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CHEBI:16015 ChEBI 1.0 1.0 439153 PubChem-compound 16597-58-3 CAS 492-27-3 CAS 50 ChemSpider CHEBI:16027 ChEBI 1118 ChemSpider 910 PubChem-compound 1.0 1.13.11.52 false 1.13.11.52 L-Tryptophan + Oxygen → N'-Formylkynurenine LEFT_TO_RIGHT N-ACETYL-5-METHOXY-TRYPTAMINE BioCyc 559142 ChemSpider C03722 KEGG Compound NADH 5742 ChemSpider PW000163 PathWhiz 5-Hydroxyindoleacetaldehyde CHEBI:16474 ChEBI CHEBI:995 ChEBI Transport138 false L-Tryptophan (→) Transport: Homo sapiens, Extracellular Space to Homo sapiens, Cell, Cytosol LEFT_TO_RIGHT C02406 KEGG Compound 5735 ChemSpider L-Kynurenine CHEBI:16240 ChEBI PW000151 PathWhiz 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@@H](O)C(=O)NCCC(=O)NCCS HMDB0004369 HMDB C10H12N2O4 L-3-Hydroxykynurenine 224.07971 708-23-6 CAS 1.0 Tryptophan--tRNA ligase, mitochondrial Serotonin N-acetyltransferase HMDB0004370 HMDB CHEBI:28281 ChEBI 1.0 979-92-0 CAS 1.0 CHEBI:5086 ChEBI CHEBI:17380 ChEBI CHEBI:48294 ChEBI C00007 KEGG Compound C7H7NO2 2-Aminobenzoic acid 137.04768 C00006 KEGG Compound CHEBI:18009 ChEBI C00001 KEGG Compound L-ALPHA-ALANINE BioCyc 56-41-7 CAS C00005 KEGG Compound C00004 KEGG Compound NADPH C00003 KEGG Compound C00002 KEGG Compound SMILES N[C@@H](CC(=O)C1=CC=CC(O)=C1N)C(O)=O 1.0 1.0 Tryptophan--tRNA ligase, mitochondrial 1.0 84 ChemSpider Q9UGM6 UniProt 67261 ChemSpider SubPathwayInteraction461 SubPathway461Reaction SubPathwayReaction 388413 ChemSpider C00019 KEGG Compound Coenzyme A 1.0 C00011 KEGG Compound C00010 KEGG Compound C10H9NO3 5-Hydroxyindoleacetic acid 191.05824 C00013 KEGG Compound 903 PubChem-compound 59-00-7 CAS C00021 KEGG Compound 56-65-5 CAS 53-84-9 CAS C00020 KEGG Compound L-Glutamic acid C00027 KEGG Compound C00026 KEGG Compound CHEBI:50157 ChEBI Q8N5Z0 UniProt C00025 KEGG Compound C01598 KEGG Compound C00024 KEGG Compound C00272 KEGG Compound Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial NADP 1022-31-7 CAS 4a-Hydroxytetrahydrobiopterin 1760 ChemSpider 1.0 Formic acid Tryptophan--tRNA ligase, cytoplasmic 2-Aminomuconic acid semialdehyde C00041 KEGG Compound SMILES N\C(C(O)=O)=C(\C=C/C=O)/C(O)=O TETRA-H-BIOPTERIN BioCyc SMILES NCCC1=CNC2=CC=C(O)C=C12 SMILES COC1=CC(C(=O)CCNC(C)=O)=C(NC=O)C=C1 C15522 KEGG Compound 3,4-Dihydroxyphenylacetaldehyde P04798 UniProt 6-Hydroxymelatonin SMILES [O-]P([O-])(=O)OP([O-])([O-])=O C04409 KEGG Compound 606-59-7 CAS Kynureninase 886 ChemSpider HMDB0001476 HMDB C02470 KEGG Compound 52450-38-1 CAS HMDB0001238 HMDB 1.0 HMDB0000148 HMDB 1.0 2-AMINO-3-CARBOXYMUCONATE_SEMIAL BioCyc L-Tryptophyl-tRNA(Trp) HMDB0000142 HMDB Xanthurenic acid 784 PubChem-compound C00058 KEGG Compound HMDB0001487 HMDB CHEBI:29159 ChEBI SMILES OC(=O)C1=CC=CN=C1C(O)=O FORMATE BioCyc C10H12N2O3 Formyl-5-hydroxykynurenamine 208.0848 3712 ChemSpider C10H16N5O13P3 Adenosine triphosphate 506.99576 1.0 Kynurenine formamidase Pyrophosphate Indolethylamine N-methyltransferase HMDB0000161 HMDB 962 PubChem-compound 31983 ChemSpider Kynureninase 17528-72-2 CAS L-Alanine C00078 KEGG Compound 114908 ChemSpider CO2 Carbon dioxide 43.98983 SMILES O=O Melatonin 54-16-0 CAS HMDB0002111 HMDB 1794 ChemSpider Aldehyde dehydrogenase, mitochondrial CHEBI:18086 ChEBI 1892-21-3 CAS 1.0 Catalase 1.0 2-AMINOMUCONATE_SEMIALDEHYDE BioCyc SMILES COC1=CC2=C(NC=C2CCNC(C)=O)C=C1 Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial C10H12N2 Tryptamine 160.10005 644102 PubChem-compound Kynurenine formamidase 64-18-6 CAS 879 ChemSpider 872 ChemSpider C9H15N5O4 4a-Hydroxytetrahydrobiopterin 257.1124 SMILES CNCCC1=CNC2=C1C=C(O)C=C2 H2O2 Hydrogen peroxide 34.005478 SMILES CNCCC1=CNC2=CC=CC=C12 HMDB0001280 HMDB NADH BioCyc 3517-61-1 CAS HMDB0000197 HMDB 141580 ChemSpider 977 PubChem-compound 30572 ChemSpider 17215925 ChemSpider 144400 ChemSpider 958733-17-0 CAS SMILES NCCC1=CNC2=CC=CC=C12 SMILES CC(O)C(O)C1CNC2=NC(N)=NC(=O)C2(O)N1 SMILES OO C10H14N5O7P Adenosine monophosphate 347.06308 101399 PubChem-compound 1.0 HMDB0000538 HMDB 1125 PubChem-compound Cytochrome P450 1A1 CHEBI:2065 ChEBI 6816 PubChem-compound HMDB0000303 HMDB 51 PubChem-compound 1.0 1150 PubChem-compound 278 ChemSpider 274 ChemSpider 86 PubChem-compound C9H15N5O3 Tetrahydrobiopterin 241.1175 485-80-3 CAS C06212 KEGG Compound 1.0 NADPH BioCyc Reaction1619 false L-3-Hydroxykynurenine + Oxoglutaric acid → 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid + L-Glutamic acid LEFT_TO_RIGHT 3.7.1.3 false 3.7.1.3 L-3-Hydroxykynurenine + Water → 3-Hydroxyanthranilic acid + L-Alanine LEFT_TO_RIGHT 1.11.1.6 false 1.11.1.6 2 3-Hydroxyanthranilic acid + Oxygen → Cinnavalininate + 2 Water LEFT_TO_RIGHT Reaction1615 false 4-(2-Aminophenyl)-2,4-dioxobutanoic acid → Kynurenic acid LEFT_TO_RIGHT 1.14.13.9 false 1.14.13.9 L-Kynurenine + NADPH + Oxygen → L-3-Hydroxykynurenine + NADP + Water LEFT_TO_RIGHT Carbon dioxide Cinnavalininate CPD-6641 BioCyc 440745 PubChem-compound Catalase 440744 PubChem-compound 459 ChemSpider 440743 PubChem-compound C06213 KEGG Compound 440741 PubChem-compound 58-68-4 CAS HMDB0001423 HMDB 3.7.1.3 false 3.7.1.3 L-Kynurenine + Water → 2-Aminobenzoic acid + L-Alanine LEFT_TO_RIGHT Reaction1614 false L-Kynurenine + Oxoglutaric acid → 4-(2-Aminophenyl)-2,4-dioxobutanoic acid + L-Glutamic acid LEFT_TO_RIGHT CHEBI:30915 ChEBI SMP0000048 SMPDB 3.5.1.9 false 3.5.1.9 N'-Formylkynurenine + Water → Formic acid + L-Kynurenine LEFT_TO_RIGHT 3.5.1.9 false 3.5.1.9 Formylanthranilic acid + Water → 2-Aminobenzoic acid + Formic acid LEFT_TO_RIGHT 3.7.1.3 false 3.7.1.3 N'-Formylkynurenine + Water → Formylanthranilic acid + L-Alanine LEFT_TO_RIGHT 1.13.11.11 false 1.13.11.11 L-Tryptophan + Oxygen → N'-Formylkynurenine LEFT_TO_RIGHT SMILES CC(O)C(O)C1CNC2=C(N1)C(=O)N=C(N)N2 440738 PubChem-compound 548-93-6 CAS Reduced flavoprotein 5280673 PubChem-compound 2591-98-2 CAS 1.0 INDOLE_ACETALDEHYDE BioCyc Oxoglutaric acid 1.13.11.52 false 1.13.11.52 Melatonin + Oxygen → Acetyl-N-formyl-5-methoxykynurenamine LEFT_TO_RIGHT 2.1.1.4 false 2.1.1.4 N-Acetylserotonin + S-Adenosylmethionine → Melatonin + S-Adenosylhomocysteine LEFT_TO_RIGHT CHEBI:15745 ChEBI 1.14.14.1 false 1.14.14.1 Melatonin + Oxygen + Reduced flavoprotein → 6-Hydroxymelatonin + Oxidized flavoprotein + Water LEFT_TO_RIGHT C7H7NO3 3-Hydroxyanthranilic acid 153.04259 SMILES O=C=O 5950 PubChem-compound N-ACETYL-SEROTONIN BioCyc 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid HMDB0001200 HMDB C21H29N7O14P2 NADH 665.12476 HMDB0001206 HMDB 5957 PubChem-compound 1.14.13.9 false 1.14.13.9 5-Hydroxykynurenamine + NADPH + Oxygen → 4,6-Dihydroxyquinoline + NADP + Water LEFT_TO_RIGHT 2.3.1.87 false 2.3.1.87 Acetyl-CoA + Serotonin → Coenzyme A + N-Acetylserotonin LEFT_TO_RIGHT CHEBI:16828 ChEBI 3.5.1.9 false 3.5.1.9 5-Hydroxy-N-formylkynurenine + Water → 5-Hydroxykynurenine + Formic acid LEFT_TO_RIGHT 4,6-Dihydroxyquinoline 4.1.1.28 false 4.1.1.28 5-Hydroxykynurenine → 5-Hydroxykynurenamine + Carbon dioxide LEFT_TO_RIGHT 1.13.11.52 false 1.13.11.52 5-Hydroxy-L-tryptophan + Oxygen → 5-Hydroxy-N-formylkynurenine LEFT_TO_RIGHT SMP0000063 SMPDB 2.1.1.4 false 2.1.1.4 5-Hydroxyindoleacetic acid + S-Adenosylmethionine → 5-Methoxyindoleacetate + S-Adenosylhomocysteine LEFT_TO_RIGHT Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial 1.0 1.2.1.3 false 1.2.1.3 5-Hydroxyindoleacetaldehyde + NAD + Water → 5-Hydroxyindoleacetic acid + NADH LEFT_TO_RIGHT 3-hydroxyanthranilate 3,4-dioxygenase 1.14.13.9 false 1.14.13.9 NADPH + Oxygen + Serotonin → 5-Hydroxyindoleacetaldehyde + NADP + Water LEFT_TO_RIGHT 222 ChemSpider GO:0005737 GENE ONTOLOGY tRNA(Trp) 1.14.16.4 false 1.14.16.4 L-Tryptophan + Oxygen + Tetrahydrobiopterin → 4a-Hydroxytetrahydrobiopterin + 5-Hydroxy-L-tryptophan LEFT_TO_RIGHT Reaction1625 false 5-Hydroxy-L-tryptophan → Carbon dioxide + Serotonin LEFT_TO_RIGHT Reaction1622 false 2-Amino-3-carboxymuconic acid semialdehyde → Quinolinic acid LEFT_TO_RIGHT 4.1.1.45 false 4.1.1.45 2-Amino-3-carboxymuconic acid semialdehyde → 2-Aminomuconic acid semialdehyde + Carbon dioxide LEFT_TO_RIGHT Reaction1620 false 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid → Xanthurenic acid LEFT_TO_RIGHT 1.13.11.6 false 1.13.11.6 3-Hydroxyanthranilic acid + Oxygen → 2-Amino-3-carboxymuconic acid semialdehyde LEFT_TO_RIGHT 2-amino-3-carboxymuconate-6-semialdehyde decarboxylase CHEBI:16411 ChEBI SMILES OC(=O)CC1=CNC2=CC=C(O)C=C12 C00954 KEGG Compound 1.0 HMDB0000929 HMDB 5682 ChemSpider C10H9NO5 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid 223.04807 87-51-4 CAS C11H12N2O5 5-Hydroxy-N-formylkynurenine 252.07462 L-Tryptophan C8H7NO3 Formylanthranilic acid 165.04259 C14H8N2O6 Cinnavalininate 300.03824 C13H16N2O3 6-Hydroxymelatonin 248.11609 14000-31-8 CAS 1.0 4350-09-8 CAS CO-A BioCyc 1.0 P05091 UniProt 5675 ChemSpider Catalase 72-89-9 CAS N'-Formylkynurenine HMDB0000939 HMDB 1.0 Reaction1646 false S-Adenosylmethionine + Tryptamine → N-Methyltryptamine + S-Adenosylhomocysteine LEFT_TO_RIGHT Q16719 UniProt 2.0 1.14.13.9 false 1.14.13.9 NADPH + Oxygen + Tryptamine → Indoleacetaldehyde + NADP + Water LEFT_TO_RIGHT 1.2.1.3 false 1.2.1.3 Indoleacetaldehyde + NAD + Water → Indoleacetic acid + NADH LEFT_TO_RIGHT 1.0 C11H11NO3 5-Methoxyindoleacetate 205.0739 4.1.1.28 false 4.1.1.28 L-Tryptophan → Carbon dioxide + Tryptamine LEFT_TO_RIGHT Reaction1640 false S-Adenosylmethionine + Serotonin → N-Methylserotonin + S-Adenosylhomocysteine LEFT_TO_RIGHT 1.13.11.52 false 1.13.11.52 Oxygen + Serotonin → Formyl-5-hydroxykynurenamine LEFT_TO_RIGHT HMDB0004073 HMDB 6557 ChemSpider C00978 KEGG Compound 18986 PubChem-compound CH2O2 Formic acid 46.005478 3-hydroxyanthranilate 3,4-dioxygenase HMDB0004077 HMDB HMDB0004076 HMDB Water C5H9NO4 L-Glutamic acid 147.05316 HMDB0004078 HMDB 33032 PubChem-compound L-3-Hydroxykynurenine 3-HYDROXY-L-KYNURENINE BioCyc 1.0 HMDB0004083 HMDB HMDB0004081 HMDB 5-Hydroxy-N-formylkynurenine HMDB0000715 HMDB 1093 ChemSpider 1.0 CHEBI:15793 ChEBI 7782-44-7 CAS 4-(2-Aminophenyl)-2,4-dioxobutanoic acid C10H9NO2 5-Hydroxyindoleacetaldehyde 175.06332 C9H12N2O2 5-Hydroxykynurenamine 180.08987 L-Tryptophan C9H7NO2 4,6-Dihydroxyquinoline 161.04768 HMDB0004086 HMDB HMDB0004089 HMDB 9606 TAXONOMY 2-KETOGLUTARATE BioCyc 392413 ChemSpider CHEBI:17780 ChEBI L-KYNURENINE BioCyc CHEBI:30754 ChEBI CHEBI:30751 ChEBI SMILES NCCC(=O)C1=C(NC=O)C=CC(O)=C1 Indoleamine 2,3-dioxygenase 1 Acetyl-N-formyl-5-methoxykynurenamine HMDB0004096 HMDB HMDB0012948 HMDB CHEBI:15377 ChEBI CHEBI:15379 ChEBI 1.0 Quinolinic acid SubPathwayInput HMDB0000978 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 HMDB0011631 HMDB CHEBI:15372 ChEBI CHEBI:15374 ChEBI Oxygen 1.0 CHEBI:16675 ChEBI 164719 PubChem-compound N-FORMYLKYNURENINE BioCyc 1.0 Tryptamine 3342-77-6 CAS 2.0 5280625 PubChem-compound Acetylserotonin O-methyltransferase Reaction106 false 5-Hydroxyindoleacetaldehyde + Oxygen + Water → 5-Hydroxyindoleacetic acid + Hydrogen peroxide LEFT_TO_RIGHT SMILES NC1=CC=CC=C1C(O)=O 5497 ChemSpider 5013 ChemSpider C00780 KEGG Compound CHEBI:16680 ChEBI CHEBI:15351 ChEBI HMDB0000763 HMDB 85-61-0 CAS L-Tryptophyl-tRNA(Trp) Aromatic-L-amino-acid decarboxylase C10H7NO4 Xanthurenic acid 205.0375 61-54-1 CAS 7722-84-1 CAS C03824 KEGG Compound 802 PubChem-compound C23H38N7O17P3S