National Cancer Institute Thesaurus

Last uploaded: February 23, 2024
Preferred Name

Gemcitabine

Synonyms

Difluorodeoxycytidine

1-(2-Oxo-4-amino-1,2-dihydropyrimidin-1-yl)-2-deoxy-2,2-difluororibose

2'Deoxy-2',2'-Difluorocytidine

gemcitabine

Gemcitabine

GEMCITABINE

dFdC

dFdCyd

Definitions

A broad-spectrum antimetabolite and deoxycytidine analogue with antineoplastic activity. Upon administration, gemcitabine is converted into the active metabolites difluorodeoxycytidine diphosphate (dFdCDP) and difluorodeoxycytidine triphosphate (dFdCTP) by deoxycytidine kinase. dFdCTP competes with deoxycytidine triphosphate (dCTP) and is incorporated into DNA. This locks DNA polymerase thereby resulting in "masked termination" during DNA replication. On the other hand, dFdCDP inhibits ribonucleotide reductase, thereby decreasing the deoxynucleotide pool available for DNA synthesis. The reduction in the intracellular concentration of dCTP potentiates the incorporation of dFdCTP into DNA.

ID

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C66876

ALT_DEFINITION

The active ingredient in a drug that is used to treat pancreatic cancer that is advanced or has spread. It is also used with other drugs to treat breast cancer that has spread, advanced ovarian cancer, and non-small cell lung cancer that is advanced or has spread. It is also being studied in the treatment of other types of cancer. Gemcitabine blocks the cell from making DNA and may kill cancer cells. It is a type of antimetabolite.

CAS_Registry

95058-81-4

CHEBI_ID

CHEBI:175901

Chemical_Formula

C9H11F2N3O4

code

C66876

Concept_In_Subset

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C157711

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C179531

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C157712

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C186328

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C186327

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C201600

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C128784

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C177383

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C177406

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C186341

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C63923

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C177537

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C179478

Contributing_Source

FDA

GDC

HemOnc

PCDC

DEFINITION

A broad-spectrum antimetabolite and deoxycytidine analogue with antineoplastic activity. Upon administration, gemcitabine is converted into the active metabolites difluorodeoxycytidine diphosphate (dFdCDP) and difluorodeoxycytidine triphosphate (dFdCTP) by deoxycytidine kinase. dFdCTP competes with deoxycytidine triphosphate (dCTP) and is incorporated into DNA. This locks DNA polymerase thereby resulting in "masked termination" during DNA replication. On the other hand, dFdCDP inhibits ribonucleotide reductase, thereby decreasing the deoxynucleotide pool available for DNA synthesis. The reduction in the intracellular concentration of dCTP potentiates the incorporation of dFdCTP into DNA.

FDA_UNII_Code

B76N6SBZ8R

FULL_SYN

Difluorodeoxycytidine

1-(2-Oxo-4-amino-1,2-dihydropyrimidin-1-yl)-2-deoxy-2,2-difluororibose

2'Deoxy-2',2'-Difluorocytidine

gemcitabine

Gemcitabine

GEMCITABINE

dFdC

dFdCyd

Has_Salt_Form

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C961

Has_Target

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C17101

Is_PCDC_GCT_Authorized_Value_For_Variable

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C274

Is_Value_For_GDC_Property

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1909

label

Gemcitabine

Legacy Concept Name

Gemcitabine_Base

Maps_To

Gemcitabine

Preferred_Name

Gemcitabine

prefixIRI

Thesaurus:C66876

Semantic_Type

Pharmacologic Substance

Nucleic Acid, Nucleoside, or Nucleotide

UMLS_CUI

C0045093

subClassOf

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1557

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C2150

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http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C66876 ROO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_175901 GO-PLUS LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 CHEBI LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 HOIP LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 CHEBI LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 OBA LOOM
http://purl.bioontology.org/ontology/RXNORM/12574 RXNORM LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#13323 OCHV LOOM
http://purl.bioontology.org/ontology/NDFRT/N0000022036 NDFRT LOOM
http://purl.obolibrary.org/obo/NCIT_C66876 BERO LOOM
http://stirdf.jst.go.jp/id/200907036830867540 IOBC LOOM
http://www.phoc.org.cn/pmo/class/PMO_00026284 PMAPP-PMO LOOM
http://purl.bioontology.org/ontology/NDDF/005472 NDDF LOOM
http://evs.nci.nih.gov/ftp1/NDF-RT/NDF-RT.owl#N0000022036 INBANCIDO LOOM
http://evs.nci.nih.gov/ftp1/NDF-RT/NDF-RT.owl#N0000022036 ODAE LOOM
http://evs.nci.nih.gov/ftp1/NDF-RT/NDF-RT.owl#N0000022036 CIDO LOOM
https://go.drugbank.com/drugs/DB00441 MDM LOOM
http://purl.bioontology.org/ontology/ATC/L01BC05 ATC LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#C056507 RH-MESH LOOM
http://purl.bioontology.org/ontology/MESH/D000093542 MESH LOOM
http://purl.bioontology.org/ontology/VANDF/4024031 VANDF LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C66876 ROO LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 PDRO LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 INBANCIDO LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 DINTO LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 BERO LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 TXPO LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 BIOMODELS LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 DRON LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 CIDO LOOM
http://purl.obolibrary.org/obo/CHEBI_175901 ODNAE LOOM
http://www.co-ode.org/ontologies/galen#Gemcitabine GALEN LOOM
http://www.drugbank.ca/drugs/DB00441 FTC LOOM
http://purl.bioontology.org/ontology/CSP/4009-0057 CRISP LOOM
http://purl.jp/bio/4/id/200906054944923798 IOBC LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#C0045093 OCHV LOOM
http://purl.bioontology.org/ontology/RCD/h36.. RCD LOOM
http://purl.bioontology.org/ontology/SNOMEDCT/386920008 SNOMEDCT LOOM