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Record Information
Version1.0
Creation date2011-09-21 00:21:34 UTC
Update date2019-11-26 03:21:06 UTC
Primary IDFDB022909
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Phenylglycine
Description2-Phenylglycine, also known as a-amino-a-toluate or L-PHG amino acid, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 2-Phenylglycine is a very strong basic compound (based on its pKa). 2-Phenylglycine has been detected, but not quantified in, milk (cow). This could make 2-phenylglycine a potential biomarker for the consumption of these foods.
CAS Number2835-06-5
Structure
Thumb
Synonyms
SynonymSource
2-Amino-2-phenylacetic acidChEBI
alpha-Amino-alpha-toluic acidChEBI
alpha-Aminobenzeneacetic acidChEBI
alpha-Aminophenylacetic acidChEBI
Amino(phenyl)acetic acidChEBI
Amino-phenyl-acetic acidChEBI
DL-2-PhenylglycineChEBI
DL-alpha-PhenylglycineChEBI
DL-PhenylglycineChEBI
2-Amino-2-phenylacetateGenerator
a-Amino-a-toluateGenerator
a-Amino-a-toluic acidGenerator
alpha-Amino-alpha-toluateGenerator
Α-amino-α-toluateGenerator
Α-amino-α-toluic acidGenerator
a-AminobenzeneacetateGenerator
a-Aminobenzeneacetic acidGenerator
alpha-AminobenzeneacetateGenerator
Α-aminobenzeneacetateGenerator
Α-aminobenzeneacetic acidGenerator
a-AminophenylacetateGenerator
a-Aminophenylacetic acidGenerator
alpha-AminophenylacetateGenerator
Α-aminophenylacetateGenerator
Α-aminophenylacetic acidGenerator
Amino(phenyl)acetateGenerator
Amino-phenyl-acetateGenerator
DL-a-PhenylglycineGenerator
DL-Α-phenylglycineGenerator
(+/-)-a-phenylglycineHMDB
(+/-)-alpha-phenylglycineHMDB
2-Phenyl-glycineHMDB
alpha-Amino-benzeneacetateHMDB
alpha-Amino-benzeneacetic acidHMDB
alpha-PhenylgycineHMDB
Aminophenylacetic acidHMDB
DL-2-Phenyl-glycineHMDB
DL-a-AminophenylacetateHMDB
DL-a-Aminophenylacetic acidHMDB
DL-alpha-AminophenylacetateHMDB
DL-alpha-Aminophenylacetic acidHMDB
DL-alpha-PhenylaminoacetateHMDB
DL-alpha-Phenylaminoacetic acidHMDB
2-Phenylglycine, (L)-isomerHMDB
2-Phenylglycine, (DL)-isomerHMDB
D-PhenylglycineHMDB
L-PHG Amino acidHMDB
2-Phenylglycine, (D)-isomerHMDB
L-PhenylglycineHMDB
a-PhenylglycineHMDB
Α-phenylglycineHMDB
2-PhenylglycineChEBI
2-amino-2-phenylacetatehmdb
2-amino-2-phenylacetic acidhmdb
2-phenyl-glycinehmdb
a-amino-a-ToluateGenerator
a-amino-a-Toluic acidGenerator
alpha-amino-alpha-toluatehmdb
alpha-amino-alpha-toluic acidhmdb
alpha-amino-benzeneacetatehmdb
alpha-amino-benzeneacetic acidhmdb
alpha-aminobenzeneacetatehmdb
alpha-aminobenzeneacetic acidhmdb
alpha-aminophenylacetatehmdb
alpha-aminophenylacetic acidhmdb
alpha-phenylgycinehmdb
amino-Phenyl-acetateGenerator
amino-Phenyl-acetic acidChEBI
amino(phenyl)acetatehmdb
amino(phenyl)acetic acidhmdb
aminophenylacetic acidhmdb
DL-2-phenyl-glycinehmdb
DL-a-aminophenylacetatehmdb
DL-a-aminophenylacetic acidhmdb
DL-a-phenylglycinehmdb
DL-alpha-aminophenylacetatehmdb
DL-alpha-aminophenylacetic acidhmdb
DL-alpha-phenylaminoacetatehmdb
DL-alpha-phenylaminoacetic acidhmdb
DL-alpha-phenylglycinehmdb
DL-phenylglycinehmdb
DL-α-phenylglycineGenerator
α-amino-α-toluateGenerator
α-amino-α-toluic acidGenerator
α-aminobenzeneacetateGenerator
α-aminobenzeneacetic acidGenerator
α-aminophenylacetateGenerator
α-aminophenylacetic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility7.65 g/LALOGPS
logP-1.5ALOGPS
logP-1.5ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)2.23ChemAxon
pKa (Strongest Basic)8.64ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.36 m³·mol⁻¹ChemAxon
Polarizability15.18 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H9NO2
IUPAC name2-amino-2-phenylacetic acid
InChI IdentifierInChI=1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)
InChI KeyZGUNAGUHMKGQNY-UHFFFAOYSA-N
Isomeric SMILESNC(C(O)=O)C1=CC=CC=C1
Average Molecular Weight151.1626
Monoisotopic Molecular Weight151.063328537
Classification
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Primary aliphatic amine
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS2-Phenylglycine, 1 TMS, GC-MS Spectrumsplash10-0a4i-4900000000-4255b20d77dfc7511860Spectrum
GC-MS2-Phenylglycine, 2 TMS, GC-MS Spectrumsplash10-004i-1900000000-3571e0e48ff4beba6a5eSpectrum
GC-MS2-Phenylglycine, non-derivatized, GC-MS Spectrumsplash10-004i-0900000000-75eb2bf8dd6d3575536fSpectrum
GC-MS2-Phenylglycine, non-derivatized, GC-MS Spectrumsplash10-0a4i-4900000000-4255b20d77dfc7511860Spectrum
GC-MS2-Phenylglycine, non-derivatized, GC-MS Spectrumsplash10-004i-1900000000-3571e0e48ff4beba6a5eSpectrum
Predicted GC-MS2-Phenylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-9800000000-58c48ae51acc717c1930Spectrum
Predicted GC-MS2-Phenylglycine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00b9-7900000000-460333cd7895c5407da6Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-001i-0900000000-ea6e7d2a2146ec7f47b9Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-004i-9000000000-1ae3b98cb7952290571cSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-004i-9000000000-745a972e5abcea06d0acSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0900000000-977fbf01f8ff42a9231cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0900000000-c3f64210f913886692d3Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0900000000-04069023db5873b4f33eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0pb9-0900000000-47dcc609b317b1089dd9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-080013be9eb2adefb917Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-9600000000-676402cb8f38f4574e49Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-37d07671d220649ab939Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-2900000000-f5b2973e83cd73f4c3fbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9100000000-02f46a98c0b5bed99b97Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID3732
ChEMBL IDCHEMBL131226
KEGG Compound IDNot Available
Pubchem Compound ID3866
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02210
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference