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SMILES [H][C@]1(O)C(=CC=C[C@]1([H])OC(=C)C([O-])=O)C([O-])=O 31543 ChemSpider 1.0 937 ChemSpider 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 3315 PubChem-compound 5682 ChemSpider 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 NADH Reaction5976 false Chorismate ↔ isochorismate REVERSIBLE Water AMP BioCyc 1.0 6.3.2.14 false 6.3.2.14 Water + isochorismate → (2S,3S)-2,3-dihydroxy-2,3-dihydrobenzoate + Pyruvic acid LEFT_TO_RIGHT P15047 UniProt 1.3.1.28 false 1.3.1.28 (2S,3S)-2,3-dihydroxy-2,3-dihydrobenzoate + NAD → 2,3-Dihydroxybenzoic acid + Hydrogen Ion + NADH LEFT_TO_RIGHT 439153 PubChem-compound 6.3.2.14 false 6.3.2.14 2,3-Dihydroxybenzoic acid + Adenosine triphosphate + Hydrogen Ion → (2,3-Dihydroxybenzoyl)adenylic acid + diphosphate LEFT_TO_RIGHT SMILES O C10H14N5O7P Adenosine monophosphate 347.06308 1.0 isochorismate http://identifiers.org/smpdb/SMP00836 SMPDB CHEBI:16027 ChEBI 1.0 NAD C10H10O6 Chorismate 226.04774 ATP BioCyc HMDB12199 HMDB 2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase 1.0 CHEBI:5572 ChEBI ReactionCatalysis5939 ACTIVATION ReactionCatalysis5938 ACTIVATION 1.0 C30H27N3O15 Chymosin preparation, escherichia coli k-12 669.1442 Enterobactin synthase component E Pyruvic acid a seryl-[EntF peptidyl-carrier protein] CHEBI:15846 ChEBI HMDB00538 HMDB a DHB-seryl-[EntF peptidyl-carrier protein] a holo-[EntF peptidyl-carrier protein] C3H4O3 Pyruvic acid 88.016045 11542 ChemSpider a holo-[EntB isochorismatase/aryl-carrier protein] a 2,3-dihydroxybenzoyl-[EntB isochorismatase/aryl-carrier protein] 3.0 34231 PubChem-compound CHEBI:15422 ChEBI C10H8O6 isochorismate 224.03319 CHEBI:15941 ChEBI (2S,3S)-2,3-dihydroxy-2,3-dihydrobenzoate Chorismate biosynthesis SubPathway SubPathwayInteraction3128 SubPathwayReaction SubPathway3128Reaction 5742 ChemSpider 1038 PubChem-compound 1.0 Isochorismatase 7732-18-5 CAS 1.0 388299 ChemSpider Chorismate diphosphate http://identifiers.org/smpdb/SMP02062 SMPDB 61-19-8 CAS 617-12-9 CAS SMILES O[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(O)=O 440201 PubChem-compound SMILES NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1 ReactionCatalysis5944 ACTIVATION 127-17-3 CAS ReactionCatalysis5943 ACTIVATION HMDB59597 HMDB Enterobactin synthase component F Adenosine monophosphate a DHB-seryl-[EntF peptidyl-carrier protein] a holo-[EntF peptidyl-carrier protein] HMDB00902 HMDB SMILES OC1C=CC=C(C1O)C(O)=O ReactionCatalysis5942 ACTIVATION ReactionCatalysis5941 ACTIVATION a holo-[EntB isochorismatase/aryl-carrier protein] ReactionCatalysis5940 ACTIVATION a 2,3-dihydroxybenzoyl-[EntB isochorismatase/aryl-carrier protein] CHEBI:16908 ChEBI a seryl-[EntF peptidyl-carrier protein] HMDB00243 HMDB 5858 ChemSpider C10H16N5O13P3 Adenosine triphosphate 506.99576 Isochorismate synthase entC P0AEJ2 UniProt SMILES CC1=C(C=CC(=C1)C1=CC(C)=C(C=C1)N=NC1=C(O)C2=C(C=C1)C(=CC(=C2N)S(O)(=O)=O)S(O)(=O)=O)N=NC1=C(O)C2=C(C=C1)C(=CC(=C2N)S(O)(=O)=O)S(O)(=O)=O 1.0 CHEBI:17333 ChEBI CHEBI:18026 ChEBI 1010 ChemSpider SMILES CC(=O)C(O)=O CHEBI:28855 ChEBI 2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase 8.0 2,3-dihydroxybenzoate-AMP ligase 1.0 CHEBI:29780 ChEBI Reaction5980 false (2,3-Dihydroxybenzoyl)adenylic acid + a holo-[EntB isochorismatase/aryl-carrier protein] → Adenosine monophosphate + Hydrogen Ion + a 2,3-dihydroxybenzoyl-[EntB isochorismatase/aryl-carrier protein] LEFT_TO_RIGHT SMILES OC1=CC=CC(C(=O)N[C@H]2COC(=O)[C@H](COC(=O)[C@H](COC2=O)NC(=O)C2=CC=CC(O)=C2O)NC(=O)C2=CC=CC(O)=C2O)=C1O 2.7.7.- false 2.7.7.- a 2,3-dihydroxybenzoyl-[EntB isochorismatase/aryl-carrier protein] + a seryl-[EntF peptidyl-carrier protein] → Hydrogen Ion + a DHB-seryl-[EntF peptidyl-carrier protein] + a holo-[EntB isochorismatase/aryl-carrier protein] LEFT_TO_RIGHT Reaction5982 false 3 a DHB-seryl-[EntF peptidyl-carrier protein] → Chymosin preparation, escherichia coli k-12 + 3 a holo-[EntF peptidyl-carrier protein] LEFT_TO_RIGHT 962 PubChem-compound CPD-9517 BioCyc 1.0 (2,3-Dihydroxybenzoyl)adenylic acid 2,3-Dihydroxybenzoic acid Hydrogen Ion PW002048 PathWhiz 1.0 P0ADI4 UniProt 5893 PubChem-compound HMDB02111 HMDB Adenosine triphosphate 58-68-4 CAS 2.0 C00080 KEGG Compound 1.0 CHEBI:32816 ChEBI SMILES OC(=O)C1=C([O-])C(O)=CC=C1 PW000816 PathWhiz 1.0 CHEBI:15377 ChEBI C7H8O4 (2S,3S)-2,3-dihydroxy-2,3-dihydrobenzoate 156.04225 1.0 CHEBI:15378 ChEBI SMILES [H+] PYRUVATE BioCyc P11454 UniProt SMILES [H][C@]1(COP(O)(=O)OC(=O)C2=C(O)C(O)=CC=C2)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O C00001 KEGG Compound 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 C34H28N6O14S4 diphosphate 872.0546 C00885 KEGG Compound C00004 KEGG Compound C00003 KEGG Compound 1031 ChemSpider C00002 KEGG Compound 1.0 2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase C04171 KEGG Compound Isochorismatase Chymosin preparation, escherichia coli k-12 HMDB01487 HMDB C21H28N7O14P2 NAD 664.11694 P10378 UniProt Enterobactin Biosynthesis 6083 PubChem-compound 3.0 C05821 KEGG Compound C00251 KEGG Compound Enterobactin synthase component E C21H29N7O14P2 NADH 665.12476 28384-96-5 CAS Isochorismate synthase entC H2O Water 18.010565 5957 PubChem-compound NADH BioCyc HMDB32199 HMDB NAD BioCyc 1060 PubChem-compound C7H5O4 2,3-Dihydroxybenzoic acid 153.01933 HMDB00045 HMDB H Hydrogen Ion 1.007825 C17H18N5O10P (2,3-Dihydroxybenzoyl)adenylic acid 483.07913 C00022 KEGG Compound 56-65-5 CAS 53-84-9 CAS C00020 KEGG Compound Enterobactin synthase component F 12039 PubChem-compound 1.0 1.0 Isochorismate synthase entC Isochorismatase 2,3-dihydro- 2,3- dihydroxybenzoate dehydrogenase Enterobactin synthase component E Enterobactin synthase component E Enterobactin synthase component F Enterobactin synthase component F Chorismate isochorismate H 2 O Pyruvic acid (2S,3S)-2,3- dihydroxy- 2,3- dihydrobenzoate NAD 2,3- Dihydroxybenzoic acid NADH H + ATP H + (2,3- Dihydroxybenzoyl)adenylic acid diphosphate AMP H + H + Chymosin preparation, escherichia coli k-12 a holo-[EntB isochorismatase/aryl- carrier protein] a 2,3- dihydroxybenzoyl- [EntB isochorismatase/aryl- carrier protein] a seryl-[EntF peptidyl- carrier protein] a holo-[EntB isochorismatase/aryl- carrier protein] a DHB-seryl-[EntF peptidyl- carrier protein] a holo-[EntF peptidyl- carrier protein] Chorismate biosynthesis
