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6.0 6022 PubChem-compound BiologicalState23 Q9HAS3 UniProt CL:0000000 CELL TYPE ONTOLOGY 937 ChemSpider CHEBI:16134 ChEBI HMDB01341 HMDB 1.0 C9H11F2N3O4 Gemcitabine 263.07178 1.0 1.0 1.0 Gemcitabine diphosphate Thymidylate synthase SubPathwayInhibition SMILES O H3N Ammonia 17.026548 Deoxycytidine kinase PW000579 PathWhiz SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)C1(F)F Ribonucleoside-diphosphate reductase subunit M2 Ribonucleoside-diphosphate reductase 1 SubPathwayInhibition 1.0 5'(3')-deoxyribonucleotidase, cytosolic type Thymidylate synthase ATP BioCyc Solute carrier family 28 member 3 6420157 PubChem-compound CHEBI:175901 ChEBI SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ReactionCatalysis1459 ACTIVATION Water 4925716 ChemSpider 1.0 Adenosine diphosphate Cytoplasm HMDB00538 HMDB ADP BioCyc SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)C1(F)F 5'(3')-deoxyribonucleotidase, cytosolic type Cell P27707 UniProt SMP00603 SMPDB Deoxycytidylate deaminase UMP-CMP kinase CHEBI:15422 ChEBI SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)C1(F)F TransportCatalysis183 ACTIVATION TransportCatalysis182 ACTIVATION TransportCatalysis181 ACTIVATION 5742 ChemSpider 7732-18-5 CAS 1.0 C07650 KEGG Compound ReactionCatalysis1469 ACTIVATION SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)C1(F)F AMMONIA BioCyc SMILES N Adenosine diphosphate Ribonucleoside-diphosphate reductase large subunit 5'(3')-deoxyribonucleotidase, cytosolic type Deoxycytidine kinase 60750 PubChem-compound O00337 UniProt Equilibrative nucleoside transporter 1 C9H12F2N3O7P Gemcitabine Monophosphate 343.0381 C10H16N5O13P3 Adenosine triphosphate 506.99576 SMILES O[C@@H]1[C@@H](COP(O)(O)=O)OC(N2C=CC(=O)NC2=O)C1(F)F P17812 UniProt CHEBI:16761 ChEBI ReactionCatalysis1478 ACTIVATION 1.0 3.5.4.12 false 3.5.4.12 Gemcitabine Monophosphate + Water → Ammonia + Difluorodeoxyuridine monophosphate LEFT_TO_RIGHT P23921 UniProt 115568 ChemSpider Gemcitabine HMDB61262 HMDB Gemcitabine Metabolism Pathway Ammonia 503015 PubChem-compound Gemcitabine Difluorodeoxyuridine monophosphate SubPathwayInhibitor C9H13F2N3O10P2 Gemcitabine diphosphate 423.00443 9606 TAXONOMY 962 PubChem-compound C9H14F2N3O13P3 Gemcitabine triphosphate 502.97076 HMDB60639 HMDB HMDB60638 HMDB ReactionCatalysis2051 ACTIVATION 5800 ChemSpider 2.7.4.6 false 2.7.4.6 Adenosine triphosphate + Gemcitabine diphosphate → Adenosine diphosphate + Gemcitabine triphosphate LEFT_TO_RIGHT SubPathwayControl741 SubPathway741Control InhibitorySubPathwayControl SubPathwayControl742 SubPathway742Control InhibitorySubPathwayControl SubPathwayControl743 SubPathway743Control InhibitorySubPathwayControl HMDB00051 HMDB 1.0 Nucleoside diphosphate kinase A Ribonucleoside-diphosphate reductase large subunit 217 ChemSpider Ribonucleoside-diphosphate reductase subunit M2 HMDB02111 HMDB HMDB61204 HMDB Solute carrier