1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine

362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API

456 compounds within 3 steps: 6 in 1, 74 in 2, 376 in 3

Three steps

1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
3. 1-octadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA
Catalysed by PLA2G6, SLC27A2, ACSL4, ACSL3 and 9 more
(11Z,14Z)-eicosadienoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
Catalysed by PLA2G6cytosol, extracellular spaceOne of 12 routes
(17Z)-hexacosenoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
Catalysed by PLA2G6cytosol, extracellular spaceOne of 12 routes
(7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
Catalysed by PLA2G6cytosol, extracellular spaceOne of 12 routes
(7Z,10Z,13Z,16Z)-docosatetraenoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
Catalysed by PLA2G6cytosol, extracellular spaceOne of 12 routes
pristanoyl-CoAReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. Acetyl-CoA:choline O-acetyltransferase
3. fatty-acid-CoA ligase
Catalysed by ENPP2, CHAT, SLC27A2cytosolOne of 2 routes
a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + H2O = a 2,3-saturated aldehyde + sn-glycerol 3-phosphocholine
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + H2O = a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphate + choline + H(+)
Catalysed by PLA2G6, TMEM86A, TMEM86B, ENPP2
a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholineReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + H2O = a 2,3-saturated aldehyde + sn-glycerol 3-phosphocholine
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 PLA2G6, TMEM86A, TMEM86B, LPCAT2 and 1 moreOne of 2 routes
1-O-(1Z)-alkenyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholineReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + H2O = a 2,3-saturated aldehyde + sn-glycerol 3-phosphocholine
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-O-(1Z)-alkenyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by PLA2G6, TMEM86A, TMEM86B, MBOAT2
1-O-(1Z)-alkenyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-(1Z)-alkenyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by PLA2G6, SLC27A2, ACSL4, ACSL3 and 10 more
1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + H2O = a 2,3-saturated aldehyde + sn-glycerol 3-phosphocholine
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by PLA2G6, TMEM86A, TMEM86B, LPCAT1
undecanoyl-CoAReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. Acetyl-CoA:choline O-acetyltransferase
3. medium-chain acyl-CoA ligase (undecylic acid)
Catalysed by ENPP2, CHAT, ACSM4, ACSM1 and 4 morecytosolOne of 3 routes
(9S)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. choline + A = betaine aldehyde + AH2
3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (9S)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O
Catalysed by ENPP2, CHDH, PTGS1, PTGS2
(9R)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. choline + A = betaine aldehyde + AH2
3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (9R)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O
Catalysed by ENPP2, CHDH, PTGS1, PTGS2
7R-hydroxy-5S,6S-epoxy-(8Z,11Z,14Z)-eicosatrienoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate
3. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = 7R-hydroxy-5S,6S-epoxy-(8Z,11Z,14Z)-eicosatrienoate
Catalysed by PLA2G6, ALOX5, ALOXE3
(5Z,8Z,11Z)-eicosatrienoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
Catalysed by PLA2G6cytosol, extracellular spaceOne of 12 routes
2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. fatty acid amide hydrolase (2-arachidonoylglycerol)
3. phosphatidate phosphatase (1-lyso-2-arachidonoyl-phosphatidate)
Catalysed by PLA2G6, FAAH, PLPP1, PLPP3 and 9 morecytosolOne of 4 routes
1,2-didecanoyl-sn-glycero-3-phosphocholineReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol + phosphocholine + H(+)
2. phosphocholine + CTP + H(+) = CDP-choline + diphosphate
3. 1,2-didecanoyl-sn-glycerol + CDP-choline = 1,2-didecanoyl-sn-glycero-3-phosphocholine + CMP + H(+)
Catalysed by ENPP6, PCYT1A, PCYT1B, CEPT1
1,2-dioctanoyl-sn-glycero-3-phosphocholineReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol + phosphocholine + H(+)
2. phosphocholine + CTP + H(+) = CDP-choline + diphosphate
3. 1,2-dioctanoyl-sn-glycerol + CDP-choline = 1,2-dioctanoyl-sn-glycero-3-phosphocholine + CMP + H(+)
Catalysed by ENPP6, PCYT1A, PCYT1B, CHPT1 and 1 more
1-O-(1Z)-alkenyl-2-acetyl-sn-glycero-3-phosphocholineReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + H2O = a 2,3-saturated aldehyde + sn-glycerol 3-phosphocholine
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + acetyl-CoA = 1-O-(1Z)-alkenyl-2-acetyl-sn-glycero-3-phosphocholine + CoA
Catalysed by PLA2G6, TMEM86A, TMEM86B, LPCAT2
ursodeoxycholateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. transport of arachidonate (cytosol to extracellular)
3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
Catalysed by PLA2G6, SLCO1B1, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes
1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositolReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
3. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositol + CoA
Catalysed by PLA2G6, SLC27A2, ACSL4, ACSL3 and 10 more
1-heptadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
3. 1-heptadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphate + CoA
Catalysed by PLA2G6, SLC27A2, ACSL4, ACSL3 and 9 more
tricosanoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
Catalysed by PLA2G6cytosol, extracellular spaceOne of 12 routes
thio-Mo-molybdopterinReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. choline + A = betaine aldehyde + AH2
3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
Catalysed by ENPP2, CHDH, MOCOS
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + CoA
Catalysed by PLA2G6, SLC27A2, ACSL4, ACSL3 and 10 more
1,2-di-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholineReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol + phosphocholine + H(+)
2. phosphocholine + CTP + H(+) = CDP-choline + diphosphate
3. 1,2-di-(9Z-hexadecenoyl)-sn-glycerol + CDP-choline = 1,2-di-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine + CMP + H(+)
Catalysed by ENPP6, PCYT1A, PCYT1B, CEPT1
1-heptadecanoyl-sn-glycero-3-phosphoserineReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoserine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoserine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
Catalysed by PLA2G6, ABHD16A
1-heptadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
3. 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
Catalysed by PLA2G6, ABHD16A
(5Z)-tetradecenoyl-CoAReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. Acetyl-CoA:choline O-acetyltransferase
3. long-chain-fatty-acid-CoA ligase (physeteric acid)
Catalysed by ENPP2, CHAT, SLC27A2, ACSL4 and 6 morecytosolOne of 8 routes
O-4,8-dimethylnonanoyl-(R)-carnitineReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. Utilized Transport
3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal
Catalysed by PLA2G6, CRAT, CROTendoplasmic reticulum, cytosol, peroxisomeOne of 5 routes
(3E)-decenoyl-CoAReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. Acetyl-CoA:choline O-acetyltransferase
3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial
Catalysed by ENPP2, CHAT, ACADM, ECHS1 and 2 morecytosol, mitochondrial matrix
2-glyceryl-prostaglandin G2Reach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. fatty acid amide hydrolase (2-arachidonoylglycerol)
3. 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol + 2 O2 = 2-glyceryl-prostaglandin G2
Catalysed by PLA2G6, FAAH, PTGS2cytosol
2-glyceryl-prostaglandin H2Reach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. choline + A = betaine aldehyde + AH2
3. 2-glyceryl-prostaglandin G2 + AH2 = 2-glyceryl-prostaglandin H2 + A + H2O
Catalysed by ENPP2, CHDH, PTGS2
1-O-(9Z-octadecenyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
3. 1-O-(9Z-octadecenyl)-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-(9Z-octadecenyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA
Catalysed by PLA2G6, SLC27A2, ACSL4, ACSL3 and 9 more
(2R,6)-dimethylheptanoyl-CoAReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. Acetyl-CoA:choline O-acetyltransferase
3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)
Catalysed by ENPP2, CHAT, HADHA, ACAA2 and 1 morecytosol, mitochondrial matrix
(7Z)-hexadecenoyl-CoAReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. Acetyl-CoA:choline O-acetyltransferase
3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)
Catalysed by ENPP2, CHAT, SLC27A2, ACSL4 and 6 morecytosolOne of 8 routes
tricosanoyl-CoAReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. Acetyl-CoA:choline O-acetyltransferase
3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)
Catalysed by ENPP2, CHAT, SLC27A2, ACSL4 and 6 morecytosolOne of 4 routes
(5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate
3. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
Catalysed by PLA2G6, ALOX5, PTGES, MGST3 and 4 more
(12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate
3. (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O
Catalysed by PLA2G6, ALOX5, ALOX15, ALOX12 and 2 more
(12S)-hydroxy-(5Z,8E,10E)-heptadecatrienoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. prostaglandin-endoperoxide synthase (arachidonate)
3. prostaglandin H2 = (12S)-hydroxy-(5Z,8E,10E)-heptadecatrienoate + malonaldehyde
Catalysed by PLA2G6, PTGS1, PTGS2, TBXAS1 and 2 morecytosol
thromboxane B2Reach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. transport of arachidonate (cytosol to extracellular)
3. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
Catalysed by PLA2G6, SLCO1B1extracellular space, cytosolOne of 4 routes
11-oxo-(5Z,8Z,12E,14Z)-eicosatetraenoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate + A + H2O
3. (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate + NAD(+) = 11-oxo-(5Z,8Z,12E,14Z)-eicosatetraenoate + NADH + H(+)
Catalysed by PLA2G6, PTGS2, HPGD
prostaglandin H1Reach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. choline + A = betaine aldehyde + AH2
3. prostaglandin G1 + AH2 = prostaglandin H1 + A + H2O
Catalysed by ENPP2, CHDH, PTGS2
19-hydroxyprostaglandin H2Reach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. prostaglandin-endoperoxide synthase (arachidonate)
3. prostaglandin H2 + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxyprostaglandin H2 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by PLA2G6, PTGS1, PTGS2, CYP4F8cytosol
(5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. choline + A = betaine aldehyde + AH2
3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoate + A + H2O
Catalysed by ENPP2, CHDH, PTGS2
(5S,15R)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. choline + A = betaine aldehyde + AH2
3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,15R)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate + A + H2O
Catalysed by ENPP2, CHDH, PTGS2
(5S,15S)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. choline + A = betaine aldehyde + AH2
3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,15S)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate + A + H2O
Catalysed by ENPP2, CHDH, PTGS2
17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. choline + A = betaine aldehyde + AH2
3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + AH2 + O2 = 17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate + A + H2O
Catalysed by ENPP2, CHDH, PTGS2
13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoateReach from here →
1. 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + choline + H(+)
2. choline + A = betaine aldehyde + AH2
3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + AH2 + O2 = 13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoate + A + H2O
Catalysed by ENPP2, CHDH, PTGS2