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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 06:26:32 UTC

Update Date

2022-03-07 03:18:00 UTC

HMDB ID

HMDB0062808

Secondary Accession Numbers

HMDB62808

Metabolite Identification

Common Name

N-methylphenylethanolaminium

Description

N-methylphenylethanolaminium belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. An ammonium ion that is the conjugate acid of N-methylphenylethanolamine; major species at pH 7.3. N-methylphenylethanolaminium is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2-Hydroxy-2-phenylethyl)(methyl)azanium	ChEBI
N-Methylphenylethanolamine	ChEBI
N-Methylphenylethanolaminium cation	ChEBI
N-Methylphenylethanolaminium(1+)	ChEBI

Chemical Formula

C₉H₁₄NO

Average Molecular Weight

152.216

Monoisotopic Molecular Weight

152.106990495

IUPAC Name

(2-hydroxy-2-phenylethyl)(methyl)azanium

Traditional Name

N-methylphenylethanolaminium

CAS Registry Number

Not Available

SMILES

C[NH2+]CC(O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C9H13NO/c1-10-7-9(11)8-5-3-2-4-6-8/h2-6,9-11H,7H2,1H3/p+1

InChI Key

ZCTYHONEGJTYQV-UHFFFAOYSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
1,2-aminoalcohol
Secondary amine
Secondary aliphatic amine
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic alcohol
Organooxygen compound
Alcohol
Organic cation
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

