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acrylamide (CHEBI:28619)

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ChEBI Name acrylamide
ChEBI ID CHEBI:28619
Definition A member of the class of acrylamides that results from the formal condensation of acrylic acid with ammonia.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:22215, CHEBI:2441
Supplier Information
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Formula Source
C3H5NO KEGG COMPOUND
Net Charge 0
Average Mass 71.07794
InChI
InChI=1S/C3H5NO/c1-2-3(4)5/h2H,1H2,(H2,4,5)
InChIKey
HRPVXLWXLXDGHG-UHFFFAOYSA-N
SMILES
NC(=O)C=C
Roles Classification
Chemical Role(s): 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 Role(s): 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.
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.
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.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing 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 acrylamides (CHEBI:22216)
IUPAC Name
prop-2-enamide
Synonyms Sources
2-Propenamide KEGG COMPOUND
Acrylamide KEGG COMPOUND
acrylamide UniProt
Akrylamid NIST Chemistry WebBook
ethylenecarboxamide NIST Chemistry WebBook
Database Links Databases
Acrylamide Wikipedia
c0149 UM-BBD
C01659 KEGG COMPOUND
HMDB04296 HMDB
US2535245 Patent
View more database links
Registry Numbers Types Sources
605349 Beilstein Registry Number Beilstein
605349 Reaxys Registry Number Reaxys
79-06-1 CAS Registry Number KEGG COMPOUND
79-06-1 CAS Registry Number NIST Chemistry WebBook
79-06-1 CAS Registry Number ChemIDplus
81842 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
10719038 PubMed citation CiteXplore
12166997 PubMed citation CiteXplore
15240786 PubMed citation CiteXplore
15901921 PubMed citation CiteXplore
17032038 PubMed citation CiteXplore
17234719 PubMed citation CiteXplore
17484107 PubMed citation CiteXplore
17558658 PubMed citation CiteXplore
17720246 PubMed citation CiteXplore
18469268 PubMed citation CiteXplore
19022940 PubMed citation CiteXplore
19846048 PubMed citation CiteXplore
22136129 PubMed citation CiteXplore
22784192 PubMed citation CiteXplore
7767980 PubMed citation CiteXplore
Last Modified
26 February 2014

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