(7Z,10Z,13Z,16Z,19Z)-docosapentaenoate

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

432 compounds within 3 steps: 9 in 1, 39 in 2, 384 in 3

Three steps

8-hydroxydodecanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 8-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4Z1cytosol, extracellular space
10-hydroxydodecanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4Z1cytosol, extracellular space
9-hydroxydodecanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 9-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4Z1cytosol, extracellular space
9-hydroxytetradecanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 9-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4Z1cytosol, extracellular space
10-hydroxytetradecanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4Z1cytosol, extracellular space
12-hydroxytetradecanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 12-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4Z1cytosol, extracellular space
11-hydroxytetradecanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 11-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4Z1cytosol, extracellular space
(S)-2-hydroxyglutarateReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. (S)-2-hydroxyglutarate + A = 2-oxoglutarate + AH2
Catalysed by PTGS2, AIFM1, PYROXD1, L2HGDH
CHEBI:16856Reach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. transport of arachidonate and GSH (cytosol to extracellular)
No catalyst recordedcytosol, extracellular spaceOne of 3 routes
CHEBI:16857Reach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
3. transport of cysteine and threonine (cytosol to extracellular)
Catalysed by PTGS2, MOCOS, SLC7A5extracellular space, cytosolOne of 4 routes
1-acyl-sn-glycerol 3-phosphateReach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. acyl-CoA pool formation and breakdown
3. acyl-CoA:sn-glycerol-3-phosphate 1-O-acyltransferase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol, mitochondrial matrix
a cholesterol esterReach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. acyl-CoA pool formation and breakdown
3. an acyl-CoA + cholesterol = a cholesterol ester + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
octadecanalReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. octadecanal + NAD(+) + H2O = octadecanoate + NADH + 2 H(+)
Catalysed by ALDH3A2cytosol, extracellular space
L-isoleucineReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
3. transport of cysteine and isoleucine (cytosol to extracellular)
Catalysed by PTGS2, MOCOS, SLC7A5extracellular space, cytosolOne of 4 routes
CHEBI:17203Reach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
3. transport of cysteine and proline (cytosol to extracellular)
Catalysed by PTGS2, MOCOS, SLC7A5extracellular space, cytosolOne of 3 routes
anilineReach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA hydrolase
3. Acetyl-CoA:arylamine N-acetyltransferase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol
CHEBI:17312Reach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA hydrolase
3. N1,N12-diacetylspermine to N1-acetylspermine conversion
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosolOne of 2 routes
5'-deoxyadenosineReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. N(6)-dimethylallyladenosine(37) in tRNA + (sulfur carrier)-SH + AH2 + 2 S-adenosyl-L-methionine = 2-methylsulfanyl-N(6)-dimethylallyladenosine(37) in tRNA + (sulfur carrier)-H + 5'-deoxyadenosine + L-methionine + A + S-adenosyl-L-homocysteine + 2 H(+)
Catalysed by PTGS2, AIFM1, PYROXD1, CDK5RAP1One of 4 routes
1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. acyl-CoA pool formation and breakdown
3. Acyl-CoA:1-alkenylglycerophosphoethanolamine O-acyltransferase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol
1-O-acyl-sn-glycero-3-phosphocholine(1+)Reach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
3. Lecithin Retinol Acyltransferase
Catalysed by PTGS2, RETSAT, LRATcytosol
hexadecanalReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. 2 H+[c] + NADH[c] + palmitate[c] = H2O[c] + hexadecanal[c] + NAD+[c]
Catalysed by ALDH3B1, ALDH3B2, ALDH3A2cytosol, extracellular spaceOne of 2 routes
all-trans-retinyl hexadecanoateReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
3. all-trans-retinol + hexadecanoyl-CoA = all-trans-retinyl hexadecanoate + CoA
Catalysed by PTGS2, RETSAT, DGAT1, PNPLA4 and 3 moreOne of 2 routes
3,3',5'-triiodo-L-thyronine sulfateReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. 3,3',5'-triiodo-L-thyronine sulfate + iodide + A + H(+) = L-thyroxine sulfate + AH2
Catalysed by PTGS2, AIFM1, PYROXD1, DIO1
3,3'-diiodo-L-thyronineReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. 3,3'-diiodo-L-thyronine + iodide + A + H(+) = 3,3',5-triiodo-L-thyronine + AH2
Catalysed by PTGS2, AIFM1, PYROXD1, DIO1 and 1 moreOne of 2 routes
3,3'-diiodo-L-thyronine sulfateReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. 3,3'-diiodo-L-thyronine sulfate + iodide + A + H(+) = 3,3',5-triiodo-L-thyronine sulfate + AH2
Catalysed by PTGS2, AIFM1, PYROXD1, DIO1One of 2 routes
(7Z,10Z,13Z)-hexadecatrienoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA hydrolase
3. Fatty Acid Beta Oxidation (C18:3->C16:3), Mitochondrial
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosol, mitochondrial matrix
