trifluridine (CHEBI:75179)

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ChEBI Name	trifluridine

ChEBI ID	CHEBI:75179

Definition	A pyrimidine 2'-deoxyribonucleoside compound having 5-trifluoromethyluracil as the nucleobase. An antiviral drug used mainly in the treatment of primary keratoconjunctivitis and recurrent epithelial keratitis.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:9713

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Formula

C10H11F3N2O5

Net Charge

Average Mass

296.19990

Monoisotopic Mass

296.06201

InChI

InChI=1S/C10H11F3N2O5/c11-10(12,13)4-2-15(9(19)14-8(4)18)7-1-5(17)6(3-16)20-7/h2,5-7,16-17H,1,3H2,(H,14,18,19)/t5-,6+,7+/m0/s1

InChIKey

VSQQQLOSPVPRAZ-RRKCRQDMSA-N

SMILES

OC[C@H]1O[C@H](C[C@@H]1O)n1cc(c(=O)[nH]c1=O)C(F)(F)F

Roles Classification
Biological Role(s):	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. EC 2.1.1.45 (thymidylate synthase) inhibitor An EC 2.1.1.* (methyltransferases) inhibitor that interferes with the action of thymidylate synthase (EC 2.1.1.45).

Application(s):	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.

ChEBI Ontology
Outgoing	trifluridine (CHEBI:75179) has role antimetabolite (CHEBI:35221) trifluridine (CHEBI:75179) has role antineoplastic agent (CHEBI:35610) trifluridine (CHEBI:75179) has role antiviral drug (CHEBI:36044) trifluridine (CHEBI:75179) has role EC 2.1.1.45 (thymidylate synthase) inhibitor (CHEBI:63720) trifluridine (CHEBI:75179) is a nucleoside analogue (CHEBI:60783) trifluridine (CHEBI:75179) is a organofluorine compound (CHEBI:37143) trifluridine (CHEBI:75179) is a pyrimidine 2'-deoxyribonucleoside (CHEBI:19255)

Incoming	Lonsurf (CHEBI:90876) has part trifluridine (CHEBI:75179)

IUPAC Name

2'-deoxy-5-(trifluoromethyl)uridine

Synonyms	Sources
5-(Trifluoromethyl)deoxyuridine	ChemIDplus
5-Trifluoromethyl-2-deoxyuridine	ChemIDplus
Trifluoromethyldeoxyuridine	DrugBank
Trifluorothymidine	DrugBank
trifluorothymine deoxyriboside	DrugBank

Brand Name	Source
Viroptic	KEGG DRUG

Last Modified

22 February 2017