for which no corresponding enzyme has been identified in the genome.
The presence of those enzymes is suggested by the presence of the
pathway.
328 pathway holes (19.7%) are present in the 1663 total reactions of 366 pathways
|
Reaction |
EC# |
Pathway(s) needing this reaction |
|
4-oxo-4-(pyridin-3-yl)butanal + NADP+ + H2O → 4-oxo-4-(3-pyridyl)-butanoate + NADPH + 2 H+ |
1.2.1.83 |
nicotine degradation IV |
|
pseudooxynicotine + 2 oxidized c-type cytochrome + H2O → 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 reduced c-type cytochrome + 2 H+ |
1.4.2.3 |
nicotine degradation IV |
|
2'-hydroxynicotine → pseudooxynicotine |
[none] |
nicotine degradation IV |
|
(S)-nornicotine + 2 oxidized electron carrier + H2O → norcotinine + 2 reduced two electron carrier + H+ |
[none] |
nicotine degradation IV |
|
(S)-nicotine + oxidized electron carrier + H2O → (S)-nornicotine + formaldehyde + reduced two electron carrier |
[none] |
nicotine degradation IV |
|
4-acetamidobutanoate + H2O → 4-aminobutanoate + acetate |
3.5.1.63 |
putrescine degradation III |
|
15(R)-HETE + dioxygen → (5S,6E,8Z,11Z,13E,15R)-5-hydroperoxy-15-hydroxyicosa-6,8,11,13-tetraenoate |
1.13.11.34 |
15-epi-lipoxin biosynthesis |
|
(7E,9E,11Z,13E,15R)-(5S,6S)-5,6-epoxyicosa-15-hydroxy-7,9,11,13-tetraenoate + H2O → 15 epi-lipoxin B4 |
[none] |
15-epi-lipoxin biosynthesis |
|
a 2-[(3S)-3-amino-3-carboxypropyl]-L-histidine-[translation elongation factor 2] + 3 S-adenosyl-L-methionine → a diphthine-[translation elongation factor 2] + 3 S-adenosyl-L-homocysteine + 3 H+ |
2.1.1.98 |
diphthamide biosynthesis |
|
imidazole acetaldehyde + NAD+ + H2O → 4-imidazoleacetate + NADH + 2 H+ |
1.2.1.3 |
histamine degradation |
|
α-D-glucopyranose 1-phosphate + GTP + H+ → GDP-α-D-glucose + diphosphate |
2.7.7.34 |
GDP-glucose biosynthesis II |
|
androstenediol + NADP+ ← 3-β-hydroxyandrost-5-en-17-one + NADPH + H+ |
1.1.1.64 |
11-oxyandrogens biosynthesis |
|
a diphthine methyl ester-[translation elongation factor 2] + H2O → a diphthine-[translation elongation factor 2] + methanol + H+ |
3.1.1.97 |
diphthamide biosynthesis II (eukaryotes) |
|
(11Z,14Z)-icosadienoyl-CoA + NADP+ ← (2E,11Z,14Z)-icosa-2,11,14-trienoyl-CoA + NADPH + H+ |
1.3.1.93 |
arachidonate biosynthesis V (8-detaturase, mammals) |
|
(3R,11Z,14Z)-3-hydroxyicosadienoyl-CoA + NADP+ ← (11Z,14Z)-3-oxoicosadienoyl-CoA + NADPH + H+ |
1.1.1.330 |
arachidonate biosynthesis V (8-detaturase, mammals) |
|
D-erythrose 4-phosphate + H2O → D-erythrose + phosphate |
3.1.3.- |
erythritol biosynthesis II |
|
L-cysteine + a [molybdopterin synthase sulfurtransferase]-L-cysteine → L-alanine + a [molybdopterin synthase sulfurtransferase]-S-sulfanyl-L-cysteine |
2.8.1.7 |
molybdopterin biosynthesis |
|
ammonium + NAD+ + H2O ← hydroxylamine + NADH + 2 H+ |
1.7.1.10 |
protein S-nitrosylation and denitrosylation |
|
a [protein]-L-cysteine + nitric oxide + dioxygen → a [protein] 3-nitrosothio-L-alanine + superoxide + H+ |
[none] |
protein S-nitrosylation and denitrosylation |
|
(4S,5S)-epoxy-resolvin + H2O → resolvin D3 |
3.3.2.- |
resolvin D biosynthesis |
|
(4S,5S)-epoxy-resolvin + H2O → resolvin D4 |
3.3.2.- |
resolvin D biosynthesis |
|
phytenate + ATP + coenzyme A → phytenoyl-CoA + AMP + diphosphate |
6.2.1.3 |
phytol degradation |
|
phytol + NAD+ → phytenal + NADH + H+ |
1.1.1.1 |
phytol degradation |
|
hydroxyacetone + reduced [NADPH-hemoprotein reductase] + dioxygen → 1,1-dihydroxypropan-2-one + oxidized [NADPH-hemoprotein reductase] + H2O |
[none] |
acetone degradation I (to methylglyoxal) |
|
L-lysine + 2-oxoglutarate ↔ 6-amino-2-oxohexanoate + L-glutamate |
2.6.1.- |
L-lysine degradation (pipecolate pathway) |
|
Man9GlcNAc2-[protein] (isomer 9A1,2,3B1,2,3) + H2O → Man8(GlcNAc)2-[protein] (isomer 8A1,2,3B2,3) + β-D-mannopyranose |
3.2.1.113 |
protein N-glycosylation processing phase (mammalian) |
|
L-ascorbate + NADP+ ↔ dehydroascorbate + NADPH + H+ |
[none] |
ascorbate recycling (cytosolic) |
|
2 monodehydroascorbate radical + NAD(P)H → 2 L-ascorbate + NAD(P)+ + H+ |
1.6.5.- |
ascorbate recycling (cytosolic) |
|
2 monodehydroascorbate radical + NADH → 2 L-ascorbate + NAD+ + H+ |
1.6.5.4 |
ascorbate recycling (cytosolic) |
|
a di-trans, poly-cis-polyisoprenyl diphosphate + H2O → a di-trans, poly-cis-polyprenol + diphosphate |
3.1.4.- |
dolichol and dolichyl phosphate biosynthesis |
|
[dermatan-sulfate] containing 2-O-sulfo-α-L-iduronate + n 3'-phosphoadenylyl-sulfate → dermatan sulfate containing 4-O-sulfo-N-acetyl-D-galactosamine and L-iduronate 2-O-sulfate-[core protein] + n adenosine 3',5'-bisphosphate + n H+ |
2.8.2.35 |
dermatan sulfate biosynthesis |
|
[dermatan sulfate] containing 4-O-sulfo-N-acetyl-D-galactosamine-[core protein] + n 3'-phosphoadenylyl-sulfate → dermatan sulfate containing 4-O-sulfo-N-acetyl-D-galactosamine and L-iduronate 2-O-sulfate-[core protein] + n adenosine 3',5'-bisphosphate + n H+ |
2.8.2.- |
dermatan sulfate biosynthesis |
|
(S)-reticuline + reduced [NADPH-hemoprotein reductase] + dioxygen → 1,2-dehydroreticuline + oxidized [NADPH-hemoprotein reductase] + 2 H2O |
1.14.19.54 |
|
|
(R)-reticuline + NADP+ ↔ 1,2-dehydroreticuline + NADPH + H+ |
1.5.1.27 |
|
|
codeine + 2-oxoglutarate + dioxygen → morphine + formaldehyde + succinate + CO2 |
1.14.11.32 |
|
|
morphine + NAD(P)+ ↔ morphinone + NAD(P)H + H+ |
1.1.1.218 |
|
|
codeine + NADP+ ← codeinone + NADPH + H+ |
1.1.1.247 |
|
|
oripavine + 2-oxoglutarate + dioxygen → morphinone + formaldehyde + succinate + CO2 |
1.14.11.31 |
|
|
neopinone → codeinone |
5.3.3.24 |
|
|
thebaine + 2-oxoglutarate + dioxygen → oripavine + formaldehyde + succinate + CO2 |
1.14.11.32 |
|
|
thebaine + 2-oxoglutarate + dioxygen → neopinone + formaldehyde + succinate + CO2 |
1.14.11.31 |
|
|
7-O-acetylsalutaridinol → thebaine + acetate + H+ |
4.2.99.24 |
|
|
salutaridinol + acetyl-CoA → 7-O-acetylsalutaridinol + coenzyme A |
2.3.1.150 |
|
|
salutaridinol + NADP+ ← salutaridine + NADPH + H+ |
1.1.1.248 |
|
|