SMILES [H][C@]1(O)C(=CC=C[C@]1([H])OC(=C)C([O-])=O)C([O-])=O 31543 ChemSpider 1.0 937 ChemSpider 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 3315 PubChem-compound 5682 ChemSpider 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 NADH Reaction5976 false Chorismate ↔ isochorismate REVERSIBLE Water AMP BioCyc 1.0 6.3.2.14 false 6.3.2.14 Water + isochorismate → (2S,3S)-2,3-dihydroxy-2,3-dihydrobenzoate + Pyruvic acid LEFT_TO_RIGHT P15047 UniProt 1.3.1.28 false 1.3.1.28 (2S,3S)-2,3-dihydroxy-2,3-dihydrobenzoate + NAD → 2,3-Dihydroxybenzoic acid + Hydrogen Ion + NADH LEFT_TO_RIGHT 439153 PubChem-compound 6.3.2.14 false 6.3.2.14 2,3-Dihydroxybenzoic acid + Adenosine triphosphate + Hydrogen Ion → (2,3-Dihydroxybenzoyl)adenylic acid + diphosphate LEFT_TO_RIGHT SMILES O C10H14N5O7P Adenosine monophosphate 347.06308 1.0 isochorismate http://identifiers.org/smpdb/SMP00836 SMPDB CHEBI:16027 ChEBI 1.0 NAD C10H10O6 Chorismate 226.04774 ATP BioCyc HMDB12199 HMDB 2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase 1.0 CHEBI:5572 ChEBI ReactionCatalysis5939 ACTIVATION ReactionCatalysis5938 ACTIVATION 1.0 C30H27N3O15 Chymosin preparation, escherichia coli k-12 669.1442 Enterobactin synthase component E Pyruvic acid a seryl-[EntF peptidyl-carrier protein] CHEBI:15846 ChEBI HMDB00538 HMDB a DHB-seryl-[EntF peptidyl-carrier protein] a holo-[EntF peptidyl-carrier protein] C3H4O3 Pyruvic acid 88.016045 11542 ChemSpider a holo-[EntB isochorismatase/aryl-carrier protein] a 2,3-dihydroxybenzoyl-[EntB isochorismatase/aryl-carrier protein] 3.0 34231 PubChem-compound CHEBI:15422 ChEBI C10H8O6 isochorismate 224.03319 CHEBI:15941 ChEBI (2S,3S)-2,3-dihydroxy-2,3-dihydrobenzoate Chorismate biosynthesis SubPathway SubPathwayInteraction3128 SubPathwayReaction SubPathway3128Reaction 5742 ChemSpider 1038 PubChem-compound 1.0 Isochorismatase 7732-18-5 CAS 1.0 388299 ChemSpider Chorismate diphosphate http://identifiers.org/smpdb/SMP02062 SMPDB 61-19-8 CAS 617-12-9 CAS SMILES O[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(O)=O 440201 PubChem-compound SMILES NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1 ReactionCatalysis5944 ACTIVATION 127-17-3 CAS ReactionCatalysis5943 ACTIVATION HMDB59597 HMDB Enterobactin synthase component F Adenosine monophosphate a DHB-seryl-[EntF peptidyl-carrier protein] a holo-[EntF peptidyl-carrier protein] HMDB00902 HMDB SMILES OC1C=CC=C(C1O)C(O)=O ReactionCatalysis5942 ACTIVATION ReactionCatalysis5941 ACTIVATION a holo-[EntB isochorismatase/aryl-carrier protein] ReactionCatalysis5940 ACTIVATION a 2,3-dihydroxybenzoyl-[EntB isochorismatase/aryl-carrier protein] CHEBI:16908 ChEBI a seryl-[EntF peptidyl-carrier protein] HMDB00243 HMDB 5858 ChemSpider C10H16N5O13P3 Adenosine triphosphate 506.99576 Isochorismate synthase entC P0AEJ2 UniProt SMILES CC1=C(C=CC(=C1)C1=CC(C)=C(C=C1)N=NC1=C(O)C2=C(C=C1)C(=CC(=C2N)S(O)(=O)=O)S(O)(=O)=O)N=NC1=C(O)C2=C(C=C1)C(=CC(=C2N)S(O)(=O)=O)S(O)(=O)=O 1.0 CHEBI:17333 ChEBI CHEBI:18026 ChEBI 1010 ChemSpider SMILES CC(=O)C(O)=O CHEBI:28855 