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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:41:11 UTC

Update Date

2021-09-26 22:55:53 UTC

HMDB ID

HMDB0246668

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-(1-Naphthyl)ethylamine

Description

1-(1-Naphthyl)ethylamine, also known as 1-naetam, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Based on a literature review a significant number of articles have been published on 1-(1-Naphthyl)ethylamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-(1-naphthyl)ethylamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-(1-Naphthyl)ethylamine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
CONECT    1    9                                                            
CONECT    2    3    5                                                       
CONECT    3    2    7                                                       
CONECT    4    6    8                                                       
CONECT    5    2   10                                                       
CONECT    6    4   10                                                       
CONECT    7    3   12                                                       
CONECT    8    4   11                                                       
CONECT    9    1   11   13                                                  
CONECT   10    5    6   12                                                  
CONECT   11    8    9   12                                                  
CONECT   12    7   10   11                                                  
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

COMPND    HMDB0246668
HETATM    1  C1  UNL     1      -2.794   0.009  -1.102  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.895   0.388   0.119  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.580  -0.389   1.187  1.00  0.00           N  
HETATM    4  C3  UNL     1      -0.590  -0.246  -0.086  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.591  -1.583  -0.407  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.597  -2.315  -0.498  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.805  -1.709  -0.270  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.822  -0.369   0.049  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.010   0.329   0.221  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.994   1.678   0.477  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.814   2.375   0.572  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.627   1.689   0.395  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.646   0.349   0.140  1.00  0.00           C  
HETATM   14  H1  UNL     1      -3.762   0.457  -0.888  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.375   0.681  -1.936  1.00  0.00           H  
HETATM   16  H3  UNL     1      -2.767  -1.030  -1.360  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.039   1.404   0.258  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.857  -1.281   0.762  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.182  -0.328   2.084  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.479  -2.166  -0.610  1.00  0.00           H  
HETATM   21  H8  UNL     1       0.582  -3.364  -0.738  1.00  0.00           H  
HETATM   22  H9  UNL     1       2.751  -2.194  -0.316  1.00  0.00           H  
HETATM   23  H10 UNL     1       3.927  -0.238   0.140  1.00  0.00           H  
HETATM   24  H11 UNL     1       3.933   2.218   0.603  1.00  0.00           H  
HETATM   25  H12 UNL     1       1.730   3.442   0.760  1.00  0.00           H  
HETATM   26  H13 UNL     1      -0.324   2.194   0.442  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    4   17
CONECT    3   18   19
CONECT    4    5    5   13
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9    9   13
CONECT    9   10   23
CONECT   10   11   11   24
CONECT   11   12   25
CONECT   12   13   13   26
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-NAETAM	HMDB
1-(1-Naphthyl)ethylamine	MeSH

