CHEBI:17740 - 3-oxoalanine

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ChEBI Name 3-oxoalanine
ChEBI ID CHEBI:17740
Definition A non-proteinogenic α-amino acid that is serine in which the alcoholic hydroxy group has been formally oxidised to the corresponding formyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11523
Supplier Information
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Formula C3H5NO3
Net Charge 0
Average Mass 103.07674
Monoisotopic Mass 103.027
InChI InChI=1S/C3H5NO3/c4-2(1-5)3(6)7/h1-2H,4H2,(H,6,7)
InChIKey XMTCKNXTTXDPJX-UHFFFAOYSA-N
SMILES [H]C(=O)C(N)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-oxoalanine (CHEBI:17740) has functional parent serine (CHEBI:17822)
3-oxoalanine (CHEBI:17740) is a alanine derivative (CHEBI:22278)
3-oxoalanine (CHEBI:17740) is a non-proteinogenic α-amino acid (CHEBI:83925)
Incoming L-3-oxoalanine (CHEBI:37012) is a 3-oxoalanine (CHEBI:17740)
IUPAC Names
2-amino-3-oxopropanoic acid
3-oxoalanine
Synonyms Sources
α-formylglycine UniProt
α-formylglycine ChEBI
C(α)-formylglycine ChEBI
C-formylglycine ChEBI
Cα-formylglycine ChEBI
FGly ChEBI
Registry Number Type Source
4366399 Beilstein Registry Number Beilstein
Last Modified
04 September 2017
General Comment
2005-03-18 The naturally occurring compound is the S stereoisomer [i.e. (2S)-2-amino-3-oxopropanoate].