CHEBI:17724Reach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + 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. dimethylglycine dehydrogenase (formaldehyde)
Catalysed by PTGS2, KDM1A, KDM1B, PDPR and 1 morecytosol
glycine betaineReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. choline + A = betaine aldehyde + AH2
3. p-cumic alcohol:NAD+ oxidoreductase
Catalysed by PTGS2, CHDH, ALDH7A1cytosolOne of 4 routes
a 1,2-diacyl-sn-glycerolReach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. acyl-CoA pool formation and breakdown
3. a 2-acylglycerol + an acyl-CoA = a 1,2-diacyl-sn-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosolOne of 3 routes
a triacylglycerolReach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. acyl-CoA pool formation and breakdown
3. acyl-CoA:1,2-diacyl-sn-glycerol O-acyltransferase
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosol
CHEBI:17895Reach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
3. transport of cysteine and tyrosine (cytosol to extracellular)
Catalysed by PTGS2, MOCOS, SLC7A5extracellular space, cytosolOne of 4 routes
all-trans-retinalReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
3. retinol: NADP+ oxidoreductase
Catalysed by PTGS2, RETSAT, DHRS3, RDH10 and 4 morecytosolOne of 6 routes
CHEBI:17927Reach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA hydrolase
3. N1,N8-diacetylspermidine to N1-acetylspermidine conversion
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol
CHEBI:18019Reach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
3. transport of cysteine and lysine (cytosol to extracellular)
Catalysed by PTGS2, MOCOS, SLC7A6extracellular space, cytosolOne of 2 routes
a diacylglycerolReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2
3. a triacylglycerol + all-trans-retinol = an all-trans-retinyl ester + a diacylglycerol
Catalysed by PTGS2, RETSAT, PNPLA4, PNPLA2
L-glutamineReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
3. transport of cysteine and glutamine (cytosol to extracellular)
Catalysed by PTGS2, MOCOS, SLC3A2, SLC7A5 and 1 moreextracellular space, cytosolOne of 4 routes
(5S)-hydroperoxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + O2 = (5S)-hydroperoxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate
Catalysed by ALOX5cytosol, extracellular space
3',5'-diiodo-L-thyronineReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. 3',5'-diiodo-L-thyronine + iodide + A + H(+) = 3,3',5'-triiodo-L-thyronine + AH2
Catalysed by PTGS2, AIFM1, PYROXD1, DIO3
5-(3,3-dimethylguanidino)-2-oxopentanoateReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. (R)-malate + A = oxaloacetate + AH2
3. N(omega),N(omega)-dimethyl-L-arginine + oxaloacetate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-aspartate
Catalysed by PTGS2, D2HGDH, AGXT2
(6R)-5,10-methylenetetrahydrofolic acidReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + 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 to 5,10-methylene-THF conversion
Catalysed by PTGS2, KDM1A, KDM1Bcytosol
5,6,7,8-tetrahydrofolic acidReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. uridine(34) in tRNA + 5,10-methylenetetrahydrofolate + taurine + GTP + A + H2O = 5-taurinomethyluridine(34) in tRNA + 7,8-dihydrofolate + GDP + AH2 + phosphate + H(+)
3. 5,6,7,8-tetrahydrofolate:NAD+ oxidoreductase
Catalysed by PTGS2, MTO1, DHFR, DHFR2cytosolOne of 3 routes
S-disulfanyl-L-cysteineReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
3. S-sulfanyl-L-cysteine + L-cysteine = S-disulfanyl-L-cysteine + L-alanine
Catalysed by PTGS2, MOCOS, CARS2
(5Z)-dodecenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA hydrolase
3. acetyl-CoA C-acyltransferase (3-oxomyrist-7-enoyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosol, mitochondrial matrixOne of 2 routes
O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
3. (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 morecytosol, extracellular space
3-iodothyronamineReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. 3-iodothyronamine + iodide + A + H(+) = 3,5-diiodothyronamine + AH2
Catalysed by PTGS2, AIFM1, PYROXD1, DIO1 and 1 moreOne of 2 routes
(11Z)-docosenoyl-CoA(4-)Reach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA hydrolase
3. long-chain-fatty-acid-CoA ligase (cis-cetoleic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosolOne of 6 routes
3-iodo-L-thyronineReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. 3-iodo-L-thyronine + iodide + A + H(+) = 3,5-diiodo-L-thyronine + AH2
Catalysed by PTGS2, AIFM1, PYROXD1, DIO1 and 1 moreOne of 2 routes
(7Z)-tetradecenoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (DPA)
2. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA hydrolase
3. long-chain-fatty-acid-CoA ligase ((7Z)-tetradecenoic acid)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosolOne of 9 routes
3'-iodo-L-thyronineReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. 3'-iodo-L-thyronine + iodide + A + H(+) = 3',5'-diiodo-L-thyronine + AH2
Catalysed by PTGS2, AIFM1, PYROXD1, DIO1 and 1 moreOne of 2 routes
L-thyronineReach from here →
1. (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + AH2 + O2 = 13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate + A + H2O
2. A + NADH + H(+) = AH2 + NAD(+)
3. L-thyronine + iodide + A + H(+) = 3-iodo-L-thyronine + AH2
Catalysed by PTGS2, AIFM1, PYROXD1, DIO3