family 28 member 3 2.0 95058-81-4 CAS Gemcitabine triphosphate SubPathwayInhibitor BiologicalState8 Reaction1735 false Adenosine triphosphate + Gemcitabine Monophosphate → Adenosine diphosphate + Gemcitabine diphosphate LEFT_TO_RIGHT Sodium/nucleoside cotransporter 1 Gemcitabine triphosphate SubPathwayInput HMDB14584 HMDB 2.7.1.74 false 2.7.1.74 Adenosine triphosphate + Gemcitabine → Adenosine diphosphate + Gemcitabine Monophosphate LEFT_TO_RIGHT P30085 UniProt Q7LG56 UniProt CTP synthase 1 SubPathwayInhibition 1.0 CHEBI:15377 ChEBI C00008 KEGG Compound 54753 ChemSpider 130659 PubChem-compound 2.0 1.0 SubPathwayInteraction744 SubPathway744Reaction SubPathwayReaction 58-64-0 CAS C00001 KEGG Compound C9H11F2N2O8P Difluorodeoxyuridine monophosphate 344.0221 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 1.0 Ribonucleoside-diphosphate reductase subunit M2 B 1.0 1.0 C00002 KEGG Compound P15531 UniProt 1.0 GO:0005634 GENE ONTOLOGY Deoxycytidylate deaminase 7664-41-7 CAS Equilibrative nucleoside transporter 1 439295 ChemSpider P32321 UniProt 1.0 Adenosine triphosphate Q8TCD5 UniProt 222 PubChem-compound C00014 KEGG Compound Extracellular Space 1.0 CTP synthase 1 Ribonucleoside-diphosphate reductase 2 SubPathwayInhibition P04818 UniProt H2O Water 18.010565 1.0 5957 PubChem-compound Gemcitabine P31350 UniProt Nucleus 3.1.3.- false 3.1.3.- Adenosine diphosphate + Gemcitabine Monophosphate → Adenosine triphosphate + Gemcitabine LEFT_TO_RIGHT Sodium/nucleoside cotransporter 1 Deoxycytidine kinase 56-65-5 CAS Ribonucleoside-diphosphate reductase subunit M2 B Nucleoside diphosphate kinase A Adenosine triphosphate Gemcitabine Monophosphate Gemcitabine diphosphate SubPathwayInhibitor GO:0005615 GENE ONTOLOGY C10H15N5O10P2 Adenosine diphosphate 427.02942 ReactionCatalysis1955 ACTIVATION GO:0005737 GENE ONTOLOGY UMP-CMP kinase Nucleoside diphosphate kinase A Difluorodeoxyuridine monophosphate inhibition of InhibitorySubPathway Q99808 UniProt Transport223 false Gemcitabine (→) Transport: Homo sapiens, Extracellular Space to Homo sapiens, Cell, Cytoplasm LEFT_TO_RIGHT Gemcitabine Monophosphate Gemcitabine Di- and Triphosphate inhibit Ribonucleoside-diphosphate reductase InhibitorySubPathway Gemcitabine Triphosphate inhibits CTP synthase 1 InhibitorySubPathway Incorporation into DNA and RNA SubPathway Thymidylate synthase Ribonucleoside- diphosphate reductase large subunit Ribonucleoside- diphosphate reductase subunit M2 Ribonucleoside- diphosphate reductase large subunit Ribonucleoside- diphosphate reductase subunit M2 B CTP synthase 1 Equilibrative nucleoside transporter 1 Sodium/nucleoside cotransporter 1 Solute carrier family 28 member 3 5'(3')- deoxyribonucleotidase, cytosolic type Deoxycytidine kinase Deoxycytidylate deaminase UMP-CMP kinase Nucleoside diphosphate kinase A Difluorodeoxyuridine monophosphate Gemcitabine diphosphate Gemcitabine triphosphate Gemcitabine Gemcitabine Gemcitabine Monophosphate ADP ATP ATP ADP H 2 O NH 3 ATP ADP ATP ADP Fe3+ Fe3+ Magnesium Zinc Magnesium Magnesium Incorporation into DNA and RNA