(R)-reticuline + reduced [NADPH-hemoprotein reductase] + dioxygen → salutaridine + oxidized [NADPH-hemoprotein reductase] + 2 H2O |
1.14.19.67 |
|
|
CTP + a 1,2-diacyl-sn-glycerol → CDP + a phosphatidate + H+ |
2.7.1.174 |
diacylglycerol and triacylglycerol biosynthesis |
|
2 a 1,2-diacyl-sn-glycerol ↔ a triacyl-sn-glycerol + a 2-acylglycerol |
2.3.1.- |
diacylglycerol and triacylglycerol biosynthesis |
|
a phosphatidylcholine + a 1,2-diacyl-sn-glycerol → a triacyl-sn-glycerol + a 2-lysophosphatidylcholine |
2.3.1.158 |
diacylglycerol and triacylglycerol biosynthesis |
|
a 2,3,4-saturated fatty acyl CoA[mitochondrial lumen] + oxidized electron-transfer flavoprotein[mitochondrial lumen] + H+[mitochondrial lumen] → a (2E)-2-enoyl-CoA[mitochondrial lumen] + reduced electron-transfer flavoprotein[mitochondrial lumen] |
1.3.8.- |
fatty acid beta-oxidation |
|
a 2,3,4-saturated (3R)-3-hydroxyacyl-CoA ↔ a 2,3,4-saturated (3S)-3-hydroxyacyl-CoA |
5.1.2.3 |
fatty acid beta-oxidation |
|
N1-acetyl-N2-formyl-5-methoxykynuramine + H2O → N-acetyl-5-methoxykynurenamine + formate + H+ |
[none] |
melatonin degradation III |
|
melatonin + 2 hydrogen peroxide → N1-acetyl-N2-formyl-5-methoxykynuramine + 2 H2O |
[none] |
melatonin degradation III |
|
a [glycerolipid]-di-homo-γ-linolenate + H2O → di-homo-γ-linolenate + a glycerolipid + H+ |
3.1.1.4 |
di-homo-gamma-linolenate metabolites biosynthesis |
|
thromboxane A1 + H2O → thromboxane B1 |
[none] |
di-homo-gamma-linolenate metabolites biosynthesis |
|
15-dehydro-13,14-dihydro-prostaglandin E1 + NADPH + H+ → 13,14-dihydro-prostaglandin E1 + NADP+ |
[none] |
di-homo-gamma-linolenate metabolites biosynthesis |
|
15-dehydro-13,14-dihydro-prostaglandin F1α + NADPH + H+ → 13,14-dihydro-prostaglandin F1α + NADP+ |
[none] |
di-homo-gamma-linolenate metabolites biosynthesis |
|
15-dehydro-13,14-dihydro-prostaglandin F1α + NADP+ ← 15-dehydro-prostaglandin F1α + NADPH + H+ |
1.3.1.48 |
di-homo-gamma-linolenate metabolites biosynthesis |
|
prostaglandin D1 → 15-dehydro-13,14-dihydro-prostaglandin E1 |
[none] |
di-homo-gamma-linolenate metabolites biosynthesis |
|
15(S)-HpETrE + 2 glutathione → 15(S)-HETrE + glutathione disulfide + H2O |
1.11.1.12 |
di-homo-gamma-linolenate metabolites biosynthesis |
|
di-homo-γ-linolenate + dioxygen → 15(S)-HpETrE |
1.13.11.33 |
di-homo-gamma-linolenate metabolites biosynthesis |
|
3,5,3'-triiodo-L-thyronine + reduced two electron carrier → 3,5-diiodothyronine + iodide + oxidized electron carrier + H+ |
[none] |
thyroid hormone metabolism I (via deiodination) |
|
3'-monoiodothyronine + reduced two electron carrier → L-thyronine + iodide + oxidized electron carrier + H+ |
1.21.99.- |
thyroid hormone metabolism I (via deiodination) |
|
3,3'-diiodothyronine + reduced two electron carrier → 3-monoiodothyronine + iodide + oxidized electron carrier + H+ |
1.21.99.- |
thyroid hormone metabolism I (via deiodination) |
|
UDP-α-D-galactose + an H type 1 histo-blood group antigen → a B type 1 histo-blood group antigen + UDP + H+ |
2.4.1.37 |
ABH and Lewis epitopes biosynthesis from type 1 precursor disaccharide |
|
(E)-4-coumaroyl-CoA + (R)-3-(4-hydroxyphenyl)lactate ↔ 4-coumarate + (R)-3-(4-hydroxyphenyl)lactoyl-CoA |
2.8.3.17 |
4-hydroxybenzoate biosynthesis |
|
4-coumarate + H2O → 4-hydroxybenzaldehyde + acetate |
4.1.2.66 |
4-hydroxybenzoate biosynthesis |
|
4-hydroxybenzaldehyde + NAD+ + H2O → 4-hydroxybenzoate + NADH + 2 H+ |
1.2.1.64 |
4-hydroxybenzoate biosynthesis |
|
(R)-3-(4-hydroxyphenyl)lactate + NAD+ ← 3-(4-hydroxyphenyl)pyruvate + NADH + H+ |
1.1.1.110 |
4-hydroxybenzoate biosynthesis |
|
5-methoxyindoleacetaldehyde + reduced two electron carrier → 5-methoxytryptophol + oxidized electron carrier |
[none] |
melatonin degradation II |
|
5-methoxyindoleacetaldehyde + oxidized electron carrier + H2O → 5-methoxyindole acetate + reduced two electron carrier + H+ |
[none] |
melatonin degradation II |
|
melatonin + H2O → 5-methoxytryptamine + acetate |
[none] |
melatonin degradation II |
|
UDP-α-D-galactose + an H type 2 histo-blood group antigen → a B type 2 histo-blood group antigen + UDP + H+ |
2.4.1.37 |
ABH and Lewis epitopes biosynthesis from type 2 precursor disaccharide |
|
5'-α-carboxylmethylbutylhydroxychroman → α-carboxyethylhydroxychroman |
[none] |
alpha-tocopherol degradation |
|
13'-hydroxy-α-tocopherol → 5'-α-carboxylmethylbutylhydroxychroman |
[none] |
alpha-tocopherol degradation |
|
sn-glycerol 3-phosphate + NAD(P)+ ← glycerone phosphate + NAD(P)H + H+ |
1.1.1.94 |
CDP-diacylglycerol biosynthesis I |
|
[chaperone-ADP]-[disordered-form scaffold protein] complex + ATP → [Fe-S cluster biosynthesis chaperone]-ATP + [disordered-form [Fe-S] cluster scaffold protein] + ADP |
3.6.4.- |
[2Fe-2S] iron-sulfur cluster biosynthesis |
|
[chaperone-ATP]-[co-chaperone]-[scaffold protein-(2Fe-2S)] complex + apo-iron-sulfur protein → [chaperone-ADP]-[disordered-form scaffold protein] complex + [Fe-S cluster biosynthesis co-chaperone] + holo-[2Fe-2S] cluster protein + phosphate |
[none] |
[2Fe-2S] iron-sulfur cluster biosynthesis |
|
[co-chaperone]-[scaffold protein-(2Fe-2S)] complex + [Fe-S cluster biosynthesis chaperone]-ATP → [chaperone-ATP]-[co-chaperone]-[scaffold protein-(2Fe-2S)] complex |
[none] |
[2Fe-2S] iron-sulfur cluster biosynthesis |
|
[cysteine desulfurase]-[scaffold protein-(2Fe-2S)] complex + [Fe-S cluster biosynthesis co-chaperone] → [co-chaperone]-[scaffold protein-(2Fe-2S)] complex + [L-cysteine desulfurase] |
[none] |
[2Fe-2S] iron-sulfur cluster biosynthesis |
|
[cysteine desulfurase]-(S-sulfanyl)2-[disordered-form scaffold protein] complex + 2 Fe3+ → [cysteine desulfurase]-[scaffold protein-(2Fe-2S)] complex |
[none] |
[2Fe-2S] iron-sulfur cluster biosynthesis |
|
S-sulfanyl-[cysteine desulfurase]-S-sulfanyl-[disordered-form scaffold protein] complex → [cysteine desulfurase]-(S-sulfanyl)2-[disordered-form scaffold protein] complex |
2.8.1.- |
[2Fe-2S] iron-sulfur cluster biosynthesis |
|
[cysteine desulfurase]-S-sulfanyl-[disordered-form scaffold protein] complex + L-cysteine → S-sulfanyl-[cysteine desulfurase]-S-sulfanyl-[disordered-form scaffold protein] complex + L-alanine |
2.8.1.7 |
[2Fe-2S] iron-sulfur cluster biosynthesis |
|
S-sulfanyl-[cysteine desulfurase]-[disordered-form scaffold protein] complex → [cysteine desulfurase]-S-sulfanyl-[disordered-form scaffold protein] complex |
2.8.1.- |
[2Fe-2S] iron-sulfur cluster biosynthesis |
|
[S-sulfanyl-L-cysteine desulfurase]2 + [disordered-form [Fe-S] cluster scaffold protein] → S-sulfanyl-[cysteine desulfurase]-[disordered-form scaffold protein] complex |
[none] |
[2Fe-2S] iron-sulfur cluster biosynthesis |
|
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + acetyl-CoA ← (6Z,9Z,12Z,15Z,18Z,21Z)-3-oxotetracosahexaenoyl-CoA + coenzyme A |
2.3.1.16 |
docosahexaenoate biosynthesis III (6-desaturase, mammals) |
|
(9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoA + NADP+ ← (2E,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA + NADPH + H+ |
1.3.1.93 |
docosahexaenoate biosynthesis III (6-desaturase, mammals) |
|
(3R,9Z,12Z,15Z,18Z,21Z)-3-hydroxytetracosapentaenoyl-CoA + NADP+ ← (9Z,12Z,15Z,18Z,21Z)-3-oxotetracosapentaenoyl-CoA + NADPH + H+ |
1.1.1.330 |
docosahexaenoate biosynthesis III (6-desaturase, mammals) |
|
demethylated methyl acceptor + S-adenosyl-L-methionine → S-adenosyl-L-homocysteine + methylated methyl acceptor + H+ |
2.1.1.- |
L-methionine degradation I (to L-homocysteine) |
|
an ultra-long-chain fatty acyl-CoA + H2O → an ultra-long-chain fatty acid + coenzyme A + H+ |
3.1.2.- |
acylceramide biosynthesis and processing |
|
UDP-N-acetyl-α-D-glucosamine + an N-acetyl-β-D-glucosaminyl-(1,3)-β-D-galactosyl-(1,4)-N-acetyl-β-D-glucosaminyl-R → a β-D-GlcNAc-(1→3)-[β-D-GlcNAc-(1→6)]-β-D-Gal-(1→4)-β-D-GlcNAc-R + UDP + H+ |
2.4.1.386 |
i antigen and I antigen biosynthesis |
|
an N-(arachidonoyl)ethanolamine plasmalogen + H2O → a 2-lyso-(N-arachidonoyl)ethanolamine plasmalogen + a fatty acid + H+ |
3.1.1.4 |
anandamide biosynthesis II |
|
phylloquinone + H2O → menadione + phytol |
3.7.1.- |
menaquinol-4 biosynthesis II |
|
menadione + NADH + H+ → menadiol + NAD+ |
1.6.5.9 |
menaquinol-4 biosynthesis II |
|
a [glycerolipid]-α-linolenate + H2O → α-linolenate + a glycerolipid + H+ |
3.1.1.4 |
|
|
9(S)-HpOTre + dioxygen → 9,16-DiHpOTrE |
1.13.11.33 |
|
|
13(S)-HpOTre + 2 glutathione → 13(S)-HOTrE(α) + glutathione disulfide + H2O |
1.11.1.12 |
|
|
α-linolenate + dioxygen → 13(S)-HpOTre |
1.13.11.12 |
|
|
9(S)-HpOTre + 2 glutathione → 9-HOTrE + glutathione disulfide + H2O |
1.11.1.12 |
|
|
α-linolenate + dioxygen → 9(S)-HpOTre |
1.13.11.58 |
|
|
α-linolenate + reduced [NADPH-hemoprotein reductase] + dioxygen → 12,13-DiHODE + oxidized [NADPH-hemoprotein reductase] |
1.14.14.- |
|
|
4-oxo-4-(3-pyridyl)-butanamide → 4-oxo-4-(3-pyridyl)-butanoate |
[none] |
nicotine degradation V,
nicotine degradation IV |
|
norcotinine → 4-oxo-4-(3-pyridyl)-butanamide |
[none] |
nicotine degradation V,
nicotine degradation IV |
|
cotinine → cotinine methonium ion |
[none] |
nicotine degradation V |
|
cotinine → cotinine N-oxide |
[none] |
nicotine degradation V |
|
4-(3-pyridyl)-butanoate → 3-pyridylacetate |
[none] |
nicotine degradation V,
nicotine degradation IV |
|
4-(3-pyridyl)-butanoate + oxidized electron carrier ← 4-(3-pyridyl)-3-butenoate + reduced two electron carrier |
1.1.-.- |
nicotine degradation V,
nicotine degradation IV |
|
4-hydroxy-4-(3-pyridyl)-butanoate → 4-(3-pyridyl)-3-butenoate |
[none] |
nicotine degradation V,
nicotine degradation IV |
|
4-hydroxy-4-(3-pyridyl)-butanoate + oxidized electron carrier ← 4-oxo-4-(3-pyridyl)-butanoate + reduced two electron carrier |
1.1.-.- |
nicotine degradation V,
nicotine degradation IV |
|
4-oxo-4-(3-pyridyl)-N-methylbutanamide → 4-oxo-4-(3-pyridyl)-butanoate |
[none] |
nicotine degradation V |
|
5'-hydroxycotinine → 4-oxo-4-(3-pyridyl)-N-methylbutanamide |
[none] |
nicotine degradation V |
|
UDP-α-D-galactose + a β-D-galactosyl-N-acylsphingosine → a digalactosylceramide + UDP + H+ |
2.4.1.241 |
gala-series glycosphingolipids biosynthesis |
|
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + a glycerolipid ↔ a [glycerolipid]-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + coenzyme A |
2.3.1.- |
docosahexaenoate biosynthesis III (6-desaturase, mammals),
docosahexaenoate biosynthesis IV (4-desaturase, mammals) |
|
(2E,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + reduced two electron carrier → (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA + oxidized electron carrier |
1.3.1.93 |
docosahexaenoate biosynthesis III (6-desaturase, mammals),
docosahexaenoate biosynthesis IV (4-desaturase, mammals) |
|
(3R,5Z,8Z,11Z,14Z,17Z)-3-hydroxydocosapentaenoyl-CoA → (2E,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + H2O |
4.2.1.134 |
docosahexaenoate biosynthesis III (6-desaturase, mammals),
docosahexaenoate biosynthesis IV (4-desaturase, mammals) |
|
2-methoxy-6-(all-trans-decaprenyl)phenol + 2 reduced ferredoxin [iron-sulfur] cluster + dioxygen + 2 H+ → 2-methoxy-6-(all-trans-decaprenyl)benzene-1,4-diol + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O |
1.14.15.46 |
ubiquinol-10 biosynthesis (late decarboxylation) |
|
5-methoxy-2-methyl-3-(all-trans-decaprenyl)benzene-1,4-diol + oxidized electron carrier → 5-methoxy-2-methyl-3-(all-trans-decaprenyl)benzoquinone + reduced two electron carrier |
[none] |
ubiquinol-10 biosynthesis (late decarboxylation) |
|
(S)-propane-1,2-diol + NAD+ ↔ hydroxyacetone + NADH + H+ |
[none] |
methylglyoxal degradation III,
acetone degradation III (to propane-1,2-diol) |
|
17(18)-EpETE + H2O → 17,18-diHETE |
3.3.2.10 |
icosapentaenoate metabolites biosynthesis |
|
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoate + reduced [NADPH-hemoprotein reductase] + dioxygen → 17(18)-EpETE + oxidized [NADPH-hemoprotein reductase] + H2O |
1.14.14.- |
icosapentaenoate metabolites biosynthesis |
|
14(15)-EpETE + H2O → 14,15-diHETE |
3.3.2.10 |
icosapentaenoate metabolites biosynthesis |
|
