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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-12 00:31:16 UTC
Update Date2021-09-26 23:18:25 UTC
HMDB IDHMDB0260342
Secondary Accession NumbersNone
Metabolite Identification
Common NameAmino (2S)-2-amino-3-phenylpropanoate
Descriptionamino 2-amino-3-phenylpropanoate belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives 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. Based on a literature review very few articles have been published on amino 2-amino-3-phenylpropanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Amino (2s)-2-amino-3-phenylpropanoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Amino (2S)-2-amino-3-phenylpropanoate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
Amino 2-amino-3-phenylpropanoic acidGenerator
Amino (2S)-2-amino-3-phenylpropanoic acidGenerator
Chemical FormulaC9H12N2O2
Average Molecular Weight180.207
Monoisotopic Molecular Weight180.089877634
IUPAC Nameamino 2-amino-3-phenylpropanoate
Traditional Nameamino 2-amino-3-phenylpropanoate
CAS Registry NumberNot Available
SMILES
NOC(=O)C(N)CC1=CC=CC=C1
InChI Identifier
InChI=1S/C9H12N2O2/c10-8(9(12)13-11)6-7-4-2-1-3-5-7/h1-5,8H,6,10-11H2
InChI KeySHZQAOVNKQKSSK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives 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
  • Amphetamine or derivatives
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Monocarboxylic acid or derivatives
  • Amine
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Primary aliphatic amine
  • Carbonyl group
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.43ALOGPS
logP0.7ChemAxon
logS-1.6ALOGPS
pKa (Strongest Basic)6.62ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area78.34 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity49.47 m³·mol⁻¹ChemAxon
Polarizability18.72 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+140.98832859911
AllCCS[M+H-H2O]+136.78832859911
AllCCS[M+Na]+146.02732859911
AllCCS[M+NH4]+144.89932859911
AllCCS[M-H]-139.56132859911
AllCCS[M+Na-2H]-140.45632859911
AllCCS[M+HCOO]-141.51832859911
DeepCCS[M+H]+137.88830932474
DeepCCS[M-H]-134.94730932474
DeepCCS[M-2H]-171.62230932474
DeepCCS[M+Na]+147.16130932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Amino (2S)-2-amino-3-phenylpropanoateNOC(=O)C(N)CC1=CC=CC=C12435.5Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoateNOC(=O)C(N)CC1=CC=CC=C11509.2Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoateNOC(=O)C(N)CC1=CC=CC=C11600.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Amino (2S)-2-amino-3-phenylpropanoate,1TMS,isomer #1C[Si](C)(C)NOC(=O)C(N)CC1=CC=CC=C11731.7Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,1TMS,isomer #1C[Si](C)(C)NOC(=O)C(N)CC1=CC=CC=C11775.0Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,1TMS,isomer #1C[Si](C)(C)NOC(=O)C(N)CC1=CC=CC=C12549.4Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,1TMS,isomer #2C[Si](C)(C)NC(CC1=CC=CC=C1)C(=O)ON1684.4Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,1TMS,isomer #2C[Si](C)(C)NC(CC1=CC=CC=C1)C(=O)ON1769.8Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,1TMS,isomer #2C[Si](C)(C)NC(CC1=CC=CC=C1)C(=O)ON2556.5Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TMS,isomer #1C[Si](C)(C)NOC(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C1786.2Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TMS,isomer #1C[Si](C)(C)NOC(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C1839.0Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TMS,isomer #1C[Si](C)(C)NOC(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C2291.6Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TMS,isomer #2C[Si](C)(C)N(OC(=O)C(N)CC1=CC=CC=C1)[Si](C)(C)C1799.6Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TMS,isomer #2C[Si](C)(C)N(OC(=O)C(N)CC1=CC=CC=C1)[Si](C)(C)C1955.8Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TMS,isomer #2C[Si](C)(C)N(OC(=O)C(N)CC1=CC=CC=C1)[Si](C)(C)C2421.1Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TMS,isomer #3C[Si](C)(C)N(C(CC1=CC=CC=C1)C(=O)ON)[Si](C)(C)C1861.4Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TMS,isomer #3C[Si](C)(C)N(C(CC1=CC=CC=C1)C(=O)ON)[Si](C)(C)C1916.1Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TMS,isomer #3C[Si](C)(C)N(C(CC1=CC=CC=C1)C(=O)ON)[Si](C)(C)C2514.7Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,3TMS,isomer #1C[Si](C)(C)NC(CC1=CC=CC=C1)C(=O)ON([Si](C)(C)C)[Si](C)(C)C1822.5Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,3TMS,isomer #1C[Si](C)(C)NC(CC1=CC=CC=C1)C(=O)ON([Si](C)(C)C)[Si](C)(C)C1986.7Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,3TMS,isomer #1C[Si](C)(C)NC(CC1=CC=CC=C1)C(=O)ON([Si](C)(C)C)[Si](C)(C)C2183.9Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,3TMS,isomer #2C[Si](C)(C)NOC(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C1954.0Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,3TMS,isomer #2C[Si](C)(C)NOC(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C1945.8Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,3TMS,isomer #2C[Si](C)(C)NOC(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C2240.5Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,4TMS,isomer #1C[Si](C)(C)N(OC(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2047.0Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,4TMS,isomer #1C[Si](C)(C)N(OC(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2107.9Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,4TMS,isomer #1C[Si](C)(C)N(OC(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2155.0Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NOC(=O)C(N)CC1=CC=CC=C11937.1Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NOC(=O)C(N)CC1=CC=CC=C12001.0Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NOC(=O)C(N)CC1=CC=CC=C12628.6Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1)C(=O)ON1909.2Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1)C(=O)ON1998.2Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1)C(=O)ON2660.9Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NOC(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C2195.3Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NOC(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C2223.3Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NOC(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C2503.5Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(OC(=O)C(N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C2228.4Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(OC(=O)C(N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C2297.4Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(OC(=O)C(N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C2547.7Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C(CC1=CC=CC=C1)C(=O)ON)[Si](C)(C)C(C)(C)C2249.8Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C(CC1=CC=CC=C1)C(=O)ON)[Si](C)(C)C(C)(C)C2281.2Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C(CC1=CC=CC=C1)C(=O)ON)[Si](C)(C)C(C)(C)C2631.3Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1)C(=O)ON([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2481.0Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1)C(=O)ON([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2512.0Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1)C(=O)ON([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2520.3Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NOC(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2554.6Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NOC(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2503.5Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NOC(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2554.0Standard polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(OC(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2849.8Semi standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(OC(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2789.3Standard non polar33892256
Amino (2S)-2-amino-3-phenylpropanoate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(OC(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2532.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Amino (2S)-2-amino-3-phenylpropanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-8900000000-074c12c2735e42ac80832021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Amino (2S)-2-amino-3-phenylpropanoate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID11332119
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14258305
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]