gemcitabine

chemical compound
rdfs:label
"gemcitabine"@en
skos:altLabel
"2',2'-Difluorodeoxycytidine"@en
"2'-Deoxy-2',2'-difluorocytidine"@en
"4-amino-1-((2R,4R,5R)-3,3-Difluoro-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one"@en
"4-amino-1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one"@en
"Gemcitabin"@en
"Gemcitabina"@en
"Gemcitabine"@en
"Gemcitabinum"@en
"Gemzar®"@en
"gemcitabine hydrochloride"@en
schema:description
"chemical compound"@en
schema:dateModified "2026-03-11T13:17:27+00:00"^^xsd:dateTime
schema:version 2471256309
wikibase:identifiers 104
wikibase:sitelinks 29
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p:direct-normalized/P2115 <http://purl.bioontology.org/ontology/NDFRT/N0000022036>
p:direct-normalized/P4527 <http://data.parliament.uk/terms/10425>
p:direct-normalized/P486 <http://id.nlm.nih.gov/mesh/D000093542>
p:direct-normalized/P592 <http://rdf.ebi.ac.uk/resource/chembl/molecule/CHEMBL888>
p:direct-normalized/P6366 <https://makg.org/entity/2780258809>
p:direct-normalized/P638 <https://rdf.wwpdb.org/pdb/1P62>
<https://rdf.wwpdb.org/pdb/2NO0>
<https://rdf.wwpdb.org/pdb/2VPP>
<https://rdf.wwpdb.org/pdb/4PD5>
p:direct-normalized/P661 <http://rdf.chemspider.com/54753>
p:direct-normalized/P662 <http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID60750>
p:direct-normalized/P665 <http://www.kegg.jp/entry/C07650>
p:direct-normalized/P672 <http://id.nlm.nih.gov/mesh/D03.258>
<http://id.nlm.nih.gov/mesh/D03.383.742.680.245.500.775>
p:direct-normalized/P683 <http://purl.obolibrary.org/obo/CHEBI_175901>
wdt:P10245 "a696019"
wdt:P10283 "C2780258809"
wdt:P11089 "590155"
wdt:P11143 "Gemcitabine"
wdt:P11198 "1283"
wdt:P11199 "PD003524"
wdt:P117 <http://commons.wikimedia.org/wiki/Special:FilePath/Gemcitabine.svg>
wdt:P129 Ribonucleotide reductase regulatory subunit M2
Ribonucleotide reductase catalytic subunit M1
wdt:P1417 "topic/Gemzar"
wdt:P1579 "5382060"
wdt:P176 Pfizer
wdt:P1889 4-amino-1-(2-deoxy-2,2-difluoro-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone
wdt:P2017 "C1=CN(C(=O)N=C1N)[C@H]2C([C@@H]([C@H](O2)CO)O)(F)F"
wdt:P2057 "HMDB0014584"
wdt:P2062 "7567"
wdt:P2064 "C00063489"
wdt:P2067 263.072^^xsd:decimal
wdt:P2115 "N0000022036"
wdt:P2175 non-Hodgkin lymphoma
bile duct carcinoma
low-grade serous carcinoma
invasive ductal carcinoma
head and neck squamous cell carcinoma
mature T-cell and NK-cell lymphoma
germ cell cancer
bladder urothelial carcinoma
pancreatic adenocarcinoma
uterus leiomyosarcoma
cribriform carcinoma
mycosis fungoides
lymphoma
transitional cell carcinoma
diffuse large B-cell lymphoma
tongue squamous cell carcinoma
non-small-cell lung carcinoma
bladder cancer
carcinoma of gallbladder and extrahepatic biliary tract
bone sarcoma
squamous cell carcinoma of the lung
pancreatic ductal carcinoma
wdt:P231 "95058-81-4"
wdt:P232 "619-100-6"
wdt:P233 "C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)(F)F"
wdt:P234 "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"
wdt:P235 "SDUQYLNIPVEERB-QPPQHZFASA-N"
wdt:P2566 "100.124.343"
wdt:P267 "L01BC05"
wdt:P274 "C₉H₁₁F₂N₃O₄"
wdt:P279 4-amino-1-(2-deoxy-2,2-difluoro-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone
wdt:P2868 radiosensitizer
immunosuppressive drug
WHO essential medicines
antiviral agent
DNA polymerase inhibitors
enzyme inhibitor
antineoplastic antimetabolite
bactericide
antiviral drug
wdt:P2877 "4295"
wdt:P2892 "C0045093"
wdt:P31 type of chemical entity
wdt:P3117 "DTXSID3040487"
wdt:P3345 "12574"
wdt:P3489 US pregnancy category D
Australian pregnancy category D
wdt:P361 response to gemcitabine
wdt:P3636 "GEO"
wdt:P366 medication
wdt:P373 "Gemcitabine"
wdt:P3780 Gemzar
wdt:P4527 "10425"
wdt:P486 "D000093542"
wdt:P4964 "splash10-03di-0190000000-8d1e58453b0a991c8106"
"splash10-03di-0190000000-b97d64dba479bbac0253"
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"splash10-03di-0790000000-e66897c78fa010a45ab8"
"splash10-03di-0900000000-179a77c420afc3af2544"
"splash10-03di-0900000000-18896272b82c17bec731"
"splash10-03di-0900000000-8fc0422b65b946f62385"
"splash10-03di-0900000000-95712722811cd50ab160"
"splash10-03di-0920000000-52d24e07b71b7d08dcdb"
"splash10-03di-0930000000-4739133fc80b45fc52ba"
"splash10-03di-0930000000-e2122f1423d3060097b9"
"splash10-03di-0930000000-fce77aa139fbedd4910b"
"splash10-03di-1900000000-5569d5d510ca5c1a84ef"
"splash10-03di-1900000000-da3f8b2e4b3babb2a4f0"
"splash10-03di-2900000000-ea359abde4b5c6deb936"
"splash10-03di-2900000000-eb92e15ff6bb6fafe1dd"
"splash10-03di-5900000000-7cec5b636c875dcbfced"
"splash10-03di-5900000000-f8e5e85ba0cd765dff4c"
"splash10-03dl-0900000000-01d92fca070f980c2668"
"splash10-07xs-0920000000-0e8154089a57b6bef7c4"
"splash10-0a4i-0900000000-18dd55d7372a11b9dfb7"
"splash10-0a4i-0900000000-1f4cd6bc7d377fe7731e"
"splash10-0a4i-0900000000-99f619802e3ba7bd8b2e"
"splash10-0a4i-0900000000-c3cdcfa5d386ac7222fa"
"splash10-0a4i-0900000000-c54a530153a028d6ffcc"
"splash10-0a4i-1900000000-fdc016f6d17808e4cf1b"
"splash10-0a4i-5900000000-ec478d4dfe03f80b91ad"
"splash10-0aor-4900000000-337f45a27b7b12b1b2f0"
"splash10-0cfs-0910000000-e4e73c07b687772a1108"
wdt:P5082 "gemcitabin"
wdt:P592 "CHEMBL888"
wdt:P595 "4793"
wdt:P6366 "2780258809"
wdt:P638 "1P62"
"2NO0"
"2VPP"
"4PD5"
wdt:P646 "/m/05g9s6"
wdt:P652 "B76N6SBZ8R"
wdt:P661 "54753"
wdt:P662 "60750"
wdt:P665 "C07650"
wdt:P6689 "MSBNK-Athens_Univ-AU210601"
"MSBNK-Athens_Univ-AU210602"
"MSBNK-Eawag-EA260301"
"MSBNK-Eawag-EA260302"
"MSBNK-Eawag-EA260303"
"MSBNK-Eawag-EA260304"
"MSBNK-Eawag-EA260305"
"MSBNK-Eawag-EA260306"
"MSBNK-Eawag-EA260307"
"MSBNK-Eawag-EA260308"
"MSBNK-Eawag-EA260309"
"MSBNK-Eawag-EA260310"
"MSBNK-Eawag-EA260311"
"MSBNK-Eawag-EA260312"
"MSBNK-Eawag-EA260313"
"MSBNK-Eawag-EA260314"
"MSBNK-Eawag-EA260351"
"MSBNK-Eawag-EA260352"
"MSBNK-Eawag-EA260353"
"MSBNK-Eawag-EA260354"
"MSBNK-Eawag-EA260355"
"MSBNK-Eawag-EA260356"
"MSBNK-Eawag-EA260357"
"MSBNK-Eawag-EA260358"
"MSBNK-Eawag-EA260359"
"MSBNK-Eawag-EA260360"
"MSBNK-Eawag-EA260361"
"MSBNK-Eawag-EA260362"
"MSBNK-Eawag-EA260363"
"MSBNK-Eawag-EA260364"
wdt:P672 "D03.258"
"D03.383.742.680.245.500.775"
wdt:P6802 <http://commons.wikimedia.org/wiki/Special:FilePath/Gemcitabine%20Synthesis.png>
wdt:P683 "175901"
wdt:P703 Aspergillus violaceofuscus
Penicillium brocae
wdt:P715 "DB00441"
wdt:P7830 "Gemcitabine"
wdt:P8026 LiverTox toxicity likelihood category C
wdt:P8494 "DTXCID1020487"
wdt:P9635 "92"
wdt:P972 CAS COVID-19 Anti-Viral Candidate Compounds
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