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51-41-2 CAS C9H13N5O3 Dihydrobiopterin 239.10184 Reaction634 false Ascorbic acid + Dopamine + Oxygen → Dehydroascorbic acid + Norepinephrine + Water LEFT_TO_RIGHT 937 ChemSpider CHEBI:28918 ChEBI 1.0 Tyrosine 3-monooxygenase 1.0 SMILES O 1.0 L-Tyrosine HMDB0001185 HMDB C6H8O6 Ascorbic acid 176.03209 5833 ChemSpider 1.0 Epinephrine Phenylethanolamine N-methyltransferase 247 ChemSpider SMILES N[C@@H](CC1=CC=C(O)C=C1)C(O)=O HMDB0000787 HMDB Aromatic-L-amino-acid decarboxylase L-DOPA BioCyc C15H23N6O5S S-Adenosylmethionine 399.14505 1.0 6047 PubChem-compound 952 ChemSpider GO:0005829 GENE ONTOLOGY 10189562 ChemSpider 274 ChemSpider 7991951 ChemSpider TYR BioCyc 1.0 ADENOSYL-HOMO-CYS BioCyc 5611 ChemSpider 485-80-3 CAS 252 PubChem-compound Sapropterin Dehydroascorbic acid Dopamine C8H11NO3 Norepinephrine 169.0739 C9H15N5O3 Sapropterin 241.1175 CHEBI:18357 ChEBI CHEBI:15765 ChEBI 51-43-4 CAS 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 Carbon dioxide Cytosol CPD-6641 BioCyc C00355 KEGG Compound 681 PubChem-compound C14H20N6O5S S-Adenosylhomocysteine 384.12158 5816 PubChem-compound HMDB0000216 HMDB 124-38-9 CAS C00007 KEGG Compound CHEBI:15414 ChEBI C03758 KEGG Compound C00001 KEGG Compound 50-81-7 CAS CHEBI:18243 ChEBI SMILES NC[C@H](O)C1=CC(O)=C(O)C=C1 P20711 UniProt 182283 ChemSpider 9816201 PubChem-compound C00019 KEGG Compound C9H13NO3 Epinephrine 183.08954 C00011 KEGG Compound SMILES O=C=O S-ADENOSYLMETHIONINE BioCyc Transport1557 false Epinephrine (←) Transport: Homo sapiens, Adrenal Medulla, Cell, Cytosol to Homo sapiens, Blood Vessel LEFT_TO_RIGHT CHEBI:17242 ChEBI Transport1559 false Epinephrine (↔) Transport: Homo sapiens, Blood Vessel to Homo sapiens, Nervous System, Cell LEFT_TO_RIGHT Catecholamine Biosynthesis 1.0 C8H11NO2 Dopamine 153.07898 BTO:0000049 BRENDA TISSUE ONTOLOGY 388301 ChemSpider C6H6O6 Dehydroascorbic acid 174.01643 Tyrosine 3-monooxygenase SMILES N[C@@H](CC1=CC(O)=C(O)C=C1)C(O)=O C00021 KEGG Compound C00272 KEGG Compound GO:0005737 GENE ONTOLOGY 54670067 PubChem-compound SubPathwayInteraction796 SubPathwayReaction SubPathway796Reaction SubPathwayInteraction797 SubPathway797Reaction SubPathwayReaction CL:0000000 CELL TYPE ONTOLOGY SMILES NCCC1=CC(O)=C(O)C=C1 210328 PubChem-compound P11086 UniProt BIOPTERIN BioCyc 1.0 S-Adenosylmethionine HMDB0000939 HMDB SMILES [H][C@@]1(OC(=O)C(=O)C1=O)[C@H](O)CO Epinephrine 59-92-7 CAS Cytoplasm SMP0000012 SMPDB Cell ReactionCatalysis213 ACTIVATION 51-61-6 CAS Epinephrine SubPathwayInput Homo sapiens SMILES CC(O)C(O)C1=NC2=C(NC1)N=C(N)NC2=O 62989-33-7 CAS 1.0 7732-18-5 CAS Ascorbic acid HMDB0000158 HMDB O2 Oxygen 31.98983 SMILES [H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO HMDB0000038 HMDB Adrenal Medulla Dihydrobiopterin Water NOREPINEPHRINE BioCyc 1.14.16.2 false 1.14.16.2 L-Tyrosine + Oxygen + Sapropterin → Dihydrobiopterin + L-Dopa + Water LEFT_TO_RIGHT 60-18-4 CAS DOPAMINE BioCyc CHEBI:16526 ChEBI 7782-44-7 CAS HMDB0001377 HMDB S-Adenosylhomocysteine SMILES CNC[C@H](O)C1=CC(O)=C(O)C=C1 661 ChemSpider C00072 KEGG Compound BiologicalState20 Homo sapiens, Adrenal Medulla, Cell, Cytosol 1.0 HMDB0000044 HMDB 9606 TAXONOMY 962 PubChem-compound 31983 ChemSpider P07101 UniProt C9H11NO3 L-Tyrosine 181.0739 CHEBI:64491 ChEBI 388394 