L-alpha-Phenylglycine
PubChem CID
6931074
Structure
Molecular Formula
Synonyms
- L-alpha-Phenylglycine
- DL-aminophenyl acetic acid
- L-alpha-phenylglycine zwitterion
- CHEBI:136765
- DL-2-amino-2-phenyl ethanoic acid
Molecular Weight
151.16 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Parent Compound
Dates
- Create:2006-07-28
- Modify:2025-01-25
Description
L-alpha-phenylglycine zwitterion is an L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-alpha-phenylglycine; major species at pH 7.3. It is a tautomer of a L-alpha-phenylglycine.
See also: L-Phenylglycine (preferred).
Chemical Structure Depiction
COD Number
Associated Article
Dalhus, Bjørn; Görbitz, Carl Henrik. DL-Aminophenylacetic acid. Acta Crystallographica Section C 1999;55(6):IUC9900061-. DOI: 10.1107/S0108270199099291
Hermann-Mauguin space group symbol
P 1 21/c 1
Hall space group symbol
-P 2ybc
Space group number
14
a
15.7794 Å
b
4.8525 Å
c
9.8771 Å
α
90.00 °
β
97.9520 °
γ
90.00 °
Z
4
Z'
1
Residual factor
0.097
Weighted residual factor
0.158
SVG Image
IUPAC Condensed
H-Phg-OH
Sequence
X
HELM
PEPTIDE1{[Phg]}$$$$
IUPAC
2-phenyl-L-glycine
(2S)-2-azaniumyl-2-phenylacetate
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)
InChI=1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m0/s1
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
ZGUNAGUHMKGQNY-ZETCQYMHSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
C1=CC=C(C=C1)[C@@H](C(=O)[O-])[NH3+]
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C8H9NO2
Computed by PubChem 2.1 (PubChem release 2019.06.18)
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
151.16 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3
Property Value
-1.1
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
2
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
1
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
151.063328530 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
151.063328530 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
67.8 Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
11
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
136
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
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 2019.01.04)
Source of Sample
Fluka AG, Buchs, Switzerland
Copyright
Copyright © 1980, 1981-2024 John Wiley & Sons, Inc. All Rights Reserved.
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 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)
Same Count
L-Phenylglycine (preferred)
- 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-Phenylglycinehttps://commonchemistry.cas.org/detail?cas_rn=2935-35-5
- ChEBIL-alpha-phenylglycine zwitterionhttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:136765
- Crystallography Open Database (COD)LICENSEAll data in the COD and the database itself are dedicated to the public domain and licensed under the CC0 License. Users of the data should acknowledge the original authors of the structural data.https://creativecommons.org/publicdomain/zero/1.0/
- Metabolomics WorkbenchL-alpha-phenylglycinehttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=66985
- Rhea - Annotated Reactions DatabaseLICENSERhea has chosen to apply the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/). This means that you are free to copy, distribute, display and make commercial use of the database in all legislations, provided you credit (cite) Rhea.https://www.rhea-db.org/help/license-disclaimer
- SpectraBaseL-(+)-2-PHENYLGLYCINEhttps://spectrabase.com/spectrum/FnYj5vk8pz1L-(+)-alpha-Phenylglycinehttps://spectrabase.com/spectrum/DFrMBPfqJkBL-(+)-2-phenylglycinehttps://spectrabase.com/spectrum/6B21d1xv2HCL-(+)-alpha-Phenylglycinehttps://spectrabase.com/spectrum/IK4xG6xquAcL-(+)-2-PHENYLGLYCINEhttps://spectrabase.com/spectrum/Ck6aHHTRZ5uL-Phenylglycinehttps://spectrabase.com/spectrum/7nT5DD1LR0yL-Phenylglycinehttps://spectrabase.com/spectrum/9A181FU1XVZL-(+)-alpha-Phenylglycinehttps://spectrabase.com/spectrum/70P0bFTevHML-Phenylglycinehttps://spectrabase.com/spectrum/Bt6Ow1mAz3uL-(+)-alpha-Phenylglycinehttps://spectrabase.com/spectrum/9KZ5mBkMg0P
- WikidataL-phenylglycinehttps://www.wikidata.org/wiki/Q27225746
- PubChem
CONTENTS