Acetyl-CoA 809.1258 800 PubChem-compound 937 ChemSpider 439280 PubChem-compound 114918 PubChem-compound HMDB0003125 HMDB HMDB0001185 HMDB 1.0 C00328 KEGG Compound C12H14N2O2 N-Acetylserotonin 218.10553 HMDB0001190 HMDB ATP BioCyc P04040 UniProt Aromatic-L-amino-acid decarboxylase HMDB0002281 HMDB 17924 ChemSpider 1.0 C15H23N6O5S S-Adenosylmethionine 399.14505 4.0 1.0 5863 ChemSpider CHEBI:17442 ChEBI C10H9NO Indoleacetaldehyde 159.06842 952 ChemSpider 1.0 Aldehyde dehydrogenase, mitochondrial SMILES NC(CC(=O)C1=C(NC=O)C=CC(O)=C1)C(O)=O SMILES OC(=O)C1=CC=CC=C1NC=O SMILES NC1=C(C(O)=O)C2=NC3=C(C=CC=C3OC2=CC1=O)C(O)=O 5-Hydroxykynurenine SMILES COC1=C(O)C=C2NC=C(CCNC(C)=O)C2=C1 SMILES NC1=C(C=CC=C1O)C(=O)CC(=O)C(O)=O C11H12N2O4 N'-Formylkynurenine 236.07971 C00108 KEGG Compound 5858 ChemSpider CHEBI:17697 ChEBI Adenosine monophosphate 1134-01-6 CAS 2.0 73-22-3 CAS 1826 PubChem-compound PPI BioCyc SMILES COC1=CC2=C(NC=C2CC(O)=O)C=C1 SMILES O=CCC1=CNC2=CC=CC=C12 1.0 C11H12N2O2 L-Tryptophan 204.08987 SMILES C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N Cytosol C14H20N6O5S S-Adenosylhomocysteine 384.12158 HMDB0004259 HMDB C6H7NO3 2-Aminomuconic acid semialdehyde 141.04259 ReactionCatalysis2059 ACTIVATION 1037 ChemSpider Serotonin N-acetyltransferase CHEBI:18361 ChEBI SMILES NC(CC(=O)C1=CC=CC=C1NC=O)C(O)=O 1.0 P20711 UniProt Kynurenine 3-monooxygenase Tetrahydrobiopterin C21H28N7O14P2 NAD 664.11694 102864 ChemSpider Adenosine triphosphate HMDB0000902 HMDB Indoleacetaldehyde Extracellular Space Tryptophan--tRNA ligase, cytoplasmic QUINOLINATE BioCyc 74688 PubChem-compound NAD(P) BioCyc ReactionCatalysis168807 ACTIVATION ReactionCatalysis168806 ACTIVATION 388301 ChemSpider CHEBI:18344 ChEBI 2-amino-3-carboxymuconate-6-semialdehyde decarboxylase CHEBI:28136 ChEBI 4.0 Indoleamine 2,3-dioxygenase 1 1.0 778 ChemSpider C00398 KEGG Compound 328-50-7 CAS 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 AMP BioCyc HMDB0000259 HMDB HYDROGEN-PEROXIDE BioCyc 389609 ChemSpider HMDB0000250 HMDB 389612 ChemSpider 389616 ChemSpider 389615 ChemSpider 389614 ChemSpider C01252 KEGG Compound 1.0 763 ChemSpider HMDB0000027 HMDB P17752 UniProt 1.0 3-Hydroxyanthranilic acid TRP BioCyc CHEBI:217069 ChEBI CPD-476 BioCyc CHEBI:18377 ChEBI 7732-18-5 CAS 61-19-8 CAS HMDB0001123 HMDB SMILES NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1 56-86-0 CAS N-Acetylserotonin O95050 UniProt 896 PubChem-compound Indoleacetic acid C10H12N2O3 L-Kynurenine 208.0848 NAD Acetylserotonin O-methyltransferase C10H9NO4 4-(2-Aminophenyl)-2,4-dioxobutanoic acid 207.05316 C05639 KEGG Compound C05638 KEGG Compound C05635 KEGG Compound C05634 KEGG Compound N-Methylserotonin 606-14-4 CAS HMDB0001377 HMDB Tryptophan 5-hydroxylase 1 S-Adenosylhomocysteine HMDB0000045 HMDB C05640 KEGG Compound 3845 PubChem-compound