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CHEBI:16015 ChEBI HMDB00134 HMDB HMDB06915 HMDB Vanylglycol HMDB01229 HMDB Disulfiram SubPathwayInhibitor HMDB00130 HMDB Acetaldehyde 1.14.18.1 false 1.14.18.1 2 5,6-Dihydroxyindole-2-carboxylic acid + Oxygen → Melanin + Water LEFT_TO_RIGHT 1.0 Reaction1130 false Indole-5,6-quinone → Melanin LEFT_TO_RIGHT 5.3.3.12 false 5.3.3.12 L-Dopachrome → 5,6-Dihydroxyindole-2-carboxylic acid LEFT_TO_RIGHT Amiloride-sensitive amine oxidase [copper-containing] 439153 PubChem-compound ReactionCatalysis825 ACTIVATION ReactionCatalysis826 ACTIVATION ReactionCatalysis823 ACTIVATION ReactionCatalysis824 ACTIVATION 2.1.1.6 false 2.1.1.6 3,4-Dihydroxybenzeneacetic acid + Guaiacol → Homovanillic acid + Pyrocatechol LEFT_TO_RIGHT 50 ChemSpider ReactionCatalysis822 ACTIVATION 56-DIHYDROXYINDOLE-2-CARBOXYLATE BioCyc CHEBI:16027 ChEBI HMDB00148 HMDB OXALACETIC_ACID BioCyc 775-01-9 CAS NADPH Indole-5,6-quinone 1.0 1.4.3.22 false 1.4.3.22 Oxygen + Tyramine + Water → Ammonia + Homovanillin + Hydrogen peroxide LEFT_TO_RIGHT Phenylethanolamine N-methyltransferase 1.4.3.4 false 1.4.3.4 Oxygen + Tyramine + Water → Ammonia + Homovanillin + Hydrogen peroxide LEFT_TO_RIGHT 4.1.1.28 false 4.1.1.28 L-Tyrosine → Carbon dioxide + Tyramine LEFT_TO_RIGHT P21964 UniProt ReactionCatalysis818 ACTIVATION CHEBI:846276 ChEBI ReactionCatalysis819 ACTIVATION ReactionCatalysis816 ACTIVATION ReactionCatalysis817 ACTIVATION 559142 ChemSpider ReactionCatalysis814 ACTIVATION 1.14.18.1 false 1.14.18.1 5,6-Dihydroxyindole + Oxygen → Indole-5,6-quinone + Water LEFT_TO_RIGHT ReactionCatalysis815 ACTIVATION ReactionCatalysis812 ACTIVATION Reaction1127 false Leucodopachrome → L-Dopachrome LEFT_TO_RIGHT 1.14.18.1 false 1.14.18.1 L-Dopachrome + Oxygen → 5,6-Dihydroxyindole + Water LEFT_TO_RIGHT Reaction1126 false Dopaquinone → Leucodopachrome LEFT_TO_RIGHT 1.2.1.5 false 1.2.1.5 Homovanillin + NADP + Water → NADPH + p-Hydroxyphenylacetic acid LEFT_TO_RIGHT 1.14.18.1 false 1.14.18.1 Oxygen + Tyramine → Dopamine + Water LEFT_TO_RIGHT C00218 KEGG Compound ReactionCatalysis850 ACTIVATION ReactionCatalysis851 ACTIVATION CHEBI:16236 ChEBI 702 PubChem-compound BTO:0000759 BRENDA TISSUE ONTOLOGY 5745 ChemSpider CHEBI:44747 ChEBI HMDB00118 HMDB HMDB01206 HMDB NADH 5742 ChemSpider L-ASPARTATE BioCyc CHEBI:16474 ChEBI 736172 PubChem-compound Aspartate aminotransferase, cytoplasmic Amine oxidase [flavin-containing] A ReactionCatalysis847 ACTIVATION SMILES COC1=CC=CC=C1O HMDB00108 HMDB ReactionCatalysis848 ACTIVATION 2.1.1.6 false 2.1.1.6 3,4-Dihydroxymandelic acid + Guaiacol → Pyrocatechol + Vanillylmandelic acid LEFT_TO_RIGHT 1.2.1.5 false 1.2.1.5 3-Methoxy-4-hydroxyphenylglycolaldehyde + NADP + Water → NADPH + Vanillylmandelic acid LEFT_TO_RIGHT 1.4.3.4 false 1.4.3.4 Normetanephrine + Oxygen + Water → 3-Methoxy-4-hydroxyphenylglycolaldehyde + Ammonia + Hydrogen peroxide LEFT_TO_RIGHT 1.4.3.4 false 1.4.3.4 Metanephrine + Oxygen + Water → 3-Methoxy-4-hydroxyphenylglycolaldehyde + Ammonia + Hydrogen peroxide LEFT_TO_RIGHT C00469 KEGG Compound CHEBI:16240 ChEBI SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCS O43708 UniProt Alcohol dehydrogenase 1B 17216120 ChemSpider 119219 PubChem-compound HMDB01423 HMDB 979-92-0 CAS 1.0 Reaction392 false 4-Hydroxyphenylpyruvic acid → 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid LEFT_TO_RIGHT 1.4.3.4 false 1.4.3.4 Dopamine + Oxygen + Water → 3,4-Dihydroxyphenylacetaldehyde + Ammonia + Hydrogen peroxide LEFT_TO_RIGHT Adenosine monophosphate Maleylacetoacetic acid 1.4.3.4 false 1.4.3.4 3-Methoxytyramine + Oxygen + Water → Ammonia + Homovanillin + Hydrogen peroxide LEFT_TO_RIGHT 1.4.3.4 false 1.4.3.4 Epinephrine + Oxygen + Water → 3,4-Dihydroxymandelaldehyde + Hydrogen peroxide + Methylamine LEFT_TO_RIGHT 94 ChemSpider ReactionCatalysis866 ACTIVATION 1.0 1.4.3.4 false 1.4.3.4 Norepinephrine + Oxygen + Water → 3,4-Dihydroxymandelaldehyde + Ammonia + Hydrogen peroxide LEFT_TO_RIGHT ReactionCatalysis863 ACTIVATION ReactionCatalysis861 ACTIVATION 388447 ChemSpider C00007 KEGG Compound C00006 KEGG Compound ReactionCatalysis860 ACTIVATION C03758 KEGG Compound CHEBI:18009 ChEBI Hydrogen Ion 17592-23-3 CAS C00001 KEGG Compound 50-81-7 CAS C00483 KEGG Compound 1.0 C00005 KEGG Compound 82648 ChemSpider C00004 KEGG Compound NADPH CHEBI:18243 ChEBI HMDB01430 HMDB C00003 KEGG Compound C8H8O3 3,4-Dihydroxyphenylacetaldehyde 152.04735 C00002 KEGG Compound Homovanillin 2.1.1.6 false 2.1.1.6 Dopamine + Guaiacol → 3-Methoxytyramine + Pyrocatechol LEFT_TO_RIGHT 2.1.1.6 false 2.1.1.6 Epinephrine + Guaiacol → Metanephrine + Pyrocatechol LEFT_TO_RIGHT 1.1.1.1 false 1.1.1.1 3,4-Dihydroxymandelaldehyde + NAD → 3,4-Dihydroxyphenylglycol + NADH LEFT_TO_RIGHT 1.14.18.1 false 1.14.18.1 Oxygen + Tyramine → L-Dopa + Water LEFT_TO_RIGHT 2.1.1.6 false 2.1.1.6 3,4-Dihydroxyphenylglycol + Guaiacol → Pyrocatechol + Vanylglycol LEFT_TO_RIGHT 1.0 2.1.1.6 false 2.1.1.6 Guaiacol + Norepinephrine → Normetanephrine + Pyrocatechol LEFT_TO_RIGHT Pyrophosphate Phenylalanine and Tyrosine Metabolism SubPathway Coenzyme A 182283 ChemSpider ReactionCatalysis858 ACTIVATION ReactionCatalysis859 ACTIVATION ReactionCatalysis856 ACTIVATION ReactionCatalysis857 ACTIVATION ReactionCatalysis854 ACTIVATION 8049-97-6 CAS 1.0 ReactionCatalysis852 ACTIVATION Leucodopachrome ReactionCatalysis853 ACTIVATION C00019 KEGG Compound 1.0 4.0 C00011 KEGG Compound C00010 KEGG Compound C00014 KEGG Compound C00013 KEGG Compound P14174 UniProt 1.0 Cytochrome P450 2E1 HMDB00306 HMDB 1.0 HMDB14960 HMDB Fumarylacetoacetase H Hydrogen Ion 1.007825 1.0 1.0 C00021 KEGG Compound 56-65-5 CAS 53-84-9 CAS C00020 KEGG Compound L-Glutamic acid C00027 KEGG Compound C00026 KEGG Compound C00025 KEGG Compound 3-Methoxy-4-hydroxyphenylglycolaldehyde C00024 KEGG Compound C00272 KEGG Compound L-Dopachrome ACET BioCyc 54670067 PubChem-compound HMDB00318 HMDB NADP Oxygen Acetaldehyde 4a-Hydroxytetrahydrobiopterin BiologicalState24 HMDB01866 HMDB Q9NR19 UniProt CL:0000000 CELL TYPE ONTOLOGY C00033 KEGG Compound Homogentisate 1,2-dioxygenase 4-HYDROXYPHENYLACETATE BioCyc C00036 KEGG Compound Dopamine beta-hydroxylase P19801 UniProt TETRA-H-BIOPTERIN