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CHEBI:16015 ChEBI ReactionCatalysis6451 ACTIVATION 6140 PubChem-compound ReactionCatalysis6450 ACTIVATION 800 PubChem-compound 937 ChemSpider HMDB0012199 HMDB 63-91-2 CAS P00912 UniProt 1.0 1.0 439153 PubChem-compound 16597-58-3 CAS ReactionCatalysis6455 ACTIVATION ReactionCatalysis6454 ACTIVATION ReactionCatalysis6453 ACTIVATION ReactionCatalysis6452 ACTIVATION P38169 UniProt 50 ChemSpider 1.0 ReactionCatalysis6457 ACTIVATION ReactionCatalysis6456 ACTIVATION C00328 KEGG Compound CHEBI:17115 ChEBI 910 PubChem-compound HMDB0001190 HMDB NAD CHEBI:17111 ChEBI 1.0 C9H8O3 2-Oxo-3-phenylpropanoic acid (Mixture oxo and keto) 164.04735 559142 ChemSpider 5746 ChemSpider C10H9NO Indoleacetaldehyde 159.06842 CHEBI:16474 ChEBI 952 ChemSpider SMILES O[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(O)=O P00937 UniProt 7540-64-9 CAS CHEBI:995 ChEBI SMILES [H]\C(NC1=CC=CC=C1C(=O)O)=C(\O)[C@@](O)([H])[C@@](O)([H])COP(O)(O)=O P00931 UniProt C00108 KEGG Compound C11H12N2O4 N'-Formylkynurenine 236.07971 5736 ChemSpider 1.0 indole-3-pyruvate indoleglycerol phosphate 709 ChemSpider C02406 KEGG Compound 5735 ChemSpider Tryptophol C00463 KEGG Compound CHEBI:17333 ChEBI 1010 ChemSpider Saccharomyces cerevisiae 73-22-3 CAS 1.0 PPI BioCyc C10H12N2O4 3-hydroxy-L-kynurenine 224.07971 3-hydroxy-L-kynurenine C11H12NO6P indoleglycerol phosphate 285.04022 C00119 KEGG Compound C3H7O6P D-Glyceraldehyde 3-phosphate 169.99803 Aromatic/aminoadipate aminotransferase 1 1.0 pyruvate decarboxylase 2 alcohol dehydrogenase subunit I Pyruvate decarboxylase isozyme 1 SMILES O=CCC1=CNC2=CC=CC=C12 C5H10N2O3 L-Glutamine 146.06914 Hydrogen Ion 1.0 C11H12N2O2 L-Tryptophan 204.08987 L-Kynurenine P26263 UniProt HMDB0031629 HMDB Pyruvate decarboxylase isozyme 3 alcohol dehydrogenase subunit 2 Multifunctional tryptophan biosynthesis protein Anthranilate synthase component 1 C12H16NO9P 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate 349.05627 N-(5'-phosphoribosyl)anthranilate isomerase C00007 KEGG Compound C7H7NO2 2-Aminobenzoic acid 137.04768 Anthranilate phosphoribosyltransferase C00006 KEGG Compound 1.0 CHEBI:18009 ChEBI C00001 KEGG Compound L-ALPHA-ALANINE BioCyc CHEBI:18361 ChEBI 56-41-7 CAS C00005 KEGG Compound P47096 UniProt SMILES NC(CC(=O)C1=CC=CC=C1NC=O)C(O)=O C00004 KEGG Compound 1.0 C00003 KEGG Compound 1031 ChemSpider P16467 UniProt 1.0 2-Oxo-3-phenylpropanoic acid (Mixture oxo and keto) 84 ChemSpider Tryptophan synthase C21H28N7O14P2 NAD 664.11694 C00011 KEGG Compound 7339 PubChem-compound C00251 KEGG Compound HMDB0000902 HMDB 2-Aminobenzoic acid C00013 KEGG Compound 4.1.3.27 false 4.1.3.27 Chorismate + L-Glutamine → 2-Aminobenzoic acid + Hydrogen Ion + L-Glutamic acid + Pyruvic acid LEFT_TO_RIGHT 2.4.2.18 false 2.4.2.18 2-Aminobenzoic acid + Phosphoribosyl pyrophosphate → N-(5-phosphoribosyl)-anthranilate + Pyrophosphate LEFT_TO_RIGHT NAD(P) BioCyc 5.3.1.24 false 5.3.1.24 N-(5-phosphoribosyl)-anthranilate → 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate LEFT_TO_RIGHT CHEBI:17138 ChEBI aromatic amino acid aminotransferase II H Hydrogen Ion 1.007825 D-Glyceraldehyde 3-phosphate L-Glutamine C00022 KEGG Compound L-Tryptophan 53-84-9 CAS C00026 KEGG Compound C00025 KEGG Compound ReactionCatalysis6449 ACTIVATION 1.0 ReactionCatalysis6448 ACTIVATION ReactionCatalysis6447 ACTIVATION 1022-31-7 CAS P25377 UniProt 778 ChemSpider CHEBI:18277 ChEBI 776 ChemSpider 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 Water C00041 KEGG Compound SMILES N\C(C(O)=O)=C(\C=C/C=O)/C(O)=O HMDB0000250 HMDB SMILES [O-]P([O-])(=O)OP([O-])([O-])=O C04409 KEGG Compound 997 PubChem-compound C00166 KEGG Compound 56-85-9 CAS 886 ChemSpider HMDB0001476 HMDB Reaction6535 false L-Tryptophan + Oxoglutaric acid → L-Glutamic acid + indole-3-pyruvate LEFT_TO_RIGHT 1.0 HMDB0001112 HMDB Reaction6536 false 2-Oxo-3-phenylpropanoic acid (Mixture oxo and keto) + L-Tryptophan → L-Phenylalanine + indole-3-pyruvate LEFT_TO_RIGHT 7062 ChemSpider Reaction6537 false Hydrogen Ion + indole-3-pyruvate → Carbon dioxide + Indoleacetaldehyde LEFT_TO_RIGHT 1.0 Reaction6538 false Hydrogen Ion + Indoleacetaldehyde + NADH → NAD + Tryptophol LEFT_TO_RIGHT HMDB0000148 HMDB 2-AMINO-3-CARBOXYMUCONATE_SEMIAL BioCyc Reaction6530 false 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate + Hydrogen Ion → indoleglycerol phosphate + Carbon dioxide + Water LEFT_TO_RIGHT 4.2.1.20 false 4.2.1.20 indoleglycerol phosphate → D-Glyceraldehyde 3-phosphate + Indole LEFT_TO_RIGHT TRP BioCyc Reaction6532 false Indole + L-Serine → L-Tryptophan + Water LEFT_TO_RIGHT Reaction6533 false L-Tryptophan → N'-Formylkynurenine + Oxygen LEFT_TO_RIGHT HMDB0000142 HMDB Reaction6534 false L-Kynurenine + Water → 2-Aminobenzoic acid + Hydrogen Ion + L-Alanine LEFT_TO_RIGHT 1.0 7732-18-5 CAS CHEBI:18377 ChEBI C00058 KEGG Compound 591-59-3 CAS HMDB0001487 HMDB HMDB0001123 HMDB HMDB0000159 HMDB 56-86-0 CAS FORMATE BioCyc 156-06-9 CAS C10H12N2O3 L-Kynurenine 208.0848 5460337 PubChem-compound CHEBI:17295 ChEBI N-(5-phosphoribosyl)-anthranilate C00065 KEGG Compound C00064 KEGG Compound HMDB0001377 HMDB SMILES CC(=O)C(O)=O 1.0 SMILES NC1=C(O)C=CC=C1C(O)=O HMDB0000280 HMDB HMDB0000161 HMDB PHE BioCyc 962 PubChem-compound INDOLE BioCyc C11H8NO3 indole-3-pyruvate 202.05042 C10H11NO Tryptophol 161.08406 C3H7NO2 L-Alanine 89.047676 C9H11NO2 L-Phenylalanine 165.07898 C8H7N Indole 117.057846 C00078 KEGG Compound CO2 Carbon dioxide 43.98983 P47125 UniProt C00079 KEGG Compound 10685 PubChem-compound C00080 KEGG Compound SMILES O=O 972 ChemSpider 1.0 Oxoglutaric acid 729 PubChem-compound SMILES N[C@@H](CCC(O)=O)C(O)=O HMDB0002111 HMDB 2922-83-0 CAS SMILES OC=O PYRUVATE BioCyc 5910 ChemSpider CHEBI:18086 ChEBI Q04066 UniProt L-Serine C3H7NO3 L-Serine 105.042595 HMDB0000187 HMDB 1.0 644102 PubChem-compound 4932 TAXONOMY 64-18-6 CAS 1.0 22833512 PubChem-compound CHEBI:18050 ChEBI H2O Water 18.010565 SMILES O[C@H]1[C@@H](O)[C@@H](O[P@](O)(=O)OP(O)(O)=O)O[C@@H]1COP(O)(O)=O 1.13.11.6 false 1.13.11.6 3-Hydroxyanthranilic acid + Oxygen → 2-Amino-3-carboxymuconic acid semialdehyde + Hydrogen Ion LEFT_TO_RIGHT 3.7.1.3 false 3.7.1.3 3-hydroxy-L-kynurenine + Water → 3-Hydroxyanthranilic acid + Hydrogen Ion + L-Alanine LEFT_TO_RIGHT 1.14.13.9 false 1.14.13.9 Hydrogen Ion + L-Kynurenine + NADPH + Oxygen → 3-hydroxy-L-kynurenine + NADP + Water LEFT_TO_RIGHT NADH BioCyc 3.5.1.9 false 3.5.1.9 N'-Formylkynurenine + Water → Formic acid + Hydrogen Ion + L-Kynurenine LEFT_TO_RIGHT NAD BioCyc 141580 ChemSpider 977 PubChem-compound HMDB0059597 HMDB Carbon dioxide L-Alanine L-Phenylalanine Indole 118-92-3 CAS Kynurenine formamidase Kynurenine 3-monooxygenase Indoleamine 2,3-dioxygenase Kynureninase 3-hydroxyanthranilate 3,4-dioxygenase 30572 ChemSpider 17215925 ChemSpider Multifunctional tryptophan biosynthesis protein Anthranilate phosphoribosyltransferase N-(5'-phosphoribosyl)anthranilate isomerase Tryptophan synthase 2-Amino-3-carboxymuconic acid semialdehyde Anthranilate synthase component 1 NADH SMILES O P38840 UniProt Pyrophosphate 4444266 ChemSpider 120-72-9 CAS Aromatic/aminoadipate aminotransferase 1 Pyruvate decarboxylase isozyme 1 pyruvate decarboxylase 2 alcohol dehydrogenase subunit I Pyruvate decarboxylase isozyme 3 alcohol dehydrogenase subunit 2 5961 PubChem-compound 3-Hydroxyanthranilic acid SMILES N1C=CC2=C1C=CC=C2 1.0 51 PubChem-compound Pyruvic acid CHEBI:15846 ChEBI C3H4O3 Pyruvic acid 88.016045 53-59-8 CAS SMILES OC1C(O)C(NC2=C(C=CC=C2)C([O-])=O)OC1COP([O-])([O-])=O Anthranilate synthase component 1038 PubChem-compound 278 ChemSpider 274 ChemSpider C5H6O5 Oxoglutaric acid 146.02153 86 PubChem-compound Tryptophan Metabolism pyruvate decarboxylase CHEBI:16908 ChEBI 1.0 NADPH SER BioCyc HMDB0000684 HMDB NADP C21H30N7O17P3 NADPH 745.0911 C21H29N7O17P3 NADP 744.08325 NADPH BioCyc CHEBI:16977 ChEBI 3-HYDROXY-ANTHRANILATE BioCyc HMDB0000208 HMDB CPD-6641 BioCyc C12H13NO9P N-(5-phosphoribosyl)-anthranilate 346.03442 58-68-4 CAS L-Glutamic acid C5H13O14P3 Phosphoribosyl pyrophosphate 389.9518 HMDB0000217 HMDB SMILES OC(=O)CCC(=O)C(O)=O Oxygen 124-38-9 CAS CHEBI:30915 ChEBI Formic acid 798 PubChem-compound 46878464 PubChem-compound 548-93-6 CAS 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 5280673 PubChem-compound 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 GLN BioCyc P53090 UniProt GLT BioCyc 2591-98-2 CAS SMP0002353 SMPDB 1.0 INDOLE_ACETALDEHYDE BioCyc Kynurenine formamidase 53-57-6 CAS Indoleamine 2,3-dioxygenase 3-hydroxyanthranilate 3,4-dioxygenase 227 PubChem-compound Kynureninase Kynurenine 3-monooxygenase C7H7NO3 3-Hydroxyanthranilic