SMILES NC1=C(O)C=CC=C1C(O)=O 780 ChemSpider 245128-91-0 CAS C3H7NO2 L-Alanine 89.047676 1.0 C05645 KEGG Compound C03227 KEGG Compound C05648 KEGG Compound Serotonin C05647 KEGG Compound Hydrogen peroxide C05642 KEGG Compound Reduced flavoprotein C05643 KEGG Compound Oxidized flavoprotein C05651 KEGG Compound HMDB0001389 HMDB SMILES N[C@@H](CCC(O)=O)C(O)=O 2922-83-0 CAS SMILES OC=O C11H12N2O3 5-Hydroxy-L-tryptophan 220.0848 132989 ChemSpider 2208-41-5 CAS C05653 KEGG Compound P23381 UniProt SMILES OC1=CC2=C(NC=C2CC=O)C=C1 C05660 KEGG Compound SMILES NCCC(=O)C1=C(N)C=CC(O)=C1 SMILES OC1=CC2=C(O)C=CN=C2C=C1 6088 PubChem-compound 444493 PubChem-compound C10H7NO3 Kynurenic acid 189.04259 6083 PubChem-compound Indolethylamine N-methyltransferase 73-31-4 CAS 22833512 PubChem-compound 25246222 PubChem-compound CHEBI:2076 ChEBI ACETYL-COA BioCyc H2O Water 18.010565 1.0 NAD BioCyc Formylanthranilic acid 1.0 5-Hydroxy-L-tryptophan Tryptophan--tRNA ligase, cytoplasmic 1864 PubChem-compound 118-92-3 CAS 2.0 948275 INSDC P48775 UniProt SMILES OC(=O)C1=CC(=O)C2=CC=CC=C2N1 P46597 UniProt 1.0 1.0 1.0 SMILES O C7H5NO4 Quinolinic acid 167.02185 Acetyl-CoA 1.0 Q8TDX5 UniProt 4444266 ChemSpider Cytochrome P450 1A1 171161 PubChem-compound N-Methyltryptamine 1.0 472 PubChem-compound CHEBI:27823 ChEBI CHEBI:15846 ChEBI 91624 ChemSpider Nicotinate and Nicotinamide Metabolism SubPathway 53-59-8 CAS C10H9NO2 Indoleacetic acid 175.06332 C10H12N2O4 5-Hydroxykynurenine 224.07971 Reaction178712 false Adenosine triphosphate + L-Tryptophan + tRNA(Trp) → Adenosine monophosphate + L-Tryptophyl-tRNA(Trp) + Pyrophosphate LEFT_TO_RIGHT 2-Amino-3-carboxymuconic acid semialdehyde 1.0 GO:0005829 GENE ONTOLOGY C5H6O5 Oxoglutaric acid 146.02153 CHEBI:16908 ChEBI Tryptophan 2,3-dioxygenase BUFOTENINE BioCyc 50-67-9 CAS ADENOSYL-HOMO-CYS BioCyc HMDB0000684 HMDB ReactionCatalysis1357 ACTIVATION 5-Methoxyindoleacetate ReactionCatalysis1356 ACTIVATION ReactionCatalysis1359 ACTIVATION ReactionCatalysis1358 ACTIVATION Tryptophan Metabolism C21H30N7O17P3 NADPH 745.0911 ReactionCatalysis1351 ACTIVATION C21H29N7O17P3 NADP 744.08325 ReactionCatalysis1353 ACTIVATION ReactionCatalysis1352 ACTIVATION ReactionCatalysis1355 ACTIVATION ReactionCatalysis1354 ACTIVATION SMILES NC(CC(=O)C1=C(N)C=CC(O)=C1)C(O)=O 1.0 CHEBI:16977 ChEBI HMDB0000208 HMDB 3-HYDROXY-ANTHRANILATE BioCyc SMILES OC(=O)CC1=CNC2=C1C=CC=C2 11811 PubChem-compound 1.0 C11H14N2O N-Methylserotonin 190.11061 C11H14N2 N-Methyltryptamine 174.11569 SMILES OC(=O)CCC(=O)C(O)=O HMDB0000217 HMDB Formyl-5-hydroxykynurenamine 124-38-9 CAS CHEBI:15414 ChEBI 1.0 tRNA(Trp) Tryptophan 2,3-dioxygenase 1.0 CHEBI:36575 ChEBI 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 HMDB0000221 HMDB 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 CHEBI:28715 ChEBI GLT BioCyc 53-57-6 CAS 5-Hydroxyindoleacetic acid 227 PubChem-compound S-ADENOSYLMETHIONINE BioCyc SMILES C[C@H](N)C(O)=O 1210-83-9 CAS 161166 PubChem-compound HMDB0000232 HMDB O7P2 Pyrophosphate 173.91193 C13H16N2O4 Acetyl-N-formyl-5-methoxykynurenamine 264.111 C7H7NO5 2-Amino-3-carboxymuconic acid semialdehyde 185.03242 CHEBI:16946 ChEBI 5-HYDROXY-TRYPTOPHAN BioCyc C10H12N2O Serotonin 176.09496 720-00-3 CAS HMDB0000472 HMDB SMILES N[C@@H](CC1=CNC2=C1C=C(O)C=C2)C(O)=O 6066 ChemSpider GO:0005615 GENE ONTOLOGY 3471-31-6 CAS HMDB0001330 HMDB 5699 PubChem-compound 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 6305 PubChem-compound Oxidized flavoprotein CHEBI:1146900 ChEBI 1.0 Kynurenine 3-monooxygenase 5202 PubChem-compound S-Adenosylmethionine C21H36N7O16P3S Coenzyme A 767.11523 SMILES N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O 18971002 PubChem-compound Cytoplasm 1.0 CHEBI:15422 ChEBI Homo sapiens 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 SMILES OC(=O)C1=NC2=C(O)C=CC=C2C(O)=C1 89-00-9 CAS O2 Oxygen 31.98983 CHEBI:308079 ChEBI CHEBI:16765 ChEBI C01717 KEGG Compound 1.0 CHEBI:16526 ChEBI 129803 PubChem-compound SMILES CC(=O)NCCC1=CNC2=C1C=C(O)C=C2 C13H16N2O2 Melatonin 232.12119 Tryptophan 5-hydroxylase 1 CHEBI:28736 ChEBI 1.0 HMDB0012819 HMDB 4444230 ChemSpider 70110-58-6 CAS 1.0 1.0 C00637 KEGG Compound 5-Hydroxykynurenamine ANTHRANILATE BioCyc C00632 KEGG Compound Aldehyde dehydrogenase, mitochondrial 5893 PubChem-compound ReactionCatalysis1367 ACTIVATION 5-HYDROXYINDOLE_ACETATE BioCyc XANTHURENATE BioCyc P46952 UniProt ReactionCatalysis1360 ACTIVATION ReactionCatalysis1362 ACTIVATION ReactionCatalysis1361 ACTIVATION ReactionCatalysis1363 ACTIVATION ReactionCatalysis1366 ACTIVATION Q63HM1 UniProt 1.0 SMILES NC1=C(C=CC=C1)C(=O)CC(=O)C(O)=O 61-49-4 CAS 5886 PubChem-compound C00643 KEGG Compound SMILES N[C@@H](CC(=O)C1=CC=CC=C1N)C(O)=O 1.0 ReactionCatalysis1379 ACTIVATION ReactionCatalysis1378 ACTIVATION CHEBI:28799 ChEBI 280 PubChem-compound Kynurenic acid ReactionCatalysis1371 ACTIVATION CHEBI:28790 ChEBI ReactionCatalysis1373 ACTIVATION 150885 PubChem-compound ReactionCatalysis1375 ACTIVATION ReactionCatalysis1374 ACTIVATION ReactionCatalysis1377 ACTIVATION ReactionCatalysis1376 ACTIVATION CHEBI:16796 ChEBI 11318 ChemSpider 149637 ChemSpider ReactionCatalysis1380 ACTIVATION SMILES N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=O 2.0 O15229 UniProt 2-Aminobenzoic acid SMILES N\C(=C\C=C/C=O)C(O)=O ReactionCatalysis1382 ACTIVATION ReactionCatalysis1381 ACTIVATION ReactionCatalysis1384 ACTIVATION ReactionCatalysis1383 ACTIVATION TRYPTAMINE BioCyc L-Tryptophan ReactionCatalysis1386 ACTIVATION ReactionCatalysis1385 ACTIVATION HMDB0001967 HMDB 1066 PubChem-compound P14902 UniProt 24762165 PubChem-compound HMDB0000881 HMDB Q16613 UniProt