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17215925 ChemSpider 6022 PubChem-compound 3-OH-BENZYL-ALCOHOL BioCyc 937 ChemSpider Carboxylesterase BioH 389681 ChemSpider Dethiobiotin synthetase 3315 PubChem-compound 8-amino-7-oxononanoate synthase Biotin synthase Adenosylmethionine-8-amino-7-oxononanoate aminotransferase HMDB01341 HMDB 4.2.1.59 false 4.2.1.59 3-Hydroxypimeloyl-[acp] methyl ester → Water + an enoylpimeloyl-[acp] methyl ester LEFT_TO_RIGHT 3-Hydroxypimeloyl-[acp] methyl ester 1.3.1.9 false 1.3.1.9 Hydrogen Ion + NADPH + an enoylpimeloyl-[acp] methyl ester → NADP + a pimeloyl-[acp] methyl ester LEFT_TO_RIGHT 2.3.1.179 false 2.3.1.179 Glutaryl-[acp] methyl ester + a malonyl-[acp] → 3-Ketopimeloyl-[acp] methyl ester + Carbon dioxide + a holo-[acyl-carrier protein] LEFT_TO_RIGHT 1.1.1.100 false 1.1.1.100 3-Ketopimeloyl-[acp] methyl ester + Hydrogen Ion + NADPH → 3-Hydroxypimeloyl-[acp] methyl ester + NADP LEFT_TO_RIGHT 1.3.1.9 false 1.3.1.9 Glutaryl-[acp] methyl ester + NADP ← Enoylglutaryl-[acp] methyl ester + Hydrogen Ion + NADPH RIGHT_TO_LEFT SMILES O CHEBI:15956 ChEBI C10H14N5O7P Adenosine monophosphate 347.06308 1.0 3.1.1.85 false 3.1.1.85 Water + a pimeloyl-[acp] methyl ester → Methanol + a pimeloyl-[acp] LEFT_TO_RIGHT 2.0 1.0 CHEBI:16027 ChEBI CH4O Methanol 32.026215 Dethiobiotin ATP BioCyc 1.0 6137 PubChem-compound 1.0 3-oxoacyl-[acyl-carrier-protein] synthase 2 1.1.1.100 false 1.1.1.100 3-Ketoglutaryl-[acp] methyl ester + Hydrogen Ion + NADPH → NADP + a 3R-hydroxyglutaryl-[acp] methyl ester LEFT_TO_RIGHT ADP BioCyc 2.3.1.41 false 2.3.1.41 Hydrogen Ion + a malonyl-[acp] + a malonyl-[acp] methyl ester → 3-Ketoglutaryl-[acp] methyl ester + Carbon dioxide + a holo-[acyl-carrier protein] LEFT_TO_RIGHT HMDB00939 HMDB 2.1.1.197 false 2.1.1.197 S-Adenosylmethionine + a malonyl-[acp] → S-Adenosylhomocysteine + a malonyl-[acp] methyl ester LEFT_TO_RIGHT C15H23N6O5S S-Adenosylmethionine 399.14505 1.0 53-59-8 CAS 1.0 1.0 Glutaryl-[acp] methyl ester 445027 PubChem-compound 439182 PubChem-compound 5742 ChemSpider 1038 PubChem-compound Methanol SMILES CC(N)C(=O)CCCCCC(O)=O 3-oxoacyl-[acyl-carrier-protein] synthase 1 CHEBI:16474 ChEBI SMILES CSCC[C@H](N)C(O)=O GO:0005829 GENE ONTOLOGY SMILES CC HMDB59597 HMDB 274 ChemSpider Adenosine monophosphate 5858 ChemSpider CHEBI:15830 ChEBI SMILES CC ADENOSYL-HOMO-CYS BioCyc SMILES CC(N)C(N)CCCCCC([O-])=O 440839 PubChem-compound 5735 ChemSpider O4P Phosphate 94.95342 fatty acid biosynthesis SubPathway 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 NADPH 1010 ChemSpider Biotin Enoyl-[acyl-carrier-protein] reductase [NADH] 3-oxoacyl-[acyl-carrier-protein] reductase NADP C21H30N7O17P3 NADPH 745.0911 