxyeicosapentaenoate
Catalysed by ALOX12Bcytosol, extracellular space
9-cis-retinolReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
3. retinol binding protein (retinol)
Catalysed by PTGS1, PTGS2, RETSAT, RBP1 and 1 morecytosolOne of 2 routes
1-(1Z-octadecenyl)-2-(5Z,8Z,11Z,14Z- eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. 1-octadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
3. 1-(1Z-octadecenyl)-sn-glycero-3-phosphoethanolamine + 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine = 1-(1Z-octadecenyl)-2-(5Z,8Z,11Z,14Z- eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + 1-octadecanoyl-sn-glycero-3-phosphocholine
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 more
18-hydroxy-(9Z)-octadecenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. (9Z)-octadecenoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-(9Z)-octadecenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4A11, CYP4F11cytosol, extracellular space
7-oxolithocholateReach from here →
1. transport of arachidonate (cytosol to extracellular)
2. solute carrier organic anion transporter (chenodiol)
3. chenodeoxycholate + NAD(+) = 7-oxolithocholate + NADH + H(+)
Catalysed by SLCO1B1, SLCO1A2, SLCO1B3, HSD17B10extracellular space, cytosolOne of 2 routes
an N-acylsphinganine-1-phosphoethanolamineReach from here →
1. (10Z)-heptadecenoic acid formation
2. N-acylsphingosine amidohydrolase
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 ASAH1, ACER2, ACER1, ASAH2 and 3 morecytosol
1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)
Catalysed by ABHD12cytosol, extracellular space
hexadecanoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
2. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
3. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 15 moreOne of 3 routes