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SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C=CC(=C1)C(O)=O 17215925 ChemSpider C48H72O4 2-Octaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol 712.5431 C48H74 2-Octaprenyl-6-hydroxyphenol 650.57904 CPD-9956 BioCyc 937 ChemSpider P0AGK1 UniProt HMDB0012199 HMDB HMDB0011661 HMDB 1.0 P25535 UniProt 132 ChemSpider P25534 UniProt SMILES O HMDB0001060 HMDB 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol Pyrophosphate C46H70O 2-Octaprenylphenol 638.54266 HMDB0001185 HMDB 1.0 C00448 KEGG Compound C49H76O4 Ubiquinol 8 728.57434 P0AD57 UniProt Reduced acceptor Chorismate Biosynthesis SubPathway Chorismate--pyruvate lyase 1.0 393270 ChemSpider 1.0 Pyruvic acid 559142 ChemSpider 5.0 CHEBI:60655 ChEBI C3H4O3 Pyruvic acid 88.016045 CHEBI:1617 ChEBI C15H23N6O5S S-Adenosylmethionine 399.14505 53-59-8 CAS 2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol hydroxylase 1038 PubChem-compound 4444251 ChemSpider Ubiquinol 8 CHEBI:16474 ChEBI CHEBI:15022 ChEBI 952 ChemSpider SMILES O[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(O)=O 274 ChemSpider Secondary Metabolites: Methylerythritol Phosphate and Polyisoprenoid Biosynthesis SubPathway 2.5.1.90 false 2.5.1.90 Farnesyl pyrophosphate + 5 Isopentenyl pyrophosphate → Octaprenyl diphosphate + 5 Pyrophosphate LEFT_TO_RIGHT PW000958 PathWhiz 135 PubChem-compound 2-methoxy-6-all trans-octaprenyl-2-methoxy-1,4-benzoquinol ADENOSYL-HOMO-CYS BioCyc 53481017 PubChem-compound 485-80-3 CAS NADPH C04146 KEGG Compound CHEBI:17333 ChEBI 445713 PubChem-compound 1010 ChemSpider 4-Hydroxybenzoic acid CHEBI:30763 ChEBI 1.0 SMP0002050 SMPDB NADP PPI BioCyc HMDB0001094 HMDB C21H30N7O17P3 NADPH 745.0911 C21H29N7O17P3 NADP 744.08325 C7H6O3 4-Hydroxybenzoic acid 138.0317 1.0 NADPH BioCyc Hydrogen Ion 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 979-92-0 CAS C5H12O7P2 Isopentenyl pyrophosphate 246.00583 3-demethylubiquinone-9 3-methyltransferase CPD-6641 BioCyc C14H20N6O5S S-Adenosylhomocysteine 384.12158 Ubiquinone/menaquinone biosynthesis methyltransferase ubiE 2-octaprenyl-6-methoxyphenol hydroxylase 54685638 PubChem-compound P0A887 UniProt HMDB0000217 HMDB Oxygen 124-38-9 CAS C00129 KEGG Compound 1158 ChemSpider C00007 KEGG Compound C00006 KEGG Compound CHEBI:15414 ChEBI PW002036 PathWhiz CHEBI:18009 ChEBI oxidized electron acceptor SMP0000974 SMPDB C00001 KEGG Compound CHEBI:18361 ChEBI C00005 KEGG Compound Farnesyl pyrophosphate 1031 ChemSpider 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 OC(=O)C1=CC=C(O)C=C1 3-octaprenyl-4-hydroxybenzoate carboxy-lyase 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 1.0 53-57-6 CAS C00019 KEGG Compound 74075-00-6 CAS C00011 KEGG Compound SMILES O=C=O S-ADENOSYLMETHIONINE BioCyc C00251 KEGG Compound CHEBI:16275 ChEBI C00013 KEGG Compound O7P2 Pyrophosphate 173.91193 NAD(P) BioCyc P26602 UniProt 2-Octaprenylphenol 1.0 C38H60O3 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 564.4542 562 TAXONOMY 2-Octaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol H Hydrogen Ion 1.007825 2-Octaprenyl-6-hydroxyphenol 388301 ChemSpider S-Adenosylhomocysteine 2-octaprenylphenol hydroxylase 2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol hydroxylase Oxidative Phosphorylation SubPathway C00022 KEGG Compound C00021 KEGG Compound Isopentenyl pyrophosphate HMDB0000243 HMDB ReactionCatalysis5912 ACTIVATION ReactionCatalysis5911 ACTIVATION ReactionCatalysis5910 ACTIVATION Octaprenyl diphosphate 1.0 C40H68O7P2 Octaprenyl diphosphate 722.44403 SMILES COC1=CC=CC(C\C=C(/C)C\C=C(/C)C\C=C(/C)C\C=C(/C)C\C=C(/C)C\C=C(/C)C\C=C(/C)CC=C(C)C)=C1O Octaprenyl-diphosphate synthase 1.0 2.1.1.222 false 2.1.1.222 2-Octaprenyl-6-hydroxyphenol + S-Adenosylmethionine → 2-methoxy-6-(all-trans-octaprenyl)phenol + Hydrogen Ion + S-Adenosylhomocysteine LEFT_TO_RIGHT 1.14.13.- false 1.14.13.- 2-Octaprenylphenol + Hydrogen Ion + NADPH + Oxygen → 2-Octaprenyl-6-hydroxyphenol + NADP + Water LEFT_TO_RIGHT 4.1.1.- false 4.1.1.- 3-Octaprenyl-4-hydroxybenzoate + Hydrogen Ion → 2-Octaprenylphenol + Carbon dioxide LEFT_TO_RIGHT 24603698 ChemSpider Secondary Metabolites: Ubiquinol Biosynthesis 2 2.5.1.- false 2.5.1.- 4-Hydroxybenzoic acid + Octaprenyl diphosphate → 3-Octaprenyl-4-hydroxybenzoate + Pyrophosphate LEFT_TO_RIGHT CHEBI:40407 ChEBI 372-97-4 CAS C00156 KEGG Compound 1.0 2-octaprenyl-6-methoxyphenol hydroxylase Water 1.0 HMDB0001347 HMDB 1.0 4.1.3.40 false 4.1.3.40 Chorismate → 4-Hydroxybenzoic acid + Pyruvic acid LEFT_TO_RIGHT octaprenyl diphosphate synthase SMILES COC1=CC(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1O HMDB0000250 HMDB 4-hydroxybenzoate octaprenyltransferase SMILES [O-]P([O-])(=O)OP([O-])([O-])=O 14000-31-8 CAS SMP0000936 SMPDB 3-Octaprenyl-4-hydroxybenzoate 2-methoxy-6-(all-trans-octaprenyl)phenol C10H10O6 Chorismate 226.04774 5675 ChemSpider 1.0 SubPathwayInteraction3113 SubPathwayReaction SubPathway3113Reaction SubPathwayInteraction3111 SubPathway3111Reaction SubPathwayReaction HMDB0000939 HMDB SubPathwayInteraction3112 SubPathwayReaction SubPathway3112Reaction P17993 UniProt 1.0 SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O 11542 ChemSpider C40H58O2 2-methoxy-6-(all-trans-octaprenyl)phenol 570.44366 SMILES [H]OC1=C([H])C(=C(O[H])C(OC([H])([H])[H])=C1[H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] C15H28O7P2 Farnesyl pyrophosphate 382.131 5.0 C47H70O3 3-Octaprenyl-4-hydroxybenzoate 682.5325 Escherichia coli 1.0 7732-18-5 CAS 2.0 Reduced acceptor 1.0 Chorismate 3-octaprenyl-4-hydroxybenzoate carboxy-lyase 3-octaprenyl-4-hydroxybenzoate carboxy-lyase 617-12-9 CAS O2 Oxygen 31.98983 127-17-3 CAS 1.0 22833558 PubChem-compound bifunctional 3-demethylubiquinone-8 3-O-methyltransferase and 2-octaprenyl-6-hydroxyphenol methylase 1.0 SMP0000836 SMPDB 99-96-7 CAS CHEBI:16526 ChEBI FARNESYL-PP BioCyc SMILES COC1=C(OC)C(O)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(C)=C1O 7782-44-7 CAS HMDB0001377 HMDB P75728 UniProt SMILES CC(=O)C(O)=O HMDB0000961 HMDB 5280651 PubChem-compound 1.0 Octaprenyl-diphosphate synthase CHEBI:1233 ChEBI CHEBI:1235 ChEBI 1.14.13.- false 1.14.13.- 2-methoxy-6-(all-trans-octaprenyl)phenol + Hydrogen Ion + NADPH + Oxygen → 2-methoxy-6-all trans-octaprenyl-2-methoxy-1,4-benzoquinol + NADP + Water LEFT_TO_RIGHT 962 PubChem-compound CPD-9517 BioCyc 31983 ChemSpider 1.0 358-71-4 CAS 6.0 C47H72O3 2-methoxy-6-all trans-octaprenyl-2-methoxy-1,4-benzoquinol 684.54816 CO2 Carbon dioxide 43.98983 CPD-9871 BioCyc SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O P0AAB4 UniProt 4-hydroxybenzoate octaprenyltransferase C00080 KEGG Compound SMILES O=O Chorismate--pyruvate lyase CHEBI:32816 ChEBI HMDB0002111 HMDB PW000816 PathWhiz CHEBI:15377 ChEBI CHEBI:15379 ChEBI CHEBI:15378 ChEBI SMILES [H+] PYRUVATE BioCyc 5886 PubChem-compound S-Adenosylmethionine CHEBI:16584 ChEBI 5280832 PubChem-compound 1.0 HMDB0000500 HMDB 280 PubChem-compound 5280837 PubChem-compound ReactionCatalysis3676 ACTIVATION 5280833 PubChem-compound SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(C)=CC=C1 SMILES COC1=C(O)C(=O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O CHEBI:61682 ChEBI 1195 PubChem-compound 644102 PubChem-compound CHEBI:17407 ChEBI 2-octaprenylphenol hydroxylase SMILES CC(=C)CCO[P@](O)(=O)OP(O)(O)=O SMILES N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=O 22833512 PubChem-compound 25246222 PubChem-compound PW000919 PathWhiz ReactionCatalysis3688 ACTIVATION ReactionCatalysis3689 ACTIVATION 1.0 H2O Water 18.010565 SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC=CC=C1O 1060 PubChem-compound 977 PubChem-compound ReactionCatalysis3690 ACTIVATION HMDB0059597 HMDB oxidized electron acceptor Carbon dioxide Reaction5949 false 2-methoxy-6-all trans-octaprenyl-2-methoxy-1,4-benzoquinol + S-Adenosylmethionine → 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol + Hydrogen Ion + S-Adenosylhomocysteine LEFT_TO_RIGHT HMDB0001967 HMDB CHEBI:16680 ChEBI 12039 PubChem-compound 24762165 PubChem-compound CHEBI:27688 ChEBI Ubiquinone/menaquinone biosynthesis methyltransferase ubiE 3-demethylubiquinone-9 3-methyltransferase 1.0 1.14.13.- false 1.14.13.