acid 153.04259 SMILES O=C=O SMILES C[C@H](N)C(O)=O SMILES N[C@@H](CC1=CC=CC=C1)C(O)=O 5950 PubChem-compound 5951 PubChem-compound 161166 PubChem-compound O7P2 Pyrophosphate 173.91193 HMDB0001200 HMDB C21H29N7O14P2 NADH 665.12476 C7H7NO5 2-Amino-3-carboxymuconic acid semialdehyde 185.03242 CHEBI:16946 ChEBI 1.0 CHEBI:16828 ChEBI Phosphoribosyl pyrophosphate 6066 ChemSpider HMDB0000243 HMDB SMILES N[C@@H](CO)C(O)=O 222 ChemSpider 49791998 PubChem-compound HMDB0001330 HMDB 1.0 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 HMDB0000929 HMDB 5682 ChemSpider 1.0 14000-31-8 CAS C10H10O6 Chorismate 226.04774 5675 ChemSpider SMILES N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O 18971002 PubChem-compound SMILES [O-]C(=O)C(=O)CC1=CNC2=C1C=CC=C2 SMILES [H][C@@](O)(COP([O-])([O-])=O)[C@@]([H])(O)C1=CNC2=CC=CC=C12 11542 ChemSpider SMILES N[C@@H](CC(=O)C1=CC=CC(O)=C1N)C(O)=O 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate SMILES OCCC1=CNC2=CC=CC=C12 P07285 UniProt 388299 ChemSpider 1.0 Chorismate 617-12-9 CAS O2 Oxygen 31.98983 CH2O2 Formic acid 46.005478 127-17-3 CAS 1.0 1.0 P00899 UniProt C5H9NO4 L-Glutamic acid 147.05316 33032 PubChem-compound CHEBI:16526 ChEBI 1.0 1.0 1.0 CHEBI:15793 ChEBI CHEBI:16881 ChEBI 7782-44-7 CAS ReactionCatalysis6408 ACTIVATION ReactionCatalysis6407 ACTIVATION ReactionCatalysis6406 ACTIVATION 1.0 ReactionCatalysis6409 ACTIVATION SMILES OC(=O)C(=O)CC1=CC=CC=C1 CPD-9517 BioCyc N'-Formylkynurenine PW002442 PathWhiz 2-KETOGLUTARATE BioCyc C00637 KEGG Compound ANTHRANILATE BioCyc C00632 KEGG Compound 5893 PubChem-compound L-KYNURENINE BioCyc CHEBI:30754 ChEBI CHEBI:30751 ChEBI Q05979 UniProt 1.0 CHEBI:32816 ChEBI CHEBI:15377 ChEBI Indoleacetaldehyde CHEBI:15379 ChEBI CHEBI:15378 ChEBI SMILES [H+] 56-45-1 CAS HMDB0000738 HMDB 5886 PubChem-compound SMILES N[C@@H](CC(=O)C1=CC=CC=C1N)C(O)=O 1.0 280 PubChem-compound aromatic amino acid aminotransferase II SMILES N[C@@H](CCC(N)=O)C(O)=O 1.0 SMILES OC(COP(O)(O)=O)C=O PRPP BioCyc N-FORMYLKYNURENINE BioCyc CHEBI:30851 ChEBI Q04894 UniProt 1060 PubChem-compound GAP BioCyc P06169 UniProt SMILES NC1=CC=CC=C1C(O)=O C00661 KEGG Compound HMDB0001967 HMDB 12039 PubChem-compound HMDB0000641 HMDB alcohol dehydrogenase Anthranilate synthase component 1 Multifunctional tryptophan biosynthesis protein Anthranilate phosphoribosyltransferase N-(5'- phosphoribosyl)anthranilate isomerase Tryptophan synthase Tryptophan synthase Indoleamine 2,3-dioxygenase Kynurenine formamidase Kynurenine 3-monooxygenase Kynureninase Kynureninase 3- hydroxyanthranilate 3,4-dioxygenase Aromatic/aminoadipate aminotransferase 1 aromatic amino acid aminotransferase II Pyruvate decarboxylase isozyme 1 pyruvate decarboxylase 2 Pyruvate decarboxylase isozyme 3 alcohol dehydrogenase subunit I alcohol dehydrogenase subunit 2 Chorismate L-Glutamine Pyruvic acid L-Glutamic acid H + 