BioCyc C15522 KEGG Compound Tyrosinase 3,4-Dihydroxyphenylacetaldehyde P11086 UniProt SMILES [O-]P([O-])(=O)OP([O-])([O-])=O 1.0 BiologicalState33 SubPathwayControl534 SubPathway534Control InhibitorySubPathwayControl SubPathwayControl535 SubPathway535Control InhibitorySubPathwayControl SMILES OC(=O)CC1=CC(O)=C(O)C=C1 Water C00049 KEGG Compound P30838 UniProt P30837 UniProt Epinephrine 1.0 1.0 59-92-7 CAS HMDB00538 HMDB 784 PubChem-compound 51-61-6 CAS 547 PubChem-compound FUM BioCyc SMILES OC(=O)CC(=O)C(O)=O 780 PubChem-compound CHEBI:18012 ChEBI 1.0 HMDB00990 HMDB 4-Hydroxyphenylpyruvic acid SMILES OC(C(O)=O)C1=CC=C(O)C(O)=C1 1.0 1.0 Disulfiram SubPathwayInhibitor BiologicalState14 BiologicalState13 C10H16N5O13P3 Adenosine triphosphate 506.99576 DOPAMINE BioCyc C9H13NO3 Normetanephrine 183.08954 BiologicalState10 NAD Pyrophosphate 3,4-Dihydroxyphenylglycol 21100 PubChem-compound 661 ChemSpider C00072 KEGG Compound C01161 KEGG Compound BiologicalState20 Amiloride-sensitive amine oxidase [copper-containing] 962 PubChem-compound 31983 ChemSpider 5703-24-2 CAS 17528-72-2 CAS Endoplasmic Reticulum Lumen 114908 ChemSpider CO2 Carbon dioxide 43.98983 C00080 KEGG Compound 306-08-1 CAS SMILES O=O 1738 PubChem-compound SMILES OC(=O)C(\O)=C\C1=CC=C(O)C=C1 C00084 KEGG Compound C9H10O3 Homovanillin 166.06299 C00082 KEGG Compound C10H20N2S4 Disulfiram 296.05093 102-32-9 CAS BiologicalState8 BiologicalState5 BiologicalState4 BiologicalState2 1.0 1.0 Macrophage migration inhibitory factor C01179 KEGG Compound 636708 PubChem-compound C00090 KEGG Compound 1.0 Homogentisic acid Acetoacetic acid 156-39-8 CAS 644102 PubChem-compound 1.0 133725 ChemSpider 1.0 SMILES COC1=C(O)C=CC(=C1)[C@H](O)C(O)=O Maleylacetoacetate isomerase H2O2 Hydrogen peroxide 34.005478 C9H15N5O4 4a-Hydroxytetrahydrobiopterin 257.1124 C8H11NO Tyramine 137.08406 4.0 NADH BioCyc HMDB00707 HMDB 1.0 29908-03-0 CAS 977 PubChem-compound HMDB05175 HMDB 1.0 970 PubChem-compound 1.0 1.0 Acetyl-CoA 55-10-7 CAS C8H10O4 3,4-Dihydroxyphenylglycol 170.0579 979 PubChem-compound HMDB00957 HMDB NAD 19844 ChemSpider 127 PubChem-compound 30572 ChemSpider 1.0 17215925 ChemSpider C2H4O2 Acetic acid 60.02113 Cytochrome P450 2E1 90-05-1 CAS 3,4-Dihydroxyphenylacetaldehyde 91528 PubChem-compound 3131-52-0 CAS 1.0 ReactionCatalysis1449 ACTIVATION 21883788 PubChem-compound SMILES NCCC1=CC=C(O)C=C1 SMILES OO SMILES CC(O)C(O)C1CNC2=NC(N)=NC(=O)C2(O)N1 H3N Ammonia 17.026548 C10H14N5O7P Adenosine monophosphate 347.06308 C6H8O6 Ascorbic acid 176.03209 4.0 1.0 1.0 C05579 KEGG Compound 1125 PubChem-compound C05576 KEGG Compound C05578 KEGG Compound C05577 KEGG Compound C05583 KEGG Compound C05582 KEGG Compound C05584 KEGG Compound 6816 PubChem-compound 51 PubChem-compound C8H8O6 Maleylacetoacetic acid 200.03209 3,4-Dihydroxybenzeneacetic acid C05581 KEGG Compound SMILES OCC(O)C1=CC(O)=C(O)C=C1 C05580 KEGG Compound C4H6O3 Acetoacetic acid 102.03169 HMDB00819 HMDB 2.0 440729 PubChem-compound 440728 PubChem-compound C05587 KEGG Compound C05589 KEGG Compound C05588 KEGG Compound C05594 KEGG Compound Tyramine 1.0 C05350 KEGG