PHE

PHENYLALANINE



Chemical Component Summary

NamePHENYLALANINE
Identifiers(2S)-2-amino-3-phenyl-propanoic acid
FormulaC9 H11 N O2
Molecular Weight165.189
TypeL-PEPTIDE LINKING
Isomeric SMILESc1ccc(cc1)C[C@@H](C(=O)O)N
InChIInChI=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
InChIKeyCOLNVLDHVKWLRT-QMMMGPOBSA-N

Chemical Details

Formal Charge0
Atom Count23
Chiral Atom Count1
Bond Count23
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB00120 
NamePhenylalanine
Groups
  • nutraceutical
  • approved
  • investigational
DescriptionPhenylalanine is an essential aromatic amino acid that is a precursor of melanin, [dopamine], [noradrenalin] (norepinephrine), and [thyroxine].
Synonyms
  • (S)-alpha-Amino-beta-phenylpropionic acid
  • Phenylalanine sodium
  • (S)-2-Amino-3-phenylpropionic acid
  • Fenilalanina
  • beta-Phenyl-L-alanine
Brand Names
  • 2.75% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Quickmix
  • Aminosyn II with Electrolytes
  • 2.5% Travasol Amino Acid Injection Without Electrolytes In 10% Dextrose Quickmix
  • 2.5%travasol Amino Acid InJ.W.eleC.W.25%dex
  • 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose
IndicationL-phenylalanine may be helpful in some with depression. It may also be useful in the treatment of vitiligo. There is some evidence that L-phenylalanine may exacerbate tardive dyskinesia in some schizophrenic patients and in some who have used neuroleptic drugs.
Categories
  • Amino Acids
  • Amino Acids, Aromatic
  • Amino Acids, Cyclic
  • Amino Acids, Essential
  • Amino Acids, Peptides, and Proteins
CAS number63-91-2

Drug Targets

NameTarget SequencePharmacological ActionActions
Tyrosine aminotransferaseMDPYMIQMSSKGNLPSILDVHVNVGGRSSVPGKMKGRKARWSVRPSDMAK...unknown
Large neutral amino acids transporter small subunit 2MEEGARHRNNTEKKHPGGGESDASPEAGSGGGGVALKKEIGLVSACGIIV...unknown
Phenylalanine--tRNA ligase alpha subunitMADGQVAELLLRRLEASDGGLDSAELAAELGMEHQAVVGAVKSLQALGEV...unknown
Phenylalanine-4-hydroxylaseMSTAVLENPGLGRKLSDFGQETSYIEDNCNQNGAISLIFSLKEEVGALAK...unknown
Phenylalanine--tRNA ligase, mitochondrialMVGSALRRGAHAYVYLVSKASHISRGHQHQAWGSRPPAAECATQRAPGSV...unknown
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 6925665, 6140
ChEMBL CHEMBL301523
ChEBI CHEBI:17295, CHEBI:58095
CCDC/CSD EDAXIQ02, EDAXIQ05, EDAXIQ06, QURQUP, EDAXIQ, NONZUL, EDAXIQ03, OJEPEY, BEZPAZ, IREKAR, PAXXUJ, RALRUS, GUQCAY, JOTKIM01, VAGVIJ, REPFUN, HUHSOS, JOTKIM, LAGDIG, CADLOK, FETNEY, CADLOK01, NALYEH, YAMVIS, MIFRIC, JAXZIS, IZAQUV, PHALNC01, EQUYEX
COD 2202945, 2200004, 4517356