CHEBI:20552 - 5-bromouracil

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ChEBI Name 5-bromouracil
Definition A pyrimidine having keto groups at the 2- and 4-positions and a bromo group at the 5-position. Used mainly as an experimental mutagen.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C4H3BrN2O2
Net Charge 0
Average Mass 190.98300
Monoisotopic Mass 189.93779
InChI InChI=1S/C4H3BrN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
SMILES Brc1c[nH]c(=O)[nH]c1=O
Roles Classification
Biological Role(s): mutagen
An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
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ChEBI Ontology
Outgoing 5-bromouracil (CHEBI:20552) has functional parent uracil (CHEBI:17568)
5-bromouracil (CHEBI:20552) has role mutagen (CHEBI:25435)
5-bromouracil (CHEBI:20552) is a nucleobase analogue (CHEBI:67142)
5-bromouracil (CHEBI:20552) is a pyrimidines (CHEBI:39447)
Synonyms Sources
1,2,3,4-tetrahydro-5-bromo-2,4-pyrimidinedione NIST Chemistry WebBook
5-bromo-2,4(1H,3H)-pyrimidinedione NIST Chemistry WebBook
5-BrU ChemIDplus
5-BU ChemIDplus
bromouracil ChemIDplus
Registry Numbers Types Sources
127176 Beilstein Registry Number Beilstein
486432 Gmelin Registry Number Gmelin
51-20-7 CAS Registry Number ChemIDplus
51-20-7 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
14522043 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
28320905 PubMed citation Europe PMC
3950402 PubMed citation Europe PMC
Last Modified
12 June 2017