ChEBI 2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase 8.0 2,3-dihydroxybenzoate-AMP ligase 1.0 CHEBI:29780 ChEBI Reaction5980 false (2,3-Dihydroxybenzoyl)adenylic acid + a holo-[EntB isochorismatase/aryl-carrier protein] → Adenosine monophosphate + Hydrogen Ion + a 2,3-dihydroxybenzoyl-[EntB isochorismatase/aryl-carrier protein] LEFT_TO_RIGHT SMILES OC1=CC=CC(C(=O)N[C@H]2COC(=O)[C@H](COC(=O)[C@H](COC2=O)NC(=O)C2=CC=CC(O)=C2O)NC(=O)C2=CC=CC(O)=C2O)=C1O 2.7.7.- false 2.7.7.- a 2,3-dihydroxybenzoyl-[EntB isochorismatase/aryl-carrier protein] + a seryl-[EntF peptidyl-carrier protein] → Hydrogen Ion + a DHB-seryl-[EntF peptidyl-carrier protein] + a holo-[EntB isochorismatase/aryl-carrier protein] LEFT_TO_RIGHT Reaction5982 false 3 a DHB-seryl-[EntF peptidyl-carrier protein] → Chymosin preparation, escherichia coli k-12 + 3 a holo-[EntF peptidyl-carrier protein] LEFT_TO_RIGHT 962 PubChem-compound CPD-9517 BioCyc 1.0 (2,3-Dihydroxybenzoyl)adenylic acid 2,3-Dihydroxybenzoic acid Hydrogen Ion PW002048 PathWhiz 1.0 P0ADI4 UniProt 5893 PubChem-compound HMDB02111 HMDB Adenosine triphosphate 58-68-4 CAS 2.0 C00080 KEGG Compound 1.0 CHEBI:32816 ChEBI SMILES OC(=O)C1=C([O-])C(O)=CC=C1 PW000816 PathWhiz 1.0 CHEBI:15377 ChEBI C7H8O4 (2S,3S)-2,3-dihydroxy-2,3-dihydrobenzoate 156.04225 1.0 CHEBI:15378 ChEBI SMILES [H+] PYRUVATE BioCyc P11454 UniProt SMILES [H][C@]1(COP(O)(=O)OC(=O)C2=C(O)C(O)=CC=C2)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O C00001 KEGG Compound 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 C34H28N6O14S4 diphosphate 872.0546 C00885 KEGG Compound C00004 KEGG Compound C00003 KEGG Compound 1031 ChemSpider C00002 KEGG Compound 1.0 2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase C04171 KEGG Compound Isochorismatase Chymosin preparation, escherichia coli k-12 HMDB01487 HMDB C21H28N7O14P2 NAD 664.11694 P10378 UniProt Enterobactin Biosynthesis 6083 PubChem-compound 3.0 C05821 KEGG Compound C00251 KEGG Compound Enterobactin synthase component E C21H29N7O14P2 NADH 665.12476 28384-96-5 CAS Isochorismate synthase entC H2O Water 18.010565 5957 PubChem-compound NADH BioCyc HMDB32199 HMDB NAD BioCyc 1060 PubChem-compound C7H5O4 2,3-Dihydroxybenzoic acid 153.01933 HMDB00045 HMDB H Hydrogen Ion 1.007825 C17H18N5O10P (2,3-Dihydroxybenzoyl)adenylic acid 483.07913 C00022 KEGG Compound 56-65-5 CAS 53-84-9 CAS C00020 KEGG Compound Enterobactin synthase component F 12039 PubChem-compound 1.0 1.0 entC entB entA entE entE entF entF Chorismate isochorismate Water Pyruvic acid (2S,3S)-2,3- dihydroxy- 2,3- dihydrobenzoate NAD 2,3- Dihydroxybenzoic acid NADH Hydrogen Ion Adenosine triphosphate Hydrogen Ion (2,3- Dihydroxybenzoyl)adenylic acid diphosphate Adenosine monophosphate Hydrogen Ion Hydrogen Ion Chymosin preparation, escherichia coli k-12 a holo-[EntB isochorismatase/aryl- carrier protein] a 2,3- dihydroxybenzoyl- [EntB isochorismatase/aryl- carrier protein] a seryl-[EntF peptidyl- carrier protein] a holo-[EntB isochorismatase/aryl- carrier protein] a DHB-seryl-[EntF peptidyl- carrier protein] a holo-[EntF peptidyl- carrier protein] Chorismate biosynthesis