ammonium ion (CHEBI:57946 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.72 g/l	ALOGPS
LogP	-1.62	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.6	ALOGPS
logP	0.9	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	14.12	ChemAxon
pKa (Strongest Basic)	9.43	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	36.84 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	56.68 m³·mol⁻¹	ChemAxon
Polarizability	17.3 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	128.174	30932474
DeepCCS	[M-H]-	125.5	30932474
DeepCCS	[M-2H]-	161.526	30932474
DeepCCS	[M+Na]+	136.428	30932474
AllCCS	[M+H]+	133.0	32859911
AllCCS	[M+H-H2O]+	128.5	32859911
AllCCS	[M+NH4]+	137.1	32859911
AllCCS	[M+Na]+	138.3	32859911
AllCCS	[M-H]-	138.1	32859911
AllCCS	[M+Na-2H]-	139.6	32859911
AllCCS	[M+HCOO]-	141.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-methylphenylethanolaminium	C[NH2+]CC(O)C1=CC=CC=C1	2122.5	Standard polar	33892256
N-methylphenylethanolaminium	C[NH2+]CC(O)C1=CC=CC=C1	1207.3	Standard non polar	33892256
N-methylphenylethanolaminium	C[NH2+]CC(O)C1=CC=CC=C1	1249.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-methylphenylethanolaminium,1TMS,isomer #1	C[NH2+]CC(O[Si](C)(C)C)C1=CC=CC=C1	1364.2	Semi standard non polar	33892256
N-methylphenylethanolaminium,1TMS,isomer #2	C[NH+](CC(O)C1=CC=CC=C1)[Si](C)(C)C	1494.0	Semi standard non polar	33892256
N-methylphenylethanolaminium,2TMS,isomer #1	C[NH+](CC(O[Si](C)(C)C)C1=CC=CC=C1)[Si](C)(C)C	1534.6	Semi standard non polar	33892256
N-methylphenylethanolaminium,2TMS,isomer #1	C[NH+](CC(O[Si](C)(C)C)C1=CC=CC=C1)[Si](C)(C)C	1570.1	Standard non polar	33892256
N-methylphenylethanolaminium,2TMS,isomer #1	C[NH+](CC(O[Si](C)(C)C)C1=CC=CC=C1)[Si](C)(C)C	1714.0	Standard polar	33892256
N-methylphenylethanolaminium,2TMS,isomer #2	C[N+](CC(O)C1=CC=CC=C1)([Si](C)(C)C)[Si](C)(C)C	1687.4	Semi standard non polar	33892256
N-methylphenylethanolaminium,2TMS,isomer #2	C[N+](CC(O)C1=CC=CC=C1)([Si](C)(C)C)[Si](C)(C)C	1750.6	Standard non polar	33892256
N-methylphenylethanolaminium,2TMS,isomer #2	C[N+](CC(O)C1=CC=CC=C1)([Si](C)(C)C)[Si](C)(C)C	2113.1	Standard polar	33892256
N-methylphenylethanolaminium,3TMS,isomer #1	C[N+](CC(O[Si](C)(C)C)C1=CC=CC=C1)([Si](C)(C)C)[Si](C)(C)C	1676.1	Semi standard non polar	33892256
N-methylphenylethanolaminium,3TMS,isomer #1	C[N+](CC(O[Si](C)(C)C)C1=CC=CC=C1)([Si](C)(C)C)[Si](C)(C)C	1775.6	Standard non polar	33892256
N-methylphenylethanolaminium,3TMS,isomer #1	C[N+](CC(O[Si](C)(C)C)C1=CC=CC=C1)([Si](C)(C)C)[Si](C)(C)C	1905.2	Standard polar	33892256
N-methylphenylethanolaminium,1TBDMS,isomer #1	C[NH2+]CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	1599.2	Semi standard non polar	33892256
N-methylphenylethanolaminium,1TBDMS,isomer #2	C[NH+](CC(O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	1679.8	Semi standard non polar	33892256
N-methylphenylethanolaminium,2TBDMS,isomer #1	C[NH+](CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	1975.6	Semi standard non polar	33892256
N-methylphenylethanolaminium,2TBDMS,isomer #1	C[NH+](CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	1996.7	Standard non polar	33892256
N-methylphenylethanolaminium,2TBDMS,isomer #1	C[NH+](CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2015.7	Standard polar	33892256
N-methylphenylethanolaminium,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)[N+](C)(CC(O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2029.1	Semi standard non polar	33892256
N-methylphenylethanolaminium,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)[N+](C)(CC(O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2295.6	Standard non polar	33892256
N-methylphenylethanolaminium,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)[N+](C)(CC(O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2419.3	Standard polar	33892256
N-methylphenylethanolaminium,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C[N+](C)([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2300.2	Semi standard non polar	33892256
N-methylphenylethanolaminium,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C[N+](C)([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2514.7	Standard non polar	33892256
N-methylphenylethanolaminium,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C[N+](C)([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2362.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-methylphenylethanolaminium GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9100000000-81dd475396a9b16f621c	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-methylphenylethanolaminium GC-MS (1 TMS) - 70eV, Positive	splash10-0006-9310000000-97badeb57ebf2ee610be	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-methylphenylethanolaminium GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-methylphenylethanolaminium 10V, Positive-QTOF	splash10-0udi-0900000000-3e8bc3e800c1ba60c369	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-methylphenylethanolaminium 20V, Positive-QTOF	splash10-0udi-1900000000-1cd5afe498bba4357444	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-methylphenylethanolaminium 40V, Positive-QTOF	splash10-054p-9200000000-88959cc076eff118f921	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-methylphenylethanolaminium 10V, Positive-QTOF	splash10-001l-2900000000-228bebd34cb285d7d379	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-methylphenylethanolaminium 20V, Positive-QTOF	splash10-0006-9200000000-10aed04607100e2f7c8b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-methylphenylethanolaminium 40V, Positive-QTOF	splash10-002f-9100000000-f98914b5696870055b52	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

N-METHYLPHENYLETHANOLAMINE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

57946

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for N-methylphenylethanolaminium (HMDB0062808)

MOL for HMDB0062808 (N-methylphenylethanolaminium)

3D MOL for HMDB0062808 (N-methylphenylethanolaminium)

3D SDF for HMDB0062808 (N-methylphenylethanolaminium)

3D-SDF for HMDB0062808 (N-methylphenylethanolaminium)

PDB for HMDB0062808 (N-methylphenylethanolaminium)

3D PDB for HMDB0062808 (N-methylphenylethanolaminium)

SMILES for HMDB0062808 (N-methylphenylethanolaminium)

INCHI for HMDB0062808 (N-methylphenylethanolaminium)

Structure for HMDB0062808 (N-methylphenylethanolaminium)

3D Structure for HMDB0062808 (N-methylphenylethanolaminium)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra