CHEBI:31647 - gemcitabine hydrochloride

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ChEBI Name gemcitabine hydrochloride
ChEBI ID CHEBI:31647
Definition A 2'-deoxycytidine hydrochloriode having geminal fluoro substituents in the 2'-position. An inhibitor of ribonucleotide reductase, gemcitabine hydrochloride is used in the treatment of various carcinomas, including non-small cell lung cancer, pancreatic cancer, bladder cancer and breast cancer.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formulae C9H11F2N3O4.HCl
C9H12ClF2N3O4
Net Charge 0
Average Mass 299.65900
Monoisotopic Mass 299.04844
InChI InChI=1S/C9H11F2N3O4.ClH/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);1H/t4-,6-,7-;/m1./s1
InChIKey OKKDEIYWILRZIA-OSZBKLCCSA-N
SMILES [H+].[Cl-].Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(=O)n1
Roles Classification
Biological Role(s): immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
antimetabolite
A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
anticoronaviral agent
Any antiviral agent which inhibits the activity of coronaviruses.
EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor
An EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitor that inhibits the action of ribonucleoside-diphosphate reductase (EC 1.17.4.1).
Application(s): immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
radiosensitizing agent
A drug that makes increases the sensitivity of tumour cells to radiation therapy.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing gemcitabine hydrochloride (CHEBI:31647) has part gemcitabine (CHEBI:175901)
gemcitabine hydrochloride (CHEBI:31647) has role anticoronaviral agent (CHEBI:149553)
gemcitabine hydrochloride (CHEBI:31647) has role antimetabolite (CHEBI:35221)
gemcitabine hydrochloride (CHEBI:31647) has role antineoplastic agent (CHEBI:35610)
gemcitabine hydrochloride (CHEBI:31647) has role antiviral drug (CHEBI:36044)
gemcitabine hydrochloride (CHEBI:31647) has role EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor (CHEBI:74213)
gemcitabine hydrochloride (CHEBI:31647) has role immunosuppressive agent (CHEBI:35705)
gemcitabine hydrochloride (CHEBI:31647) has role radiosensitizing agent (CHEBI:132992)
gemcitabine hydrochloride (CHEBI:31647) is a hydrochloride (CHEBI:36807)
gemcitabine hydrochloride (CHEBI:31647) is a organofluorine compound (CHEBI:37143)
IUPAC Name
2'-deoxy-2',2'-difluorocytidine hydrochloride
Synonyms Sources
2',2'-Difluorodeoxycytidine monohydrochloride ChemIDplus
2'-Deoxy-2',2'-difluorocytidine monohydrochloride ChemIDplus
Gemcitabine HCl ChemIDplus
Manual Xrefs Databases
D01155 KEGG DRUG
DB00441 DrugBank
View more database links
Registry Numbers Types Sources
122111-03-9 CAS Registry Number KEGG DRUG
122111-03-9 CAS Registry Number ChemIDplus
5386970 Beilstein Registry Number Beilstein
Last Modified
23 April 2020