2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine

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

436 compounds within 3 steps: 9 in 1, 87 in 2, 340 in 3

Three steps

tauroursodeoxycholateReach from here →
1. 2-(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, ASPG, SLCO1B1, SLCO1A2 and 1 moreextracellular space, cytosolOne of 4 routes
glycoursodeoxycholateReach from here →
1. 2-(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 glycoursodeoxycholate (cytosol to extracellular)
Catalysed by PLA2G6, ASPG, SLCO1B1, SLCO1A2 and 1 moreextracellular space, cytosolOne of 4 routes
(14S,15S)-epoxy-(5Z,8Z,10E,12E)-eicosatetraenoateReach from here →
1. 2-(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 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate
3. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate = (14S,15S)-epoxy-(5Z,8Z,10E,12E)-eicosatetraenoate + H2O
Catalysed by PLA2G6, ASPG, ALOX15B, ALOX15 and 1 more
N-(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoyl-glycineReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
3. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + O2 = N-(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoyl-glycine
Catalysed by PLA2G6, ASPG, FAAH, PM20D1 and 2 more
N-(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl-glycineReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
3. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + O2 = N-(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl-glycine
Catalysed by PLA2G6, ASPG, FAAH, PM20D1 and 3 more
(18S)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoateReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (18S)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate + A + H2O
Catalysed by PTGS2, AIFM1, PYROXD1
(15S)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoateReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. arachidonate:oxygen 15-oxidoreductase
3. palmitoyl-CoA hydrolase (15(S)-HPETE)
Catalysed by PLA2G6, ASPG, ALOX15B, ALOX15cytosolOne of 2 routes
(8S)-hydroxy-(11S,12S)-epoxy-(5Z,9E,14Z)-eicosatrienoateReach from here →
1. 2-(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 = (8S)-hydroxy-(11S,12S)-epoxy-(5Z,9E,14Z)-eicosatrienoate
Catalysed by PLA2G6, ASPG, ALOX5, ALOX15 and 1 more
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoateReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. transport of arachidonate and GSH (cytosol to extracellular)
3. glutathione transferase (GSH)
Catalysed by PLA2G6, ASPG, PTGES, MGST3 and 19 moreextracellular space, cytosolOne of 4 routes
all-trans-3,4-didehydroretinolReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
3. all-trans-retinol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = all-trans-3,4-didehydroretinol + 2 oxidized [adrenodoxin] + 2 H2O
Catalysed by PTGS2, RETSAT, CYP27C1
all-trans-4-hydroxyretinolReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
3. all-trans-retinol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = all-trans-4-hydroxyretinol + 2 oxidized [adrenodoxin] + H2O
Catalysed by PTGS2, RETSAT, CYP27C1
prostaglandin E3Reach from here →
1. 2-(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 prostaglandin E3 (cytosol to extracellular)
Catalysed by PLA2G6, ASPG, SLCO1B1extracellular space, cytosolOne of 4 routes
prostaglandin H3Reach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. prostaglandin G3 + AH2 = prostaglandin H3 + A + H2O
Catalysed by PTGS2, AIFM1, PYROXD1
prostaglandin A2Reach from here →
1. 2-(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 prostaglandin A2 (cytosol to extracellular)
Catalysed by PLA2G6, ASPG, SLCO1B1extracellular space, cytosolOne of 4 routes
prostaglandin B1Reach from here →
1. 2-(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 prostaglandin B1 (cytosol to extracellular)
Catalysed by PLA2G6, ASPG, SLCO1B1extracellular space, cytosolOne of 4 routes
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
1. 2-(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-phospho-(1D-myo-inositol) + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + CoA
Catalysed by PLA2G6, ASPG, SLC27A2, ACSL4 and 10 more
leukotriene F4Reach from here →
1. 2-(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 leukotriene F4 (cytosol to extracellular)
Catalysed by PLA2G6, ASPG, SLCO1B1extracellular space, cytosolOne of 4 routes
13-hydroxy-(9Z,11E)-octadecadienoateReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (9Z,12Z)-octadecadienoate + AH2 + O2 = 13-hydroxy-(9Z,11E)-octadecadienoate + A + H2O
Catalysed by PTGS2, AIFM1, PYROXD1
9-hydroxy-(10E,12Z)-octadecadienoateReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (9Z,12Z)-octadecadienoate + AH2 + O2 = 9-hydroxy-(10E,12Z)-octadecadienoate + A + H2O
Catalysed by PTGS2, AIFM1, PYROXD1
N-octadecanoylglycineReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
2. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
3. octadecanoyl-CoA + glycine = N-octadecanoylglycine + CoA + H(+)
Catalysed by LPGAT1, GLYATL2
8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. unspecific monooxygenase (arachidonate)
3. 8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoate + ATP + CoA = 8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoyl-CoA + AMP + diphosphate
Catalysed by PLA2G6, ASPG, CYP1A1, CYP1A2 and 25 morecytosol
11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoyl-CoAReach from here →
1. 2-(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 + reduced [NADPH--hemoprotein reductase] + O2 = 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
3. 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate + ATP + CoA = 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoyl-CoA + AMP + diphosphate
Catalysed by PLA2G6, ASPG, CYP2C9, ACSL4 and 2 more
14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoyl-CoAReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. unspecific monooxygenase (arachidonate)
3. 14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoate + ATP + CoA = 14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoyl-CoA + AMP + diphosphate
Catalysed by PLA2G6, ASPG, CYP1A1, CYP1A2 and 29 morecytosol
5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. unspecific monooxygenase (arachidonate)
3. 5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoate + ATP + CoA = 5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoyl-CoA + AMP + diphosphate
Catalysed by PLA2G6, ASPG, CYP1A1, CYP1A2 and 25 morecytosol
(13R)-hydroxy-(9Z,11E)-octadecadienoateReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (13R)-hydroxy-(9Z,11E)-octadecadienoate + A + H2O
Catalysed by PTGS2, AIFM1, PYROXD1, PTGS1
2-[15(S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-glycerolReach from here →
1. 2-(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 + O2 = 2-[15(S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-glycerol
Catalysed by PLA2G6, ASPG, FAAH, ALOX15Bcytosol
(13S)-hydroxy-(14S,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →
1. 2-(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 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate
3. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate = (13S)-hydroxy-(14S,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate
Catalysed by PLA2G6, ASPG, ALOX15B, ALOX15 and 2 more
(5S,15S)-dihydroperoxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
1. 2-(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 + O2 = (5S,15S)-dihydroperoxy-(6E,8Z,11Z,13E)-eicosatetraenoate
Catalysed by PLA2G6, ASPG, ALOX5, ALOX15B
2-(prostaglandin H2)-sn-glycero-3-phosphoethanolamineReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. 2-(prostaglandin G2)-sn-glycero-3-phosphoethanolamine + AH2 = 2-(prostaglandin H2)-sn-glycero-3-phosphoethanolamine + A + H2O
Catalysed by PTGS2, AIFM1, PYROXD1
all-trans-retinyl tetradecanoateReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
3. all-trans-retinol + tetradecanoyl-CoA = all-trans-retinyl tetradecanoate + CoA
Catalysed by PTGS2, RETSAT, AWAT2
an N-octadecanoyl-sphingoid baseReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
2. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
3. a sphingoid base + octadecanoyl-CoA = an N-octadecanoyl-sphingoid base + CoA + H(+)
Catalysed by LPGAT1, CERS1
2-[12-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoyl]-glycerolReach from here →
1. 2-(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 + O2 = 2-[12-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoyl]-glycerol
Catalysed by PLA2G6, ASPG, FAAH, ALOX15Bcytosol
1-(10Z-heptadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
