Discuss This Drug

capecitabine

CHEBI:CHEBI_31348

Definition

A carbamate ester that is cytidine in which the hydrogen at position 5 is replaced by fluorine and in which the amino group attached to position 4 is converted into its N-(penyloxy)carbonyl derivative. Capecitabine is a antineoplastic agent used in the treatment of cancers.

Chemical Information

Molecular Formula
C15H22FN3O6
Molecular Mass
359.35010
Charge
0
SMILES
CCCCCOC(=O)Nc1nc(=O)n(cc1F)[C@@H]1O[C@H](C)[C@@H](O)[C@H]1O
InChI
InChI=1S/C15H22FN3O6/c1-3-4-5-6-24-15(23)18-12-9(16)7-19(14(22)17-12)13-11(21)10(20)8(2)25-13/h7-8,10-11,13,20-21H,3-6H2,1-2H3,(H,17,18,22,23)/t8-,10-,11-,13-/m1/s1
InChIKey
GAGWJHPBXLXJQN-UORFTKCHSA-N

Alternative Names

  • (1-(5-Deoxy-beta-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinyl)-carbamic acid pentyl ester
  • 5'-deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine
  • Capecitabin
  • capecitabina
  • capecitabine
  • capecitabinum
  • Pentyl [1-(5-deoxy-beta-D-ribofuranosyl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl]carbamate
  • pentyl 1-(5-deoxy-beta-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinecarbamate
  • Xeloda

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

DRON_00010000
194000
oboInOwl#hasDbXref
Wikipedia:Capecitabine
core#notation
CHEBI:31348

Additional References

Wikipedia:Capecitabine

🔍 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

route
ORAL
package_ndc
72606-555-01
spl_id
680dac89-d210-4eb8-a955-bf40e652c546
package_marketing_start_date
20-APR-11
package_description
120 TABLET, FILM COATED in 1 BOTTLE (72606-555-01)
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
listing_expiration_date
20241231
dosage_form
CRYSTAL
marketing_start_date
20070829
labeler_name
Roche Carolina Inc.
application_number
ANDA200483
product_ndc
16729-073
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
194000
generic_name
CAPECITABINE
brand_name
Capecitabine 500mg
brand_name_base
Capecitabine 500mg
oboInOwl#hasDbXref
Wikipedia:Capecitabine
oboInOwl#id
CHEBI:31348
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50266
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
core#notation
CHEBI:31348
pharm_class_moa
Nucleic Acid Synthesis Inhibitors [MoA]
pharm_class
Nucleoside Metabolic Inhibitor [EPC]
pharm_class_epc
Nucleoside Metabolic Inhibitor [EPC]
upc
0369539020997
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
rxcui
213293
active_ingredient_strength
25 kg/25kg
manufacturer_name
Pilnova Pharma Inc
active_ingredient_name
CAPECITABINE
unii
6804DJ8Z9U
spl_set_id
56ada01c-b033-4108-85e5-ebe5f2bd9ee9
nui
N0000175595
has_treatment
http://purl.obolibrary.org/obo/DOID_6703
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect16575
owl#annotatedSource
t180257
owl#someValuesFrom
t720316