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoate + reduced [NADPH-hemoprotein reductase] + dioxygen → 14(15)-EpETE + oxidized [NADPH-hemoprotein reductase] + H2O |
1.14.14.- |
icosapentaenoate metabolites biosynthesis |
|
thromboxane A3 + H2O → thromboxane B3 |
[none] |
icosapentaenoate metabolites biosynthesis |
|
prostaglandin I3 + H2O → Δ17-6-oxo-prostaglandin F1α |
[none] |
icosapentaenoate metabolites biosynthesis |
|
15-dehydro-13,14-dihydro-prostaglandin E3 + reduced two electron carrier → 13,14-dihydro-prostaglandin E3 + oxidized electron carrier |
[none] |
icosapentaenoate metabolites biosynthesis |
|
15-dehydro-13,14-dihydro-prostaglandin E3 + NAD(P)+ ← 15-dehydro-prostaglandin E3 + NAD(P)H + H+ |
1.3.1.48 |
icosapentaenoate metabolites biosynthesis |
|
15-dehydro-13,14-dihydro-prostaglandin F3α + reduced two electron carrier → 13,14-dihydro-prostaglandin F3α + oxidized electron carrier |
[none] |
icosapentaenoate metabolites biosynthesis |
|
15-dehydro-13,14-dihydro-prostaglandin F3α + NADP+ ← 15-dehydro-prostaglandin F3α + NADPH + H+ |
1.3.1.48 |
icosapentaenoate metabolites biosynthesis |
|
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoate + dioxygen → leukotriene B5 |
[none] |
icosapentaenoate metabolites biosynthesis |
|
5(S)-HpEPE + 2 glutathione → 5(S)-HEPE + glutathione disulfide + H2O |
1.11.1.12 |
icosapentaenoate metabolites biosynthesis,
representative whole plasma EPA-derived icosanoids |
|
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoate + dioxygen → 5(S)-HpEPE |
1.13.11.34 |
icosapentaenoate metabolites biosynthesis,
representative whole plasma EPA-derived icosanoids |
|
12(S)-HpEPE + 2 glutathione → 12(S)-HEPE + glutathione disulfide + H2O |
1.11.1.12 |
icosapentaenoate metabolites biosynthesis |
|
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoate + dioxygen → 12(S)-HpEPE |
1.13.11.31 |
icosapentaenoate metabolites biosynthesis |
|
15(S)-HpEPE + 2 glutathione → 15(S)-HEPE + glutathione disulfide + H2O |
1.11.1.12 |
icosapentaenoate metabolites biosynthesis |
|
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoate + dioxygen → 15(S)-HpEPE |
1.13.11.33 |
icosapentaenoate metabolites biosynthesis |
|
18-HEPE + dioxygen → resolvin E1 |
[none] |
icosapentaenoate metabolites biosynthesis |
|
carbonyl sulfide + H2O → CO2 + hydrogen sulfide |
3.13.1.7 |
carbon disulfide oxidation III (metazoa) |
|
monothiocarbonate + H+ → CO2 + hydrogen sulfide |
[none] |
carbon disulfide oxidation III (metazoa) |
|
dodecanoyl-[acp domain within a fatty acid synthase] + coenzyme A → dodecanoyl-CoA + holo-[acyl carrier protein] domain within a fatty acid synthase |
2.3.1.- |
palmitate biosynthesis I (type I fatty acid synthase) |
|
palmitoyl-[acp domain within a fatty acid synthase] + NADP+ ← (2E)-hexadec-2-enoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxyhexadecanoyl-[acp domain within a fatty acid synthase] → (2E)-hexadec-2-enoyl-[acp domain within a fatty acid synthase] + H2O |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxyhexadecanoyl-[acp domain within a fatty acid synthase] + NADP+ ← 3-oxohexadecanoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
myristoyl-[acp domain within a fatty acid synthase] + malonyl-CoA + H+ → 3-oxohexadecanoyl-[acp domain within a fatty acid synthase] + CO2 + coenzyme A |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
myristoyl-[acp domain within a fatty acid synthase] + NADP+ ← (2E)-tetradec-2-enoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxytetradecanoyl-[acp domain within a fatty acid synthase] → (2E)-tetradec-2-enoyl-[acp domain within a fatty acid synthase] + H2O |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxytetradecanoyl-[acp domain within a fatty acid synthase] + NADP+ ← 3-oxotetradecanoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
dodecanoyl-[acp domain within a fatty acid synthase] + malonyl-CoA + H+ → 3-oxotetradecanoyl-[acp domain within a fatty acid synthase] + CO2 + coenzyme A |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
dodecanoyl-[acp domain within a fatty acid synthase] + H2O → holo-[acyl carrier protein] domain within a fatty acid synthase + dodecanoate + H+ |
3.1.2.21 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
dodecanoyl-[acp domain within a fatty acid synthase] + NADP+ ← (2E)-dodec-2-enoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxydodecanoyl-[acp domain within a fatty acid synthase] → (2E)-dodec-2-enoyl-[acp domain within a fatty acid synthase] + H2O |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxydodecanoyl-[acp domain within a fatty acid synthase] + NADP+ ← 3-oxododecanoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
decanoyl-[acp domain within a fatty acid synthase] + malonyl-CoA + H+ → 3-oxododecanoyl-[acp domain within a fatty acid synthase] + CO2 + coenzyme A |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
decanoyl-[acp domain within a fatty acid synthase] + NADP+ ← (2E)-dec-2-enoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxydecanoyl-[acp domain within a fatty acid synthase] → (2E)-dec-2-enoyl-[acp domain within a fatty acid synthase] + H2O |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxydecanoyl-[acp domain within a fatty acid synthase] + NADP+ ← 3-oxodecanoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
octanoyl-[acp domain within a fatty acid synthase] + malonyl-CoA + H+ → 3-oxodecanoyl-[acp domain within a fatty acid synthase] + CO2 + coenzyme A |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
octanoyl-[acp domain within a fatty acid synthase] + NADP+ ← (2E)-oct-2-enoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxyoctanoyl-[acp domain within a fatty acid synthase] → (2E)-oct-2-enoyl-[acp domain within a fatty acid synthase] + H2O |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxyoctanoyl-[acp domain within a fatty acid synthase] + NADP+ ← 3-oxooctanoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
hexanoyl-[acp domain within a fatty acid synthase] + malonyl-CoA + H+ → 3-oxooctanoyl-[acp domain within a fatty acid synthase] + CO2 + coenzyme A |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
hexanoyl-[acp domain within a fatty acid synthase] + NADP+ ← (2E)-hex-2-enoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxyhexanoyl-[acp domain within a fatty acid synthase] → (2E)-hex-2-enoyl-[acp domain within a fatty acid synthase] + H2O |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxyhexanoyl-[acp domain within a fatty acid synthase] + NADP+ ← 3-oxohexanoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
butanoyl-[acp domain within a fatty acid synthase] + malonyl-CoA + H+ → 3-oxohexanoyl-[acp domain within a fatty acid synthase] + CO2 + coenzyme A |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
butanoyl-[acp domain within a fatty acid synthase] + NADP+ ← (2E)-but-2-enoyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxybutanoyl-[acp domain within a fatty acid synthase] → (2E)-but-2-enoyl-[acp domain within a fatty acid synthase] + H2O |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(3R)-3-hydroxybutanoyl-[acp domain within a fatty acid synthase] + NADP+ ← acetoacetyl-[acp domain within a fatty acid synthase] + NADPH + H+ |
2.3.1.85/2.3.1.86 |
palmitate biosynthesis I (type I fatty acid synthase) |
|
(2Z,4E)-2-aminomuconate + H2O → (3E)-2-oxohex-3-enedioate + ammonium |
3.5.99.5 |
2-amino-3-carboxymuconate semialdehyde degradation to glutaryl-CoA |
|
2-oxoadipate + NAD+ ← (3E)-2-oxohex-3-enedioate + NADH + H+ |
1.1.1.- |
2-amino-3-carboxymuconate semialdehyde degradation to glutaryl-CoA |
|
adrenoyl-CoA + NADP+ ← (2E,7Z,10Z,13Z,16Z)-docosa-2,7,10,13,16-pentaenoyl-CoA + NADPH + H+ |
1.3.1.93 |
(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoate biosynthesis II (4-desaturase) |
|
3,3',5-triiodothyronamine + reduced two electron carrier → 3,5-diiodothyronamine + iodide + oxidized electron carrier + H+ |
1.21.99.- |
thyronamine and iodothyronamine metabolism |
|
3'-iodothyronamine + reduced two electron carrier → thyronamine + iodide + oxidized electron carrier + H+ |
1.21.99.- |
thyronamine and iodothyronamine metabolism |
|
3,3'-diiodothyronamine + reduced two electron carrier → 3-iodothyronamine + iodide + oxidized electron carrier + H+ |
1.21.99.- |
thyronamine and iodothyronamine metabolism |
|
3,3',5,5'-tetraiodothyronamine + reduced two electron carrier → 3,3',5-triiodothyronamine + iodide + oxidized electron carrier + H+ |
1.21.99.- |
thyronamine and iodothyronamine metabolism |
|
a 1-alkyl-sn-glycerol 3-phosphate + NADP+ ← a 1-alkyl-glycerone 3-phosphate + NADPH + H+ |
1.1.1.101 |
plasmalogen biosynthesis |
|
L-serine + H+ → ethanolamine + CO2 |
4.1.1.- |
plasmalogen biosynthesis,
phosphatidylethanolamine biosynthesis II |
|
a 1-phosphatidyl-1D-myo-inositol 5-phosphate + H2O → a 1-phosphatidyl-1D-myo-inositol + phosphate |
3.1.3.- |
3-phosphoinositide degradation |
|
prostaglandin C2 → prostaglandin B2 |
5.3.3.- |
C20 prostanoid biosynthesis |
|
prostaglandin F2α + NADP+ ← prostaglandin E2 + NADPH + H+ |
1.1.1.189 |
C20 prostanoid biosynthesis |
|
prostaglandin D2 + NADP+ ↔ 15-dehydro-prostaglandin D2 + NADPH + H+ |
1.1.1.196 |
C20 prostanoid biosynthesis |
|
prostaglandin I2 + NADP+ ↔ 15-dehydro-prostaglandin I2 + NADPH + H+ |
1.1.1.231 |
C20 prostanoid biosynthesis |
|
(7S,8S)-epoxy-resolvin + H2O → resolvin D2 |
3.3.2.- |
resolvin D biosynthesis,
docosahexaenoate metabolites biosynthesis |
|
(16S,17S)-epoxy-protectin + H2O → protectin D1 |
[none] |
protectin biosynthesis,
docosahexaenoate metabolites biosynthesis |
|
(13S,14S)-epoxy-maresin + H2O → maresin 1 |
3.3.2.10 |
maresin biosynthesis,
docosahexaenoate metabolites biosynthesis |
|
(11S)-HpDHA + 2 glutathione → 11S-HDoHE + glutathione disulfide + H2O |
1.11.1.12 |
docosahexaenoate metabolites biosynthesis |
|
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + dioxygen → (11S)-HpDHA |
1.13.11.31 |
docosahexaenoate metabolites biosynthesis |
|
19(20)-EpDPE + H2O → 19,20-DiHDPE |
3.3.2.10 |
docosahexaenoate metabolites biosynthesis |
|
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH-hemoprotein reductase] + dioxygen → 16(17)-EpDPE + oxidized [NADPH-hemoprotein reductase] + H2O |
1.14.14.- |
docosahexaenoate metabolites biosynthesis |
|
a [glycerolipid]-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + H2O → (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + a glycerolipid + H+ |
3.1.1.4 |
resolvin D biosynthesis,
aspirin triggered resolvin D biosynthesis,
peptido-conjugates in tissue regeneration biosynthesis,
maresin biosynthesis,
protectin biosynthesis,
docosahexaenoate metabolites biosynthesis |
|
4,5-epoxy-17R-hydroxy-docosahexaenoate + H2O → aspirin triggered resolvin D3 |
3.3.2.- |
aspirin triggered resolvin D biosynthesis |
|
4,5-epoxy-17R-hydroxy-docosahexaenoate + H2O → aspirin triggered resolvin D4 |
3.3.2.- |
aspirin triggered resolvin D biosynthesis |
|
7(8)-epoxy-17R-hydroxy-docosahexaenoate + H2O → aspirin triggered resolvin D1 |
3.3.2.- |
aspirin triggered resolvin D biosynthesis |
|
7(8)-epoxy-17R-hydroxy-docosahexaenoate + H2O → aspirin triggered resolvin D2 |
3.3.2.- |
aspirin triggered resolvin D biosynthesis,
docosahexaenoate metabolites biosynthesis |
|
n melanochrome → eumelanin |
[none] |
eumelanin biosynthesis |
|
indole-5,6-quinone + indole-5,6-quinone-2-carboxylate + 5,6-dihydroxyindole-2-carboxylate + 5,6-dihydroxyindole → melanochrome |
[none] |
eumelanin biosynthesis |
|
an apo-[hydroxymethylbilane synthase]-L-cysteine + preuroporphyrinogen → a [hydroxymethylbilane synthase] ES2 intermediate + H2O |
[none] |
dipyrromethane cofactor biosynthesis |
|
a [thyroglobulin]-L-thyroxine + H2O → L-thyroxine + [unspecified degradation products] |
[none] |
thyroid hormone biosynthesis |
|
L-tyrosine + H+ → CO2 + tyramine |
4.1.1.25/4.1.1.28 |
(S)-reticuline biosynthesis |
|
L-dopa + 2-oxoglutarate ↔ 3-(3,4-dihydroxyphenyl)pyruvate + L-glutamate |
2.6.1.49 |
(S)-reticuline biosynthesis |
|
(S)-norlaudanosoline + 3 S-adenosyl-L-methionine → (S)-reticuline + 3 S-adenosyl-L-homocysteine + 3 H+ |
[none] |
(S)-reticuline biosynthesis |
|
dopamine + 3,4-dihydroxyphenylacetaldehyde → (S)-norlaudanosoline + H2O |
3.5.99.- |
(S)-reticuline biosynthesis |
|
3-(3,4-dihydroxyphenyl)pyruvate + H+ → 3,4-dihydroxyphenylacetaldehyde + CO2 |
[none] |
(S)-reticuline biosynthesis |
|
tyramine + (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + dioxygen → dopamine + 4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin |
1.14.16.2 |
(S)-reticuline biosynthesis |
|
(R)-propane-1,2-diol + NAD+ ← (R)-lactaldehyde + NADH + H+ |
1.1.1.77 |
methylglyoxal degradation VI |
|
(R)-lactaldehyde + NAD+ + H2O → (R)-lactate + NADH + 2 H+ |
[none] |
methylglyoxal degradation VI |
|
(R)-lactaldehyde + NAD+ ← methylglyoxal + NADH + H+ |
1.1.1.78 |
methylglyoxal degradation VI |
|
an acyl-CoA + 1-arachidinoyl-sn-glycerol 3-phosphate → a 1-arachidonoyl-2-acyl-sn-glycerol 3-phosphate + coenzyme A |
2.3.1.51 |
anandamide biosynthesis I,
anandamide biosynthesis II |
|
a 1-arachidonoyl-2-acyl-sn-glycerol + CDP-choline → a 1-arachidonoyl-2-acyl-sn-glycero-3-phosphocholine + CMP + H+ |
2.7.8.2 |
anandamide biosynthesis I,
anandamide biosynthesis II |
|
a [protein]-dithiol + oxidized thioredoxin ← a [protein]-disulfide + reduced thioredoxin |
1.8.4.16 |
thioredoxin pathway (NADPH) |
|
methylarsonate + 2 glutathione + H+ → glutathione disulfide + methylarsonous acid + H2O |
1.20.4.2 |
arsenic detoxification (mammals) |
|
methylarsenite-[arsenite methyltransferase] + 2 H2O → methylarsonous acid + [arsenite methyltransferase] |
[none] |
arsenic detoxification (mammals) |
|
dimethylarsenite-[arsenite methyltransferase] + reduced thioredoxin + S-adenosyl-L-methionine → S-adenosyl-L-homocysteine + trimethylarsane + [arsenite methyltransferase] + oxidized thioredoxin + H+ |
[none] |
arsenic detoxification (mammals) |
|
3-methoxy-4-hydroxyphenylpyruvate → homovanillate |
[none] |
L-dopa degradation |
|
3-methoxy-4-hydroxyphenylpyruvate + NADH + H+ ↔ 3-methoxy-4-hydroxyphenyllactate + NAD+ |
[none] |
L-dopa degradation |
|
3-O-methyldopa + 2-oxoglutarate ↔ 3-methoxy-4-hydroxyphenylpyruvate + L-glutamate |
[none] |
L-dopa degradation |
|
stearoyl-CoA + NADP+ ← (2E)-octadec-2-enoyl-CoA + NADPH + H+ |
1.3.1.- |
stearate biosynthesis |
|
(R)-NADPHX → (S)-NADPHX |
5.1.99.6 |
NADPH repair (eukaryotes) |
|
a 1-palmitoyl-2-acyl-sn-glycero-3-phosphocholine + a phosphatidylethanolamine → an N-palmitoyl-phosphatidylethanolamine + a 1-lysophosphatidylcholine + H+ |
2.3.1.- |
palmitoyl ethanolamide biosynthesis |
|
CDP-choline + a 1-palmitoyl-2-acyl-sn-glycerol → a 1-palmitoyl-2-acyl-sn-glycero-3-phosphocholine + CMP + H+ |
2.7.8.2 |
palmitoyl ethanolamide biosynthesis |
|
an acyl-CoA + 1-palmitoyl-sn-glycerol 3-phosphate → a 1-palmitoyl-2-acyl-sn-glycerol 3-phosphate + coenzyme A |
2.3.1.51 |
palmitoyl ethanolamide biosynthesis |
|
(8Z,11Z,14Z,17Z)-3-oxoicosatetraenoyl-CoA + NAD(P)H + H+ → (3R,8Z,11Z,14Z,17Z)-3-hydroxyicosatetraenoyl-CoA + NAD(P)+ |
1.1.1.330 |
icosapentaenoate biosynthesis II (6-desaturase, mammals) |
|
(3R,8Z,11Z,14Z,17Z)-3-hydroxyicosatetraenoyl-CoA → (2E,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA + H2O |
4.2.1.134 |
icosapentaenoate biosynthesis II (6-desaturase, mammals) |
|
(2E,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA + reduced two electron carrier → (8Z,11Z,14Z,17Z)-icosatetraenoyl-CoA + oxidized electron carrier |
1.3.1.93 |
icosapentaenoate biosynthesis II (6-desaturase, mammals) |
|
11-cis-retinal-[retinal-binding protein] → 11-cis-retinal + retinal-binding protein |
[none] |
the visual cycle I (vertebrates) |
|
(11Z,14Z,17Z)-icosatrienoyl-CoA + NAD+ ← (2E,11Z,14Z,17Z)-icosatetraenoyl-CoA + NADH + H+ |
1.3.1.93 |
icosapentaenoate biosynthesis III (8-desaturase, mammals) |
|
(3R,11Z,14Z,17Z)-3-hydroxyicosatrienoyl-CoA → (2E,11Z,14Z,17Z)-icosatetraenoyl-CoA + H2O |
4.2.1.134 |
icosapentaenoate biosynthesis III (8-desaturase, mammals) |
|
(3R,11Z,14Z,17Z)-3-hydroxyicosatrienoyl-CoA + NAD(P)+ ← (11Z,14Z,17Z)-3-oxoicosatrienoyl-CoA + NAD(P)H + H+ |
1.1.1.330 |
icosapentaenoate biosynthesis III (8-desaturase, mammals) |
|
CMP-N-acetyl-β-neuraminate + lactose → 3'-sialyllactose + CMP + H+ |
2.4.1.- |
human milk oligisaccharides biosynthesis |
|
CMP-N-acetyl-β-neuraminate + lactose → 6'-sialyllactose + CMP + H+ |
2.4.1.- |
human milk oligisaccharides biosynthesis |
|
7-[(2S)-2-amino-2-carboxylatoethyl]-5-hydroxy-2H-1,4-benzothiazine-3-carboxylate + 8-[(2S)-2-amino-2-carboxylatoethyl]-5-hydroxy-2H-1,4-benzothiazine-3-carboxylate → pheomelanin |
[none] |
pheomelanin biosynthesis |
|
carbamate + H2O + H+ ↔ ammonium + hydrogen carbonate |
[none] |
L-citrulline degradation |
|
(2E)-pent-2-enoyl-CoA + H2O → (3S)-3-hydroxypentanoyl-CoA |
[none] |
valproate beta-oxidation |
|
pentanoyl-CoA + oxidized electron-transfer flavoprotein + H+ → (2E)-pent-2-enoyl-CoA + reduced electron-transfer flavoprotein |
1.3.8.1 |
valproate beta-oxidation |
|
(3S)-3-hydroxy-2-propylpentanoyl-CoA + NAD+ → 3-oxo-2-propylpentanoyl-CoA + NADH + H+ |
1.1.1.35 |
valproate beta-oxidation |
|
pentanoyl-CoA + propanoyl-CoA ↔ 3-oxo-2-propylpentanoyl-CoA + coenzyme A |
2.3.1.16 |
valproate beta-oxidation |
|
2-phospho-D-glycerate ↔ 3-phospho-D-glycerate |
5.4.2.12 |
glycolysis VI (from fructose) |
|
a (2'R)-2'-hydroxy-phytoceramide + H2O → a phytosphingosine + a (2R)-2-hydroxy even numbered straight chain 2,3,4-saturated fatty acid |
3.5.1.23 |
fatty acid alpha-oxidation III |
|
formyl-CoA + H2O → formate + coenzyme A + H+ |
3.1.2.10 |
fatty acid alpha-oxidation,
fatty acid alpha-oxidation III |
|
an N-acyl-sphingosylphosphorylcholine + H2O → a fatty acid + sphingosylphosphorylcholine |
3.5.1.109 |
sphingomyelin metabolism |
|
a 5-methyltetrahydrofolate + 2 oxidized ferredoxin [iron-sulfur] cluster ← a 5,10-methylenetetrahydrofolate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ |
1.5.7.1 |
folate transformations I |
|
a tetrahydrofolate + trimethyl sulfonium ← dimethyl sulfide + a 5-methyltetrahydrofolate + H+ |
2.1.1.19 |
folate transformations I |
|
a [glycerolipid]-arachidonate + H2O → arachidonate + a glycerolipid + H+ |
3.1.1.4 |
arachidonate metabolites biosynthesis |
|
leukotriene E4 → 11-trans leukotriene E4 |
[none] |
arachidonate metabolites biosynthesis |
|
leukotriene D4 → 11-trans-leukotriene D4 |
[none] |
arachidonate metabolites biosynthesis |
|
leukotriene A4 + H2O → 6-trans-leukotriene B4 |
[none] |
arachidonate metabolites biosynthesis |
|
5(S)-HETE + reduced two electron carrier + dioxygen → 5(S),15(S)-diHETE + oxidized electron carrier + H2O |
[none] |
arachidonate metabolites biosynthesis |
|
15(S)-HETE + reduced two electron carrier + dioxygen → 8,15-diHETE + oxidized electron carrier + H2O |
[none] |
arachidonate metabolites biosynthesis |
|
15(S)-HETE + dioxygen → lipoxin A4 |
1.13.11.33 |
arachidonate metabolites biosynthesis |
|
(15S)-HpETE + L-cysteine + H+ → eoxin E4 + H2O |
[none] |
arachidonate metabolites biosynthesis |
|
arachidonate + reduced [NADPH-hemoprotein reductase] + dioxygen → 9-HETE + oxidized [NADPH-hemoprotein reductase] + H2O |
1.14.14.- |
arachidonate metabolites biosynthesis |
|
arachidonate + dioxygen + H2O → 11-HETE + hydrogen peroxide |
[none] |
arachidonate metabolites biosynthesis |
|
thromboxane A2 + H2O → thromboxane B2 |
[none] |
arachidonate metabolites biosynthesis |
|
15-dehydro-13,14-dihydro-prostaglandin E2 → bicyclo prostaglandin E2 + H2O |
[none] |
arachidonate metabolites biosynthesis |
|
prostaglandin A2 → prostaglandin B2 |
[none] |
arachidonate metabolites biosynthesis |
|
prostaglandin E2 → prostaglandin A2 + H2O |
[none] |
C20 prostanoid biosynthesis,
arachidonate metabolites biosynthesis |
|
prostaglandin E2 → tetranor-PGEM |
[none] |
arachidonate metabolites biosynthesis |
|
prostaglandin E2 + reduced [NADPH-hemoprotein reductase] + dioxygen → 20-hydroxyprostaglandin E2 + oxidized [NADPH-hemoprotein reductase] + H2O |
1.14.14.- |
arachidonate metabolites biosynthesis |
|
prostaglandin E2 → 11-epi-prostaglandin E2 |
[none] |
arachidonate metabolites biosynthesis |
|
prostaglandin E2 + NADP+ → prostaglandin K2 + NADPH + H+ |
[none] |
arachidonate metabolites biosynthesis |
|
prostaglandin D2 + NADP+ → prostaglandin K2 + NADPH + H+ |
[none] |
arachidonate metabolites biosynthesis |
|
Δ12,14-prostaglandin J2 → 15-deoxy-Δ12,14-prostaglandin J2 + H2O |
[none] |
arachidonate metabolites biosynthesis |
|
prostaglandin J2 → Δ12,14-prostaglandin J2 |
[none] |
arachidonate metabolites biosynthesis |
|
prostaglandin D2 → prostaglandin J2 + H2O |
[none] |
arachidonate metabolites biosynthesis |
|
11-epi-prostaglandin F2α → 15-dehydro-13,14-dihydro-prostaglandin F2α |
[none] |
arachidonate metabolites biosynthesis |
|
prostaglandin F2α → 2,3,4,5-tetranor-prostaglandin FM |
[none] |
arachidonate metabolites biosynthesis |
|
prostaglandin D2 + NADPH + H+ → 11-epi-prostaglandin F2α + NADP+ |
[none] |
arachidonate metabolites biosynthesis |
|
prostaglandin D2 → 15-dehydro-13,14-dihydro-prostaglandin D2 |
[none] |
arachidonate metabolites biosynthesis |
|
prostaglandin D2 → 2,3-dinor-11-epi-prostaglandin F2α |
[none] |
arachidonate metabolites biosynthesis |
|
15-dehydro-13,14-dihydro-prostaglandin F2α + reduced two electron carrier → 13,14-dihydro-prostaglandin F2α + oxidized electron carrier |
[none] |
arachidonate metabolites biosynthesis |
|
15-dehydro-13,14-dihydro-prostaglandin F2α + NADP+ ← 15-dehydro-prostaglandin F2α + NADPH + H+ |
1.3.1.48 |
arachidonate metabolites biosynthesis |
|
6-oxoprostaglandin F1α + NADP+ → 6-oxo-prostaglandin E1 + NADPH + H+ |
[none] |
arachidonate metabolites biosynthesis |
|
prostaglandin I2 + H2O → 6-oxoprostaglandin F1α |
[none] |
arachidonate metabolites biosynthesis |
|
15(R)-HETE + dioxygen → 15 epi-lipoxin A4 |
[none] |
arachidonate metabolites biosynthesis |
|
(15R)-HpETE + 2 glutathione → 15(R)-HETE + glutathione disulfide + H2O |
1.11.1.12 |
arachidonate metabolites biosynthesis |
|
arachidonate + dioxygen → (15R)-HpETE |
1.13.11.- |
arachidonate metabolites biosynthesis |
|
a [glycerolipid]-(5Z,8Z,11Z,14Z,17Z)-icosapentaenoate + H2O → (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate + a glycerolipid + H+ |
3.1.1.4 |
aspirin triggered resolvin E biosynthesis,
icosapentaenoate metabolites biosynthesis |
|
PI(18:0/22:6) + H2O → 1-stearoyl-sn-glycero-3-phosphoinositol + (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + H+ |
3.1.1.52 |
representative whole plasma DHA-derived icosanoids |
|
PC ae (16:0/22:6) + H2O → 1-O-hexdecanoyl-sn-glycero-3-phosphocholine + (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + H+ |
3.1.1.4 |
representative whole plasma DHA-derived icosanoids |
|
PA(16:0/22:6) + H2O → 1-palmitoyl-sn-glycerol 3-phosphate + (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + H+ |
3.1.1.4 |
representative whole plasma DHA-derived icosanoids |
|
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + dioxygen → (7S)-HpDHA |
1.13.11.34 |
docosahexaenoate metabolites biosynthesis,
representative whole plasma DHA-derived icosanoids |
|
(7S)-HpDHA + 2 glutathione → 7S-HDoHE + glutathione disulfide + H2O |
1.11.1.12 |
docosahexaenoate metabolites biosynthesis,
representative whole plasma DHA-derived icosanoids |
|
(4S)-HpDHA + 2 glutathione → 4S-HDoHE + glutathione disulfide + H2O |
1.11.1.12 |
docosahexaenoate metabolites biosynthesis,
representative whole plasma DHA-derived icosanoids |
|
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + dioxygen → (4S)-HpDHA |
1.13.11.34 |
docosahexaenoate metabolites biosynthesis,
representative whole plasma DHA-derived icosanoids |
|
(24R,25R)-3α,7α,24-trihydroxy-5β-cholestanoyl CoA + NAD+ → 3α,7α-dihydroxy-24-oxo-5β-cholestanoyl CoA + NADH + H+ |
[none] |
bile acid biosynthesis, neutral pathway |
|
(24E)-3α,7α-dihydroxy-5β-cholest-24-enoyl-CoA + H2O → (24R,25R)-3α,7α,24-trihydroxy-5β-cholestanoyl CoA |
4.2.1.107 |
bile acid biosynthesis, neutral pathway |
|
(25S)-3α,7α-dihydroxy-5β-cholestanoyl-CoA + oxidized electron carrier → (24E)-3α,7α-dihydroxy-5β-cholest-24-enoyl-CoA + reduced two electron carrier |
[none] |
bile acid biosynthesis, neutral pathway |
|
ATP + (25R)-3α,7α-dihydroxy-5-β-cholestanate + coenzyme A → AMP + (25R)-3α,7α-dihydroxy-5β-cholestanoyl-CoA + diphosphate |
6.2.1.28 |
bile acid biosynthesis, neutral pathway |
|
5β-cholestane-3α,7α-diol + NAD(P)+ ← 7α-hydroxy-5β-cholestan-3-one + NAD(P)H + H+ |
1.1.1.213 |
bile acid biosynthesis, neutral pathway |
|
(24R,25R)-3α,7α,12α,24-tetrahydroxy-5β-cholestanoyl CoA + NAD+ → 3α,7α,12α-trihydroxy-24-oxo-5-β-cholestanoyl CoA + NADH + H+ |
1.1.1.- |
bile acid biosynthesis, neutral pathway |
|
(24R,25R)-3α,7α,12α,24-tetrahydroxy-5β-cholestanoyl CoA ← (24E)-3α,7α,12α-trihydroxy-5β-cholest-24-enoyl-CoA + H2O |
4.2.1.107 |
bile acid biosynthesis, neutral pathway |
|
5β-cholestane-3α,7α,12α-triol + NAD(P)+ ← 7α,12α-dihydroxy-5β-cholestan-3-one + NAD(P)H + H+ |
1.1.1.213 |
bile acid biosynthesis, neutral pathway |
|
a [glycerolipid]-linoleate + H2O → linoleate + a glycerolipid + H+ |
3.1.1.4 |
linoleate metabolites biosynthesis |
|
linoleate → trans-EKODE-(E)-Ib |
[none] |
linoleate metabolites biosynthesis |
|
(9S)-HPODE + H2O → 9(S),10(S),13(S)-TriHOME |
[none] |
linoleate metabolites biosynthesis |
|
9(S)-HODE + oxidized electron carrier → 9-oxo-ODE + reduced two electron carrier |
[none] |
linoleate metabolites biosynthesis |
|
(9S)-HPODE + 2 glutathione → 9(S)-HODE + glutathione disulfide + H2O |
1.11.1.12 |
linoleate metabolites biosynthesis |
|
linoleate + dioxygen → (9S)-HPODE |
1.13.11.58 |
linoleate metabolites biosynthesis |
|
13(S)-HODE + oxidized electron carrier → 13-oxo-9Z,11E-ODE + reduced two electron carrier |
[none] |
linoleate metabolites biosynthesis |
|
(13S)-HPODE + 2 glutathione → 13(S)-HODE + glutathione disulfide + H2O |
1.11.1.12 |
linoleate metabolites biosynthesis |
|
(13S)-HPODE + H2O → 9,12,13-TriHOME |
[none] |
linoleate metabolites biosynthesis |
|
linoleate + dioxygen → (13S)-HPODE |
1.13.11.12 |
linoleate metabolites biosynthesis |
|
(12Z)-9,10-epoxyocta-dec-12-enoate + H2O → 9,10-DiHOME |
3.3.2.10 |
linoleate metabolites biosynthesis |
|
(R)-4'-phosphopantothenoyl-L-cysteine + H2O + H+ → cysteamine + (R)-4'-phosphopantothenate + CO2 |
3.5.1.- |
taurine biosynthesis II |
|
PG(20:4/20:4) + H2O → 1-arachidonyl-sn-glycero-3-phospho-(1'-sn-glycerol) + arachidonate + H+ |
3.1.1.4 |
representative whole plasma arachidonate-derived icosanoids II |
|
PS(14:0/20:4) + H2O → 1-14:0-2-lysophosphatidylserine + arachidonate + H+ |
3.1.1.4 |
representative whole plasma arachidonate-derived icosanoids II |
|
PC ae (18:0/20:4) + H2O → 1-O-octadecanoyl-sn-glycero-3-phosphocholine + arachidonate + H+ |
3.1.1.4 |
representative whole plasma arachidonate-derived icosanoids II |
|
PA(20:0/20:4) + H2O → 1-icosanoyl-sn-glycerol 3-phosphate + arachidonate + H+ |
3.1.1.4 |
representative whole plasma arachidonate-derived icosanoids II |
|
PE(18:0/20:4) + H2O → 1-stearoyl-sn-glycero-3-phosphoethanolamine + arachidonate + H+ |
3.1.1.4 |
representative whole plasma arachidonate-derived icosanoids II |
|
arachidonate + dioxygen → (8S)-HpETE |
1.13.11.40 |
arachidonate metabolites biosynthesis,
representative whole plasma arachidonate-derived icosanoids II |
|
(8S)-HpETE + 2 glutathione → 8(S)-HETE + glutathione disulfide + H2O |
1.11.1.12 |
arachidonate metabolites biosynthesis,
representative whole plasma arachidonate-derived icosanoids II |
|
5(S)-HETE + NADP+ → 5-oxo-ETE + NADPH + H+ |
1.1.1.- |
arachidonate metabolites biosynthesis,
representative whole plasma arachidonate-derived icosanoids II |
|
12(S)-HETE + NADP+ → 12-oxo-ETE + NADPH + H+ |
1.1.1.- |
arachidonate metabolites biosynthesis,
representative whole plasma arachidonate-derived icosanoids II |
|
an acyl-carrier protein + acetyl-CoA → acetyl-[acp] + coenzyme A |
2.3.1.38 |
fatty acid biosynthesis initiation (mitochondria) |
|
dermatan sulfate containing 4-O-sulfo-N-acetyl-D-galactosamine and L-iduronate 2-O-sulfate-[core protein] + n H2O → n a dermatan sulfate oligosaccharide with sulfated IdoA at the non-reducing end + 3-O-[β-D-GlcA-(1→3)-β-D-Gal-(1→3)-β-D-Gal-(1→4)-β-D-Xyl]-[core protein] |
[none] |
|
|
malonyl-CoA + docosanoyl-CoA + H+ → 3-oxolignoceroyl-CoA + CO2 + coenzyme A |
2.3.1.199 |
very long chain fatty acid biosynthesis II |
|
malonyl-CoA + arachidoyl-CoA + H+ → 3-oxobehenoyl-CoA + CO2 + coenzyme A |
2.3.1.199 |
very long chain fatty acid biosynthesis II |
|
an α-limit dextrin → a debranched α-limit dextrin |
3.2.1.33 |
glycogen degradation II |
|
5-α-androstan-3α,17β-diol + NADP+ → 5α-dihydrotestosterone + NADPH + H+ |
1.1.1.213 |
backdoor pathway of androgen biosynthesis |
|
17-hydroxybrexanolone + NAD(P)+ ← 5α-pregnan-17α-3,20-dione-17-ol + NAD(P)H + H+ |
1.1.1.213 |
backdoor pathway of androgen biosynthesis |
|
hexadecanal + NAD+ + H2O → palmitate + NADH + 2 H+ |
1.2.1.3 |
sphingosine and sphingosine-1-phosphate metabolism |
|
palmitoyl-CoA + NADP+ ← (2E)-hexadec-2-enoyl-CoA + NADPH + H+ |
1.3.1.8 |
sphingosine and sphingosine-1-phosphate metabolism |
|
(2E)-hexadecenal + NAD+ + H2O → (2E)-hexadecenoate + NADH + 2 H+ |
1.2.1.3 |
sphingosine and sphingosine-1-phosphate metabolism |
|
hexadecanal + NADP+ ← (2E)-hexadecenal + NADPH + H+ |
1.3.1.27 |
sphingosine and sphingosine-1-phosphate metabolism |
|
sphingosine 1-phosphate → (2E)-hexadecenal + O-phosphoethanolamine |
4.3.2.- |
sphingosine and sphingosine-1-phosphate metabolism |
|
ATP + thiamine diphosphate → thiamine triphosphate + ADP |
2.7.4.15 |
thiamine triphosphate metabolism |
|
3-chlorobenzoate + glycine → m-chlorohippurate + H2O |
[none] |
bupropion degradation |
|
bupropion → 3-chlorobenzoate |
[none] |
bupropion degradation |
|
erythrohydrobupropion + oxidized electron carrier ← bupropion + reduced two electron carrier |
1.1.-.- |
bupropion degradation |
|
threohydrobupropion + oxidized electron carrier ← bupropion + reduced two electron carrier |
1.1.-.- |
bupropion degradation |
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