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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:02:42 UTC

Update Date

2021-09-26 22:51:07 UTC

HMDB ID

HMDB0243817

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Amino-2-naphthol

Description

1-Amino-2-naphthol belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. Based on a literature review very few articles have been published on 1-Amino-2-naphthol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-amino-2-naphthol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Amino-2-naphthol 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                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Amino-2-naphthol hydrochloride	HMDB
1-Amino-2-naphthol sulfate	HMDB
1-Amino-2-naphthalenol	HMDB

Chemical Formula

C₁₀H₉NO

Average Molecular Weight

159.188

Monoisotopic Molecular Weight

159.068413914

IUPAC Name

1-aminonaphthalen-2-ol

Traditional Name

1-aminonaphthalen-2-ol

CAS Registry Number

Not Available

SMILES

NC1=C(O)C=CC2=CC=CC=C12

InChI Identifier

InChI=1S/C10H9NO/c11-10-8-4-2-1-3-7(8)5-6-9(10)12/h1-6,12H,11H2

InChI Key

FHMMQQXRSYSWCM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthols and derivatives

Direct Parent

Naphthols and derivatives

Alternative Parents

Substituents

2-naphthol
1-hydroxy-2-unsubstituted benzenoid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
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	1.65	ALOGPS
logP	1.83	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	10.13	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	46.25 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	49.19 m³·mol⁻¹	ChemAxon
Polarizability	16.87 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	167.48	30932474
DeepCCS	[M+Na]+	143.019	30932474
AllCCS	[M+H]+	138.0	32859911
AllCCS	[M+H-H2O]+	133.6	32859911
AllCCS	[M+NH4]+	142.0	32859911
AllCCS	[M+Na]+	143.1	32859911
AllCCS	[M-H]-	132.2	32859911
AllCCS	[M+Na-2H]-	133.0	32859911
AllCCS	[M+HCOO]-	133.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Amino-2-naphthol	NC1=C(O)C=CC2=CC=CC=C12	2633.6	Standard polar	33892256
1-Amino-2-naphthol	NC1=C(O)C=CC2=CC=CC=C12	1745.9	Standard non polar	33892256
1-Amino-2-naphthol	NC1=C(O)C=CC2=CC=CC=C12	1793.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Amino-2-naphthol,2TMS,isomer #1	C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC2=CC=CC=C12	1914.0	Semi standard non polar	33892256
1-Amino-2-naphthol,2TMS,isomer #1	C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC2=CC=CC=C12	1861.8	Standard non polar	33892256
1-Amino-2-naphthol,2TMS,isomer #1	C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC2=CC=CC=C12	2075.7	Standard polar	33892256
1-Amino-2-naphthol,2TMS,isomer #2	C[Si](C)(C)N(C1=C(O)C=CC2=CC=CC=C12)[Si](C)(C)C	1882.7	Semi standard non polar	33892256
1-Amino-2-naphthol,2TMS,isomer #2	C[Si](C)(C)N(C1=C(O)C=CC2=CC=CC=C12)[Si](C)(C)C	1878.0	Standard non polar	33892256
1-Amino-2-naphthol,2TMS,isomer #2	C[Si](C)(C)N(C1=C(O)C=CC2=CC=CC=C12)[Si](C)(C)C	2135.8	Standard polar	33892256
1-Amino-2-naphthol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C=CC=CC2=C1N([Si](C)(C)C)[Si](C)(C)C	1908.4	Semi standard non polar	33892256
1-Amino-2-naphthol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C=CC=CC2=C1N([Si](C)(C)C)[Si](C)(C)C	1982.8	Standard non polar	33892256
1-Amino-2-naphthol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C=CC=CC2=C1N([Si](C)(C)C)[Si](C)(C)C	1994.1	Standard polar	33892256
1-Amino-2-naphthol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC2=CC=CC=C12	2388.7	Semi standard non polar	33892256
1-Amino-2-naphthol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC2=CC=CC=C12	2282.1	Standard non polar	33892256
1-Amino-2-naphthol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC2=CC=CC=C12	2363.1	Standard polar	33892256
1-Amino-2-naphthol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=C(O)C=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2346.1	Semi standard non polar	33892256
1-Amino-2-naphthol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=C(O)C=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2305.5	Standard non polar	33892256
1-Amino-2-naphthol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=C(O)C=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2340.1	Standard polar	33892256
1-Amino-2-naphthol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C=CC=CC2=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2582.7	Semi standard non polar	33892256
1-Amino-2-naphthol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C=CC=CC2=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2607.2	Standard non polar	33892256
1-Amino-2-naphthol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C=CC=CC2=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2371.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Amino-2-naphthol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-0900000000-73bfc3bf3355e319d669	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Amino-2-naphthol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Amino-2-naphthol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Amino-2-naphthol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Amino-2-naphthol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Amino-2-naphthol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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-Amino-2-naphthol 10V, Positive-QTOF	splash10-03di-0900000000-00394babc375ea903005	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-naphthol 20V, Positive-QTOF	splash10-03di-0900000000-5df576e6e141e1c86872	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-naphthol 40V, Positive-QTOF	splash10-0udi-6900000000-5361bdee49c7f696b2e4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-naphthol 10V, Negative-QTOF	splash10-0a4i-0900000000-3fbacc0d1e64e66677d6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-naphthol 20V, Negative-QTOF	splash10-0a4i-0900000000-334924ecef2eca0b4bbb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-naphthol 40V, Negative-QTOF	splash10-0udi-0900000000-bd707010a6f9e39cb158	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

13878

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14535

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-Amino-2-naphthol (HMDB0243817)

MOL for HMDB0243817 (1-Amino-2-naphthol)

3D MOL for HMDB0243817 (1-Amino-2-naphthol)

3D SDF for HMDB0243817 (1-Amino-2-naphthol)

3D-SDF for HMDB0243817 (1-Amino-2-naphthol)

PDB for HMDB0243817 (1-Amino-2-naphthol)

3D PDB for HMDB0243817 (1-Amino-2-naphthol)

SMILES for HMDB0243817 (1-Amino-2-naphthol)

INCHI for HMDB0243817 (1-Amino-2-naphthol)

Structure for HMDB0243817 (1-Amino-2-naphthol)

3D Structure for HMDB0243817 (1-Amino-2-naphthol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra