Showing metabocard for Phenylethylamine (BMDB0012275)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:35:23 UTC
Update Date2020-06-04 20:04:08 UTC
BMDB IDBMDB0012275
Secondary Accession Numbers
  • BMDB12275
Metabolite Identification
Common NamePhenylethylamine
DescriptionPhenylethylamine, also known as beta-phenethylamine or 2-phenyl-ethanamine, belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. Phenylethylamine is possibly soluble (in water) and a very strong basic compound (based on its pKa). Phenylethylamine exists in all living species, ranging from bacteria to humans.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
BenzeneethanamineChEBI
beta-AminoethylbenzeneChEBI
beta-PhenethylamineChEBI
beta-PhenylethylamineChEBI
PhenethylamineChEBI
2-PhenylethylamineKegg
b-AminoethylbenzeneGenerator
Β-aminoethylbenzeneGenerator
b-PhenethylamineGenerator
Β-phenethylamineGenerator
b-PhenylethylamineGenerator
Β-phenylethylamineGenerator
(2-Aminoethyl)benzeneHMDB
(2-Aminoethyl)polystyreneHMDB
1-amino-2-PhenylethaneHMDB
1-PhenethylamineHMDB
1-Phenyl-2-amino-athanHMDB
1-Phenyl-2-aminoethaneHMDB
1TNJHMDB
1UtmHMDB
1UtoHMDB
2-amino-1-PhenylethaneHMDB
2-amino-FenylethanHMDB
2-FenylethylaminHMDB
2-PhenethylamineHMDB, MeSH
2-Phenyl-ethanamineHMDB
2-PhenylethanamineHMDB
2-Phenylethanamine (acd/name 4.0)HMDB
2-Phenylethylamine (acd/name 4.0)HMDB
b-PhenylaethylaminHMDB
Benzeneethanamine hydrochlorideHMDB
beta PhenethylamineHMDB
beta-PhenylaethylaminHMDB
Omega-phenylethylamineHMDB
PEAHMDB
Phenethylamine hydrochlorideHMDB, MeSH
Polystyrene a-NH2HMDB
Phenethylamine hydrobromideMeSH, HMDB
Phenethylamine tosylateMeSH, HMDB
Phenethylamine conjugate acidMeSH, HMDB
Phenethylamine sulfateMeSH, HMDB
Phenethylamine, monolithium saltMeSH, HMDB
2-Phenylethylammonium chlorideMeSH, HMDB
Phenethylamine sulfate (2:1)MeSH, HMDB
Phenethylamine, 15N-labeled CPDMeSH, HMDB
Phenethylamine mesylateMeSH, HMDB
Phenethylamine perchlorateMeSH, HMDB
Phenethylamine, beta-(14)C-labeled CPDMeSH, HMDB
Diphenethylamine sulfateMeSH, HMDB
Chemical FormulaC8H11N
Average Molecular Weight121.1796
Monoisotopic Molecular Weight121.089149357
IUPAC Name2-phenylethan-1-amine
Traditional Name2-phenylethylamine
CAS Registry Number64-04-0
SMILES
NCCC1=CC=CC=C1
InChI Identifier
InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2
InChI KeyBHHGXPLMPWCGHP-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenethylamines
Direct ParentPhenethylamines
Alternative Parents
Substituents
  • Phenethylamine
  • 2-arylethylamine
  • Aralkylamine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.41ALOGPS
logP1.39ChemAxon
logS-1.7ALOGPS
pKa (Strongest Basic)9.79ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity39.29 m³·mol⁻¹ChemAxon
Polarizability14.35 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Milk
  • Ruminal Fluid
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
MilkDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Ruminal FluidDetected and Quantified20.2 +/- 6.0 uMNot SpecifiedNot Specified
Normal
    • Fozia Saleem, Sou...
 details
Ruminal FluidDetected and Quantified20.2 +/- 5.97 uMNot SpecifiedNot SpecifiedNormal
    • Fozia Saleem, Sou...
 details
Ruminal FluidDetected and Quantified16.7 +/- 8.9 uMNot SpecifiedBothNormal details
Abnormal Concentrations
Not Available
HMDB IDHMDB0012275
DrugBank IDDB04325
Phenol Explorer Compound IDNot Available
FooDB IDFDB010580
KNApSAcK IDC00001426
Chemspider ID13856352
KEGG Compound IDC05332
BioCyc IDPHENYLETHYLAMINE
BiGG IDNot Available
Wikipedia Link2-phenylethylamine
METLIN IDNot Available
PubChem Compound1001
PDB IDNot Available
ChEBI ID18397
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Sun HZ, Shi K, Wu XH, Xue MY, Wei ZH, Liu JX, Liu HY: Lactation-related metabolic mechanism investigated based on mammary gland metabolomics and 4 biofluids' metabolomics relationships in dairy cows. BMC Genomics. 2017 Dec 2;18(1):936. doi: 10.1186/s12864-017-4314-1. [PubMed:29197344 ]