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
-
bladder benign neoplasmView Disease →
DOID:0050623
-
tongue squamous cell carcinomaView Disease →
DOID:0050865
-
pancreatic squamous cell carcinomaView Disease →
DOID:0080323
-
bladder small cell carcinomaView Disease →
DOID:0080902
-
tongue cancerView Disease →
DOID:8649
-
obsolete neck cancerView Disease →
DOID:1112
-
bladder neck cancerView Disease →
DOID:11809
-
bladder trigone cancerView Disease →
DOID:11813
-
bladder lymphomaView Disease →
DOID:11821
-
bladder squamous papillomaView Disease →
DOID:13110
-
bladder colloid adenocarcinomaView Disease →
DOID:3710
-
papillary craniopharyngiomaView Disease →
DOID:3847
-
Schneiderian carcinomaView Disease →
DOID:4003
-
pancreatic cystadenocarcinomaView Disease →
DOID:4073
-
obsolete neck neoplasmView Disease →
DOID:4725
-
malignant acrospiromaView Disease →
DOID:5570
-
bladder urachal carcinomaView Disease →
DOID:5958
-
ceruminous adenocarcinomaView Disease →
DOID:6446
-
gastric small cell carcinomaView Disease →
DOID:6552
-
Jewett-Marshall bladder cancerView Disease →
DOID:7315
-
bladder urachal adenocarcinomaView Disease →
DOID:7694
-
acinar cell cystadenocarcinomaView Disease →
DOID:7729
-
bladder mixed adenocarcinomaView Disease →
DOID:8096
-
upper gum cancerView Disease →
DOID:8601
-
gum cancerView Disease →
DOID:8602
-
lower gum cancerView Disease →
DOID:9125
-
vestibule of mouth cancerView Disease →
DOID:9188
-
Krukenberg carcinomaView Disease →
DOID:9597
Drug Classification
-
pyrimidine 2'-deoxyribonucleosideView Class →
CHEBI:19255
-
organofluorine compoundView Class →
CHEBI:37143
-
t136700
-
t136939
-
t136994
-
t137086
-
t137153
-
t137199
-
t137219
-
t137490
-
t137584
-
t137736
-
t137801
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
- oboInOwl#hasDbXref
- PMID:17639396
- DRON_00010000
- 12574
- core#notation
- CHEBI:175901
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
- route
- INTRAVENOUS
- package_ndc
- 54245-1091-0
- package_description
- 70 kg in 1 BAG (54245-1091-0)
- spl_id
- 9788e02c-b92a-4ec3-a747-1574a3a76918
- oboInOwl#hasOBONamespace
- chebi_ontology
- oboInOwl#id
- CHEBI:175901
- generic_name
- Gemcitabine Hydrochloride (Process-2)
- brand_name
- GEMCITABINE
- brand_name_base
- GEMCITABINE
- oboInOwl#hasDbXref
- PMID:17639396
- product_ndc
- 54245-1091
- oboInOwl#inSubset
- http://purl.obolibrary.org/obo/chebi#3_STAR
- DRON_00010000
- 12574
- oboInOwl#hasAlternativeId
- CHEBI:5295
- RO_0000087
- http://purl.obolibrary.org/obo/CHEBI_74213
- rxcui
- 1998783
- package_marketing_start_date
- 30-MAR-17
- manufacturer_name
- BluePoint Laboratories
- unii
- U347PV74IL
- spl_set_id
- b9347b14-7ca2-43f5-9ee8-7ba709ae6b52
- core#notation
- CHEBI:175901
- active_ingredient_strength
- 1 g/26.3mL
- pharm_class_moa
- Nucleic Acid Synthesis Inhibitors [MoA]
- pharm_class
- Nucleoside Metabolic Inhibitor [EPC]
- pharm_class_epc
- Nucleoside Metabolic Inhibitor [EPC]
- nui
- N0000175595
- active_ingredient_name
- GEMCITABINE HYDROCHLORIDE
- upc
- 0363323126001
- 22-rdf-syntax-ns#type
- http://www.w3.org/2002/07/owl#Class
- product_type
- BULK INGREDIENT
- marketing_category
- EXPORT ONLY
- listing_expiration_date
- 20241231
- dosage_form
- INJECTION, POWDER, LYOPHILIZED, FOR SOLUTION
- marketing_start_date
- 20100804
- labeler_name
- VALARY LAB PRIVATE LIMITED
- application_number
- ANDA090242
- has_treatment
- http://purl.obolibrary.org/obo/DOID_0050803
- owl#annotatedSource
- t136536
- owl#someValuesFrom
- t2997668
- rdf-schema#range
- https://w3id.org/def/predibionto#has_drug_113877
- rdf-schema#domain
- https://w3id.org/def/predibionto#has_side_effect9060