1.0 C21H29N7O17P3 NADP 744.08325 C10H16N2O3S Biotin 244.08817 1.0 BiologicalState108 1.0 NADPH BioCyc HMDB00696 HMDB 4280 PubChem-compound Biotin metabolism 1.0 apo-[carboxylase] Hydrogen Ion HMDB00217 HMDB CHEBI:16977 ChEBI 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 CH33ADO BioCyc C05921 KEGG Compound 979-92-0 CAS Cytosol Biotin synthesis protein BioC C9H17NO3 8-amino-7-oxononanoic acid 187.12085 Adenosine triphosphate C14H20N6O5S S-Adenosylhomocysteine 384.12158 C2H6 S-Adenosyl-4-methylthio-2-oxobutanoate 30.04695 SMILES [O-]P([O-])([O-])=O 1.0 1.0 Biotin-Carboxyl Carrying Protein 124-38-9 CAS HMDB00221 HMDB C00009 KEGG Compound 388325 ChemSpider a malonyl-[acp] methyl ester a holo-[acyl-carrier protein] C00008 KEGG Compound 4754-39-6 CAS C00006 KEGG Compound a malonyl-[acp] CHEBI:15414 ChEBI CHEBI:18009 ChEBI Hydrogen Ion a 3R-hydroxyglutaryl-[acp] methyl ester C9H19N2O2 7,8-Diaminononanoate 187.1452 C00001 KEGG Compound C2H6 a sulfurated [sulfur carrier] 30.04695 L-ALPHA-ALANINE BioCyc SMP00919 SMPDB C00120 KEGG Compound C34H28N6O14S4 diphosphate 872.0546 1.0 56-41-7 CAS C00005 KEGG Compound a pimeloyl-[acp] CHEBI:18367 ChEBI 1032 ChemSpider NADPH C00002 KEGG Compound 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 2.6.1.62 false 2.6.1.62 8-amino-7-oxononanoic acid + S-Adenosylmethionine → 7,8-Diaminononanoate + S-Adenosyl-4-methylthio-2-oxobutanoate LEFT_TO_RIGHT SMILES [H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=O)N2 2.3.1.47 false 2.3.1.47 L-Alanine + a pimeloyl-[acp] → 8-amino-7-oxononanoic acid + Carbon dioxide + a holo-[acyl-carrier protein] LEFT_TO_RIGHT 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 Bifunctional protein BirA HMDB01429 HMDB 2.0 1.0 6.3.3.3 false 6.3.3.3 7,8-Diaminononanoate + Adenosine triphosphate + Carbon dioxide → Adenosine diphosphate + Dethiobiotin + Phosphate LEFT_TO_RIGHT 2.8.1.6 false 2.8.1.6 Dethiobiotin + 2 Hydrogen Ion + 2 S-Adenosylmethionine + a sulfurated [sulfur carrier] → 2 5'-Deoxyadenosine + Biotin + 2 L-Methionine LEFT_TO_RIGHT 53-57-6 CAS C00019 KEGG Compound a pimeloyl-[acp] methyl ester a pimeloyl-[acp] 1.0 PW000762 PathWhiz a 3R-hydroxyglutaryl-[acp] methyl ester C00011 KEGG Compound SMILES O=C=O C00132 KEGG Compound 1.0 S-ADENOSYLMETHIONINE BioCyc SMILES C[C@H](N)C(O)=O 3-oxoacyl-[acyl-carrier-protein] synthase 2 C10H18N2O3 Dethiobiotin 214.13174 a malonyl-[acp] methyl ester 5950 PubChem-compound a malonyl-[acp] a holo-[acyl-carrier protein] a pimeloyl-[acp] methyl ester an enoylpimeloyl-[acp] methyl ester NAD(P) BioCyc 1.0 5957 PubChem-compound C01909 KEGG Compound an enoylpimeloyl-[acp] methyl ester SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCC[C@@H]2SCC3NC(=O)NC23)[C@@H](O)[C@H]1O 562 TAXONOMY H Hydrogen Ion 1.007825 388301 ChemSpider S-Adenosylhomocysteine 1.0 56-65-5 CAS MET BioCyc C00021 KEGG Compound C00020 KEGG Compound 4130-20-5 CAS 1.0 SMILES C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12 ReactionCatalysis2402 ACTIVATION ReactionCatalysis2401 ACTIVATION Adenosine diphosphate ReactionCatalysis2404 ACTIVATION ReactionCatalysis2403 ACTIVATION 1.0 C10H15N5O10P2 Adenosine diphosphate 427.02942 ReactionCatalysis2405 ACTIVATION 1.0 NADP 1.0 ReactionCatalysis2400 ACTIVATION 3-Hydroxypimeloyl-[acp] methyl ester 3-Ketopimeloyl-[acp] methyl ester C5H11NO2S L-Methionine 149.05106 3-Ketoglutaryl-[acp] methyl ester 1.0 HMDB01983 HMDB 1.0 67-56-1 CAS 887 PubChem-compound SMILES [H][C@@]1(C)NC(=O)N[C@]1([H])CCCCCC(O)=O CPD-8587 BioCyc HMDB01185 HMDB Water AMP BioCyc 1.0 C00041 KEGG Compound 1.0 P0A6Q6 UniProt 6.3.4.15 false 6.3.4.15 Biotinyl-5'-AMP + apo-[carboxylase] → Adenosine monophosphate + Biotin-Carboxyl Carrying Protein LEFT_TO_RIGHT SMP00785 SMPDB (3R)-hydroxymyristoyl-[acyl-carrier-protein] dehydratase 1.0 6.3.4.15 false 6.3.4.15 Adenosine triphosphate + Biotin → Biotinyl-5'-AMP + diphosphate LEFT_TO_RIGHT Glutaryl-[acp] methyl ester HMDB01875 HMDB Reaction3391 false a 3R-hydroxyglutaryl-[acp] methyl ester → Enoylglutaryl-[acp] methyl ester + Water LEFT_TO_RIGHT HMDB04220 HMDB 5675 ChemSpider 58-85-5 CAS 1.0 SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O 1.0 ReactionCatalysis3359 ACTIVATION CHEBI:42280 ChEBI Enoylglutaryl-[acp] methyl ester 2.0 HMDB00538 HMDB P12999 UniProt P12998 UniProt CHEBI:15422 ChEBI P12996 UniProt P12995 UniProt HMDB03581 HMDB Bifunctional protein BirA P0AAI5 UniProt 1.0 7732-18-5 CAS 7,8-Diaminononanoate a sulfurated [sulfur carrier] Biotin-Carboxyl Carrying Protein diphosphate C05198 KEGG Compound 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 1.0 SMILES CO 8-amino-7-oxononanoic acid S-Adenosyl-4-methylthio-2-oxobutanoate 63-68-3 CAS ReactionCatalysis2395 ACTIVATION ReactionCatalysis2398 ACTIVATION ReactionCatalysis2397 ACTIVATION 5907 ChemSpider CHEBI:16643 ChEBI C10H16N5O13P3 Adenosine triphosphate 506.99576 CHEBI:16526 ChEBI 3-Ketopimeloyl-[acp] methyl ester L-Methionine CHEBI:16761 ChEBI Adenosylmethionine-8-amino-7-oxononanoate aminotransferase 3-oxoacyl-[acyl-carrier-protein] reductase Dethiobiotin synthetase Carboxylesterase BioH 171548 PubChem-compound C00073 KEGG Compound Biotin synthase 8-amino-7-oxononanoate synthase HMDB01967 HMDB 962 PubChem-compound 31983 ChemSpider C3H7NO2 L-Alanine 89.047676 apo-[carboxylase] 5800 ChemSpider P0AEK2 UniProt 4327 PubChem-compound P0AEK4 UniProt CO2 Carbon dioxide 43.98983 SubPathwayInteraction1368 SubPathwayReaction SubPathway1368Reaction Phosphate 1.0 HMDB02111 HMDB C00080 KEGG Compound 1.0 (3R)-hydroxymyristoyl-[acyl-carrier-protein] dehydratase C20H28N7O9PS Biotinyl-5'-AMP 573.1407 1.0 CHEBI:15377 ChEBI CHEBI:15378 ChEBI SMILES [H+] 14265-44-2 CAS CHEBI:17319 ChEBI 392787 ChemSpider 3-Hydroxypimeloyl-[acp] methyl ester CHEBI:17790 ChEBI 533-48-2 CAS 58-64-0 CAS 3-Ketoglutaryl-[acp] methyl ester 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 BIOTIN BioCyc 5886 PubChem-compound 3-Ketopimeloyl-[acp] methyl ester C10H13N5O3 5'-Deoxyadenosine 251.10184 S-Adenosylmethionine Enoylglutaryl-[acp] methyl ester 149962 ChemSpider ReactionCatalysis2467 ACTIVATION 3-oxoacyl-[acyl-carrier-protein] synthase 1 1.0 P06709 UniProt ReactionCatalysis2469 ACTIVATION 280 PubChem-compound 1.0 ReactionCatalysis2463 ACTIVATION ReactionCatalysis2466 ACTIVATION ReactionCatalysis2465 ACTIVATION 7057 PubChem-compound 6083 PubChem-compound O00763 UniProt 5'-Deoxyadenosine 96023504 PubChem-compound HMDB00030 HMDB 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 22833512 PubChem-compound 25246222 PubChem-compound 1.0 P13000 UniProt H2O Water 18.010565 P13001 UniProt Biotinyl-5'-AMP ReactionCatalysis2470 ACTIVATION 29908-03-0 CAS 2.0 HMDB00045 HMDB 1061 PubChem-compound 1.0 Carbon dioxide L-Alanine CHEBI:16680 ChEBI HMDB00161 HMDB 1.0 864 ChemSpider 24762165 PubChem-compound Biotin synthesis protein BioC P0A953 UniProt PW000900 PathWhiz 3-oxoacyl-[acyl-carrier-protein] reductase Enoyl-[acyl-carrier-protein] reductase [NADH] Bifunctional protein BirA Biotin synthesis protein BioC 3-oxoacyl- [acyl- carrier- protein] synthase 1 3-oxoacyl- [acyl- carrier- protein] reductase (3R)- hydroxymyristoyl- [acyl- carrier- protein] dehydratase Enoyl-[acyl- carrier- protein] reductase [NADH] 3-oxoacyl- [acyl- carrier- protein] synthase 2 3-oxoacyl- [acyl- carrier- protein] reductase (3R)- hydroxymyristoyl- [acyl- carrier- protein] dehydratase Enoyl-[acyl- carrier- protein] reductase [NADH] Carboxylesterase BioH 8-amino-7- oxononanoate synthase Adenosylmethionine- 8-amino-7- oxononanoate aminotransferase Dethiobiotin synthetase Biotin synthase Bifunctional protein BirA ATP diphosphate Biotinyl-5'-AMP S- Adenosylmethionine S- Adenosylhomocysteine H + CO 2 NADPH H + NADP H 2 O NADP NADPH H + CO 2 NADPH H + NADP H 2 O NADPH H + NADP H 2 O Methanol L-Alanine CO 2 8-amino-7- oxononanoic acid S- Adenosylmethionine S-Adenosyl-4- methylthio-2- oxobutanoate 7,8- Diaminononanoate ATP CO 2 Dethiobiotin ADP P i S- Adenosylmethionine H + a sulfurated [sulfur carrier] Biotin L-Methionine 5'- Deoxyadenosine AMP a malonyl-[acp] a malonyl-[acp] methyl ester a malonyl-[acp] a holo-[acyl- carrier protein] 3- Ketoglutaryl- [acp] methyl ester a 3R- hydroxyglutaryl- [acp] methyl ester Enoylglutaryl- [acp] methyl ester Glutaryl-[acp] methyl ester a malonyl-[acp] a holo-[acyl- carrier protein] 3- Ketopimeloyl- [acp] methyl ester 3- Hydroxypimeloyl- [acp] methyl ester an enoylpimeloyl- [acp] methyl ester a pimeloyl-[acp] methyl ester a pimeloyl-[acp] a holo-[acyl- carrier protein] apo- [carboxylase] Biotin-Carboxyl Carrying Protein fatty acid biosynthesis
17215925 ChemSpider 6022 PubChem-compound 3-OH-BENZYL-ALCOHOL BioCyc 937 ChemSpider Carboxylesterase BioH 389681 ChemSpider Dethiobiotin synthetase 3315 PubChem-compound 8-amino-7-oxononanoate synthase Biotin synthase Adenosylmethionine-8-amino-7-oxononanoate aminotransferase HMDB01341 HMDB 4.2.1.59 false 4.2.1.59 3-Hydroxypimeloyl-[acp] methyl ester → Water + an enoylpimeloyl-[acp] methyl ester LEFT_TO_RIGHT 3-Hydroxypimeloyl-[acp] methyl ester 1.3.1.9 false 1.3.1.9 Hydrogen Ion + NADPH + an enoylpimeloyl-[acp] methyl ester → NADP + a pimeloyl-[acp] methyl ester LEFT_TO_RIGHT 2.3.1.179 false 2.3.1.179 Glutaryl-[acp] methyl ester + a malonyl-[acp] → 3-Ketopimeloyl-[acp] methyl ester + Carbon dioxide + a holo-[acyl-carrier protein] LEFT_TO_RIGHT 1.1.1.100 false 1.1.1.100 3-Ketopimeloyl-[acp] methyl ester + Hydrogen Ion + NADPH → 3-Hydroxypimeloyl-[acp] methyl ester + NADP LEFT_TO_RIGHT 1.3.1.9 false 1.3.1.9 Glutaryl-[acp] methyl ester + NADP ← Enoylglutaryl-[acp] methyl ester + Hydrogen Ion + NADPH RIGHT_TO_LEFT SMILES O CHEBI:15956 ChEBI C10H14N5O7P Adenosine monophosphate 347.06308 1.0 3.1.1.85 false 3.1.1.85 Water + a pimeloyl-[acp] methyl ester → Methanol + a pimeloyl-[acp] LEFT_TO_RIGHT 2.0 1.0 CHEBI:16027 ChEBI CH4O Methanol 32.026215 Dethiobiotin ATP BioCyc 1.0 6137 PubChem-compound 1.0 3-oxoacyl-[acyl-carrier-protein] synthase 2 1.1.1.100 false 1.1.1.100 3-Ketoglutaryl-[acp] methyl ester + Hydrogen Ion + NADPH → NADP + a 3R-hydroxyglutaryl-[acp] methyl ester LEFT_TO_RIGHT ADP BioCyc 2.3.1.41 false 2.3.1.41 Hydrogen Ion + a malonyl-[acp] + a malonyl-[acp] methyl ester → 3-Ketoglutaryl-[acp] methyl ester + Carbon dioxide + a holo-[acyl-carrier protein] LEFT_TO_RIGHT HMDB00939 HMDB 2.1.1.197 false 2.1.1.197 S-Adenosylmethionine + a malonyl-[acp] → S-Adenosylhomocysteine + a malonyl-[acp] methyl ester LEFT_TO_RIGHT C15H23N6O5S S-Adenosylmethionine 399.14505 1.0 53-59-8 CAS 1.0 1.0 Glutaryl-[acp] methyl ester 445027 PubChem-compound 439182 PubChem-compound 5742 ChemSpider 1038 PubChem-compound Methanol SMILES CC(N)C(=O)CCCCCC(O)=O 3-oxoacyl-[acyl-carrier-protein] synthase 1 CHEBI:16474 ChEBI SMILES CSCC[C@H](N)C(O)=O GO:0005829 GENE ONTOLOGY SMILES C[S](CCC(=O)C([O-])=O)CC1OC(C(O)C1O)N1C=NC2=C1N=CN=C2N HMDB59597 HMDB 274 ChemSpider Adenosine monophosphate 5858 ChemSpider CHEBI:15830 ChEBI SMILES CC ADENOSYL-HOMO-CYS BioCyc SMILES CC(N)C(N)CCCCCC([O-])=O 440839 PubChem-compound 5735 ChemSpider O4P Phosphate 94.95342 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 NADPH 1010 ChemSpider Biotin Enoyl-[acyl-carrier-protein] reductase [NADH] 3-oxoacyl-[acyl-carrier-protein] reductase NADP C21H30N7O17P3 NADPH 745.0911 1.0 C21H29N7O17P3 NADP 744.08325 C10H16N2O3S Biotin 244.08817 1.0 BiologicalState108 Escherichia coli, Cytosol 1.0 NADPH BioCyc HMDB00696 HMDB 4280 PubChem-compound Biotin metabolism 1.0 apo-[carboxylase] Hydrogen Ion HMDB00217 HMDB CHEBI:16977 ChEBI 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 CH33ADO BioCyc C05921 KEGG Compound 979-92-0 CAS Cytosol Biotin synthesis protein BioC C9H17NO3 8-amino-7-oxononanoic acid 187.12085 Adenosine triphosphate C14H20N6O5S S-Adenosylhomocysteine 384.12158 C15H19N5O6S S-Adenosyl-4-methylthio-2-oxobutanoate 397.10614 SMILES [O-]P([O-])([O-])=O 1.0 1.0 Biotin-Carboxyl Carrying Protein 124-38-9 CAS HMDB00221 HMDB C00009 KEGG Compound 388325 ChemSpider a malonyl-[acp] methyl ester a holo-[acyl-carrier protein] C00008 KEGG Compound 4754-39-6 CAS C00006 KEGG Compound a malonyl-[acp] CHEBI:15414 ChEBI CHEBI:18009 ChEBI Hydrogen Ion a 3R-hydroxyglutaryl-[acp] methyl ester C9H19N2O2 7,8-Diaminononanoate 187.1452 C00001 KEGG Compound C2H6 a sulfurated [sulfur carrier] 30.04695 L-ALPHA-ALANINE BioCyc http://identifiers.org/smpdb/SMP00919 SMPDB C00120 KEGG Compound C34H28N6O14S4 diphosphate 872.0546 1.0 56-41-7 CAS C00005 KEGG Compound a pimeloyl-[acp] CHEBI:18367 ChEBI 1032 ChemSpider NADPH C00002 KEGG Compound 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 2.6.1.62 false 2.6.1.62 8-amino-7-oxononanoic acid + S-Adenosylmethionine → 7,8-Diaminononanoate + S-Adenosyl-4-methylthio-2-oxobutanoate LEFT_TO_RIGHT SMILES [H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=O)N2 2.3.1.47 false 2.3.1.47 L-Alanine + a pimeloyl-[acp] → 8-amino-7-oxononanoic acid + Carbon dioxide + a holo-[acyl-carrier protein] LEFT_TO_RIGHT 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 Bifunctional protein BirA HMDB01429 HMDB 2.0 1.0 6.3.3.3 false 6.3.3.3 7,8-Diaminononanoate + Adenosine triphosphate + Carbon dioxide → Adenosine diphosphate + Dethiobiotin + Phosphate LEFT_TO_RIGHT 2.8.1.6 false 2.8.1.6 Dethiobiotin + 2 Hydrogen Ion + 2 S-Adenosylmethionine + a sulfurated [sulfur carrier] → 2 5'-Deoxyadenosine + Biotin + 2 L-Methionine LEFT_TO_RIGHT 53-57-6 CAS C00019 KEGG Compound a pimeloyl-[acp] methyl ester a pimeloyl-[acp] 1.0 PW000762 PathWhiz a 3R-hydroxyglutaryl-[acp] methyl ester C00011 KEGG