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

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

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

One step

(S)-carnitineReach from here →
1. Utilized Transport
No catalyst recordedendoplasmic reticulum, cytosolOne of 2 routes
AReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + 2 O2 = prostaglandin H2 + A + H2O
Catalysed by PTGS1, PTGS2One of 3 routes
(14S,15R)-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (14S,15R)-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP1A1, CYP1A2, CYP3A4, CYP2C8 and 4 more
(14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP1A1, CYP1A2, CYP3A4, CYP2C8 and 4 more
(11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP2C8, CYP2C9, CYP2C19, CYP2J2 and 1 more
(11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP1A1, CYP2C8, CYP2D6, CYP2C9 and 3 more
(8S,9R)-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (8S,9R)-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP2C9, CYP2J2
(8R,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (8R,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP1A1, CYP2D6, CYP2C9, CYP2C19 and 2 more
5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoateReach from here →
1. unspecific monooxygenase (arachidonate)
Catalysed by CYP1A1, CYP1A2, CYP2E1, CYP3A4 and 22 morecytosolOne of 4 routes
17-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. unspecific monooxygenase (arachidonate)
Catalysed by CYP1A1, CYP1A2, CYP2E1, CYP3A4 and 22 morecytosolOne of 2 routes
16-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 16-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP1A1
10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP3A4, CYP2C9
(8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoate
Catalysed by ALOX15
(14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoate
Catalysed by ALOX15
2,4-dinitrophenyl-S-glutathioneReach from here →
1. transport of arachidonate (cytosol to extracellular)
Catalysed by SLCO1B1extracellular space, cytosolOne of 2 routes
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanineReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O
Catalysed by PM20D1
7-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. unspecific monooxygenase (arachidonate)
Catalysed by CYP1A1, CYP1A2, CYP2E1, CYP3A4 and 22 morecytosolOne of 2 routes
13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. unspecific monooxygenase (arachidonate)
Catalysed by CYP1A1, CYP1A2, CYP2E1, CYP3A4 and 22 morecytosolOne of 2 routes
13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP2C9
16(R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. unspecific monooxygenase (arachidonate)
Catalysed by CYP1A1, CYP1A2, CYP2E1, CYP3A4 and 22 morecytosol
8-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateReach from here →
1. arachidonate to 8-peroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate conversion
No catalyst recordedcytosolOne of 2 routes
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serineReach from here →
1. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-serine
Catalysed by FAAH, PM20D1
arachidonoyl-CoAReach from here →
1. Arachidonate:CoA ligase (AMP-forming)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosolOne of 3 routes
12(S)-HPETEReach from here →
1. arachidonate:oxygen 12-oxidoreductase
Catalysed by ALOX12cytosolOne of 4 routes
15(S)-HPETEReach from here →
1. arachidonate:oxygen 15-oxidoreductase
Catalysed by ALOX15B, ALOX15cytosolOne of 4 routes
5(S)-HPETEReach from here →
1. Arachidonate:oxygen 5-oxidoreductase
Catalysed by ALOX5cytosol
CHEBI:16856Reach from here →
1. transport of arachidonate and GSH (cytosol to extracellular)
No catalyst recordedextracellular space, cytosolOne of 2 routes
O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + UDP-alpha-D-glucuronate = O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronate + UDP
Catalysed by UGT1A9, UGT2B7, UGT1A6, UGT1A1 and 2 more
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamineReach from here →
1. fatty acylamide amidohydrolase
Catalysed by FAAHcytosol
fatty acidReach from here →
1. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosolOne of 4 routes
2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerolReach from here →
1. fatty acid amide hydrolase (2-arachidonoylglycerol)
Catalysed by FAAHcytosol
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + ATP + CoA = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + AMP + diphosphate
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 more
prostaglandin H2Reach from here →
1. prostaglandin-endoperoxide synthase (arachidonate)
Catalysed by PTGS1, PTGS2cytosolOne of 3 routes
(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate
Catalysed by ALOX5, ALOX15, ALOX12
(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate
Catalysed by ALOX15B, ALOX15, ALOX12
(5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate
Catalysed by ALOX5
leukotriene A4Reach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = leukotriene A4 + H2O
Catalysed by ALOX5
N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycineReach from here →
1. N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + glycine
Catalysed by FAAH, PM20D1
18-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. cytochrome P450 (arachidonate)
Catalysed by CYP4F8endoplasmic reticulumOne of 2 routes
(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate
Catalysed by ALOX12B
(8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateReach from here →
1. Arachidonate:oxygen 8-oxidoreductase
Catalysed by ALOX12cytosolOne of 2 routes
2-O-(5Z,8Z,11Z,14Z)-eicosatetraenylglycerolReach from here →
1. fatty acid amide hydrolase (arachidonate)
Catalysed by FAAHcytosol
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. arachidonic acid:oxygen 1-oxidoreductase
Catalysed by CYP1A1, CYP1A2, CYP2E1, CYP3A4 and 23 morecytosolOne of 3 routes
11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP2C9
19-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP1A1, CYP1A2, CYP2C9, CYP2C19 and 1 more
(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate + A + H2O
Catalysed by PTGS2One of 2 routes
(15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
Catalysed by PTGS2One of 2 routes
(15R)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoateReach from here →
1. (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15R)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate
Catalysed by PTGS2
11R-hydroperoxy-(5Z,8Z,12E,14Z)-eicosatetraenoateReach from here →
1. Arachidonate: oxygen 11-oxidoreductase
Catalysed by ALOX12cytosolOne of 2 routes
prostaglandin G2Reach from here →
1. Arachidonate:oxygen oxidoreductase
Catalysed by PTGS1, PTGS2endoplasmic reticulumOne of 2 routes