CHEBI:43876 - (S)-α-methyl-4-carboxyphenylglycine

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ChEBI Name (S)-α-methyl-4-carboxyphenylglycine
ChEBI ID CHEBI:43876
ChEBI ASCII Name (S)-alpha-methyl-4-carboxyphenylglycine
Definition A non-proteinogenic α-amino acid that is alanine in which the α-hydrogen is replaced by a 4-carboxyphenyl group (the S-enantiomer). It is a non-selective group I/group II metabotropic glutamate receptor (mGluR) antagonist.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C10H11NO4
Net Charge 0
Average Mass 209.19860
Monoisotopic Mass 209.06881
InChI InChI=1S/C10H11NO4/c1-10(11,9(14)15)7-4-2-6(3-5-7)8(12)13/h2-5H,11H2,1H3,(H,12,13)(H,14,15)/t10-/m0/s1
InChIKey DNCAZYRLRMTVSF-JTQLQIEISA-N
SMILES C[C@@](N)(C(O)=O)c1ccc(cc1)C(O)=O
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): metabotropic glutamate receptor antagonist
An antagonist at the metabotropic glutamate receptor.
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ChEBI Ontology
Outgoing (S)-α-methyl-4-carboxyphenylglycine (CHEBI:43876) has role metabotropic glutamate receptor antagonist (CHEBI:63963)
(S)-α-methyl-4-carboxyphenylglycine (CHEBI:43876) is a non-proteinogenic α-amino acid (CHEBI:83925)
IUPAC Name
4-[(1S)-1-amino-1-carboxyethyl]benzoic acid
Synonyms Sources
(+)-α-methyl-4-carboxyphenylglycine ChEBI
(+)-MCPG ChEBI
(S)-(+)-α-amino-4-carboxy-2-methylbenzeneacetic ChEBI
(S)-(+)-α-methyl-4-carboxyphenylglycine ChEBI
(S)-(ALPHA)-METHYL-4-CARBOXYPHENYLGLYCINE PDBeChem
(S)-a-methyl-4-carboxyphenylglycine ChEBI
(S)-MCPG ChEBI
Manual Xref Database
MCG PDBeChem
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Registry Number Type Source
7568949 Reaxys Registry Number Reaxys
Last Modified
26 March 2015