Compound 274 ChemSpider C8H8O3 p-Hydroxyphenylacetic acid 152.04735 Disulfiram inhibition of Dopamine beta-hydroxylase InhibitorySubPathway Disulfiram inhibition of Aldehyde dehydrogenase X, mitochondrial InhibitorySubPathway 1.0 1.0 C9H15N5O3 Tetrahydrobiopterin 241.1175 CPD-400 BioCyc C9H13NO2 3-Methoxytyramine 167.09464 C9H7NO4 L-Dopachrome 193.0375 114683 PubChem-compound C8H8O4 3,4-Dihydroxymandelaldehyde 168.04225 18766-67-1 CAS 1.14.18.1 false 1.14.18.1 2 L-Dopa + Oxygen → 2 Dopaquinone + 2 Water LEFT_TO_RIGHT Acetyl-CoA Thyroid hormone synthesis SubPathway Thyroid hormone synthesis SubPathway Tyramine NADPH BioCyc CHEBI:16852 ChEBI 1.0 Fumaric acid CHEBI:15765 ChEBI GO:0033162 GENE ONTOLOGY Carbon dioxide CPD-6641 BioCyc Catalase CHEBI:15760 ChEBI 217 ChemSpider ETOH BioCyc 58-68-4 CAS C04043 KEGG Compound 1.0 C2H6O Ethanol 46.041866 1.0 SMILES COC1=C(O)C=CC(CCN)=C1 SMILES OC(=O)CC1=CC=C(O)C=C1 5,6-Dihydroxyindole-2-carboxylic acid CHEBI:30915 ChEBI 1.0 Vanillylmandelic acid C9H10O4 Homovanillic acid 182.0579 1.11.1.6 false 1.11.1.6 Ethanol + Hydrogen peroxide → Acetaldehyde + 2 Water LEFT_TO_RIGHT CHEBI:15772 ChEBI 6.2.1.1 false 6.2.1.1 Acetic acid + Adenosine triphosphate + Coenzyme A → Acetyl-CoA + Adenosine monophosphate + Pyrophosphate LEFT_TO_RIGHT Reaction727 false Ethanol + NADPH + Oxygen → Acetaldehyde + NADP + Water LEFT_TO_RIGHT CHEBI:144308 ChEBI SMILES CC(O)C(O)C1CNC2=C(N1)C(=O)N=C(N)N2 SMILES OC(=O)[C@H]1NC2=CC(=O)C(=O)CC2=C1 161255 PubChem-compound Liver 447 ChemSpider 13837760 ChemSpider GO:0005759 GENE ONTOLOGY SMILES OC(C=O)C1=CC(O)=C(O)C=C1 682 ChemSpider C4H4O4 Fumaric acid 116.010956 CHEBI:30907 ChEBI C8H8O4 Homogentisic acid 168.04225 HMDB06779 HMDB Oxoglutaric acid CHEBI:16830 ChEBI C9H13NO3 Epinephrine 183.08954 SMILES O=C=O SMILES COC1=C(O)C=CC(CC=O)=C1 C21H29N7O14P2 NADH 665.12476 P21397 UniProt CHEBI:1387 ChEBI C9H12O4 Vanylglycol 184.07356 CHEBI:27978 ChEBI 5957 PubChem-compound CHEBI:4659 ChEBI SMILES CCN(CC)C(=S)SSC(=S)N(CC)CC C8H11NO2 Dopamine 153.07898 1.0 3-hydroxyanthranilate 3,4-dioxygenase CHEBI:15999 ChEBI 1.0 Aldehyde dehydrogenase X, mitochondrial GO:0005739 GENE ONTOLOGY GO:0005737 GENE ONTOLOGY CHEBI:2003 ChEBI 133331 ChemSpider Norepinephrine 106648 ChemSpider 1.0 3-KETOBUTYRATE BioCyc NADH Maleylacetoacetate isomerase Transport20 false Acetic acid (→) Transport: Homo sapiens, Liver, Cell, Cytoplasm to Homo sapiens, Cell, Cytoplasm LEFT_TO_RIGHT 1.0 5682 ChemSpider 10805 PubChem-compound Mitochondrial Matrix 439316 PubChem-compound 1.0 14000-31-8 CAS 1.0 PW000693 PathWhiz Transport17 false Acetaldehyde (→) Transport: Homo sapiens, Liver, Cell, Endoplasmic Reticulum Lumen to Homo sapiens, Liver, Cell, Cytoplasm LEFT_TO_RIGHT Disulfiram Action Pathway CO-A BioCyc Transport18 false Ethanol (→) Transport: Homo sapiens, Liver, Cell, Cytoplasm to Homo sapiens, Liver, Cell, Endoplasmic Reticulum Lumen LEFT_TO_RIGHT P05091 UniProt 5675 ChemSpider 72-89-9 CAS 1.0 3343-19-9 CAS 1.2.1.3 false 1.2.1.3 Acetaldehyde + NAD + Water → Acetic acid + Hydrogen Ion + NADH LEFT_TO_RIGHT 2.0 1.2.1.5 false 1.2.1.5 Homovanillin + NAD + Water → Homovanillic acid + Hydrogen Ion + NADH LEFT_TO_RIGHT Ethanol 1.13.11.6 false 1.13.11.6 3,4-Dihydroxyphenylacetaldehyde + NAD + Water → 3,4-Dihydroxybenzeneacetic acid + Hydrogen Ion + NADH LEFT_TO_RIGHT 1.2.1.5 false 1.2.1.5 3,4-Dihydroxymandelaldehyde + NAD + Water → 3,4-Dihydroxymandelic acid + Hydrogen Ion + NADH LEFT_TO_RIGHT 439549 PubChem-compound Cell Acetyl-coenzyme A synthetase, cytoplasmic 1.0 6557 ChemSpider Acetyl-coenzyme A synthetase 2-like, mitochondrial HMDB00191 HMDB 3-hydroxyanthranilate 3,4-dioxygenase GO:0005789 GENE ONTOLOGY GO:0005788 GENE ONTOLOGY Maleylacetoacetate isomerase ReactionCatalysis447 ACTIVATION ReactionCatalysis445 ACTIVATION C5H9NO4 L-Glutamic acid 147.05316 ReactionCatalysis446 ACTIVATION Water PW000431 PathWhiz 33032 PubChem-compound 60-18-4 CAS Ethanol Dehydroascorbic acid 1093 ChemSpider 7782-44-7 CAS C10H15NO3 Metanephrine 197.1052 C9H9NO4 Leucodopachrome 195.05316 C18H10N2O4 Melanin 318.06406 1.0 Leucodopachrome 2.0 Acetaldehyde GO:0005777 GENE ONTOLOGY Reaction386 false Maleylacetoacetic acid → 4-Fumarylacetoacetic acid LEFT_TO_RIGHT C8H7NO2 5,6-Dihydroxyindole 149.04768 C9H10O4 3-Methoxy-4-hydroxyphenylglycolaldehyde 182.0579 9606 TAXONOMY CHEBI:15366 ChEBI HMDB01268 HMDB 2-KETOGLUTARATE BioCyc 392413 ChemSpider 388394 ChemSpider 3-Methoxytyramine 3117 PubChem-compound HMDB02111 HMDB HMDB01264 HMDB 1.13.11.5 false 1.13.11.5 Homogentisic acid + Oxygen → Maleylacetoacetic acid LEFT_TO_RIGHT 4790-08-3 CAS CHEBI:15377 ChEBI Cell Membrane CHEBI:15379 ChEBI CHEBI:15378 ChEBI SMILES [H+] ACETALD BioCyc HMDB00181 HMDB SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O SMILES COC1=CC(=CC=C1O)C(O)CN Catechol O-methyltransferase CHEBI:15372 ChEBI CHEBI:15374 ChEBI Dopaquinone Oxygen 97-77-8 CAS 97-31-4 CAS CHEBI:30744 ChEBI ReactionCatalysis218 ACTIVATION CHEBI:15344 ChEBI HMDB01487 HMDB CHEBI:15343 ChEBI HMDB00158 HMDB 10348 ChemSpider Normetanephrine Tyrosinase Q9NUB1 UniProt Ethanol ReactionCatalysis2116 ACTIVATION CHEBI:144365 ChEBI ReactionCatalysis2115 ACTIVATION ReactionCatalysis2117 ACTIVATION Dopamine beta-hydroxylase SubPathwayInhibition 2.0 C00547 KEGG Compound C00788 KEGG Compound ReactionCatalysis243 ACTIVATION ReactionCatalysis244 ACTIVATION 5698-52-2 CAS Macrophage migration inhibitory factor ReactionCatalysis241 ACTIVATION ReactionCatalysis242 ACTIVATION ReactionCatalysis240 ACTIVATION HMDB01490 HMDB CHEBI:16680 ChEBI C00544 KEGG Compound 102690 ChemSpider 177 PubChem-compound CHEBI:15351 ChEBI SMILES OC1=C(O)C=C(CC=O)C=C1 HMDB00164 HMDB HMDB01253 HMDB 176 PubChem-compound ASCORBATE BioCyc 85-61-0 CAS 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid Dopamine ReactionCatalysis239 ACTIVATION Aromatic-L-amino-acid decarboxylase Catalase 2.0 7722-84-1 CAS C23H38N7O17P3S Acetyl-CoA 809.1258 937 ChemSpider HMDB00250 HMDB CHEBI:16134 ChEBI Catechol O-methyltransferase 1.0 110-17-8 CAS L-Tyrosine SubPathwayInput Ethanol 1.0 1.0 1.0 HMDB00027 HMDB C9H9NO4 Dopaquinone 195.05316 5833 ChemSpider 554-52-9 CAS Melanosome Membrane ATP BioCyc P04040 UniProt HMDB00020 HMDB HMDB00022 HMDB Acetaldehyde Aspartate aminotransferase, cytoplasmic Aromatic-L-amino-acid decarboxylase 1.0 Aspartate aminotransferase, cytoplasmic CHEBI:28591 ChEBI 4-Fumarylacetoacetic acid L-DOPA BioCyc CHEBI:28111 ChEBI L-DOPACHROME BioCyc C15H23N6O5S S-Adenosylmethionine 399.14505 P07327 UniProt 534-82-7 CAS Dopaquinone 1.0 PW000042 PathWhiz 1.0 954 ChemSpider 6047 PubChem-compound 952 ChemSpider Aldehyde dehydrogenase, mitochondrial HMDB59597 HMDB Aldehyde dehydrogenase, dimeric NADP-preferring TYR BioCyc CHEBI:47904 ChEBI 5858 ChemSpider Adenosine monophosphate 5611 ChemSpider HMDB01336 HMDB 945 ChemSpider 1010 ChemSpider P40126 UniProt PPI BioCyc Aldehyde dehydrogenase X, mitochondrial 1.0 Dopamine SubPathwayInteraction163 SubPathway163Reaction SubPathwayReaction CHEBI:18357 ChEBI 5408 ChemSpider 1.0 Catalase Aldehyde dehydrogenase X, mitochondrial HMDB00216 HMDB Water HMDB00217 HMDB SMILES C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12 Cytosol C00355 KEGG Compound C8H5NO2 Indole-5,6-quinone 147.03203 C14H20N6O5S S-Adenosylhomocysteine 384.12158 Alcohol dehydrogenase 1A HMDB00208 HMDB HMDB00221 HMDB Acetyl-coenzyme A synthetase, cytoplasmic 1.0 HMDB00223 HMDB Tyramine 451-13-8 CAS C00122 KEGG Compound 1.0 1.0 DOPAQUINONE BioCyc C01693 KEGG Compound C01692 KEGG Compound CHEBI:18361 ChEBI NADH 1.0 CATECHOL BioCyc P20711 UniProt Tetrahydrobiopterin C9H7NO4 5,6-Dihydroxyindole-2-carboxylic acid 193.0375 85782 PubChem-compound 3005 ChemSpider C21H28N7O14P2 NAD 664.11694 Hydrogen peroxide 44367445 PubChem-compound SMP00008 SMPDB Adenosine triphosphate 1.0 Dopamine beta-hydroxylase CHEBI:17242 ChEBI NAD(P) BioCyc 552441 ChemSpider C6H6O6 Dehydroascorbic acid 174.01643 388301 ChemSpider 2.0 6325610 PubChem-compound Acetaldehyde CHEBI:18101 ChEBI C8H8O6 4-Fumarylacetoacetic acid 200.03209 Tyrosinase 3,4-Dihydroxymandelaldehyde 389601 ChemSpider SMP00429 SMPDB 389600 ChemSpider C05606 KEGG Compound C05604 KEGG Compound 141655 ChemSpider 328-50-7 CAS 2.0 MELANIN BioCyc SMILES NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O 532 ChemSpider Peroxisome AMP BioCyc SMILES NCCC1=CC(O)=C(O)C=C1 2.0 Oxalacetic acid SMILES COC1=CC(=CC=C1O)C(O)CO HYDROGEN-PEROXIDE BioCyc p-Hydroxyphenylacetic acid 1.0 C9H8O4 4-Hydroxyphenylpyruvic acid 180.04225 Water SubPathwayInteraction787 SubPathwayReaction SubPathway787Reaction SubPathwayInteraction788 SubPathwayReaction SubPathway788Reaction 1.0 L-Dopa C00164 KEGG Compound Fumarylacetoacetase 6089 ChemSpider 763 ChemSpider 1.0 1.0 10197150 ChemSpider C6H6O2 Pyrocatechol 110.03678 SMILES CC(O)=O 7732-18-5 CAS CHEBI:18135 ChEBI L-dopachrome tautomerase Water 61-19-8 CAS SMILES NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1 SMILES [H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO AMMONIA BioCyc SMILES N 56-86-0 CAS 13023-73-9 CAS 1.0 Macrophage migration inhibitory factor NOREPINEPHRINE BioCyc 151276 PubChem-compound NAD L-dopachrome tautomerase 1.0 CHEBI:17053 ChEBI 4444081 ChemSpider C01036 KEGG Compound 1.0 S-Adenosylhomocysteine SMILES CC(=O)CC(O)=O 1.0 SMILES CNC[C@H](O)C1=CC(O)=C(O)C=C1 SMILES OC(=O)CC(=O)CC(=O)\C=C/C(O)=O 1669 PubChem-compound C2H4O Acetaldehyde 44.026215 HMDB01967 HMDB Amine oxidase [flavin-containing] A Acetyl-coenzyme A synthetase 2-like, mitochondrial Guaiacol CH5N Methylamine 31.0422 643307 ChemSpider 1200 ChemSpider 156-38-7 CAS C9H11NO3 L-Tyrosine 181.0739 64-17-5 CAS Aldehyde dehydrogenase X, mitochondrial SubPathwayInhibition Hydrogen peroxide P14679 UniProt Water Phenylethanolamine N-methyltransferase Aldehyde dehydrogenase, mitochondrial SMILES N[C@@H](CCC(O)=O)C(O)=O 6057 PubChem-compound Norepinephrine C9H11NO4 L-Dopa 197.0688 5,6-Dihydroxyindole 1675 ChemSpider L-EPINEPHRINE BioCyc 5280393 PubChem-compound Q93099 UniProt 5280398 PubChem-compound SMILES CNCC(O)C1=CC(OC)=C(O)C=C1 490-83-5 CAS SMILES OC(=O)[C@@H]1CC2=CC(O)=C(O)C=C2N1 SMILES CC1=C2NC=C3C2=C(C2=CNC4=C(C)C(=O)C(=O)C3=C24)C(=O)C1=O C01061 KEGG Compound C4H7NO4 L-Aspartic acid 133.0375 SMILES OC1=C(O)C=C2C=CNC2=C1 96 PubChem-compound SMILES COC1=C(O)C=CC(=C1)C(O)C=O Aldehyde dehydrogenase, mitochondrial 28613-33-4 CAS 5824 ChemSpider CPD-4521 BioCyc 444493 PubChem-compound CHEBI:29073 ChEBI 6083 PubChem-compound 4884931 ChemSpider 1.0 759 ChemSpider L-Aspartic acid 22833512 PubChem-compound 25246222 PubChem-compound L-Dopa SMILES COC1=CC(CC(O)=O)=CC=C1O ACETYL-COA BioCyc H2O Water 18.010565 Alcohol dehydrogenase 1A 1.0 NAD BioCyc SMILES CCO 1.0 56-84-8 CAS SMILES OC(=O)\C=C\C(O)=O Melanin SMILES OC(=O)CC1=C(O)C=CC(O)=C1 1.0 51-41-2 CAS C4H4O5 Oxalacetic acid 132.00587 1.14.17.1 false 1.14.17.1 Ascorbic acid + Dopamine + Oxygen → Dehydroascorbic acid + Norepinephrine + Water LEFT_TO_RIGHT 1.0 CPD-7650 BioCyc Adenosine triphosphate HMDB04058 HMDB CHEBI:28918 ChEBI 5610 PubChem-compound P-HYDROXY-PHENYLPYRUVATE BioCyc 1.0 C8H8O5 3,4-Dihydroxymandelic acid 184.03717 Tyrosinase 64-19-7 CAS P16930 UniProt SMILES O 1.0 4.1.1.28 false 4.1.1.28 L-Dopa + Oxygen + Tetrahydrobiopterin → 4a-Hydroxytetrahydrobiopterin + Dopamine LEFT_TO_RIGHT SMP00716 SMPDB CPD-782 BioCyc HMDB06242 HMDB HMDB04063 HMDB 1.0 P09172 UniProt HMDB04067 HMDB HMDB04068 HMDB 124 ChemSpider 328-42-7 CAS SMILES N[C@@H](CC1=CC=C(O)C=C1)C(O)=O HMDB04061 HMDB CHEBI:15846 ChEBI HMDB00939 HMDB 1.0 53-59-8 CAS Alcohol dehydrogenase 1A Alcohol dehydrogenase 1B 1038 PubChem-compound 1.1.1.1 false 1.1.1.1 Ethanol + NAD → Acetaldehyde + Hydrogen Ion + NADH LEFT_TO_RIGHT GO:0005829 GENE ONTOLOGY 10189562 ChemSpider C5H6O5 Oxoglutaric acid 146.02153 HMDB00902 HMDB CHEBI:16908 ChEBI Ammonia 4430-97-1 25520-73-4 CAS ADENOSYL-HOMO-CYS BioCyc SMILES OC(=O)C(=O)CC1=CC=C(O)C=C1 1.0 Acetic acid C21H30N7O17P3 NADPH 745.0911 Aldehyde dehydrogenase, dimeric NADP-preferring Mitochondrion C21H29N7O17P3 NADP 744.08325 C8H11NO3 Norepinephrine 169.0739 Alcohol dehydrogenase 1B 4444078 ChemSpider 1.0 51-43-4 CAS 681 PubChem-compound CHEBI:742324 ChEBI 5816 PubChem-compound SMILES OC(=O)CCC(=O)C(O)=O CHEBI:27637 ChEBI GO:0005886 GENE ONTOLOGY 124-38-9 CAS C9H10O5 Vanillylmandelic acid 198.05283 Fumarylacetoacetase 1606 ChemSpider Oxygen CHEBI:15414 ChEBI 1.0 SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O SMILES NC[C@H](O)C1=CC(O)=C(O)C=C1 4-FUMARYL-ACETOACETATE BioCyc SMILES NC(=O)C1=CN(C=CC1)[C@H]1O[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2O[C@@H]([C@@H](OP(O)(O)=O)[C@H]2O)N2C=NC3=C(N)N=CN=C23)[C@H](O)[C@@H]1O 2.0 GLT BioCyc 7664-41-7 CAS P00325 UniProt 53-57-6 CAS 1.0 51-67-2 CAS Homovanillic acid S-ADENOSYLMETHIONINE BioCyc 460 PubChem-compound CHEBI:1127735 ChEBI HMDB02052 HMDB 222 PubChem-compound SMILES CN Hydrogen Ion 1.0 C04185 KEGG Compound O7P2 Pyrophosphate 173.91193 CHEBI:27852 ChEBI 1237 PubChem-compound 1.0 BTO:0000049 BRENDA TISSUE ONTOLOGY C00822 KEGG Compound SMILES N[C@@H](CC1=CC(O)=C(O)C=C1)C(O)=O C8H8O4 3,4-Dihydroxybenzeneacetic acid 168.04225 5001-33-2 CAS 2.0 Amiloride-sensitive amine oxidase [copper-containing] 1.0 Ascorbic acid 1.0 SMILES N[C@@H](CC(O)=O)C(O)=O Pyrocatechol Coenzyme A CHEBI:60872 ChEBI HMDB03125 HMDB 74-89-5 CAS 5707-55-1 CAS Endoplasmic Reticulum Membrane SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O SMILES OC(=O)C1=CC2=C(N1)C=C(O)C(O)=C2 HMDB01185 HMDB 119405 PubChem-compound CHEBI:1146900 ChEBI 210328 PubChem-compound 2.0 C7H8O2 Guaiacol 124.05243 2.0 HMDB02281 HMDB S-Adenosylmethionine SMILES [H][C@@]1(OC(=O)C(=O)C1=O)[C@H](O)CO 77371 ChemSpider C21H36N7O16P3S Coenzyme A 767.11523 SMILES OC(=O)CC(=O)CC(=O)\C=C\C(O)=O Cytoplasm 1.0 1.0 120-80-9 CAS CHEBI:15422 ChEBI 106504 ChemSpider 1.0 6329 PubChem-compound HMDB00073 HMDB SMILES CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N 388299 ChemSpider Hydrogen Ion O2 Oxygen 31.98983 4.0 1.0 Adrenal Medulla 151725 PubChem-compound 1.0 CHEBI:16526 ChEBI 129803 PubChem-compound C9H8O4 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 180.04225 SMILES N[C@@H](CC1=CC(=O)C(=O)C=C1)C(O)=O CHEBI:27404 ChEBI CHEBI:27406 ChEBI Metanephrine 1.0 3.7.1.2 false 3.7.1.2 4-Fumarylacetoacetic acid + Water → Acetoacetic acid + Fumaric acid LEFT_TO_RIGHT 89762-39-0 CAS 289 PubChem-compound 1.0 70110-58-6 CAS HMDB00291 HMDB HMDB00051 HMDB SMILES OC1=CC=CC=C1O 1.0 5893 PubChem-compound P46952 UniProt 75-07-0 CAS 172 ChemSpider Oxygen 171 ChemSpider 1.0 HMDB00068 HMDB HMDB01398 HMDB CHEBI:41941 ChEBI HMDB00060 HMDB 5886 PubChem-compound C00642 KEGG Compound 1.0 L-DEHYDRO-ASCORBATE BioCyc Methylamine 280 PubChem-compound SMILES CC=O 1.0 C01502 KEGG Compound Aldehyde dehydrogenase X, mitochondrial CHEBI:545959 ChEBI 439260 PubChem-compound P05181 UniProt SMILES O=C1C=C2NC=CC2=CC1=O Acetic acid SMILES N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12)C(O)=O 2.0 3,4-Dihydroxymandelic acid Reaction1118 false L-Aspartic acid + Oxoglutaric acid → L-Glutamic acid + Oxalacetic acid LEFT_TO_RIGHT 541-50-4 CAS NADP HMDB01377 HMDB HMDB00045 HMDB CHEBI:17895 ChEBI C00425 KEGG Compound 1.0 HMDB03791 HMDB HMDB00042 HMDB HMDB00044 HMDB 24762165 PubChem-compound 1.0 1.0 2.1.1.28 false 2.1.1.28 Norepinephrine + S-Adenosylmethionine → Epinephrine + S-Adenosylhomocysteine LEFT_TO_RIGHT P17174 UniProt ReactionCatalysis117 ACTIVATION ReactionCatalysis118 ACTIVATION CHEBI:27683 ChEBI Homogentisate 1,2-dioxygenase 4-MALEYL-ACETOACETATE BioCyc