1. 2-(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-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(10Z-heptadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by PLA2G6, ASPG, SLC27A2, ACSL4 and 10 more
(7Z)-octadecenoyl-CoAReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
2. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
3. stearoyl-CoA 9-desaturase (stearoyl-CoA)
Catalysed by LPGAT1, SCD, SCD5cytosol
(15S)-15-hydroperoxy-prostaglandin E2Reach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. Arachidonate:oxygen oxidoreductase
3. prostaglandin G2 = (15S)-15-hydroperoxy-prostaglandin E2
Catalysed by PLA2G6, ASPG, PTGS1, PTGS2 and 1 moreendoplasmic reticulum
acetylcholineReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. sn-Glycero-3-phosphocholine glycerophosphohydrolase
3. Acetyl-CoA:choline O-acetyltransferase
Catalysed by PLA2G6, ASPG, GPCPD1, CHATcytosolOne of 7 routes
pyruvateReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
3. L-cysteine hydrogen-sulfide-lyase (deaminating
Catalysed by PTGS2, MOCOS, CTHcytosolOne of 6 routes
palmitoyl-CoAReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
2. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
3. Beta Oxidation of Long Chain Fatty Acid
Catalysed by LPGAT1, ACAA1, HSD17B4, EHHADH and 1 moreperoxisome
oleoyl-CoAReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
2. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
3. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
Catalysed by LPGAT1, SCDcytosolOne of 3 routes
propionyl-CoAReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. Utilized Transport
3. Active Transport
Catalysed by PLA2G6, ASPGendoplasmic reticulum, cytosol, mitochondrial matrixOne of 2 routes
(S)-malateReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. (R)-malate + A = oxaloacetate + AH2
3. transport of malate and OAA (cytosol to mitochondria)
Catalysed by PTGS2, D2HGDHmitochondrial matrix, cytosolOne of 5 routes
L-leucineReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
3. transport of cysteine and leucine (cytosol to extracellular)
Catalysed by PTGS2, MOCOS, SLC7A9, SLC3A1extracellular space, cytosolOne of 3 routes
CHEBI:15650Reach from here →
1. 2-(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 leukotriene E4 (cytosol to extracellular)
Catalysed by PLA2G6, ASPG, SLCO1B1extracellular space, cytosolOne of 4 routes
all-trans-3-hydroxyretinolReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
3. all-trans-retinol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = all-trans-3-hydroxyretinol + 2 oxidized [adrenodoxin] + H2O
Catalysed by PTGS2, RETSAT, CYP27C1
S-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-4'-phosphopantetheineReach from here →
1. 2-(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 + H2O = S-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)
Catalysed by PLA2G6, ASPG, SLC27A2, ACSL4 and 10 more
CHEBI:15699Reach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
3. transport of cysteine and homoserine (cytosol to extracellular)
Catalysed by PTGS2, MOCOS, SLC7A5extracellular space, cytosolOne of 3 routes
formateReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. N(6),N(6)-dimethyl-L-lysyl(4)-[histone H3] + 2 A + 2 H2O = L-lysyl(4)-[histone H3] + 2 formaldehyde + 2 AH2
3. formaldehyde + NAD(+) + H2O = formate + NADH + 2 H(+)
Catalysed by PTGS2, KDM1A, KDM1B, ALDH9A1
hexadecanoic acidReach from here →
1. 2-(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 PLA2G6, ASPGcytosol, extracellular spaceOne of 14 routes
bromideReach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + H2O = sn-glycerol 3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
2. transport of arachidonate and GSH (cytosol to extracellular)
3. 2-bromoacetaldehyde:glutathione S-(formylmethyl)transferase
Catalysed by PLA2G6, ASPG, MGST3, GSTA4 and 15 moreextracellular space, cytosolOne of 2 routes
CHEBI:15971Reach from here →
1. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + AH2 + O2 = 2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine + A + H2O
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
3. transport of cysteine and histidine (cytosol to extracellular)
Catalysed by PTGS2, MOCOS, SLC7A6extracellular space, cytosolOne of 2 routes