CHEBI:28619 - acrylamide

ChEBI IDCHEBI:28619
ChEBI Nameacrylamide
Stars
DefinitionA member of the class of acrylamides that results from the formal condensation of acrylic acid with ammonia.
Secondary ChEBI IDsCHEBI:2441, CHEBI:22215
Last Modified7 March 2018
DownloadsMolfile
FormulaC3H5NO
Net Charge0
Average Mass71.079
Monoisotopic Mass71.03711
SMILESC=CC(N)=O
InChIInChI=1S/C3H5NO/c1-2-3(4)5/h2H,1H2,(H2,4,5)
InChIKeyHRPVXLWXLXDGHG-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Maillard reaction product  Any thermal degradation product obtained as a result of a chemical reaction between an amino acid and a reducing sugar (Maillard reaction, a non-enzymatic browning procedure that usually imparts flavour to starch-based food products).
Biological Roles:
carcinogenic agent  A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
neurotoxin  A poison that interferes with the functions of the nervous system.
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.
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.
ChEBI Ontology
Outgoing Relation(s)
acrylamide (CHEBI:28619) has functional parent acrylic acid (CHEBI:18308)
acrylamide (CHEBI:28619) has role alkylating agent (CHEBI:22333)
acrylamide (CHEBI:28619) has role carcinogenic agent (CHEBI:50903)
acrylamide (CHEBI:28619) has role Maillard reaction product (CHEBI:77523)
acrylamide (CHEBI:28619) has role mutagen (CHEBI:25435)
acrylamide (CHEBI:28619) has role neurotoxin (CHEBI:50910)
acrylamide (CHEBI:28619) is a N-acylammonia (CHEBI:83628)
acrylamide (CHEBI:28619) is a acrylamides (CHEBI:22216)
acrylamide (CHEBI:28619) is a primary carboxamide (CHEBI:140324)
IUPAC Name 
prop-2-enamide
Synonyms  Source
AcrylamideKEGG COMPOUND
2-PropenamideKEGG COMPOUND
ethylenecarboxamideNIST Chemistry WebBook
AkrylamidNIST Chemistry WebBook
UniProt Name  Source
acrylamideUniProt
Manual XrefsDatabases
C01659KEGG COMPOUND
c0149UM-BBD
AcrylamideWikipedia
HMDB0004296HMDB
US2535245Patent
Registry NumbersSources
Gmelin:81842Gmelin
Reaxys:605349Reaxys
CAS:79-06-1KEGG COMPOUND
CAS:79-06-1ChemIDplus
CAS:79-06-1NIST Chemistry WebBook
Citations