6.0 6022 PubChem-compound BiologicalState23 Homo sapiens, Cell, Nucleus Q9HAS3 UniProt CL:0000000 CELL TYPE ONTOLOGY 937 ChemSpider CHEBI:16134 ChEBI HMDB01341 HMDB 1.0 C9H11F2N3O4 Gemcitabine 263.07178 1.0 1.0 1.0 Gemcitabine diphosphate Thymidylate synthase SubPathwayInhibition SMILES O H3N Ammonia 17.026548 Deoxycytidine kinase PW000579 PathWhiz SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)C1(F)F Ribonucleoside-diphosphate reductase subunit M2 Ribonucleoside-diphosphate reductase 1 SubPathwayInhibition 1.0 5'(3')-deoxyribonucleotidase, cytosolic type Thymidylate synthase ATP BioCyc Solute carrier family 28 member 3 6420157 PubChem-compound CHEBI:175901 ChEBI SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ReactionCatalysis1459 ACTIVATION Water 4925716 ChemSpider 1.0 Adenosine diphosphate Cytoplasm HMDB00538 HMDB ADP BioCyc SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)C1(F)F 5'(3')-deoxyribonucleotidase, cytosolic type Cell P27707 UniProt http://identifiers.org/smpdb/SMP00603 SMPDB Deoxycytidylate deaminase UMP-CMP kinase CHEBI:15422 ChEBI SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)C1(F)F TransportCatalysis183 ACTIVATION TransportCatalysis182 ACTIVATION TransportCatalysis181 ACTIVATION 5742 ChemSpider 7732-18-5 CAS 1.0 C07650 KEGG Compound ReactionCatalysis1469 ACTIVATION SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)C1(F)F AMMONIA BioCyc SMILES N Adenosine diphosphate Ribonucleoside-diphosphate reductase large subunit 5'(3')-deoxyribonucleotidase, cytosolic type Deoxycytidine kinase 60750 PubChem-compound O00337 UniProt Equilibrative nucleoside transporter 1 C9H12F2N3O7P Gemcitabine Monophosphate 343.0381 C10H16N5O13P3 Adenosine triphosphate 506.99576 SMILES O[C@@H]1[C@@H](COP(O)(O)=O)OC(N2C=CC(=O)NC2=O)C1(F)F P17812 UniProt CHEBI:16761 ChEBI ReactionCatalysis1478 ACTIVATION 1.0 3.5.4.12 false 3.5.4.12 Gemcitabine Monophosphate + Water → Ammonia + Difluorodeoxyuridine monophosphate LEFT_TO_RIGHT P23921 UniProt 115568 ChemSpider Gemcitabine HMDB61262 HMDB Gemcitabine Metabolism Pathway Ammonia 503015 PubChem-compound Gemcitabine Difluorodeoxyuridine monophosphate SubPathwayInhibitor C9H13F2N3O10P2 Gemcitabine diphosphate 423.00443 9606 TAXONOMY 962 PubChem-compound C9H14F2N3O13P3 Gemcitabine triphosphate 502.97076 HMDB60639 HMDB HMDB60638 HMDB ReactionCatalysis2051 ACTIVATION 5800 ChemSpider 2.7.4.6 false 2.7.4.6 Adenosine triphosphate + Gemcitabine diphosphate → Adenosine diphosphate + Gemcitabine triphosphate LEFT_TO_RIGHT SubPathwayControl741 SubPathway741Control InhibitorySubPathwayControl SubPathwayControl742 SubPathway742Control InhibitorySubPathwayControl SubPathwayControl743 SubPathway743Control InhibitorySubPathwayControl HMDB00051 HMDB 1.0 Nucleoside diphosphate kinase A Ribonucleoside-diphosphate