General Information
Drug ID
DR00266
Drug Name
L-phenylalanine
Synonyms
(2S)-2-amino-3-phenylpropanoic acid; (L)-Phenylalanine; (S)-(-)-Phenylalanine; (S)-2-Amino-3-phenylpropanoic acid; (S)-2-Amino-3-phenylpropionic acid; (S)-Phenylalanine; (S)-alpha-Amino-benzenepropanoic acid; (S)-alpha-Amino-beta-phenylpropionic acid; (S)-alpha-Aminohydrocinnamic acid; 1F9436B3-8B0D-4AC6-A004-4249B0BDA436; 3-Phenyl-L-alanine; 3-Phenylalanine; 3-[4-[bis(2-chloroethyl)amino]phenyl]-2-formamidopropanoic acid; Alpha-Aminohydrocinnamic acid; Antibiotic FN 1636; Beta-Phenyl-L-alanine; Beta-Phenylalanine; CB 3208; Endophenyl; Fenilalanina; Fenilalanina [Spanish]; H-Phe-OH; L-3-(p-(Bis(2-chloroethyl)amino)phenyl)-N-formylalanine; L-Antibiotic FN 1636; L-PHENYL ALANINE (SEE ALSO 22839-47-0, ASPARTAME; L-PHENYLALININE; L-Phenylalanine (JP15); L-Phenylalanine, 4-(bis(2-chloroethyl)amino)-N-formyl-(9CI); N-Formyl-L-p-sarcolysin; N-Formyl-L-sarcolysin; N-Formylmelphalan; NCI9959; Phe; Phenylalanine; Phenylalanine (USP/INN); Phenylalanine (VAN); Phenylalanine [USAN:INN:JAN]; Phenylalaninum; Phenylalaninum [Latin]
Drug Type
Small molecular drug
Indication Dietary shortage [ICD11:5B7Z] Approved [1]
Therapeutic Class
Dietary supplement
Structure
3D MOL 2D MOL
Formula
C9H11NO2
Canonical SMILES
C1=CC=C(C=C1)CC(C(=O)O)N
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
CAS Number
CAS 63-91-2
Pharmaceutical Properties Molecular Weight 165.19 Topological Polar Surface Area 63.3
Heavy Atom Count 12 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
XLogP
-1.5
PubChem CID
6140
PubChem SID
10531434 ,11457628 ,11459655 ,11528323 ,11532528 ,14710668 ,15219430 ,24770335 ,24770338 ,24770342 ,24887247 ,24898274 ,24898657 ,24898971 ,24901797 ,26651814 ,26702643 ,26748791 ,26748792 ,26753740 ,29225143 ,3134198 ,3379 ,4252550 ,46391851 ,46393329 ,46505708 ,50107465 ,57323218 ,57578102 ,57652717 ,57654567 ,57655097 ,584667 ,6436530 ,78164833 ,7847089 ,7889851 ,81044023 ,81044025 ,81044569 ,81067307 ,81067312 ,8144203 ,8153851 ,822460 ,824902 ,832928 ,838754 ,841094
ChEBI ID
ChEBI:17295
TTD Drug ID
D0R1CR
DT(s) Transporting This Drug LAT2 Transporter Info L-type amino acid transporter 2 Substrate [2]
LAT3 Transporter Info L-type amino acid transporter 3 Substrate [3]
LAT4 Transporter Info L-type amino acid transporter 4 Substrate [4]
Drug-Transporter Activity Data
Drug-Transporter Activity Data LAT2 Transporter Info Km =12.2 microM Xenopus oocytes-LAT2 [2]
References
1 L-phenylalanine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Quantifying the relative contributions of different solute carriers to aggregate substrate transport. Sci Rep. 2017 Jan 16;7:40628.
3 Identification of a novel system L amino acid transporter structurally distinct from heterodimeric amino acid transporters. J Biol Chem. 2003 Oct 31;278(44):43838-45.
4 Anticipation of food intake induces phosphorylation switch to regulate basolateral amino acid transporter LAT4 (SLC43A2) function. J Physiol. 2019 Jan;597(2):521-542.

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