Compound SMILES O=C=O C00132 KEGG Compound 1.0 S-ADENOSYLMETHIONINE BioCyc SMILES C[C@H](N)C(O)=O 3-oxoacyl-[acyl-carrier-protein] synthase 2 C10H18N2O3 Dethiobiotin 214.13174 a malonyl-[acp] methyl ester 5950 PubChem-compound a malonyl-[acp] a holo-[acyl-carrier protein] a pimeloyl-[acp] methyl ester an enoylpimeloyl-[acp] methyl ester NAD(P) BioCyc 1.0 5957 PubChem-compound C01909 KEGG Compound an enoylpimeloyl-[acp] methyl ester SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCC[C@@H]2SCC3NC(=O)NC23)[C@@H](O)[C@H]1O 562 TAXONOMY H Hydrogen Ion 1.007825 388301 ChemSpider S-Adenosylhomocysteine 1.0 56-65-5 CAS MET BioCyc C00021 KEGG Compound C00020 KEGG Compound 4130-20-5 CAS 1.0 SMILES C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12 ReactionCatalysis2402 ACTIVATION ReactionCatalysis2401 ACTIVATION Adenosine diphosphate ReactionCatalysis2404 ACTIVATION ReactionCatalysis2403 ACTIVATION 1.0 C10H15N5O10P2 Adenosine diphosphate 427.02942 ReactionCatalysis2405 ACTIVATION 1.0 NADP 1.0 ReactionCatalysis2400 ACTIVATION 3-Hydroxypimeloyl-[acp] methyl ester 3-Ketopimeloyl-[acp] methyl ester C5H11NO2S L-Methionine 149.05106 3-Ketoglutaryl-[acp] methyl ester 1.0 HMDB01983 HMDB 1.0 67-56-1 CAS 887 PubChem-compound SMILES [H][C@@]1(C)NC(=O)N[C@]1([H])CCCCCC(O)=O CPD-8587 BioCyc HMDB01185 HMDB Water AMP BioCyc 1.0 C00041 KEGG Compound 1.0 P0A6Q6 UniProt 6.3.4.15 false 6.3.4.15 Biotinyl-5'-AMP + apo-[carboxylase] → Adenosine monophosphate + Biotin-Carboxyl Carrying Protein LEFT_TO_RIGHT http://identifiers.org/smpdb/SMP00785 SMPDB (3R)-hydroxymyristoyl-[acyl-carrier-protein] dehydratase 1.0 6.3.4.15 false 6.3.4.15 Adenosine triphosphate + Biotin → Biotinyl-5'-AMP + diphosphate LEFT_TO_RIGHT Glutaryl-[acp] methyl ester HMDB01875 HMDB Reaction3391 false a 3R-hydroxyglutaryl-[acp] methyl ester → Enoylglutaryl-[acp] methyl ester + Water LEFT_TO_RIGHT HMDB04220 HMDB 5675 ChemSpider 58-85-5 CAS 1.0 SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O 1.0 ReactionCatalysis3359 ACTIVATION CHEBI:42280 ChEBI Enoylglutaryl-[acp] methyl ester 2.0 HMDB00538 HMDB P12999 UniProt P12998 UniProt CHEBI:15422 ChEBI P12996 UniProt P12995 UniProt HMDB03581 HMDB Bifunctional protein BirA P0AAI5 UniProt 1.0 7732-18-5 CAS 7,8-Diaminononanoate a sulfurated [sulfur carrier] Biotin-Carboxyl Carrying Protein diphosphate C05198 KEGG Compound 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 1.0 SMILES CO 8-amino-7-oxononanoic acid S-Adenosyl-4-methylthio-2-oxobutanoate 63-68-3 CAS ReactionCatalysis2395 ACTIVATION ReactionCatalysis2398 ACTIVATION ReactionCatalysis2397 ACTIVATION 5907 ChemSpider CHEBI:16643 ChEBI C10H16N5O13P3 Adenosine triphosphate 506.99576 CHEBI:16526 ChEBI 