Chemical Formula

C₁₂H₁₃N

Average Molecular Weight

171.243

Monoisotopic Molecular Weight

171.104799423

IUPAC Name

1-(naphthalen-1-yl)ethan-1-amine

Traditional Name

1-(naphthalen-1-yl)ethanamine

CAS Registry Number

Not Available

SMILES

CC(N)C1=CC=CC2=CC=CC=C12

InChI Identifier

InChI=1S/C12H13N/c1-9(13)11-8-4-6-10-5-2-3-7-12(10)11/h2-9H,13H2,1H3

InChI Key

RTCUCQWIICFPOD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Aralkylamine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Primary aliphatic amine
Amine
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.75	ALOGPS
logP	2.51	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	9.68	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	1	ChemAxon
Refractivity	55.4 m³·mol⁻¹	ChemAxon
Polarizability	19.81 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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-2H]-	171.998	30932474
DeepCCS	[M+Na]+	147.536	30932474
AllCCS	[M+H]+	137.3	32859911
AllCCS	[M+H-H2O]+	132.8	32859911
AllCCS	[M+NH4]+	141.5	32859911
AllCCS	[M+Na]+	142.8	32859911
AllCCS	[M-H]-	140.1	32859911
AllCCS	[M+Na-2H]-	140.5	32859911
AllCCS	[M+HCOO]-	141.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(1-Naphthyl)ethylamine	CC(N)C1=CC=CC2=CC=CC=C12	2248.3	Standard polar	33892256
1-(1-Naphthyl)ethylamine	CC(N)C1=CC=CC2=CC=CC=C12	1550.4	Standard non polar	33892256
1-(1-Naphthyl)ethylamine	CC(N)C1=CC=CC2=CC=CC=C12	1602.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(1-Naphthyl)ethylamine,1TMS,isomer #1	CC(N[Si](C)(C)C)C1=CC=CC2=CC=CC=C12	1683.9	Semi standard non polar	33892256
1-(1-Naphthyl)ethylamine,1TMS,isomer #1	CC(N[Si](C)(C)C)C1=CC=CC2=CC=CC=C12	1678.2	Standard non polar	33892256
1-(1-Naphthyl)ethylamine,1TMS,isomer #1	CC(N[Si](C)(C)C)C1=CC=CC2=CC=CC=C12	2160.9	Standard polar	33892256
1-(1-Naphthyl)ethylamine,2TMS,isomer #1	CC(C1=CC=CC2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	1867.3	Semi standard non polar	33892256
1-(1-Naphthyl)ethylamine,2TMS,isomer #1	CC(C1=CC=CC2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	1891.5	Standard non polar	33892256
1-(1-Naphthyl)ethylamine,2TMS,isomer #1	CC(C1=CC=CC2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2155.0	Standard polar	33892256
1-(1-Naphthyl)ethylamine,1TBDMS,isomer #1	CC(N[Si](C)(C)C(C)(C)C)C1=CC=CC2=CC=CC=C12	1911.8	Semi standard non polar	33892256
1-(1-Naphthyl)ethylamine,1TBDMS,isomer #1	CC(N[Si](C)(C)C(C)(C)C)C1=CC=CC2=CC=CC=C12	1891.4	Standard non polar	33892256
1-(1-Naphthyl)ethylamine,1TBDMS,isomer #1	CC(N[Si](C)(C)C(C)(C)C)C1=CC=CC2=CC=CC=C12	2298.5	Standard polar	33892256
1-(1-Naphthyl)ethylamine,2TBDMS,isomer #1	CC(C1=CC=CC2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2337.3	Semi standard non polar	33892256
1-(1-Naphthyl)ethylamine,2TBDMS,isomer #1	CC(C1=CC=CC2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2307.7	Standard non polar	33892256
1-(1-Naphthyl)ethylamine,2TBDMS,isomer #1	CC(C1=CC=CC2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2336.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(1-Naphthyl)ethylamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2900000000-745a25d2aa7079d69bbb	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(1-Naphthyl)ethylamine 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 - 1-(1-Naphthyl)ethylamine 10V, Positive-QTOF	splash10-05fr-0900000000-c07e187b6edd3dedbc0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-Naphthyl)ethylamine 20V, Positive-QTOF	splash10-05fr-0900000000-4d7409599f008a68c437	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-Naphthyl)ethylamine 40V, Positive-QTOF	splash10-0a6r-1900000000-7c566eea352fde339259	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-Naphthyl)ethylamine 10V, Negative-QTOF	splash10-00di-0900000000-346a444a0949e34314c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-Naphthyl)ethylamine 20V, Negative-QTOF	splash10-00di-0900000000-97a77d0ad91acc9ea52c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-Naphthyl)ethylamine 40V, Negative-QTOF	splash10-0fb9-1900000000-d136f626c39ccddb16ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-Naphthyl)ethylamine 10V, Positive-QTOF	splash10-0a6r-0900000000-621f5c37487d3d87ff7a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-Naphthyl)ethylamine 20V, Positive-QTOF	splash10-0a6r-0900000000-1f4da9ccdae3e0545f96	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-Naphthyl)ethylamine 40V, Positive-QTOF	splash10-004i-2900000000-f4e13b87644cb699cc7b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-Naphthyl)ethylamine 10V, Negative-QTOF	splash10-004i-0900000000-ec6816397577a7beb93f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-Naphthyl)ethylamine 20V, Negative-QTOF	splash10-004i-0900000000-04de1069a86da8d830e3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-Naphthyl)ethylamine 40V, Negative-QTOF	splash10-004i-0900000000-a5938e9789f2cd815fc4	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

88561

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

98089

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 1-(1-Naphthyl)ethylamine (HMDB0246668)

MOL for HMDB0246668 (1-(1-Naphthyl)ethylamine)

3D MOL for HMDB0246668 (1-(1-Naphthyl)ethylamine)

3D SDF for HMDB0246668 (1-(1-Naphthyl)ethylamine)

3D-SDF for HMDB0246668 (1-(1-Naphthyl)ethylamine)

PDB for HMDB0246668 (1-(1-Naphthyl)ethylamine)

3D PDB for HMDB0246668 (1-(1-Naphthyl)ethylamine)

SMILES for HMDB0246668 (1-(1-Naphthyl)ethylamine)

INCHI for HMDB0246668 (1-(1-Naphthyl)ethylamine)

Structure for HMDB0246668 (1-(1-Naphthyl)ethylamine)

3D Structure for HMDB0246668 (1-(1-Naphthyl)ethylamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra