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CHEBI:74571 - iodoacetic acid

Default Structure
ChEBI IDCHEBI:74571
ChEBI Nameiodoacetic acid
Stars
DefinitionA haloacetic acid that is acetic acid in which one of the hydrogens of the methyl group is replaced by an iodine atom.
Last Modified25 February 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC2H3IO2
Net Charge0
Average Mass185.948
Monoisotopic Mass185.91778
SMILESO=C(O)CI
InChIInChI=1S/C2H3IO2/c3-1-2(4)5/h1H2,(H,4,5)
InChIKeyJDNTWHVOXJZDSN-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.
ChEBI Ontology
Outgoing Relation(s)
iodoacetic acid (CHEBI:74571) has role alkylating agent (CHEBI:22333)
iodoacetic acid (CHEBI:74571) is a haloacetic acid (CHEBI:16277)
iodoacetic acid (CHEBI:74571) is a organoiodine compound (CHEBI:37142)
IUPAC Name 
iodoacetic acid
Synonyms  Source
2-iodoacetic acidChEBI
CH2ICOOHChEBI
CH2ICO2HChEBI
ICH2COOHChEBI
ICH2CO2HChEBI
iodoethanoic acidLIPID MAPS
Manual XrefsDatabases
Iodoacetic_acidWikipedia
LMFA01090135LIPID MAPS
LSM-5944LINCS
Registry NumbersSources
Reaxys:1739079Reaxys
CAS:64-69-7ChemIDplus
CAS:64-69-7NIST Chemistry WebBook
Citations