Methyl L-phenylalaninate
PubChem CID
736234
Structure
Molecular Formula
Synonyms
- 2577-90-4
- Methyl l-phenylalaninate
- Phenylalanine methyl ester
- L-Phenylalanine, methyl ester
- (S)-Methyl 2-amino-3-phenylpropanoate
Molecular Weight
179.22 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-07-08
- Modify:2025-01-18
Description
Methyl L-phenylalaninate is an alpha-amino acid ester that is the methyl ester of L-phenylalanine. It is an alpha-amino acid ester and a L-phenylalanine derivative.
Chemical Structure Depiction
SVG Image
IUPAC Condensed
H-Phe-OMe
Sequence
F
IUPAC
L-phenylalanine methyl ester
methyl (2S)-2-amino-3-phenylpropanoate
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C10H13NO2/c1-13-10(12)9(11)7-8-5-3-2-4-6-8/h2-6,9H,7,11H2,1H3/t9-/m0/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
VSDUZFOSJDMAFZ-VIFPVBQESA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
COC(=O)[C@H](CC1=CC=CC=C1)N
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C10H13NO2
Computed by PubChem 2.2 (PubChem release 2021.10.14)
- (2S,3R)-(2-2H,3-2H)-phenylalanine methyl ester
- L-phenylalanyl methyl ester
- methyl phenylalanine
- phenylalanine methyl ester
- phenylalanine methyl ester, (D)-isomer
- phenylalanine methyl ester, (DL)-isomer
- phenylalanine methyl ester, hydrochloride, (D)-isomer
- phenylalanine methyl ester, hydrochloride, (L)-isomer
- 2577-90-4
- Methyl l-phenylalaninate
- Phenylalanine methyl ester
- L-Phenylalanine, methyl ester
- (S)-Methyl 2-amino-3-phenylpropanoate
- L-PHENYLALANINE METHYL ESTER
- Methyl 3-phenyl-L-alaninate
- methyl (2S)-2-amino-3-phenylpropanoate
- Methyl phenylalaninate
- (S)-phenylalanine methyl ester
- UNII-10AT497I17
- CHEBI:49339
- EINECS 219-934-7
- Alanine, phenyl-, methyl ester, l-
- 10AT497I17
- (S)-2-Amino-3-phenyl-propionic acid methyl ester
- (S)-Phenylalanine Methylester
- AI3-28811
- l-.beta.-Phenylalanine methyl ester
- (+)-L-PHENYLALANINE METHYL ESTER
- (S)-2-AMINO-3-PHENYLPROPIONIC ACID METHYL ESTER
- MFCD00800359
- methyl phenylalanine
- Phe-OMe
- 0A9
- H-Phe-OMe
- L-Phe-OMe
- (S)-Methyl2-amino-3-phenylpropanoate
- H-Phe-OCH3
- L-phenylalanyl methyl ester
- s-phenylalanine methyl ester
- SCHEMBL74888
- CHEMBL51969
- (L)-phenylalanine methyl ester
- (S) -phenylalanine methyl ester
- l-beta-Phenylalanine methyl ester
- Methyl 2-amino-3-phenylpropanoate #
- AKOS000302179
- AKOS010397234
- methyl-2(S)-amino-3-phenylpropionate
- DB06838
- DS-4635
- methyl (S)-2-amino-3-phenylpropanoate
- DB-344951
- CS-0010907
- L-Phenylalanine methyl ester (H-L-Phe-OMe)
- NS00044916
- N12401
- (2S)-amino-3-phenyl propionic acid methyl ester
- EN300-1719688
- (S)-METHYL2-AMINO-3-PHENYLPROPANOATE HCL
- (2S,3R)-(2-2H,3-2H)-phenylalanine methyl ester
- Q27095740
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
179.22 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3
Property Value
1.1
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
179.094628657 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
179.094628657 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
52.3 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
13
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
164
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Pharmaceuticals -> Listed in ZINC15
S55 | ZINC15PHARMA | Pharmaceuticals from ZINC15 | DOI:10.5281/zenodo.3247749
MoNA ID
MS Category
Experimental
MS Type
GC-MS
MS Level
MS1
Instrument
HITACHI M-80
Instrument Type
EI-B
Ionization Mode
positive
Top 5 Peaks
88 99.99
120 99.36
91 42.85
33 23.52
28 22.16
License
CC BY-NC-SA
NIST Number
42835
Library
Main library
Total Peaks
53
m/z Top Peak
88
m/z 2nd Highest
120
m/z 3rd Highest
91
Thumbnail
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Stereo Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Stereo Count
Same Parent, Isotope Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=VSDUZFOSJDMAFZ-VIFPVBQESA-N
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/L-Phenylalanine, methyl esterhttps://commonchemistry.cas.org/detail?cas_rn=2577-90-4
- ChemIDplusPhenylalanine methyl esterhttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0002577904ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- DrugBankLICENSECreative Common's Attribution-NonCommercial 4.0 International License (http://creativecommons.org/licenses/by-nc/4.0/legalcode)https://www.drugbank.ca/legal/terms_of_usemethyl L-phenylalaninatehttps://www.drugbank.ca/drugs/DB06838
- European Chemicals Agency (ECHA)LICENSEUse of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.https://echa.europa.eu/web/guest/legal-noticeMethyl 3-phenyl-L-alaninatehttps://echa.europa.eu/substance-information/-/substanceinfo/100.018.123
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linkingMethyl L-phenylalaninatehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/10AT497I17
- ChEBIMethyl L-phenylalaninatehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:49339
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- Therapeutic Target Database (TTD)Methyl L-phenylalaninatehttps://idrblab.net/ttd/data/drug/details/D0I8WD
- Japan Chemical Substance Dictionary (Nikkaji)
- MassBank of North America (MoNA)LICENSEThe content of the MoNA database is licensed under CC BY 4.0.https://mona.fiehnlab.ucdavis.edu/documentation/license
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-lawl-Phenylalanine, methyl esterhttp://www.nist.gov/srd/nist1a.cfm
- Metabolomics Workbenchmethyl L-phenylalaninatehttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=150027
- Nature Synthesis
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/Methyl L-PhenylalaninateNORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- Protein Data Bank in Europe (PDBe)
- RCSB Protein Data Bank (RCSB PDB)LICENSEData files contained in the PDB archive (ftp://ftp.wwpdb.org) are free of all copyright restrictions and made fully and freely available for both non-commercial and commercial use. Users of the data should attribute the original authors of that structural data.https://www.rcsb.org/pages/policies
- Springer Nature
- Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc-nd/4.0/
- Wikidatamethyl L-phenylalaninatehttps://www.wikidata.org/wiki/Q27095740
- Wiley
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlphenylalanine methyl esterhttps://www.ncbi.nlm.nih.gov/mesh/67034515
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 403427639https://pubchem.ncbi.nlm.nih.gov/substance/403427639
CONTENTS