Record Information
Version1.0
Creation date2010-04-08 22:10:36 UTC
Update date2019-11-27 17:23:55 UTC
Primary IDFDB013245
Secondary Accession Numbers
  • FDB014705
Chemical Information
FooDB Name(±)-Phenylalanine
DescriptionFlavouring ingredient. (±)-Phenylalanine is found in many foods, some of which are cucumber, green bell pepper, yellow bell pepper, and saskatoon berry.
CAS Number150-30-1
Structure
Thumb
Synonyms
SynonymSource
alpha-amino-beta-Phenylpropionic acidChEBI
DL-PhenylalanineChEBI
FChEBI
FenilalaninaChEBI
PHEChEBI
PhenylalaninChEBI
a-amino-b-PhenylpropionateGenerator
a-amino-b-Phenylpropionic acidGenerator
alpha-amino-beta-PhenylpropionateGenerator
α-amino-β-phenylpropionateGenerator
α-amino-β-phenylpropionic acidGenerator
L-Isomer phenylalanineMeSH
EndorphenylMeSH
L-PhenylalanineMeSH
PhenylalanineMeSH
Phenylalanine, L isomerMeSH
Phenylalanine, L-isomerMeSH
(.+/-.)-phenylalaninebiospider
(+/-)-2-Amino-3-phenylpropionic acidbiospider
(2R)-2-amino-3-phenylpropanoic acidbiospider
α-amino-α-alaninebiospider
β-phenylalanine, DL-biospider
2-amino-3-phenylpropanoic acidbiospider
2-Amino-3-phenylpropionic acid, dl-biospider
Alanine, phenyl-, d-biospider
Alanine, phenyl-, DL-biospider
Alanine, phenyl-, DL- (8CI)biospider
Alpha-aminohydrocinnamic acid, DL-biospider
D -alpha-amino- beta-phenyl- propionic acidbiospider
D-beta-phenyl-alpha-alaninebiospider
D-phenylalaninebiospider
DL-α-amino-β-phenylpropionic acidbiospider
DL-β-phenyl-α-alaninebiospider
DL-β-phenylalaninebiospider
DL-2-Amino-3-phenylpropanoic acidbiospider
DL-3-Phenylalaninebiospider
DL-alpha-amino-beta-phenylpropionic acidbiospider
DL-phenylalaninebiospider
DL-phenylalanine, homopolymerbiospider
FEMA 3726db_source
L -2-Amino-3-phenylpropanoic acidbiospider
L-Phenylalanine-[ring-2,6-3H(N)biospider
L-phenylalanine, u.s.p.biospider
Phenylalanine DL-formbiospider
Phenylalanine, DL-biospider
Phenylalanine, homopolymerbiospider
Polyphenylalaninebiospider
Sabidenbiospider
Predicted Properties
PropertyValueSource
Water Solubility4.14 g/LALOGPS
logP-1.4ALOGPS
logP-1.2ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)2.47ChemAxon
pKa (Strongest Basic)9.45ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.12 m³·mol⁻¹ChemAxon
Polarizability17.2 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H11NO2
IUPAC name2-amino-3-phenylpropanoic acid
InChI IdentifierInChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)
InChI KeyCOLNVLDHVKWLRT-UHFFFAOYSA-N
Isomeric SMILESNC(CC1=CC=CC=C1)C(O)=O
Average Molecular Weight165.1891
Monoisotopic Molecular Weight165.078978601
Classification
DescriptionThis compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentPhenylalanine and derivatives
Alternative Parents
Substituents
  • Phenylalanine or derivatives
  • 3-phenylpropanoic-acid
  • Alpha-amino acid
  • Amphetamine or derivatives
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Amino acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic nitrogen compound
  • Primary amine
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 65.44%; H 6.71%; N 8.48%; O 19.37%DFC
Melting PointMp 318-320° dec.DFC
Boiling PointNot Available
Experimental Water Solubility14.2 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP-1.44HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9400000000-1880f5dae4360fab4947View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00xs-0900000000-ff1b3ddc479e70084786View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1900000000-fc318d4d3cde828334e4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9400000000-866eeb88a50bd575fa09View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-407406ada2082438a579View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03dj-1900000000-347dc84ca7da32c5c176View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dl-9600000000-a608d60e21d3beb49b12View in MoNA
MSMass Spectrum (Electron Ionization)splash10-00dl-9300000000-4782928378caea601f9bView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC02057
Pubchem Compound ID994
Pubchem Substance IDNot Available
ChEBI ID28044
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDJVC81-S:HQC15-W
EAFUS ID2994
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1037691
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
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008).