ChemFOnt: Showing chemical card for N-Methylphenethylamine (CFc000282835)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:35:33 UTC

Chemfont ID

CFc000282835

Molecule Identification

Common Name

N-Methylphenethylamine

Definition

N-methylphenethylamine, also known as N-methylphenethylamine hydrochloride or N-methylphenethylamine, conjugate acid, is a member of the class of 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. N-methylphenethylamine is slightly soluble (in water) and a very strong basic compound (based on its pKa). N-methylphenethylamine can be found in a number of food items such as apple, white cabbage, carrot, and cabbage, which makes N-methylphenethylamine a potential biomarker for the consumption of these food products. N-Methylphenethylamine (NMPEA) is a naturally occurring trace amine neuromodulator in humans that is derived from the trace amine, phenethylamine (PEA). It has been detected in human urine (<1 Œºg over 24 hours) and is produced by phenylethanolamine N-methyltransferase with phenethylamine as a substrate. PEA and NMPEA are both alkaloids that are found in a number of different plant species as well. Some Acacia species, such as A. rigidula, contain remarkably high levels of NMPEA (~2300-5300 ppm). NMPEA is also present at low concentrations (< 10 ppm) in a wide range of foodstuffs.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N-Methyl-2-phenylethanamine	MeSH
N-Methyl-beta-phenethylamine	MeSH
N-Methylphenethylamine hydrochloride	MeSH
N-Methylphenethylamine sodium	MeSH
N-Methylphenethylamine, conjugate acid	MeSH
N-Methylphenylethylamine	MeSH
Methyl-phenethyl-amine	ChEMBL
N-Methylphenethylamine	ChEMBL

Chemical Formula

C₉H₁₃N

Average Molecular Weight

135.2062

Monoisotopic Molecular Weight

135.104799421

IUPAC Name

methyl(2-phenylethyl)amine

Traditional Name

methylphenethylamine

CAS Registry Number

589-08-2

SMILES

CNCCC1=CC=CC=C1

InChI Identifier

InChI=1S/C9H13N/c1-10-8-7-9-5-3-2-4-6-9/h2-6,10H,7-8H2,1H3

InChI Key

SASNBVQSOZSTPD-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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Phenethylamines

Alternative Parents

Substituents

Phenethylamine
Aralkylamine
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303319)

Food

Fruit

Pome

Apple (FooDB: FOOD00105)

Soy

Soy bean (FooDB: FOOD00085)

Vegetable

Root vegetable

Carrot (FooDB: FOOD00245)
Wild carrot (FooDB: FOOD00072)

Leaf vegetable

Spinach (FooDB: FOOD00178)

Cabbage

White cabbage (FooDB: FOOD00887)
Cabbage (FooDB: FOOD00851)

Herb and spice

Spice

Wild celery (FooDB: FOOD00015)

Cereal and cereal product

Cereal

Corn (FooDB: FOOD00205)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.28 g/L	ALOGPS
logP	1.75	ALOGPS
logP	1.82	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Basic)	10.13	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	12.03 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	44.06 m³·mol⁻¹	ChemAxon
Polarizability	16.42 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0303319

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010581

KNApSAcK ID

C00042776

Chemspider ID

11019

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11503

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N-Methylphenethylamine (CFc000282835)

MOL for CFc000282835 (N-Methylphenethylamine)

3D MOL for CFc000282835 (N-Methylphenethylamine)

3D SDF for CFc000282835 (N-Methylphenethylamine)

3D-SDF for CFc000282835 (N-Methylphenethylamine)

PDB for CFc000282835 (N-Methylphenethylamine)

3D PDB for CFc000282835 (N-Methylphenethylamine)

SMILES for CFc000282835 (N-Methylphenethylamine)

INCHI for CFc000282835 (N-Methylphenethylamine)

Structure for CFc000282835 (N-Methylphenethylamine)

3D Structure for CFc000282835 (N-Methylphenethylamine)