CHEBI:74498 - 5-fluoroorotic acid

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ChEBI Name 5-fluoroorotic acid
ChEBI ID CHEBI:74498
Definition A pyrimidinemonocarboxylic that is orotic acid which is substituted by fluorine at position 5. It is used in yeast molecular genetics to detect expression of the URA3 gene, which encodes orotine-5'-monophosphate dicarboxylase. A yeast with and active URA3 gene converts 5-fluoroorotic acid to fluorodeoxyuridine, which is toxic to cells.
Stars This entity has been manually annotated by the ChEBI Team.
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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ChEBI Ontology
Outgoing 5-fluoroorotic acid (CHEBI:74498) is a nucleobase analogue (CHEBI:67142)
5-fluoroorotic acid (CHEBI:74498) is a organofluorine compound (CHEBI:37143)
5-fluoroorotic acid (CHEBI:74498) is a pyrimidinemonocarboxylic acid (CHEBI:26447)
IUPAC Name
5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
Synonyms Sources
1,2,3,6-tetrahydro-2,6-dioxo-5-fluoro-4-pyrimidinecarboxylic acid ChemIDplus
5-fluoro-1,2,3,6-tetrahydro-2,6-dioxo-4-pyrimidinecarboxylic acid ChEBI
5-fluoro-6-carboxyuracil ChEBI
5-fluorouracil-4-carboxylic acid ChemIDplus
ENT-26398 ChemIDplus
FO ChemIDplus
FOA ChemIDplus
NSC 31712 ChemIDplus
NSC-31712 ChEBI
Ro 2-9945 ChemIDplus
Manual Xrefs Databases
GB806584 Patent
US2948725 Patent
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Registry Numbers Types Sources
181933 Reaxys Registry Number Reaxys
703-95-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
2675756 PubMed citation Europe PMC
3323810 PubMed citation Europe PMC
3586772 PubMed citation Europe PMC
Last Modified
03 July 2013