PHE

PHENYLALANINE

Created:	1999-07-08
Last modified:	2024-09-27

Find Related PDB Entry
107 entries where PHE is found as a standalone ligand64 entries where PHE is covalently linked to polymer or other heterogen groups 220,260 entries where PHE is found in a polymer sequence

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	23
Chiral Atom Count	1
Bond Count	23
Aromatic Bond Count	6

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	PHENYLALANINE
Systematic Name (OpenEye OEToolkits)	(2S)-2-amino-3-phenyl-propanoic acid
Formula	C₉ H₁₁ N O₂
Molecular Weight	165.189
Type	L-PEPTIDE LINKING

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)C(N)Cc1ccccc1
SMILES	CACTVS	3.341	N[CH](Cc1ccccc1)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	c1ccc(cc1)CC(C(=O)O)N
Canonical SMILES	CACTVS	3.341	N[C@@H](Cc1ccccc1)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1ccc(cc1)C[C@@H](C(=O)O)N
InChI	InChI	1.03	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	InChI	1.03	COLNVLDHVKWLRT-QMMMGPOBSA-N

Drug Info: DrugBank

DrugBank ID	DB00120
Name	Phenylalanine
Groups	approved investigational nutraceutical
Description	Phenylalanine is an essential aromatic amino acid that is a precursor of melanin, [dopamine], [noradrenalin] (norepinephrine), and [thyroxine].
Synonyms	Phenylalanine sodium Phenylalaninum Phenylalanine Fenilalanina (S)-2-Amino-3-phenylpropionic acid Phenylalanine hydrochloride L-Phenylalanine Phe (S)-alpha-Amino-beta-phenylpropionic acid β-phenyl-L-alanine F 3-phenyl-L-alanine beta-Phenyl-L-alanine
Brand Names	Clinimix 2.75% Travasol Amino Acid Injection With Electrolytes In 5% Dextrose Quickmix 5% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose TrophAmine Synthamin Aminosyn II 8.5% Injection NephrAmine 4.25% Amino Acid Injection Without Electrolytes In 20% Dextrose Quickmix 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Clinimix Aminosyn RF Aminosyn II with Electrolytes Aminosyn 5% Primene Travasol E Aminosyn 10% W Electrolytes 2.75% Travas. Amino Acid InJ.W.elecw.25%dex FreAmine III 2.75% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Quickmix HepatAmine Aminosyn II 7% Injection Aminosyn II 7% With 50% Dextrose FreAmine HBC Nutrineal Pd4 Travasol Inj Without Electrolytes 8.5% Aminosyn II 8.5% M In 20% Dextrose (dual Chamber) Aminosyn II with Electrolytes in Dextrose with Calcium 5% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Kabiven 4.25% Travasol Amino Acid Injection With Electrolytes In 5% Dextrose Quickmix Travasol Amino Acid Inj 5.5% Aminosyn II 8.5% With 50% Dextrose Aminosyn-PF 10% 2.75%travasol Amino Acid InJ.W.eleC.W.5%dex. Travasol Olimel 5.7% 5% Travasol Amino Acid Injection Without Electrolytes In 20% Dextrose Aminosyn II In Dextrose Injection ProcalAmine Vamin 18 Electrolyte-free Novamine Smofkabiven Electrolyte Free Aminosyn II 7% With 10% Dextrose Essepna Clinimix E Olimel 3.3% E 4.25%trav. Amino Acid InJ.W.O.elect.5%dext. 4.25%travasol Amino Acid InJ.W.elecw.5%dex. Clinimix 2.5% Travasol Aa Without Electrolytes In 10% Dextrose Injec 4.25% Travasol Amino Acid Injection Without Electrlytes In 10% Dextrose Aminosyn 3.5% M 4.25% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose 8.5% Freamine III 4.25% Travasol Amino Acid Without Electrolytes In 5% Dextrose Quickmix Primene 10%-liq IV Vamin N 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Aminosyn II 7% M In 10% Dextrose(dual Chamber) 2.5% Travasol Amino Acid Injection Without Electrolytes In 10% Dextrose Quickmix Aminosyn 8.5% Injection With Electrolytes Olimel 7.6% Aminosyn II 5% Inj 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Quick Mix 2.5% Travasol Aa With Electrolytes With 25% Dextrose Injec Smofkabiven Extra Nitrogen Olimel 4.4% E 4.25% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose Smofkabiven Extra Nitrogen Electrolyte Free Aminosyn RF Injection 2.5%travasol Amino Acid InJ.W.eleC.W.25%dex Aminosyn II in Dextrose Aminosyn 8.5% Plenamine Hepatasol Smofkabiven Aminosyn-PF Aminosyn II and Dextrose Aminosyn-PF 7% Clinisol Primene 10% Aminosyn HF Olimel 7.6% E Aminosyn 7% Aminosyn Travasol Amino Acid Inj 8.5% Olimel 4.4% Premasol - sulfite-free (Amino Acid) Aminosyn Sulfite Free Olimel 5.7% E Travasol Inj Without Electrolytes 5.5% Periolimel 2.5% E RenAmin 20% Prosol Aminosyn II 10% With Electrolytes ProSol Aminosyn II 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Quickmix Smofkabiven Peripheral 4.25% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Renamin (amino Acids) Injection 4.25% Travasol Amino Acid Injection Without Electrolytes In 20% Dextrose Nephramine Liq IV Perikabiven
Indication	L-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 Dietary Supplements Immunosuppressive Agents Myelosuppressive Agents Proteinogenic Amino Acids Supplements
CAS number	63-91-2

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Tyrosine aminotransferase	MDPYMIQMSSKGNLPSILDVHVNVGGRSSVPGKMKGRKARWSVRPSDMAK...	unknown
Large neutral amino acids transporter small subunit 2	MEEGARHRNNTEKKHPGGGESDASPEAGSGGGGVALKKEIGLVSACGIIV...	unknown
Phenylalanine--tRNA ligase alpha subunit	MADGQVAELLLRRLEASDGGLDSAELAAELGMEHQAVVGAVKSLQALGEV...	unknown
Phenylalanine-4-hydroxylase	MSTAVLENPGLGRKLSDFGQETSYIEDNCNQNGAISLIFSLKEEVGALAK...	unknown
Phenylalanine--tRNA ligase, mitochondrial	MVGSALRRGAHAYVYLVSKASHISRGHQHQAWGSRPPAAECATQRAPGSV...	unknown
Phenylalanine--tRNA ligase beta subunit	MPTVSVKRDLLFQALGRTYTDEEFDELCFEFGLELDEITSEKEIISKEQG...	unknown
Tyrosine 3-monooxygenase	MPTPDATTPQAKGFRRAVSELDAKQAEAIMVRGQGAPGPSLTGSPWPGTA...	unknown	binder
Monocarboxylate transporter 10	MVLSQEEPDSARGTSEAQPLGPAPTGAAPPPGPGPSDSPEAAVEKVEVEL...	unknown	inhibitor
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 Name	Reference
PubChem	6140, 6925665
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