- 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol + Oxygen + Reduced acceptor → 2-Octaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol + Water + oxidized electron acceptor LEFT_TO_RIGHT Reaction5948 false 2-Octaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol + S-Adenosylmethionine → Hydrogen Ion + S-Adenosylhomocysteine + Ubiquinol 8 LEFT_TO_RIGHT 2.0 ReactionCatalysis3693 ACTIVATION OCTAPRENYL-DIPHOSPHATE BioCyc ReactionCatalysis3691 ACTIVATION ReactionCatalysis3692 ACTIVATION Chorismate-- pyruvate lyase Octaprenyl- diphosphate synthase 4- hydroxybenzoate octaprenyltransferase 3-octaprenyl- 4- hydroxybenzoate carboxy-lyase 2-octaprenyl- 6- methoxyphenyl hydroxylase 3- demethylubiquinone- 9 3- methyltransferase 2-octaprenyl- 6- methoxyphenol hydroxylase 3- demethylubiquinone- 9 3- methyltransferase 2-octaprenyl- 3-methyl-6- methoxy-1,4- benzoquinol hydroxylase Ubiquinone/menaquinone biosynthesis methyltransferase ubiE Chorismate Pyruvic acid 4- Hydroxybenzoic acid Farnesyl pyrophosphate Isopentenyl pyrophosphate PP i Octaprenyl diphosphate Octaprenyl diphosphate PP i 3-Octaprenyl- 4- hydroxybenzoate H + CO 2 2- Octaprenylphenol H + NADPH O 2 NADP H 2 O 2-Octaprenyl- 6- hydroxyphenol S- Adenosylmethionine H + S- Adenosylhomocysteine 2-methoxy-6- (all-trans- octaprenyl)phenol H + NADPH O 2 H 2 O NADP 2-methoxy-6-all trans- octaprenyl-2- methoxy-1,4- benzoquinol 2-Octaprenyl- 3-methyl-5- hydroxy-6- methoxy-1,4- benzoquinol S- Adenosylmethionine S- Adenosylhomocysteine Ubiquinol 8 H + 2-Octaprenyl- 3-methyl-6- methoxy-1,4- benzoquinol O 2 H 2 O S- Adenosylmethionine S- Adenosylhomocysteine H + Magnesium Magnesium Manganese Zinc Zinc Reduced acceptor oxidized electron acceptor Chorismate Biosynthesis Secondary Metabolites: Methylerythritol Phosphate and Polyisoprenoid Biosynthesis Oxidative Phosphorylation
SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C=CC(=C1)C(O)=O 17215925 ChemSpider C48H72O4 2-Octaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol 712.5431 C48H74 2-Octaprenyl-6-hydroxyphenol 650.57904 CPD-9956 BioCyc 937 ChemSpider P0AGK1 UniProt HMDB0012199 HMDB HMDB0011661 HMDB 1.0 P25535 UniProt 132 ChemSpider P25534 UniProt SMILES O HMDB0001060 HMDB 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol Pyrophosphate C46H70O 2-Octaprenylphenol 638.54266 HMDB0001185 HMDB 1.0 C00448 KEGG Compound C49H76O4 Ubiquinol 8 728.57434 P0AD57 UniProt Reduced acceptor Chorismate Biosynthesis SubPathway Chorismate--pyruvate lyase 1.0 393270 ChemSpider 1.0 Pyruvic acid 559142 ChemSpider 5.0 CHEBI:60655 ChEBI C3H4O3 Pyruvic acid 88.016045 CHEBI:1617 ChEBI C15H23N6O5S S-Adenosylmethionine 399.14505 53-59-8 CAS 2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol hydroxylase 1038 PubChem-compound 4444251 ChemSpider Ubiquinol 8 CHEBI:16474 ChEBI CHEBI:15022 ChEBI 952 ChemSpider SMILES O[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(O)=O 274 ChemSpider Secondary Metabolites: Methylerythritol Phosphate and Polyisoprenoid Biosynthesis SubPathway 2.5.1.90 false 2.5.1.90 Farnesyl pyrophosphate + 5 Isopentenyl pyrophosphate → Octaprenyl diphosphate + 5 Pyrophosphate LEFT_TO_RIGHT PW000958 PathWhiz 135 PubChem-compound 2-methoxy-6-all trans-octaprenyl-2-methoxy-1,4-benzoquinol ADENOSYL-HOMO-CYS BioCyc 53481017 PubChem-compound 485-80-3 CAS NADPH C04146 KEGG Compound CHEBI:17333 ChEBI 445713 PubChem-compound 1010 ChemSpider 4-Hydroxybenzoic acid CHEBI:30763 ChEBI 1.0 SMP0002050 SMPDB NADP PPI BioCyc HMDB0001094 HMDB C21H30N7O17P3 NADPH 745.0911 C21H29N7O17P3 NADP 744.08325 C7H6O3 4-Hydroxybenzoic acid 138.0317 1.0 NADPH BioCyc Hydrogen Ion 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 979-92-0 CAS C5H12O7P2 Isopentenyl pyrophosphate 246.00583 3-demethylubiquinone-9 3-methyltransferase CPD-6641 BioCyc C14H20N6O5S S-Adenosylhomocysteine 384.12158 Ubiquinone/menaquinone biosynthesis methyltransferase ubiE 2-octaprenyl-6-methoxyphenol hydroxylase 54685638 PubChem-compound P0A887 UniProt HMDB0000217 HMDB Oxygen 124-38-9 CAS C00129 KEGG Compound 1158 ChemSpider C00007 KEGG Compound C00006 KEGG Compound CHEBI:15414 ChEBI PW002036 PathWhiz CHEBI:18009 ChEBI oxidized electron acceptor SMP0000974 SMPDB C00001 KEGG Compound CHEBI:18361 ChEBI C00005 KEGG Compound Farnesyl pyrophosphate 1031 ChemSpider 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 OC(=O)C1=CC=C(O)C=C1 3-octaprenyl-4-hydroxybenzoate carboxy-lyase 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 1.0 53-57-6 CAS C00019 KEGG Compound 74075-00-6 CAS C00011 KEGG Compound SMILES O=C=O S-ADENOSYLMETHIONINE BioCyc C00251 KEGG Compound CHEBI:16275 ChEBI C00013 KEGG Compound O7P2 Pyrophosphate 173.91193 NAD(P) BioCyc P26602 UniProt 2-Octaprenylphenol 1.0 C38H60O3 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 564.4542 562 TAXONOMY 2-Octaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol H Hydrogen Ion 1.007825 2-Octaprenyl-6-hydroxyphenol 388301 ChemSpider S-Adenosylhomocysteine 2-octaprenylphenol hydroxylase 2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol hydroxylase Oxidative Phosphorylation SubPathway C00022 KEGG Compound C00021 KEGG Compound Isopentenyl pyrophosphate HMDB0000243 HMDB ReactionCatalysis5912 ACTIVATION ReactionCatalysis5911 ACTIVATION ReactionCatalysis5910 ACTIVATION Octaprenyl diphosphate 1.0 C40H68O7P2 Octaprenyl diphosphate 722.44403 SMILES COC1=CC=CC(C\C=C(/C)C\C=C(/C)C\C=C(/C)C\C=C(/C)C\C=C(/C)C\C=C(/C)C\C=C(/C)CC=C(C)C)=C1O Octaprenyl-diphosphate synthase 1.0 2.1.1.222 false 2.1.1.222 2-Octaprenyl-6-hydroxyphenol + S-Adenosylmethionine → 2-methoxy-6-(all-trans-octaprenyl)phenol + Hydrogen Ion + S-Adenosylhomocysteine LEFT_TO_RIGHT 1.14.13.- false 1.14.13.- 2-Octaprenylphenol + Hydrogen Ion + NADPH + Oxygen → 2-Octaprenyl-6-hydroxyphenol + NADP + Water LEFT_TO_RIGHT 4.1.1.- false 4.1.1.