Human Metabolome Database Version 3.5

Showing metabocard for 1-Phenylethylamine (HMDB02017)

Record Information
Version 3.5
Creation Date 2006-05-22 08:17:32 -0600
Update Date 2013-02-08 17:11:12 -0700
HMDB ID HMDB02017
Secondary Accession Numbers
  • HMDB02654
  • HMDB05942
  • HMDB06062
Metabolite Identification
Common Name 1-Phenylethylamine
Description 1-Phenylethylamine, or alpha-phenethylamine, is an amine. Individual enantiomers of this basic compound are useful for performing chiral resolution of acidic compounds by forming diastereomeric salts. -- Wikipedia.
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. (1-Aminoethyl)benzene
  2. 1-Amino-1-phenylethane
  3. 1-Fenylethylamin
  4. 1-Phenyl-1-ethanamine
  5. 1-Phenylethanamine
  6. 1-Phenylethylamine
  7. a-Aminoethylbenzene
  8. a-Methylbenzenemethanamine
  9. a-Methylbenzylamine
  10. a-Phenethylamine
  11. a-Phenylethylamine
  12. alpha-Aminoethylbenzene
  13. alpha-Methylbenzenemethanamine
  14. alpha-Methylbenzylamine
  15. alpha-Phenethylamine
  16. alpha-Phenylethylamine
  17. Sumine 2079
Chemical Formula C8H11N
Average Molecular Weight 121.1796
Monoisotopic Molecular Weight 121.089149357
IUPAC Name 1-phenylethan-1-amine
Traditional IUPAC Name 1-phenylethylamine
CAS Registry Number 98-84-0
SMILES CC(N)C1=CC=CC=C1
InChI Identifier InChI=1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3
InChI Key RQEUFEKYXDPUSK-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Homomonocyclic Compounds
Class Phenylmethylamines
Sub Class N/A
Other Descriptors
  • Organic Compounds
  • phenylethylamine(ChEBI)
Substituents
  • Primary Aliphatic Amine (Alkylamine)
Direct Parent Phenylmethylamines
Ontology
Status Detected and Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations
  • Cytoplasm
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point < 25 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 42 mg/L at 20 °C Not Available
LogP 1.49 MEYLAN,WM & HOWARD,PH (1995)
Predicted Properties
Property Value Source
LogP 1.36 ALOGPS
LogP 1.52 ChemAxon
LogS -1.51 ALOGPS
pKa (strongest basic) 9.73 ChemAxon
Hydrogen Acceptor Count 1 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 26.02 A2 ChemAxon
Rotatable Bond Count 1 ChemAxon
Refractivity 38.95 ChemAxon
Polarizability 14.19 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 1 ChemAxon
Spectra
MS/MS Spectrum Quattro_QQQ 10
MS/MS Spectrum Quattro_QQQ 25
MS/MS Spectrum Quattro_QQQ 40
MS/MS Spectrum EI-B (HITACHI RMU-6M)
MS/MS Spectrum CI-B (HITACHI M-80)
MS/MS Spectrum GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies )
MS/MS Spectrum GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies )
Biological Properties
Cellular Locations
  • Cytoplasm
Biofluid Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Urine
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified
0.014 +/- 0.0065 uM Adult (>18 years old) Both Normal
Cerebrospinal Fluid (CSF) Detected and Quantified
0.14 +/- 0.027 uM Adult (>18 years old) Both Normal
Urine Detected and Quantified
0.0070 +/- 0.002 umol/mmol creatinine Adult (>18 years old) Both Normal
  • Geigy Scient...
  • West Cadwell...
  • Basel, Switz...
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified 0.0071 +/- 0.0045 uM Adult (>18 years old) Both Parkinson's disease
Associated Disorders and Diseases
Disease References
Parkinson's disease
  • Miura Y: Plasma beta-phenylethylamine in Parkinson's disease. Kurume Med J. 2000;47(4):267-72. Pubmed: 11197147 Link_out
      Associated OMIM IDs
      DrugBank ID Not Available
      DrugBank Metabolite ID Not Available
      Phenol Explorer Compound ID Not Available
      Phenol Explorer Metabolite ID Not Available
      FoodDB ID FDB022799
      KNApSAcK ID Not Available
      Chemspider ID 7130 Link_out
      KEGG Compound ID C02455 Link_out
      BioCyc ID Not Available
      BiGG ID 45591 Link_out
      Wikipedia Link 1-phenylethylamine Link_out
      NuGOwiki Link HMDB02017 Link_out
      Metagene Link HMDB02017 Link_out
      METLIN ID 3246 Link_out
      PubChem Compound 7408 Link_out
      PDB ID Not Available
      ChEBI ID 670 Link_out
      References
      Synthesis Reference Lee, C. C.; Spinks, J. W. T. Rearrangement in the reaction between 2-phenylethylamine-1-C14 and nitrous acid. Canadian Journal of Chemistry (1953), 31 761-7.
      Material Safety Data Sheet (MSDS) Download (PDF)
      General References Not Available

      Enzymes
      Name: Amine oxidase [flavin-containing] B
      Reactions: Not Available
      Gene Name: MAOB
      Uniprot ID: P27338 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Amine oxidase [flavin-containing] A
      Reactions: Not Available
      Gene Name: MAOA
      Uniprot ID: P21397 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Aromatic-L-amino-acid decarboxylase
      Reactions: Not Available
      Gene Name: DDC
      Uniprot ID: P20711 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Membrane primary amine oxidase
      Reactions: Not Available
      Gene Name: AOC3
      Uniprot ID: Q16853 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Retina-specific copper amine oxidase
      Reactions: Not Available
      Gene Name: AOC2
      Uniprot ID: O75106 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA