Discuss This Drug

Cytarabine

CHEBI:CHEBI_28680

Definition

A pyrimidine nucleoside in which cytosine is attached to D-arabinofuranose via a beta-N(1)-glycosidic bond. Used mainly in the treatment of leukaemia, especially acute non-lymphoblastic leukaemia, cytarabine is an antimetabolite antineoplastic agent that inhibits the synthesis of DNA. It also has antiviral and immunosuppressant properties.

Chemical Information

Molecular Formula
C9H13N3O5
Molecular Mass
243.21674
Charge
0
SMILES
Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)c(=O)n1
InChI
InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1
InChIKey
UHDGCWIWMRVCDJ-CCXZUQQUSA-N

Alternative Names

  • 1-beta-D-Arabinofuranosylcytosine
  • 4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinone
  • 4-amino-1-beta-D-arabinofuranosylpyrimidin-2(1H)-one
  • ara-C
  • arabinocytosine
  • Arabinoside C
  • citarabina
  • cytarabine
  • Cytarabine
  • cytarabinum
  • Cytosine arabinoside
  • Cytosine-1-beta-D-arabinofuranoside
  • cytosine-beta-D-arabinofuranoside

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:28680
DRON_00010000
3041
oboInOwl#hasDbXref
Wikipedia:Cytarabine

Additional References

Wikipedia:Cytarabine

🔍 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

core#notation
CHEBI:28680
pharm_class
Nucleoside Metabolic Inhibitor [EPC]
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
rxcui
1731355
listing_expiration_date
20241231
package_marketing_start_date
19900831
active_ingredient_strength
2 g/20mL
pharm_class_moa
Nucleic Acid Synthesis Inhibitors [MoA]
pharm_class_epc
Nucleoside Metabolic Inhibitor [EPC]
route
INTRATHECAL
manufacturer_name
Hospira, Inc.
nui
N0000175595
spl_id
1acab90c-081d-488d-b324-7909e49fe42f
active_ingredient_name
CYTARABINE
package_ndc
61703-303-46
package_description
1 VIAL, PHARMACY BULK PACKAGE in 1 CARTON (61703-303-46) / 50 mL in 1 VIAL, PHARMACY BULK PACKAGE
marketing_start_date
19860101
unii
04079A1RDZ
spl_set_id
681b5dc4-4fcf-4fab-ad78-02cb9a4a5dd0
upc
0363323120207
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
3041
oboInOwl#hasDbXref
Wikipedia:Cytarabine
oboInOwl#hasAlternativeId
CHEBI:40824
oboInOwl#id
CHEBI:28680
generic_name
CYTARABINE
brand_name
CYTARABINE
brand_name_base
CYTARABINE
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
dosage_form
INJECTION, SOLUTION
labeler_name
Hospira, Inc.
product_ndc
61703-303
application_number
ANDA072168
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_35705
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_16040
has_treatment
http://purl.obolibrary.org/obo/DOID_8692
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_108267
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect14437
owl#annotatedSource
t166218
owl#someValuesFrom
t3511734