2-aminoacrylic acid (CHEBI:17123)

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ChEBI Name	2-aminoacrylic acid

ChEBI ID	CHEBI:17123

Definition	A 2,3-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	No supplier information found for this compound.

Download	Molfile XML SDF

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Formula

C3H5NO2

Net Charge

Average Mass

87.07730

Monoisotopic Mass

87.03203

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:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) 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).

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 2,3-dehydroamino acid (CHEBI:145326) 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
α,β-dehydroalanine	ChEBI
anhydroserine2-aminopropenoic acid	ChEBI
Dehydroalanine	KEGG COMPOUND

Last Modified

08 November 2019