CHEBI:58095 - L-phenylalanine zwitterion

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-phenylalanine zwitterion
ChEBI ID CHEBI:58095
ChEBI ASCII Name L-phenylalanine zwitterion
Definition An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of L-phenylalanine; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB9748190, eMolecules:881997
Download Molfile XML SDF
Formula C9H11NO2
Net Charge 0
Average Mass 165.18910
Monoisotopic Mass 165.07898
InChI InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1
InChIKey COLNVLDHVKWLRT-QMMMGPOBSA-N
SMILES [NH3+][C@@H](Cc1ccccc1)C([O-])=O
ChEBI Ontology
Outgoing L-phenylalanine zwitterion (CHEBI:58095) is a amino-acid zwitterion (CHEBI:35238)
L-phenylalanine zwitterion (CHEBI:58095) is enantiomer of D-phenylalanine zwitterion (CHEBI:57981)
L-phenylalanine zwitterion (CHEBI:58095) is tautomer of L-phenylalanine (CHEBI:17295)
Incoming 4-dimethylamino-L-phenylalanine zwitterion (CHEBI:176805) has functional parent L-phenylalanine zwitterion (CHEBI:58095)
4-methylamino-L-phenylalanine zwitterion (CHEBI:176804) has functional parent L-phenylalanine zwitterion (CHEBI:58095)
N-(fatty acyl)-L-phenylalanine(1−) (CHEBI:149690) has part L-phenylalanine zwitterion (CHEBI:58095)
D-phenylalanine zwitterion (CHEBI:57981) is enantiomer of L-phenylalanine zwitterion (CHEBI:58095)
L-phenylalanine (CHEBI:17295) is tautomer of L-phenylalanine zwitterion (CHEBI:58095)
IUPAC Name
(2S)-2-azaniumyl-3-phenylpropanoate
Synonyms Sources
(2S)-2-ammonio-3-phenylpropanoate IUPAC
L-phenylalanine UniProt
phenylalanine ChEBI
Manual Xref Database
PHE MetaCyc
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Citation Type Source
21956539 PubMed citation Europe PMC
Last Modified
19 September 2016