2-Aminobenzoic acid Phosphoribosyl pyrophosphate PP i N-(5- phosphoribosyl)- anthranilate 1-(2- carboxyphenylamino)- 1-deoxy-D- ribulose 5-phosphate H + H 2 O CO 2 indoleglycerol phosphate Indole D- Glyceraldehyde 3-phosphate L-Serine H 2 O L-Tryptophan O 2 N'- Formylkynurenine H 2 O Formic acid H + L-Kynurenine H + NADPH O 2 3-hydroxy-L- kynurenine NADP H 2 O H 2 O H + L-Alanine 2-Aminobenzoic acid H 2 O L-Alanine H + 3- Hydroxyanthranilic acid O 2 H + 2-Amino-3- carboxymuconic acid semialdehyde L-Tryptophan Oxoglutaric acid L-Glutamic acid indole-3- pyruvate 2-Oxo-3- phenylpropanoic acid (Mixture oxo and keto) indole-3- pyruvate L-Phenylalanine H + Indoleacetaldehyde CO 2 NADH H + NAD Tryptophol
CHEBI:16015 ChEBI ReactionCatalysis6451 ACTIVATION 6140 PubChem-compound ReactionCatalysis6450 ACTIVATION 800 PubChem-compound 937 ChemSpider HMDB0012199 HMDB 63-91-2 CAS P00912 UniProt 1.0 1.0 439153 PubChem-compound 16597-58-3 CAS ReactionCatalysis6455 ACTIVATION ReactionCatalysis6454 ACTIVATION ReactionCatalysis6453 ACTIVATION ReactionCatalysis6452 ACTIVATION P38169 UniProt 50 ChemSpider 1.0 ReactionCatalysis6457 ACTIVATION ReactionCatalysis6456 ACTIVATION C00328 KEGG Compound CHEBI:17115 ChEBI 910 PubChem-compound HMDB0001190 HMDB NAD CHEBI:17111 ChEBI 1.0 C9H8O3 2-Oxo-3-phenylpropanoic acid (Mixture oxo and keto) 164.04735 559142 ChemSpider 5746 ChemSpider C10H9NO Indoleacetaldehyde 159.06842 CHEBI:16474 ChEBI 952 ChemSpider SMILES O[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(O)=O P00937 UniProt 7540-64-9 CAS CHEBI:995 ChEBI SMILES [H]\C(NC1=CC=CC=C1C(=O)O)=C(\O)[C@@](O)([H])[C@@](O)([H])COP(O)(O)=O P00931 UniProt C00108 KEGG Compound C11H12N2O4 N'-Formylkynurenine 236.07971 5736 ChemSpider 1.0 indole-3-pyruvate indoleglycerol phosphate 709 ChemSpider C02406 KEGG Compound 5735 ChemSpider Tryptophol C00463 KEGG Compound CHEBI:17333 ChEBI 1010 ChemSpider Saccharomyces cerevisiae 73-22-3 CAS 1.0 PPI BioCyc C10H12N2O4 3-hydroxy-L-kynurenine 224.07971 3-hydroxy-L-kynurenine C11H12NO6P indoleglycerol phosphate 285.04022 C00119 KEGG Compound C3H7O6P D-Glyceraldehyde 3-phosphate 169.99803 Aromatic/aminoadipate aminotransferase 1 1.0 pyruvate decarboxylase 2 alcohol dehydrogenase subunit I Pyruvate decarboxylase isozyme 1 SMILES O=CCC1=CNC2=CC=CC=C12 C5H10N2O3 L-Glutamine 146.06914 Hydrogen Ion 1.0 C11H12N2O2 L-Tryptophan 204.08987 L-Kynurenine P26263 UniProt HMDB0031629 HMDB Pyruvate decarboxylase isozyme 3 alcohol dehydrogenase subunit 2 Multifunctional tryptophan biosynthesis protein Anthranilate synthase component 1 C12H16NO9P 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate 349.05627 N-(5'-phosphoribosyl)anthranilate isomerase C00007 KEGG Compound C7H7NO2 2-Aminobenzoic acid 137.04768 Anthranilate phosphoribosyltransferase C00006 KEGG Compound 1.0 CHEBI:18009 ChEBI C00001 KEGG Compound L-ALPHA-ALANINE BioCyc CHEBI:18361 ChEBI 56-41-7 CAS C00005 KEGG Compound P47096 UniProt SMILES NC(CC(=O)C1=CC=CC=C1NC=O)C(O)=O C00004 KEGG Compound 1.0 C00003 KEGG Compound 1031 ChemSpider P16467 UniProt 1.0 2-Oxo-3-phenylpropanoic acid (Mixture oxo and keto) 84 ChemSpider Tryptophan synthase C21H28N7O14P2 NAD 664.11694 C00011 KEGG Compound 7339 PubChem-compound C00251 KEGG Compound HMDB0000902 HMDB 2-Aminobenzoic acid C00013 KEGG Compound 4.1.3.27 false 4.1.3.27 Chorismate + L-Glutamine → 2-Aminobenzoic acid + Hydrogen Ion + L-Glutamic acid + Pyruvic acid LEFT_TO_RIGHT 2.4.2.18 false 2.4.2.18 2-Aminobenzoic acid + Phosphoribosyl pyrophosphate → N-(5-phosphoribosyl)-anthranilate + Pyrophosphate LEFT_TO_RIGHT NAD(P) BioCyc 5.3.1.24 false 5.3.1.24 N-(5-phosphoribosyl)-anthranilate → 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate LEFT_TO_RIGHT CHEBI:17138 ChEBI aromatic amino acid aminotransferase II H Hydrogen Ion 1.007825 D-Glyceraldehyde 3-phosphate L-Glutamine C00022 KEGG Compound L-Tryptophan 53-84-9 CAS C00026 KEGG Compound C00025 KEGG Compound ReactionCatalysis6449 ACTIVATION 1.0 ReactionCatalysis6448 ACTIVATION ReactionCatalysis6447 ACTIVATION 1022-31-7 CAS P25377 UniProt 778 ChemSpider CHEBI:18277 ChEBI 776 ChemSpider 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 Water C00041 KEGG Compound SMILES N\C(C(O)=O)=C(\C=C/C=O)/C(O)=O HMDB0000250 HMDB SMILES [O-]P([O-])(=O)OP([O-])([O-])=O C04409 KEGG Compound 997 PubChem-compound C00166 KEGG Compound 56-85-9 CAS 886 ChemSpider HMDB0001476 HMDB Reaction6535 false L-Tryptophan + Oxoglutaric acid → L-Glutamic acid + indole-3-pyruvate LEFT_TO_RIGHT 1.0 HMDB0001112 HMDB Reaction6536 false 2-Oxo-3-phenylpropanoic acid (Mixture oxo and keto) + L-Tryptophan → L-Phenylalanine + indole-3-pyruvate LEFT_TO_RIGHT 7062 ChemSpider Reaction6537 false Hydrogen Ion + indole-3-pyruvate → Carbon dioxide + Indoleacetaldehyde LEFT_TO_RIGHT 1.0 Reaction6538 false Hydrogen Ion + Indoleacetaldehyde + NADH → NAD + Tryptophol LEFT_TO_RIGHT HMDB0000148 HMDB 2-AMINO-3-CARBOXYMUCONATE_SEMIAL BioCyc Reaction6530 false 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate + Hydrogen Ion → indoleglycerol phosphate + Carbon dioxide + Water LEFT_TO_RIGHT 4.2.1.20 false 4.2.1.20 indoleglycerol phosphate → D-Glyceraldehyde 3-phosphate + Indole LEFT_TO_RIGHT TRP BioCyc Reaction6532 false Indole + L-Serine → L-Tryptophan + Water LEFT_TO_RIGHT Reaction6533 false L-Tryptophan → N'-Formylkynurenine + Oxygen LEFT_TO_RIGHT HMDB0000142 HMDB Reaction6534 false L-Kynurenine + Water → 2-Aminobenzoic acid + Hydrogen Ion + L-Alanine LEFT_TO_RIGHT 1.0 7732-18-5 CAS CHEBI:18377 ChEBI C00058 KEGG Compound 591-59-3 CAS HMDB0001487 HMDB HMDB0001123 HMDB HMDB0000159 HMDB 56-86-0 CAS FORMATE BioCyc 156-06-9 CAS C10H12N2O3 L-Kynurenine 208.0848 5460337 PubChem-compound CHEBI:17295 ChEBI N-(5-phosphoribosyl)-anthranilate C00065 KEGG Compound C00064 KEGG Compound HMDB0001377 HMDB SMILES CC(=O)C(O)=O 1.0 SMILES NC1=C(O)C=CC=C1C(O)=O HMDB0000280 HMDB HMDB0000161 HMDB PHE BioCyc 962 PubChem-compound INDOLE BioCyc C11H8NO3 indole-3-pyruvate 202.05042 C10H11NO Tryptophol 161.08406 C3H7NO2 L-Alanine 89.047676 C9H11NO2 L-Phenylalanine 165.07898 C8H7N Indole 117.057846 C00078 KEGG Compound CO2 Carbon dioxide 43.98983 P47125 UniProt C00079 KEGG Compound 10685 PubChem-compound C00080 KEGG Compound SMILES O=O 972 ChemSpider 1.0 Oxoglutaric acid 729 PubChem-compound SMILES N[C@@H](CCC(O)=O)C(O)=O HMDB0002111 HMDB 2922-83-0 CAS SMILES OC=O PYRUVATE BioCyc 5910 ChemSpider CHEBI:18086 ChEBI Q04066 UniProt L-Serine C3H7NO3 L-Serine 105.042595 HMDB0000187 HMDB 1.0 644102 PubChem-compound 4932 TAXONOMY 64-18-6 CAS 1.0 22833512 PubChem-compound CHEBI:18050 ChEBI H2O Water 18.010565 SMILES O[C@H]1[C@@H](O)[C@@H](O[P@](O)(=O)OP(O)(O)=O)O[C@@H]1COP(O)(O)=O 1.13.11.6 false 1.13.11.6 3-Hydroxyanthranilic acid + Oxygen → 2-Amino-3-carboxymuconic acid semialdehyde + Hydrogen Ion LEFT_TO_RIGHT 3.7.1.3 false 3.7.1.3 3-hydroxy-L-kynurenine + Water → 3-Hydroxyanthranilic acid + Hydrogen Ion + L-Alanine LEFT_TO_RIGHT 1.14.13.9 false 1.14.13.9 Hydrogen Ion + L-Kynurenine + NADPH + Oxygen → 3-hydroxy-L-kynurenine + NADP + Water LEFT_TO_RIGHT NADH BioCyc 3.5.1.9 false 3.5.1.9 N'-Formylkynurenine + Water → Formic acid + Hydrogen Ion + L-Kynurenine LEFT_TO_RIGHT NAD BioCyc 141580 ChemSpider 977 PubChem-compound HMDB0059597 HMDB Carbon dioxide L-Alanine L-Phenylalanine Indole 118-92-3 CAS Kynurenine formamidase Kynurenine 3-monooxygenase Indoleamine 2,3-dioxygenase Kynureninase 3-hydroxyanthranilate 3,4-dioxygenase 30572 ChemSpider 17215925 ChemSpider Multifunctional tryptophan biosynthesis protein Anthranilate phosphoribosyltransferase N-(5'-phosphoribosyl)anthranilate isomerase Tryptophan synthase 2-Amino-3-carboxymuconic acid semialdehyde Anthranilate synthase component 1 NADH SMILES O P38840 UniProt Pyrophosphate 4444266 ChemSpider 120-72-9 CAS Aromatic/aminoadipate aminotransferase 1 Pyruvate decarboxylase isozyme 1 pyruvate decarboxylase 2 alcohol dehydrogenase subunit I Pyruvate decarboxylase isozyme 3 alcohol dehydrogenase subunit 2 5961 PubChem-compound 3-Hydroxyanthranilic acid SMILES N1C=CC2=C1C=CC=C2 1.0 51 PubChem-compound Pyruvic acid CHEBI:15846 ChEBI C3H4O3 Pyruvic acid 88.016045 53-59-8 CAS SMILES OC1C(O)C(NC2=C(C=CC=C2)C([O-])=O)OC1COP([O-])([O-])=O Anthranilate synthase component 1038 PubChem-compound 278 ChemSpider 274 ChemSpider C5H6O5 Oxoglutaric acid 146.02153 86 PubChem-compound Tryptophan Metabolism pyruvate decarboxylase CHEBI:16908 ChEBI 1.0 NADPH SER BioCyc HMDB0000684 HMDB NADP C21H30N7O17P3 NADPH 745.0911 C21H29N7O17P3 NADP 744.08325 NADPH BioCyc CHEBI:16977 ChEBI 3-HYDROXY-ANTHRANILATE BioCyc HMDB0000208 HMDB CPD-6641 BioCyc C12H13NO9P N-(5-phosphoribosyl)-anthranilate 346.03442 