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

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ChEBI Name (2S,3S)-β-methylphenylalanine
ChEBI ID CHEBI:77031
ChEBI ASCII Name (2S,3S)-beta-methylphenylalanine
Definition A 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).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C10H13NO2
Net Charge 0
Average Mass 179.21570
Monoisotopic Mass 179.09463
InChI InChI=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
InChIKey IRZQDMYEJPNDEN-CBAPKCEASA-N
SMILES C[C@H]([C@H](N)C(O)=O)c1ccccc1
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (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 (2S,3S)-β-methylphenylalanine zwitterion (CHEBI:76864) is tautomer of (2S,3S)-β-methylphenylalanine (CHEBI:77031)
IUPAC Name
(βS)-β-methyl-L-phenylalanine
Synonyms Sources
(2S,3S)-2-amino-3-phenylbutanoic acid ChEBI
(2S,3S)-3-methylphenylalanine ChEBI
(3S)-3-methyl-L-phenylalanine ChEBI
erythro-(2S,3S)-2-amino-3-phenylbutanoic acid ChEBI
Manual Xref Database
CPD-15345 MetaCyc
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Registry Number Type Source
2834345 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19731276 PubMed citation Europe PMC
Last Modified
19 December 2014