PHE

PHENYLALANINE

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

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107 entries where PHE is found as a standalone ligand64 entries where PHE is covalently linked to polymer or other heterogen groups 219,758 entries where PHE is found in a polymer sequence

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

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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 3-phenyl-L-alanine Phenylalanine hydrochloride (S)-2-Amino-3-phenylpropionic acid L-Phenylalanine β-phenyl-L-alanine Fenilalanina beta-Phenyl-L-alanine (S)-alpha-Amino-beta-phenylpropionic acid Phenylalanine Phe F
Brand Names	Smofkabiven Peripheral 2.75% Travas. Amino Acid InJ.W.elecw.25%dex 8.5% Freamine III Aminosyn RF Injection 4.25% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose Aminosyn II Olimel 3.3% E Aminosyn II with Electrolytes in Dextrose with Calcium Vamin N Aminosyn 8.5% Injection With Electrolytes Clinimix Aminosyn Nutrineal Pd4 4.25% Amino Acid Injection Without Electrolytes In 20% Dextrose Quickmix Aminosyn II 7% With 50% Dextrose Primene 10% Quick Mix 2.5% Travasol Aa With Electrolytes With 25% Dextrose Injec Travasol Amino Acid Inj 8.5% Aminosyn II 7% M In 10% Dextrose(dual Chamber) Smofkabiven Electrolyte Free 4.25% Travasol Amino Acid Injection Without Electrlytes In 10% Dextrose 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Olimel 7.6% 4.25%trav. Amino Acid InJ.W.O.elect.5%dext. HepatAmine 2.75% Travasol Amino Acid Injection With Electrolytes In 5% Dextrose Quickmix Aminosyn II 8.5% With 50% Dextrose Aminosyn II and Dextrose Plenamine 5% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Clinimix 2.5% Travasol Aa Without Electrolytes In 10% Dextrose Injec 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Perikabiven 4.25% Travasol Amino Acid Injection Without Electrolytes In 20% Dextrose Aminosyn HF Aminosyn II In Dextrose Injection Aminosyn 3.5% M Aminosyn II 8.5% M In 20% Dextrose (dual Chamber) 4.25% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Aminosyn II 8.5% Injection Primene 10%-liq IV Clinimix E Clinisol 2.75%travasol Amino Acid InJ.W.eleC.W.5%dex. RenAmin 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Clinimix Olimel 5.7% 2.5%travasol Amino Acid InJ.W.eleC.W.25%dex Olimel 7.6% E 4.25% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Travasol E 4.25% Travasol Amino Acid Injection With Electrolytes In 5% Dextrose Quickmix Vamin 18 Electrolyte-free NephrAmine Aminosyn-PF Olimel 5.7% E Premasol - sulfite-free (Amino Acid) 2.75% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Quickmix Aminosyn 10% W Electrolytes Aminosyn Sulfite Free 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Quickmix Aminosyn RF Aminosyn-PF 10% Aminosyn II in Dextrose Primene Novamine Aminosyn 5% Aminosyn 8.5% Periolimel 2.5% E Travasol Inj Without Electrolytes 8.5% Travasol Inj Without Electrolytes 5.5% Nephramine Liq IV Travasol Amino Acid Inj 5.5% 4.25%travasol Amino Acid InJ.W.elecw.5%dex. Travasol Renamin (amino Acids) Injection Smofkabiven Synthamin Olimel 4.4% 5% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose ProSol 4.25% Travasol Amino Acid Without Electrolytes In 5% Dextrose Quickmix Hepatasol Aminosyn-PF 7% ProcalAmine TrophAmine Aminosyn II 7% With 10% Dextrose Smofkabiven Extra Nitrogen Electrolyte Free FreAmine HBC Aminosyn II 5% Inj FreAmine III Aminosyn II 10% With Electrolytes 2.5% Travasol Amino Acid Injection Without Electrolytes In 10% Dextrose Quickmix Smofkabiven Extra Nitrogen 20% Prosol Aminosyn II with Electrolytes Essepna Olimel 4.4% E 5% Travasol Amino Acid Injection Without Electrolytes In 20% Dextrose Aminosyn II 7% Injection Aminosyn 7% Kabiven
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
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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	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