reductase large subunit 217 ChemSpider Ribonucleoside-diphosphate reductase subunit M2 HMDB02111 HMDB HMDB61204 HMDB Solute carrier family 28 member 3 2.0 95058-81-4 CAS Gemcitabine triphosphate SubPathwayInhibitor BiologicalState8 Homo sapiens, Cell, Cytoplasm Reaction1735 false Adenosine triphosphate + Gemcitabine Monophosphate → Adenosine diphosphate + Gemcitabine diphosphate LEFT_TO_RIGHT Sodium/nucleoside cotransporter 1 Gemcitabine triphosphate SubPathwayInput HMDB14584 HMDB 2.7.1.74 false 2.7.1.74 Adenosine triphosphate + Gemcitabine → Adenosine diphosphate + Gemcitabine Monophosphate LEFT_TO_RIGHT P30085 UniProt Q7LG56 UniProt CTP synthase 1 SubPathwayInhibition 1.0 CHEBI:15377 ChEBI C00008 KEGG Compound 54753 ChemSpider 130659 PubChem-compound 2.0 1.0 SubPathwayInteraction744 SubPathway744Reaction SubPathwayReaction 58-64-0 CAS C00001 KEGG Compound C9H11F2N2O8P Difluorodeoxyuridine monophosphate 344.0221 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 1.0 Ribonucleoside-diphosphate reductase subunit M2 B 1.0 1.0 C00002 KEGG Compound P15531 UniProt 1.0 GO:0005634 GENE ONTOLOGY Deoxycytidylate deaminase 7664-41-7 CAS Equilibrative nucleoside transporter 1 439295 ChemSpider P32321 UniProt 1.0 Adenosine triphosphate Q8TCD5 UniProt 222 PubChem-compound C00014 KEGG Compound Extracellular Space 1.0 CTP synthase 1 Ribonucleoside-diphosphate reductase 2 SubPathwayInhibition P04818 UniProt H2O Water 18.010565 1.0 5957 PubChem-compound Gemcitabine P31350 UniProt Nucleus 3.1.3.- false 3.1.3.- Adenosine diphosphate + Gemcitabine Monophosphate → Adenosine triphosphate + Gemcitabine LEFT_TO_RIGHT Sodium/nucleoside cotransporter 1 Deoxycytidine kinase 56-65-5 CAS Ribonucleoside-diphosphate reductase subunit M2 B Nucleoside diphosphate kinase A Adenosine triphosphate Gemcitabine Monophosphate Gemcitabine diphosphate SubPathwayInhibitor GO:0005615 GENE ONTOLOGY C10H15N5O10P2 Adenosine diphosphate 427.02942 ReactionCatalysis1955 ACTIVATION GO:0005737 GENE ONTOLOGY UMP-CMP kinase Nucleoside diphosphate kinase A Difluorodeoxyuridine monophosphate inhibition of InhibitorySubPathway Q99808 UniProt Transport223 false Gemcitabine (→) Transport: Homo sapiens, Extracellular Space to Homo sapiens, Cell, Cytoplasm LEFT_TO_RIGHT Gemcitabine Monophosphate Gemcitabine Di- and Triphosphate inhibit Ribonucleoside-diphosphate reductase InhibitorySubPathway Gemcitabine Triphosphate inhibits CTP synthase 1 InhibitorySubPathway Incorporation into DNA and RNA SubPathway TYMS RRM1 RRM2 RRM1 RRM2B CTPS1 SLC29A1 SLC28A1 SLC28A3 NT5C DCK DCTD CMPK1 NME1 Difluorodeoxyuridine monophosphate Gemcitabine diphosphate Gemcitabine triphosphate Gemcitabine Gemcitabine Gemcitabine Monophosphate Adenosine diphosphate Adenosine triphosphate Adenosine triphosphate Adenosine diphosphate Water Ammonia Adenosine triphosphate Adenosine diphosphate Adenosine triphosphate Adenosine diphosphate Incorporation into DNA and RNA