Acetyl-L-phenylalanine ethyl ester

HCID 94229

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Basic information

CAS: 2361-96-8
Standard SMILES: CCOC(=O)[C@H](Cc1ccccc1)NC(C)=O
InChIKey: YIVZYFDBEPMPNL-LBPRGKRZSA-N
Molecular formula: C13H17NO3
Average molar mass: 235.28 g/mol
Monoisotopic mass: 235.1208434

Overview

RN given refers to (L)-isomer

Names & identifiers

Preferred name: Acetyl-L-phenylalanine ethyl ester
IUPAC: ethyl (2S)-2-acetamido-3-phenylpropanoate
English name: Ac-Phe-OEt
Molecular formula: C13H17NO3
Molecular weight: 235.28

Names & synonyms

2361-96-8N-Acetyl-L-phenylalanine ethyl esterAcetyl-L-phenylalanine Ethyl EsterN-Acetylphenylalanine ethyl esterRefChem:596318ethyl N-acetyl-L-phenylalanine219-108-6Ac-Phe-Oet(S)-Ethyl 2-acetamido-3-phenylpropanoateethyl (2S)-2-acetamido-3-phenylpropanoateMFCD00026885L-Phenylalanine, N-acetyl-, ethyl ester

Show more names

AC-PHE-OET-OHAC-PHENYLALANINE-OETAC-PHE-OET USP/EP/BPN-ACETYL-L-PHE ETHYL ESTERN-Acetylphenylalanine ethylN-Acetyl-L-phenylalanine ethyl

Ac-L-Phe-OEtN-Ac-Phe-OEtethyl n-acetyl-l-phenylalaninateAcPhe-OEtEINECS 219-108-6Ethyl N-acetyl-3-phenyl-L-alaninateN-Acetyl-l-phenylalanine, ethyl esterEthyl 2-(acetylamino)-3-phenylpropanoate #

Database identifiers

CAS: 2361-96-8
PubChem CID: 94229
DTXSID: DTXSID00877254
ChEMBL: CHEMBL294389
EC Number: 219-108-6
Nikkaji: J213.216H

Properties

Computed structural properties

XLogP: 1.3
Topological polar surface area: 55.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 6
Heavy atoms: 17
Formal charge: 0
Complexity: 259

Physicochemical properties

Melting point: 66 · 66-67 °C
Boiling point: 377.67 °C · 377.67°C (rough estimate)
Density: 1.12 · 1.1200 (rough estimate)
refractive index: 1.48 · 1.4800 (estimate)
storage temp.: 2 · Sealed in dry,2-8°C
solubility: DMSO, Methanol
form: Solid
pka: 14.83 · 14.83±0.46(Predicted)
color: White
optical activity: 13.3 ° · 13.30°(C=0.01g/mL, ETOH, 20°C, 589nm)
Water Solubility: 4.13 g/L · 4.13g/L(28 ºC)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H332-H335
Precautionary statements: 261 · P261-P280-P305+P351+P338
WGK Germany: 3 · 3

Safety & regulation

GHS classification

GHS ClassificationNot Classified

Hazard information

Hazard Classes and CategoriesNot Classified

Safety data

wgk: 3
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H332-H335
Precautionary statements: P261-P280-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesAcetyl-L-phenylalanine ethyl ester is a derivative of L-Phenylalanine (P319415), a nonpolar, essential amino acid that naturally occurs in the human body and is also used to treat patients with depression. Acetyl-L-phenylalanine ethyl ester is also used to inhibit pepsin-catalyzed reactions.