- 3-Octaprenyl-4-hydroxybenzoate + Hydrogen Ion → 2-Octaprenylphenol + Carbon dioxide LEFT_TO_RIGHT 24603698 ChemSpider Secondary Metabolites: Ubiquinol Biosynthesis 2 2.5.1.- false 2.5.1.- 4-Hydroxybenzoic acid + Octaprenyl diphosphate → 3-Octaprenyl-4-hydroxybenzoate + Pyrophosphate LEFT_TO_RIGHT CHEBI:40407 ChEBI 372-97-4 CAS C00156 KEGG Compound 1.0 2-octaprenyl-6-methoxyphenol hydroxylase Water 1.0 HMDB0001347 HMDB 1.0 4.1.3.40 false 4.1.3.40 Chorismate → 4-Hydroxybenzoic acid + Pyruvic acid LEFT_TO_RIGHT octaprenyl diphosphate synthase SMILES COC1=CC(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1O HMDB0000250 HMDB 4-hydroxybenzoate octaprenyltransferase SMILES [O-]P([O-])(=O)OP([O-])([O-])=O 14000-31-8 CAS SMP0000936 SMPDB 3-Octaprenyl-4-hydroxybenzoate 2-methoxy-6-(all-trans-octaprenyl)phenol C10H10O6 Chorismate 226.04774 5675 ChemSpider 1.0 SubPathwayInteraction3113 SubPathwayReaction SubPathway3113Reaction SubPathwayInteraction3111 SubPathway3111Reaction SubPathwayReaction HMDB0000939 HMDB SubPathwayInteraction3112 SubPathwayReaction SubPathway3112Reaction P17993 UniProt 1.0 SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O 11542 ChemSpider C40H58O2 2-methoxy-6-(all-trans-octaprenyl)phenol 570.44366 SMILES [H]OC1=C([H])C(=C(O[H])C(OC([H])([H])[H])=C1[H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] C15H28O7P2 Farnesyl pyrophosphate 382.131 5.0 C47H70O3 3-Octaprenyl-4-hydroxybenzoate 682.5325 Escherichia coli 1.0 7732-18-5 CAS 2.0 Reduced acceptor 1.0 Chorismate 3-octaprenyl-4-hydroxybenzoate carboxy-lyase 3-octaprenyl-4-hydroxybenzoate carboxy-lyase 617-12-9 CAS O2 Oxygen 31.98983 127-17-3 CAS 1.0 22833558 PubChem-compound bifunctional 3-demethylubiquinone-8 3-O-methyltransferase and 2-octaprenyl-6-hydroxyphenol methylase 1.0 SMP0000836 SMPDB 99-96-7 CAS CHEBI:16526 ChEBI FARNESYL-PP BioCyc SMILES COC1=C(OC)C(O)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(C)=C1O 7782-44-7 CAS HMDB0001377 HMDB P75728 UniProt SMILES CC(=O)C(O)=O HMDB0000961 HMDB 5280651 PubChem-compound 1.0 Octaprenyl-diphosphate synthase CHEBI:1233 ChEBI CHEBI:1235 ChEBI 1.14.13.- false 1.14.13.- 2-methoxy-6-(all-trans-octaprenyl)phenol + Hydrogen Ion + NADPH + Oxygen → 2-methoxy-6-all trans-octaprenyl-2-methoxy-1,4-benzoquinol + NADP + Water LEFT_TO_RIGHT 962 PubChem-compound CPD-9517 BioCyc 31983 ChemSpider 1.0 358-71-4 CAS 6.0 C47H72O3 2-methoxy-6-all trans-octaprenyl-2-methoxy-1,4-benzoquinol 684.54816 CO2 Carbon dioxide 43.98983 CPD-9871 BioCyc SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O P0AAB4 UniProt 4-hydroxybenzoate octaprenyltransferase C00080 KEGG Compound SMILES O=O Chorismate--pyruvate lyase CHEBI:32816 ChEBI HMDB0002111 HMDB PW000816 PathWhiz CHEBI:15377 ChEBI CHEBI:15379 ChEBI CHEBI:15378 ChEBI SMILES [H+] PYRUVATE BioCyc 5886 PubChem-compound S-Adenosylmethionine CHEBI:16584 ChEBI 5280832 