3-Ketopimeloyl-[acp] methyl ester L-Methionine CHEBI:16761 ChEBI Adenosylmethionine-8-amino-7-oxononanoate aminotransferase 3-oxoacyl-[acyl-carrier-protein] reductase Dethiobiotin synthetase Carboxylesterase BioH 171548 PubChem-compound C00073 KEGG Compound Biotin synthase 8-amino-7-oxononanoate synthase HMDB01967 HMDB 962 PubChem-compound 31983 ChemSpider C3H7NO2 L-Alanine 89.047676 apo-[carboxylase] 5800 ChemSpider P0AEK2 UniProt 4327 PubChem-compound P0AEK4 UniProt CO2 Carbon dioxide 43.98983 SubPathwayInteraction1368 SubPathwayReaction SubPathway1368Reaction Phosphate 1.0 HMDB02111 HMDB C00080 KEGG Compound 1.0 (3R)-hydroxymyristoyl-[acyl-carrier-protein] dehydratase C20H28N7O9PS Biotinyl-5'-AMP 573.1407 1.0 CHEBI:15377 ChEBI CHEBI:15378 ChEBI SMILES [H+] 14265-44-2 CAS CHEBI:17319 ChEBI 392787 ChemSpider 3-Hydroxypimeloyl-[acp] methyl ester CHEBI:17790 ChEBI 533-48-2 CAS 58-64-0 CAS 3-Ketoglutaryl-[acp] methyl ester 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 BIOTIN BioCyc 5886 PubChem-compound 3-Ketopimeloyl-[acp] methyl ester C10H13N5O3 5'-Deoxyadenosine 251.10184 S-Adenosylmethionine Enoylglutaryl-[acp] methyl ester 149962 ChemSpider ReactionCatalysis2467 ACTIVATION 3-oxoacyl-[acyl-carrier-protein] synthase 1 1.0 P06709 UniProt ReactionCatalysis2469 ACTIVATION 280 PubChem-compound 1.0 ReactionCatalysis2463 ACTIVATION ReactionCatalysis2466 ACTIVATION ReactionCatalysis2465 ACTIVATION 7057 PubChem-compound 6083 PubChem-compound O00763 UniProt 5'-Deoxyadenosine 96023504 PubChem-compound HMDB00030 HMDB 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 22833512 PubChem-compound 25246222 PubChem-compound 1.0 P13000 UniProt H2O Water 18.010565 P13001 UniProt Biotinyl-5'-AMP ReactionCatalysis2470 ACTIVATION 29908-03-0 CAS 2.0 HMDB00045 HMDB 1061 PubChem-compound fatty acid biosynthesis SubPathway 1.0 Carbon dioxide L-Alanine CHEBI:16680 ChEBI HMDB00161 HMDB 1.0 864 ChemSpider 24762165 PubChem-compound Biotin synthesis protein BioC P0A953 UniProt PW000900 PathWhiz 3-oxoacyl-[acyl-carrier-protein] reductase Enoyl-[acyl-carrier-protein] reductase [NADH] birA bioC fabB fabG fabZ fabI fabF fabG fabZ fabI bioH bioF bioA bioD bioB birA Adenosine triphosphate diphosphate Biotinyl-5'-AMP S- Adenosylmethionine S- Adenosylhomocysteine Hydrogen Ion Carbon dioxide NADPH Hydrogen Ion NADP Water NADP NADPH Hydrogen Ion Carbon dioxide NADPH Hydrogen Ion NADP Water NADPH Hydrogen Ion NADP Water Methanol L-Alanine Carbon dioxide 8-amino-7- oxononanoic acid S- Adenosylmethionine S-Adenosyl-4- methylthio-2- oxobutanoate 7,8- Diaminononanoate Adenosine triphosphate Carbon dioxide Dethiobiotin Adenosine diphosphate Phosphate S- Adenosylmethionine Hydrogen Ion