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CHEBI:77031 - (2S,3S)-β-methylphenylalanine

ChEBI IDCHEBI:77031
ChEBI Name(2S,3S)-β-methylphenylalanine
Stars
ASCII Name(2S,3S)-beta-methylphenylalanine
DefinitionA non-proteinogenic L-α-amino acid that is L-phenylalanine in which one of the benzyl hydrogens is replaced by a methyl group (the 3S-stereoisomer).
Last Modified19 December 2014
SubmitterSteve
DownloadsMolfile
FormulaC10H13NO2
Net Charge0
Average Mass179.219
Monoisotopic Mass179.09463
SMILESC[C@@H](c1ccccc1)[C@H](N)C(=O)O
InChIInChI=1S/C10H13NO2/c1-7(9(11)10(12)13)8-5-3-2-4-6-8/h2-7,9H,11H2,1H3,(H,12,13)/t7-,9-/m0/s1
InChIKeyIRZQDMYEJPNDEN-CBAPKCEASA-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).
ChEBI Ontology
Outgoing Relation(s)
(2S,3S)-β-methylphenylalanine (CHEBI:77031) has functional parent L-phenylalanine (CHEBI:17295)
(2S,3S)-β-methylphenylalanine (CHEBI:77031) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
(2S,3S)-β-methylphenylalanine (CHEBI:77031) is tautomer of (2S,3S)-β-methylphenylalanine zwitterion (CHEBI:76864)
Incoming Relation(s)
(2S,3S)-β-methylphenylalanine zwitterion (CHEBI:76864) is tautomer of (2S,3S)-β-methylphenylalanine (CHEBI:77031)
IUPAC Name 
(βS)-β-methyl-L-phenylalanine
Synonyms  Source
(2S,3S)-3-methylphenylalanineChEBI
(2S,3S)-2-amino-3-phenylbutanoic acidChEBI
(3S)-3-methyl-L-phenylalanineChEBI
erythro-(2S,3S)-2-amino-3-phenylbutanoic acidChEBI
Manual XrefsDatabases
CPD-15345MetaCyc
Registry NumbersSources
Reaxys:2834345Reaxys
Citations