(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

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

230 compounds within 3 steps: 7 in 1, 17 in 2, 206 in 3

Three steps

di-(9Z)-octadecenoylglycerolReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + 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 TBXAS1, PTGS2, PTGIS, RETSAT and 2 more
2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + 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 TBXAS1, PTGS2, PTGIS, RETSAT and 1 more
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. Glutathione: 15-HPETE oxidoreductase
3. Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.2
Catalysed by TBXAS1, PTGS2, PTGIS, GPX5 and 9 morecytosol, extracellular spaceOne of 2 routes
(9S)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (9S)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 2 moreOne of 2 routes
(9R)-hydroxy-(10E,12Z)-octadecadienoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (9R)-hydroxy-(10E,12Z)-octadecadienoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 2 more
9-cis-retinolReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
3. retinol binding protein (retinol)
Catalysed by TBXAS1, PTGS2, PTGIS, RETSAT and 2 morecytosolOne of 2 routes
ursodeoxycholateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. Glutathione: 15-HPETE oxidoreductase
3. transport of GSH and ursodeoxycholate (cytosol to extracellular)
Catalysed by TBXAS1, PTGS2, PTGIS, GPX5 and 10 morecytosol, extracellular spaceOne of 2 routes
(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
(15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
prostaglandin G2Reach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. Glutathione: 15-HPETE oxidoreductase
3. transport of GSH and prostaglandin G2 (cytosol to extracellular)
Catalysed by TBXAS1, PTGS2, PTGIS, GPX5 and 9 morecytosol, extracellular spaceOne of 2 routes
thio-Mo-molybdopterinReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 2 moreOne of 3 routes
glycodeoxycholateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + 2 glutathione = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + glutathione disulfide + H2O
2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
3. glycodeoxycholate(in) + glutathione(in) + ATP + H2O = glycodeoxycholate(out) + glutathione(out) + ADP + phosphate + H(+)
Catalysed by GPX1, GPX2, GPX4, GSR and 1 moreinner side of the membrane, outer side of the membrane
(12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + 2 glutathione = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + glutathione disulfide + H2O
2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
3. (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O
Catalysed by GPX1, GPX2, GPX4, GSR
2-glyceryl-prostaglandin H2Reach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. 2-glyceryl-prostaglandin G2 + AH2 = 2-glyceryl-prostaglandin H2 + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
(5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + 2 glutathione = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + glutathione disulfide + H2O
2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
3. (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + 2 glutathione = (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + glutathione disulfide + H2O
Catalysed by GPX1, GPX2, GPX4, GSR and 3 more
(12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + 2 glutathione = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + glutathione disulfide + H2O
2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
3. (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + 2 glutathione = (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + glutathione disulfide + H2O
Catalysed by GPX1, GPX2, GPX4, GSR
thromboxane B2Reach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. Glutathione: 15-HPETE oxidoreductase
3. transport of GSH and thromboxane B2 (cytosol to extracellular)
Catalysed by TBXAS1, PTGS2, PTGIS, GPX5 and 9 morecytosol, extracellular spaceOne of 2 routes
an S-substituted glutathioneReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + 2 glutathione = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + glutathione disulfide + H2O
2. 2 glutathione + NADP(+) = glutathione disulfide + NADPH + H(+)
3. RX + glutathione = an S-substituted glutathione + a halide anion + H(+)
Catalysed by GPX1, GPX2, GPX4, GSR and 23 moreOne of 2 routes
prostaglandin H1Reach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. prostaglandin G1 + AH2 = prostaglandin H1 + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
(5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
(5S,15R)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,15R)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
(5S,15S)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (5S,15S)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + AH2 + O2 = 17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + AH2 + O2 = 13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
(18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
(15R)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (15R)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
(11R)-hydroxy-(5Z,8Z,12E,14Z,17Z)-eicosapentaenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z,17Z)-eicosapentaenoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 1 more
(13S)-hydroxy-(9Z,11E)-octadecadienoateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (9Z,12Z)-octadecadienoate + AH2 + O2 = (13S)-hydroxy-(9Z,11E)-octadecadienoate + A + H2O
Catalysed by TBXAS1, PTGS2, PTGIS, AIFM1 and 2 moreOne of 2 routes
taurochenodeoxycholateReach from here →
1. (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
2. Glutathione: 15-HPETE oxidoreductase
3. solute carrier organic anion transporter (GSH)
Catalysed by TBXAS1, PTGS2, PTGIS, GPX5 and 11 morecytosol, extracellular spaceOne of 3 routes