gemcitabine

CHEBI:CHEBI_175901

Definition

A 2'-deoxycytidine having geminal fluoro substituents in the 2'-position. An inhibitor of ribonucleotide reductase, gemcitabine is used in the treatment of various carcinomas, particularly non-small cell lung cancer, pancreatic cancer, bladder cancer and breast cancer.

Chemical Information

Molecular Formula
C9H11F2N3O4
Molecular Mass
263.19810
Charge
0
SMILES
Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(=O)n1
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
InChIKey
SDUQYLNIPVEERB-QPPQHZFASA-N

Alternative Names

  • 2'-deoxy-2',2'-difluorocytidine
  • 2'-Deoxy-2',2'-difluorocytidine
  • 2',2'-Difluorodeoxycytidine
  • 4-amino-1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
  • gemcitabina
  • gemcitabine
  • gemcitabinum

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

core#notation
CHEBI:175901
oboInOwl#hasDbXref
PMID:17639396
DRON_00010000
12574

Additional References

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#id
CHEBI:175901
core#notation
CHEBI:175901
oboInOwl#hasDbXref
PMID:17639396
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
DRON_00010000
12574
oboInOwl#hasAlternativeId
CHEBI:5295
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_74213
has_treatment
http://purl.obolibrary.org/obo/DOID_0050803
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_113877
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect9060
owl#annotatedSource
t137910
owl#someValuesFrom
t2997668