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

Default Structure
ChEBI IDCHEBI:43876
ChEBI Name(S)-α-methyl-4-carboxyphenylglycine
Stars
ASCII Name(S)-alpha-methyl-4-carboxyphenylglycine
DefinitionA 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.
Last Modified26 March 2015
DownloadsMolfile
FormulaC10H11NO4
Net Charge0
Average Mass209.201
Monoisotopic Mass209.06881
SMILESC[C@@](N)(C(=O)O)c1ccc(C(=O)O)cc1
InChIInChI=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
InChIKeyDNCAZYRLRMTVSF-JTQLQIEISA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabotropic glutamate receptor antagonist  An antagonist at the metabotropic glutamate receptor.
ChEBI Ontology
Outgoing Relation(s)
(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  Source
(S)-a-methyl-4-carboxyphenylglycineChEBI
(S)-MCPGChEBI
(S)-(+)-α-methyl-4-carboxyphenylglycineChEBI
(+)-MCPGChEBI
(S)-(ALPHA)-METHYL-4-CARBOXYPHENYLGLYCINEPDBeChem
(S)-(+)-α-amino-4-carboxy-2-methylbenzeneaceticChEBI
Manual XrefsDatabases
MCGPDBeChem
Registry NumbersSources
Reaxys:7568949Reaxys