58-68-4 CAS L-Glutamic acid C5H13O14P3 Phosphoribosyl pyrophosphate 389.9518 HMDB0000217 HMDB SMILES OC(=O)CCC(=O)C(O)=O Oxygen 124-38-9 CAS CHEBI:30915 ChEBI Formic acid 798 PubChem-compound 46878464 PubChem-compound 548-93-6 CAS 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 5280673 PubChem-compound 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 GLN BioCyc P53090 UniProt GLT BioCyc 2591-98-2 CAS SMP0002353 SMPDB 1.0 INDOLE_ACETALDEHYDE BioCyc Kynurenine formamidase 53-57-6 CAS Indoleamine 2,3-dioxygenase 3-hydroxyanthranilate 3,4-dioxygenase 227 PubChem-compound Kynureninase Kynurenine 3-monooxygenase C7H7NO3 3-Hydroxyanthranilic acid 153.04259 SMILES O=C=O SMILES C[C@H](N)C(O)=O SMILES N[C@@H](CC1=CC=CC=C1)C(O)=O 5950 PubChem-compound 5951 PubChem-compound 161166 PubChem-compound O7P2 Pyrophosphate 173.91193 HMDB0001200 HMDB C21H29N7O14P2 NADH 665.12476 C7H7NO5 2-Amino-3-carboxymuconic acid semialdehyde 185.03242 CHEBI:16946 ChEBI 1.0 CHEBI:16828 ChEBI Phosphoribosyl pyrophosphate 6066 ChemSpider HMDB0000243 HMDB SMILES N[C@@H](CO)C(O)=O 222 ChemSpider 49791998 PubChem-compound HMDB0001330 HMDB 1.0 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 HMDB0000929 HMDB 5682 ChemSpider 1.0 14000-31-8 CAS C10H10O6 Chorismate 226.04774 5675 ChemSpider SMILES N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O 18971002 PubChem-compound SMILES [O-]C(=O)C(=O)CC1=CNC2=C1C=CC=C2 SMILES [H][C@@](O)(COP([O-])([O-])=O)[C@@]([H])(O)C1=CNC2=CC=CC=C12 11542 ChemSpider SMILES N[C@@H](CC(=O)C1=CC=CC(O)=C1N)C(O)=O 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate SMILES OCCC1=CNC2=CC=CC=C12 P07285 UniProt 388299 ChemSpider 1.0 Chorismate 617-12-9 CAS O2 Oxygen 31.98983 CH2O2 Formic acid 46.005478 127-17-3 CAS 1.0 1.0 P00899 UniProt C5H9NO4 L-Glutamic acid 147.05316 33032 PubChem-compound CHEBI:16526 ChEBI 1.0 1.0 1.0 CHEBI:15793 ChEBI CHEBI:16881 ChEBI 7782-44-7 CAS ReactionCatalysis6408 ACTIVATION ReactionCatalysis6407 ACTIVATION ReactionCatalysis6406 ACTIVATION 1.0 ReactionCatalysis6409 ACTIVATION SMILES OC(=O)C(=O)CC1=CC=CC=C1 CPD-9517 BioCyc N'-Formylkynurenine PW002442 PathWhiz 2-KETOGLUTARATE BioCyc C00637 KEGG Compound ANTHRANILATE BioCyc C00632 KEGG Compound 5893 PubChem-compound L-KYNURENINE BioCyc CHEBI:30754 ChEBI CHEBI:30751 ChEBI Q05979 UniProt 1.0 CHEBI:32816 ChEBI CHEBI:15377 ChEBI Indoleacetaldehyde CHEBI:15379 ChEBI CHEBI:15378 ChEBI SMILES [H+] 56-45-1 CAS HMDB0000738 HMDB 5886 PubChem-compound SMILES N[C@@H](CC(=O)C1=CC=CC=C1N)C(O)=O 1.0 280 PubChem-compound aromatic amino acid aminotransferase II SMILES N[C@@H](CCC(N)=O)C(O)=O 1.0 SMILES OC(COP(O)(O)=O)C=O PRPP BioCyc N-FORMYLKYNURENINE BioCyc CHEBI:30851 ChEBI Q04894 UniProt 1060 PubChem-compound GAP BioCyc P06169 UniProt SMILES NC1=CC=CC=C1C(O)=O C00661 KEGG Compound HMDB0001967 HMDB 12039 PubChem-compound HMDB0000641 HMDB alcohol dehydrogenase