1.0 2016-05-25 03:28:21 UTC 2026-08-25 08:40:52 UTC Gemcitabine SmallMolecule Gemcitabine is an organic compound with the formula C9H11F2N3O4 and an average molecular weight of 263.20 g/mol. Gemcitabine belongs to the pyrimidine 2'-deoxyribonucleosides, a subclass of pyrimidine nucleosides within the organic compounds. This compound is found in or released from three recorded sources: household cleaning & consumer products (soap dispensers), electrical & electronic equipment (antennas), and healthcare, pharmaceuticals & veterinary products (antineoplastic agents). Recorded exposure routes include intravesical and intravenous administration. The protein targets for gemcitabine include UMP-CMP kinase (CMPK1), thymidylate synthase (TYMS), ribonucleoside-diphosphate reductase large subunit (RRM1), and ribonucleoside-diphosphate reductase subunit M2 (RRM2), for which it acts as an inhibitor. Gemcitabine is used as a treatment for cancer (PMC11427732, PMC3539408, PMC7008091), including breast cancer (PMC11427732, PMC9996316), ovarian cancer (PMC11427732, PMC9384137, PMC9996316), colon cancer (PMC9996316), lung cancer (PMC3528174), and angiosarcoma (PMC12591960, PMC5102718). It is specifically used for pancreatic cancer (PMC10003701, PMC11086401, PMC11655426, PMC1492602, PMC5673481, PMC6437009, PMC8002168) and pancreatic ductal adenocarcinoma (PMC3565043, PMC9514225). Additionally, it has a therapeutic effect on lymphoma (PMC7226512) and pancreatic cancer (PMC7226512). Human Neurotoxin C9H11F2N3O4 263.1981 263.071762265 4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one gemcitabine 95058-81-4 NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)C1(F)F InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1 SDUQYLNIPVEERB-QPPQHZFASA-N Organic compounds Nucleosides, nucleotides, and analogues Pyrimidine nucleosides Pyrimidine 2'-deoxyribonucleosides Pyrimidine 2'-deoxyribonucleosides Alkyl fluorides Aminopyrimidines and derivatives Azacyclic compounds Fluorohydrins Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidines Imidolactams Organic oxides Organofluorides Organopnictogen compounds Oxacyclic compounds Primary alcohols Primary amines Pyrimidones Secondary alcohols Tetrahydrofurans Alcohol Alkyl fluoride Alkyl halide Amine Aminopyrimidine Aromatic heteromonocyclic compound Azacycle Fluorohydrin Halohydrin Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Imidolactam Organic nitrogen compound Organic oxide Organic oxygen compound Organofluoride Organohalogen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Primary alcohol Primary amine Pyrimidine Pyrimidine 2'-deoxyribonucleoside Pyrimidone Secondary alcohol Tetrahydrofuran Aromatic heteromonocyclic compounds organofluorine compound pyrimidine 2'-deoxyribonucleoside Detected and Not Quantified Gemcitabine Action Pathway (old) SMP0000446 Gemcitabine Metabolism Pathway (old) SMP0000603 Gemcitabine Action Pathway SMP0124514 Gemcitabine Drug Metabolism Action Pathway SMP0142898 logp -1.5 logp 0.14 ALOGPS logs -1.07 ALOGPS solubility 2.23e+01 g/l ALOGPS logp -1.5 ChemAxon pka_strongest_acidic 11.52 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac 4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one ChemAxon average_mass 263.1981 ChemAxon mono_mass 263.071762265 ChemAxon smiles NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)C1(F)F ChemAxon formula C9H11F2N3O4 ChemAxon inchi InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1 ChemAxon inchikey SDUQYLNIPVEERB-QPPQHZFASA-N ChemAxon polar_surface_area 108.38 ChemAxon refractivity 53.25 ChemAxon polarizability 21.45 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f3baec22950> DB00441 60750 54753 BE0000325 BE0000637 BE0000324 BE0002450