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CHEBI:131461 - 3-bromopyruvic acid

Default Structure
ChEBI IDCHEBI:131461
ChEBI Name3-bromopyruvic acid
Stars
DefinitionA 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is replaced by bromine. Synthetic brominated derivative and structural analog of pyruvic acid. Highly reactive alkylating agent. Anti-cancer drug
Last Modified21 March 2016
Submitterrnash
DownloadsMolfile
FormulaC3H3BrO3
Net Charge0
Average Mass166.958
Monoisotopic Mass165.92656
SMILESO=C(O)C(=O)CBr
InChIInChI=1S/C3H3BrO3/c4-1-2(5)3(6)7/h1H2,(H,6,7)
InChIKeyPRRZDZJYSJLDBS-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
alkylating agent  Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
3-bromopyruvic acid (CHEBI:131461) has functional parent pyruvic acid (CHEBI:32816)
3-bromopyruvic acid (CHEBI:131461) has role alkylating agent (CHEBI:22333)
3-bromopyruvic acid (CHEBI:131461) has role antineoplastic agent (CHEBI:35610)
3-bromopyruvic acid (CHEBI:131461) is a 2-oxo monocarboxylic acid (CHEBI:35910)
3-bromopyruvic acid (CHEBI:131461) is a organobromine compound (CHEBI:37141)
3-bromopyruvic acid (CHEBI:131461) is conjugate acid of 3-bromopyruvate (CHEBI:131592)
Incoming Relation(s)
3-bromopyruvate (CHEBI:131592) is conjugate base of 3-bromopyruvic acid (CHEBI:131461)
IUPAC Name 
3-bromo-2-oxopropanoic acid
Synonyms  Source
3-BPSUBMITTER
3-BromopyruvateChemIDplus
bromopyruvateSUBMITTER
bromopyruvic acidSUBMITTER
Manual XrefsDatabases
3-BROMOPYRUVATEMetaCyc
Bromopyruvic_acidWikipedia
Registry NumbersSources
Reaxys:1746786Reaxys
CAS:1113-59-3ChemIDplus
Citations