CHEBI:17477 - uracil-5-carboxylic acid

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ChEBI Name uracil-5-carboxylic acid
ChEBI ID CHEBI:17477
Definition A pyrimidinemonocarboxylic acid that is uracil carrying a carboxy group at position 5.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9883, CHEBI:15289, CHEBI:27211, CHEBI:27212
Supplier Information
Download Molfile XML SDF
Formula C5H4N2O4
Net Charge 0
Average Mass 156.09630
Monoisotopic Mass 156.01711
InChI InChI=1S/C5H4N2O4/c8-3-2(4(9)10)1-6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)
InChIKey ZXYAAVBXHKCJJB-UHFFFAOYSA-N
SMILES OC(=O)c1c[nH]c(=O)[nH]c1=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing uracil-5-carboxylic acid (CHEBI:17477) has functional parent uracil (CHEBI:17568)
uracil-5-carboxylic acid (CHEBI:17477) is a pyrimidinemonocarboxylic acid (CHEBI:26447)
uracil-5-carboxylic acid (CHEBI:17477) is conjugate acid of uracil-5-carboxylate (CHEBI:58159)
uracil-5-carboxylic acid (CHEBI:17477) is tautomer of 2,4-dihydroxypyrimidine-5-carboxylic acid (CHEBI:192377)
Incoming uracil-5-carboxylate (CHEBI:58159) is conjugate base of uracil-5-carboxylic acid (CHEBI:17477)
2,4-dihydroxypyrimidine-5-carboxylic acid (CHEBI:192377) is tautomer of uracil-5-carboxylic acid (CHEBI:17477)
IUPAC Name
2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid
Synonyms Sources
1,2,3,4-tetrahydro-2,4-dioxo-5-pyrimidinecarboxylic acid ChEBI
5-carboxyuracil ChemIDplus
5-uracilcarboxylic acid ChemIDplus
isoorotic acid ChemIDplus
uracil-5-carboxylic acid ChemIDplus
Manual Xref Database
C03030 KEGG COMPOUND
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Registry Numbers Types Sources
23945-44-0 CAS Registry Number KEGG COMPOUND
23945-44-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
27146565 PubMed citation Europe PMC
33337857 PubMed citation Europe PMC
33439519 PubMed citation Europe PMC
4260374 PubMed citation Europe PMC
5440840 PubMed citation Europe PMC
5482775 PubMed citation Europe PMC
5574400 PubMed citation Europe PMC
Last Modified
10 June 2022