ChemSpider CO2 Carbon dioxide 43.98983 1.0 SMILES O=O Phenylethanolamine N-methyltransferase C00082 KEGG Compound HMDB0002111 HMDB Sympathetic Nervous System SubPathway Parasympathetic Nervous System SubPathway HMDB0001264 HMDB CHEBI:15377 ChEBI 6057 PubChem-compound Norepinephrine CHEBI:15379 ChEBI PW000017 PathWhiz C9H11NO4 L-Dopa 197.0688 L-EPINEPHRINE BioCyc HMDB0000068 HMDB 9606 Taxonomy Oxygen L-DEHYDRO-ASCORBATE BioCyc 280 PubChem-compound 490-83-5 CAS HMDB0000181 HMDB ReactionCatalysis218 ACTIVATION 1.0 ReactionCatalysis214 ACTIVATION 5824 ChemSpider CHEBI:64277 ChEBI 1.0 CHEBI:29073 ChEBI 439260 PubChem-compound C02953 KEGG Compound SMILES N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=O SMILES C[C@H](O)[C@H](O)C1CNC2=C(N1)C(=O)N=C(N)N2 6779-87-9 CAS 25246222 PubChem-compound L-Dopa H2O Water 18.010565 HMDB0000073 HMDB C00547 KEGG Compound CHEBI:17895 ChEBI C00788 KEGG Compound C00425 KEGG Compound 977 PubChem-compound 1.0 HMDB0001967 HMDB CHEBI:16680 ChEBI 24762165 PubChem-compound ASCORBATE BioCyc 4.1.1.28 false 4.1.1.28 L-Dopa → Carbon dioxide + Dopamine LEFT_TO_RIGHT 2.1.1.28 false 2.1.1.28 Norepinephrine + S-Adenosylmethionine → Epinephrine + S-Adenosylhomocysteine LEFT_TO_RIGHT 1.0 Aromatic-L-amino-acid decarboxylase Tyrosine 3-monooxygenase Aromatic-L- amino-acid decarboxylase Dopamine beta- hydroxylase Phenylethanolamine N- methyltransferase Epinephrine Epinephrine Epinephrine L-Tyrosine Sapropterin O 2 L-Dopa Dihydrobiopterin H 2 O Dopamine CO 2 Ascorbic acid O 2 Norepinephrine Dehydroascorbic acid H 2 O S-Adenosylmethionine S-Adenosylhomocysteine Fe2+ Pyridoxal 5'-phosphate Pyrroloquinoline quinone Copper Sympathetic Nervous System Parasympathetic Nervous System Adrenal Medulla Kidney Adrenal Medulla Activation Inhibition Nervous System Bloodstream
51-41-2 CAS C9H13N5O3 Dihydrobiopterin 239.10184 Reaction634 false Ascorbic acid + Dopamine + Oxygen → Dehydroascorbic acid + Norepinephrine + Water LEFT_TO_RIGHT 937 ChemSpider CHEBI:28918 ChEBI 1.0 Tyrosine 3-monooxygenase 1.0 SMILES O 1.0 L-Tyrosine HMDB0001185 HMDB C6H8O6 Ascorbic acid 176.03209 5833 ChemSpider 1.0 Epinephrine Phenylethanolamine N-methyltransferase 247 ChemSpider SMILES N[C@@H](CC1=CC=C(O)C=C1)C(O)=O HMDB0000787 HMDB Aromatic-L-amino-acid decarboxylase L-DOPA BioCyc C15H23N6O5S S-Adenosylmethionine 399.14505 1.0 6047 PubChem-compound 952 ChemSpider GO:0005829 GENE ONTOLOGY 10189562 ChemSpider 274 ChemSpider 7991951 ChemSpider TYR BioCyc 1.0 ADENOSYL-HOMO-CYS BioCyc 5611 ChemSpider 485-80-3 CAS 252 PubChem-compound Sapropterin Dehydroascorbic acid Dopamine C8H11NO3 Norepinephrine 169.0739 C9H15N5O3 Sapropterin 241.1175 CHEBI:18357 ChEBI CHEBI:15765 ChEBI 51-43-4 CAS 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 Carbon dioxide Cytosol CPD-6641 BioCyc C00355 KEGG Compound 681 PubChem-compound C14H20N6O5S S-Adenosylhomocysteine 384.12158 5816 PubChem-compound HMDB0000216 HMDB 124-38-9 CAS C00007 KEGG Compound CHEBI:15414 ChEBI C03758 KEGG Compound C00001 KEGG Compound 50-81-7 CAS CHEBI:18243 ChEBI SMILES NC[C@H](O)C1=CC(O)=C(O)C=C1 P20711 UniProt 182283 ChemSpider 9816201 PubChem-compound C00019 KEGG Compound C9H13NO3 Epinephrine 183.08954 C00011 KEGG Compound SMILES O=C=O S-ADENOSYLMETHIONINE BioCyc Transport1557 false Epinephrine (←) Transport: Homo sapiens, Adrenal