PubChem-compound 1.0 HMDB0000500 HMDB 280 PubChem-compound 5280837 PubChem-compound ReactionCatalysis3676 ACTIVATION 5280833 PubChem-compound SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(C)=CC=C1 SMILES COC1=C(O)C(=O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O CHEBI:61682 ChEBI 1195 PubChem-compound 644102 PubChem-compound CHEBI:17407 ChEBI 2-octaprenylphenol hydroxylase SMILES CC(=C)CCO[P@](O)(=O)OP(O)(O)=O SMILES N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=O 22833512 PubChem-compound 25246222 PubChem-compound PW000919 PathWhiz ReactionCatalysis3688 ACTIVATION ReactionCatalysis3689 ACTIVATION 1.0 H2O Water 18.010565 SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC=CC=C1O 1060 PubChem-compound 977 PubChem-compound ReactionCatalysis3690 ACTIVATION HMDB0059597 HMDB oxidized electron acceptor Carbon dioxide Reaction5949 false 2-methoxy-6-all trans-octaprenyl-2-methoxy-1,4-benzoquinol + S-Adenosylmethionine → 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol + Hydrogen Ion + S-Adenosylhomocysteine LEFT_TO_RIGHT HMDB0001967 HMDB CHEBI:16680 ChEBI 12039 PubChem-compound 24762165 PubChem-compound CHEBI:27688 ChEBI Ubiquinone/menaquinone biosynthesis methyltransferase ubiE 3-demethylubiquinone-9 3-methyltransferase 1.0 1.14.13.- false 1.14.13.- 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol + Oxygen + Reduced acceptor → 2-Octaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol + Water + oxidized electron acceptor LEFT_TO_RIGHT Reaction5948 false 2-Octaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol + S-Adenosylmethionine → Hydrogen Ion + S-Adenosylhomocysteine + Ubiquinol 8 LEFT_TO_RIGHT 2.0 ReactionCatalysis3693 ACTIVATION OCTAPRENYL-DIPHOSPHATE BioCyc ReactionCatalysis3691 ACTIVATION ReactionCatalysis3692 ACTIVATION ubiC ispB ubiA ubiD ECONIH1_16735 ubiG ubiH ubiG ubiF ubiE Chorismate Pyruvic acid 4- Hydroxybenzoic acid Farnesyl pyrophosphate Isopentenyl pyrophosphate Pyrophosphate Octaprenyl diphosphate Octaprenyl diphosphate Pyrophosphate 3-Octaprenyl- 4- hydroxybenzoate Hydrogen Ion Carbon dioxide 2- Octaprenylphenol Hydrogen Ion NADPH Oxygen NADP Water 2-Octaprenyl- 6- hydroxyphenol S- Adenosylmethionine Hydrogen Ion S- Adenosylhomocysteine 2-methoxy-6- (all-trans- octaprenyl)phenol Hydrogen Ion NADPH Oxygen Water NADP 2-methoxy-6-all trans- octaprenyl-2- methoxy-1,4- benzoquinol 2-Octaprenyl- 3-methyl-5- hydroxy-6- methoxy-1,4- benzoquinol S- Adenosylmethionine S- Adenosylhomocysteine Ubiquinol 8 Hydrogen Ion 2-Octaprenyl- 3-methyl-6- methoxy-1,4- benzoquinol Oxygen Water S- Adenosylmethionine S- Adenosylhomocysteine Hydrogen Ion Reduced acceptor oxidized electron acceptor Chorismate Biosynthesis Secondary Metabolites: Methylerythritol Phosphate and Polyisoprenoid Biosynthesis Oxidative Phosphorylation