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CHEBI:17123 - 2-aminoacrylic acid

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ChEBI Name 2-aminoacrylic acid
ChEBI ID CHEBI:17123
Definition A dehydroamino acid that is alanine which has been dehydrogenated to introduce a double bond between positions 2 and 3.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41996, CHEBI:11518, CHEBI:1013, CHEBI:23590
Supplier Information
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Formula C3H5NO2
Net Charge 0
Average Mass 87.07730
Monoisotopic Mass 87.032
InChI InChI=1S/C3H5NO2/c1-2(4)3(5)6/h1,4H2,(H,5,6)
InChIKey UQBOJOOOTLPNST-UHFFFAOYSA-N
SMILES NC(=C)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-aminoacrylic acid (CHEBI:17123) has role alkylating agent (CHEBI:22333)
2-aminoacrylic acid (CHEBI:17123) has role human metabolite (CHEBI:77746)
2-aminoacrylic acid (CHEBI:17123) has role mouse metabolite (CHEBI:75771)
2-aminoacrylic acid (CHEBI:17123) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
2-aminoacrylic acid (CHEBI:17123) is a dehydroamino acid (CHEBI:23591)
2-aminoacrylic acid (CHEBI:17123) is a enamine (CHEBI:47989)
2-aminoacrylic acid (CHEBI:17123) is a non-proteinogenic α-amino acid (CHEBI:83925)
2-aminoacrylic acid (CHEBI:17123) is conjugate acid of 2-aminoacrylate (CHEBI:58020)
2-aminoacrylic acid (CHEBI:17123) is tautomer of 2-ammonioprop-2-enoate (CHEBI:76565)
2-aminoacrylic acid (CHEBI:17123) is tautomer of 2-iminiopropionate (CHEBI:44400)
2-aminoacrylic acid (CHEBI:17123) is tautomer of 2-iminopropionic acid (CHEBI:76608)
Incoming methyl 2-[(tert-butoxycarbonyl)amino]-3-(2-phenoxy-6-quinolyl)acrylate (CHEBI:48484) has functional parent 2-aminoacrylic acid (CHEBI:17123)
2-aminoacrylate (CHEBI:58020) is conjugate base of 2-aminoacrylic acid (CHEBI:17123)
dehydroalanine residue (CHEBI:90873) is substituent group from 2-aminoacrylic acid (CHEBI:17123)
2-ammonioprop-2-enoate (CHEBI:76565) is tautomer of 2-aminoacrylic acid (CHEBI:17123)
2-iminiopropionate (CHEBI:44400) is tautomer of 2-aminoacrylic acid (CHEBI:17123)
2-iminopropionic acid (CHEBI:76608) is tautomer of 2-aminoacrylic acid (CHEBI:17123)
IUPAC Name
2-aminoprop-2-enoic acid
Synonyms Sources
2,3-didehydroalanine ChEBI
2-Aminoacrylate KEGG COMPOUND
2-Aminoacrylate KEGG COMPOUND
2-aminoacrylic acid UniProt
α,β-dehydroalanine ChEBI
anhydroserine2-aminopropenoic acid ChEBI
Dehydroalanine KEGG COMPOUND
Database Links Databases
C02218 KEGG COMPOUND
DB02688 DrugBank
DHA PDBeChem
View more database links
Registry Numbers Types Sources
1948-56-7 CAS Registry Number ChemIDplus
6122568 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16734454 PubMed citation Europe PMC
18585427 PubMed citation Europe PMC
23749972 PubMed citation Europe PMC
23815688 PubMed citation Europe PMC
Last Modified
27 January 2016