Medulla, Cell, Cytosol to Homo sapiens, Blood Vessel LEFT_TO_RIGHT CHEBI:17242 ChEBI Transport1559 false Epinephrine (↔) Transport: Homo sapiens, Blood Vessel to Homo sapiens, Nervous System, Cell LEFT_TO_RIGHT Catecholamine Biosynthesis 1.0 C8H11NO2 Dopamine 153.07898 BTO:0000049 BRENDA TISSUE ONTOLOGY 388301 ChemSpider C6H6O6 Dehydroascorbic acid 174.01643 Tyrosine 3-monooxygenase SMILES N[C@@H](CC1=CC(O)=C(O)C=C1)C(O)=O C00021 KEGG Compound C00272 KEGG Compound GO:0005737 GENE ONTOLOGY 54670067 PubChem-compound SubPathwayInteraction796 SubPathwayReaction SubPathway796Reaction SubPathwayInteraction797 SubPathway797Reaction SubPathwayReaction CL:0000000 CELL TYPE ONTOLOGY SMILES NCCC1=CC(O)=C(O)C=C1 210328 PubChem-compound P11086 UniProt BIOPTERIN BioCyc 1.0 S-Adenosylmethionine HMDB0000939 HMDB SMILES [H][C@@]1(OC(=O)C(=O)C1=O)[C@H](O)CO Epinephrine 59-92-7 CAS Cytoplasm SMP0000012 SMPDB Cell ReactionCatalysis213 ACTIVATION 51-61-6 CAS Epinephrine SubPathwayInput Homo sapiens SMILES CC(O)C(O)C1=NC2=C(NC1)N=C(N)NC2=O 62989-33-7 CAS 1.0 7732-18-5 CAS Ascorbic acid HMDB0000158 HMDB O2 Oxygen 31.98983 SMILES [H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO HMDB0000038 HMDB Adrenal Medulla Dihydrobiopterin Water NOREPINEPHRINE BioCyc 1.14.16.2 false 1.14.16.2 L-Tyrosine + Oxygen + Sapropterin → Dihydrobiopterin + L-Dopa + Water LEFT_TO_RIGHT 60-18-4 CAS DOPAMINE BioCyc CHEBI:16526 ChEBI 7782-44-7 CAS HMDB0001377 HMDB S-Adenosylhomocysteine SMILES CNC[C@H](O)C1=CC(O)=C(O)C=C1 661 ChemSpider C00072 KEGG Compound BiologicalState20 Homo sapiens, Adrenal Medulla, Cell, Cytosol 1.0 HMDB0000044 HMDB 9606 TAXONOMY 962 PubChem-compound 31983 ChemSpider P07101 UniProt C9H11NO3 L-Tyrosine 181.0739 CHEBI:64491 ChEBI 388394 ChemSpider CO2 Carbon dioxide 43.98983 1.0 SMILES O=O Phenylethanolamine N-methyltransferase C00082 KEGG Compound HMDB0002111 HMDB Sympathetic Nervous System SubPathway Parasympathetic Nervous System SubPathway HMDB0001264 HMDB CHEBI:15377 ChEBI 6057 PubChem-compound Norepinephrine CHEBI:15379 ChEBI PW000017 PathWhiz C9H11NO4 L-Dopa 197.0688 L-EPINEPHRINE BioCyc HMDB0000068 HMDB 9606 Taxonomy Oxygen L-DEHYDRO-ASCORBATE BioCyc 280 PubChem-compound 490-83-5 CAS HMDB0000181 HMDB ReactionCatalysis218 ACTIVATION 1.0 ReactionCatalysis214 ACTIVATION 5824 ChemSpider CHEBI:64277 ChEBI 1.0 CHEBI:29073 ChEBI 439260 PubChem-compound C02953 KEGG Compound SMILES N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=O SMILES C[C@H](O)[C@H](O)C1CNC2=C(N1)C(=O)N=C(N)N2 6779-87-9 CAS 25246222 PubChem-compound L-Dopa H2O Water 18.010565 HMDB0000073 HMDB C00547 KEGG Compound CHEBI:17895 ChEBI C00788 KEGG Compound C00425 KEGG Compound 977 PubChem-compound 1.0 HMDB0001967 HMDB CHEBI:16680 ChEBI 24762165 PubChem-compound ASCORBATE BioCyc 4.1.1.28 false 4.1.1.28 L-Dopa → Carbon dioxide + Dopamine LEFT_TO_RIGHT 2.1.1.28 false 2.1.1.28 Norepinephrine + S-Adenosylmethionine → Epinephrine + S-Adenosylhomocysteine LEFT_TO_RIGHT 1.0 Aromatic-L-amino-acid decarboxylase TH DDC DBH PNMT Epinephrine Epinephrine Epinephrine L-Tyrosine Sapropterin Oxygen L-Dopa Dihydrobiopterin Water Dopamine Carbon dioxide Ascorbic acid Oxygen Norepinephrine Dehydroascorbic acid Water S- Adenosylmethionine S- Adenosylhomocysteine Sympathetic Nervous System Parasympathetic Nervous System