Phenylethylamine (YMDB01558)

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Identification

YMDB ID

YMDB01558

Name

Phenylethylamine

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Phenylethylamine, also known as beta-phenethylamine or benzeneethanamine, 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 exists in all living species, ranging from bacteria to plants to humans. Based on a literature review a significant number of articles have been published on Phenylethylamine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

(2-Aminoethyl)benzene
(2-Aminoethyl)polystyrene
1-amino-2-Phenylethane
1-Phenethylamine
1-Phenyl-2-amino-athan
1-Phenyl-2-aminoethane
1TNJ
1Utm
1Uto
2-amino-1-Phenylethane
2-amino-Fenylethan
2-Fenylethylamin
2-Phenethylamine
2-Phenyl-ethanamine
2-Phenylethanamine
2-Phenylethanamine (acd/name 4.0)
2-Phenylethylamine
2-Phenylethylamine (acd/name 4.0)
2-Phenylethylammonium chloride
b-Aminoethylbenzene
b-Phenethylamine
b-Phenylaethylamin
b-Phenylethylamine
Benzeneethanamine
Benzeneethanamine hydrochloride
beta Phenethylamine
beta-Aminoethylbenzene
beta-Phenethylamine
beta-Phenylaethylamin
beta-Phenylethylamine
Omega-phenylethylamine
PEA
Phenethylamine
Phenethylamine conjugate acid
Phenethylamine hydrobromide
Phenethylamine hydrochloride
Phenethylamine mesylate
Phenethylamine perchlorate
Phenethylamine sulfate
Phenethylamine sulfate (2:1)
Phenethylamine tosylate
Phenethylamine, 15N-labeled CPD
Phenethylamine, beta-(14)C-labeled CPD
Phenethylamine, monolithium salt
Polystyrene a-NH2
β-aminoethylbenzene
β-phenethylamine
β-phenylethylamine
Diphenethylamine sulfate

CAS number

64-04-0

Weight

Average: 121.1796
Monoisotopic: 121.089149357

InChI Key

BHHGXPLMPWCGHP-UHFFFAOYSA-N

InChI

InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2

IUPAC Name

2-phenylethan-1-amine

Traditional IUPAC Name

2-phenylethylamine

Chemical Formula

C₈H₁₁N

SMILES

NCCC1=CC=CC=C1

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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Phenethylamines

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 Framework

Aromatic homomonocyclic compounds

External Descriptors

alkaloid (CHEBI:18397 )
aralkylamine (CHEBI:18397 )
phenylethylamine (CHEBI:18397 )
Biogenic amines (C05332 )

Physical Properties

State

Solid

Charge

Melting point

-60 °C

Experimental Properties

Property	Value	Reference
Water Solubility	Not Available	PhysProp
LogP	1.41 [HANSCH,C ET AL. (1995)]	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	2.19 g/L	ALOGPS
logP	1.41	ALOGPS
logP	1.39	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Basic)	9.79	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.02 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	39.29 m³·mol⁻¹	ChemAxon
Polarizability	14.35 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

Not Available

Organoleptic Properties

Flavour/Odour	Source
Ammoniacal	FDB010580
Fishy	FDB010580

SMPDB Pathways

Not Available

KEGG Pathways

Not Available

SMPDB Reactions

Not Available

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Intracellular Concentration	Substrate	Growth Conditions	Strain	Citation
3 ± 0 µM	YEB media with 0.5 mM glucose	aerobic	Brewer's yeast	Experimentally Determined Not Available
Conversion Details Here

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-0udi-3900000000-c931498c67dbf88820ee	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-00dr-5900000000-d15a3c803d2534e366d8	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-001i-9000000000-7713ab7346491f1f5f42	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-001i-9000000000-94774bbd6283b4a26a51	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-0abc-5900000000-724c680a9564ac27f7ee	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-001i-9000000000-5ba434a8565ec0014b6b	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-053r-9000000000-f312ab6fe99f8eca86e7	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-3900000000-c931498c67dbf88820ee	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00dr-5900000000-d15a3c803d2534e366d8	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00dr-4900000000-4c37abb4c50d5582d87c	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-9100000000-3e2562db471b8bb298d2	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00di-0900000000-95c5a1366bba1014e2aa	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0ab9-0900000000-5ad03d29c0ff6167539c	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-0900000000-1b25fe0d03af3ce715ba	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-056r-7900000000-a6478bab1f5bd04c7329	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-004i-9100000000-abdacae4bceb2048614f	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-004i-9000000000-d61f8f9b0d593297d010	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0ab9-0900000000-e3d2be06e661bac2f739	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-0900000000-fc4c40ae6333ed1f04f6	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-056r-7900000000-f25cc18055d08500ec9d	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-004i-9100000000-0e8ece94eaa349e6fd21	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0uk9-2900000000-272fff4a446fcf053de8	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0a4i-0900000000-e833e9ebdd0584ee9cff	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0a4i-0900000000-f51c34f8fd6e67925a52	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0a4i-0900000000-162188a06251a43ccc54	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0a4i-0900000000-162188a06251a43ccc54	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0a4i-0900000000-2a12817c62551d9dee50	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0a4i-0900000000-ac8b555024a8bbc5e78b	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0a4i-0900000000-926231c14695be35af04	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0a4i-0900000000-c5e8005c53eaf96bc957	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0a4i-0900000000-6f9e6a6eb6c2ac8f4531	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0a4i-1900000000-aeb026a07351a147ae19	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0a4i-3900000000-a6c6357f047322c4efe1	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0a6r-6900000000-0a32d01e2dda19a78c83	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-056r-9600000000-be832e76b1211d35978c	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-004i-9400000000-ab97002137a57a7802bc	JSpectraViewer \| MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-001i-9000000000-bf5d1e8f4a14683bd0aa	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer

References

References:

Not Available

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	18397
HMDB ID	HMDB12275
Pubchem Compound ID	1001
Kegg ID	C05332
ChemSpider ID	13856352
FOODB ID	FDB010580
Wikipedia	Phenylethylamine
BioCyc ID	PHENYLETHYLAMINE

Structure for #<Compound:0xab4bbbe8>