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gemcitabine

Go to external page http://purl.obolibrary.org/obo/CHEBI_175901

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.

Term info

Label

gemcitabine

Synonyms
  • 2'-deoxy-2',2'-difluorocytidine
database cross reference
Subsets

3_STAR

INN
gemcitabina [ DrugBank ]

INN
gemcitabinum [ DrugBank ]

INN
gemcitabine [ KEGG_DRUG ]

IUPAC NAME
2'-deoxy-2',2'-difluorocytidine [ IUPAC ]

charge

0

formula

C9H11F2N3O4

has alternative id

CHEBI:42752, CHEBI:5295

has obo namespace

chebi_ontology

has related synonym

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

id

CHEBI:175901

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

mass

263.19810

monoisotopicmass

263.07176

smiles

Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(=O)n1