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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:52:06 UTC

Update Date

2022-09-22 17:44:19 UTC

HMDB ID

HMDB0245818

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Aminophenol

Description

3-Aminophenol, also known as m-hydroxyaniline, belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety. Based on a literature review a significant number of articles have been published on 3-Aminophenol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-aminophenol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Aminophenol 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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
m-Aminophenol	ChEBI
m-Hydroxyaniline	ChEBI
3-Hydroxyaniline	Kegg
3-Aminophenol monopotassium salt	MeSH
3-Aminophenol hydrochloride	MeSH
3-Aminophenol acetate	MeSH
3-Aminophenol monosodium salt	MeSH
3-Aminophenol sulfate	MeSH
Meta-aminophenol	MeSH

Chemical Formula

C₆H₇NO

Average Molecular Weight

109.1259

Monoisotopic Molecular Weight

109.052763851

IUPAC Name

3-aminophenol

Traditional Name

m-aminophenol

CAS Registry Number

Not Available

SMILES

NC1=CC(O)=CC=C1

InChI Identifier

InChI=1S/C6H7NO/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H2

InChI Key

CWLKGDAVCFYWJK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Aniline and substituted anilines

Direct Parent

Aniline and substituted anilines

Alternative Parents

Substituents

M-aminophenol
Aniline or substituted anilines
Aminophenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aminophenol (CHEBI:28924 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Cytoplasm (HMDB: HMDB0245818)
extracellular (HMDB: HMDB0245818)

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	0.43	ALOGPS
logP	0.84	ChemAxon
logS	-0.05	ALOGPS
pKa (Strongest Acidic)	9.82	ChemAxon
pKa (Strongest Basic)	4.02	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	32.74 m³·mol⁻¹	ChemAxon
Polarizability	11.22 Å³	ChemAxon
Number of Rings	1	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+H]+	121.274	30932474
DeepCCS	[M-H]-	118.603	30932474
DeepCCS	[M-2H]-	155.199	30932474
DeepCCS	[M+Na]+	129.891	30932474
AllCCS	[M+H]+	123.4	32859911
AllCCS	[M+H-H2O]+	118.4	32859911
AllCCS	[M+NH4]+	128.0	32859911
AllCCS	[M+Na]+	129.4	32859911
AllCCS	[M-H]-	119.0	32859911
AllCCS	[M+Na-2H]-	121.5	32859911
AllCCS	[M+HCOO]-	124.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Aminophenol	NC1=CC(O)=CC=C1	2562.1	Standard polar	33892256
3-Aminophenol	NC1=CC(O)=CC=C1	1359.9	Standard non polar	33892256
3-Aminophenol	NC1=CC(O)=CC=C1	1274.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Aminophenol,2TMS,isomer #1	C[Si](C)(C)NC1=CC=CC(O[Si](C)(C)C)=C1	1510.6	Semi standard non polar	33892256
3-Aminophenol,2TMS,isomer #1	C[Si](C)(C)NC1=CC=CC(O[Si](C)(C)C)=C1	1505.4	Standard non polar	33892256
3-Aminophenol,2TMS,isomer #1	C[Si](C)(C)NC1=CC=CC(O[Si](C)(C)C)=C1	1565.7	Standard polar	33892256
3-Aminophenol,2TMS,isomer #2	C[Si](C)(C)N(C1=CC=CC(O)=C1)[Si](C)(C)C	1595.9	Semi standard non polar	33892256
3-Aminophenol,2TMS,isomer #2	C[Si](C)(C)N(C1=CC=CC(O)=C1)[Si](C)(C)C	1651.2	Standard non polar	33892256
3-Aminophenol,2TMS,isomer #2	C[Si](C)(C)N(C1=CC=CC(O)=C1)[Si](C)(C)C	1695.7	Standard polar	33892256
3-Aminophenol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(N([Si](C)(C)C)[Si](C)(C)C)=C1	1543.1	Semi standard non polar	33892256
3-Aminophenol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(N([Si](C)(C)C)[Si](C)(C)C)=C1	1585.1	Standard non polar	33892256
3-Aminophenol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(N([Si](C)(C)C)[Si](C)(C)C)=C1	1521.4	Standard polar	33892256
3-Aminophenol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1	1964.3	Semi standard non polar	33892256
3-Aminophenol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1	1936.9	Standard non polar	33892256
3-Aminophenol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1	1860.5	Standard polar	33892256
3-Aminophenol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=CC=CC(O)=C1)[Si](C)(C)C(C)(C)C	2016.5	Semi standard non polar	33892256
3-Aminophenol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=CC=CC(O)=C1)[Si](C)(C)C(C)(C)C	2046.1	Standard non polar	33892256
3-Aminophenol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=CC=CC(O)=C1)[Si](C)(C)C(C)(C)C	1890.8	Standard polar	33892256
3-Aminophenol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2187.8	Semi standard non polar	33892256
3-Aminophenol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2201.0	Standard non polar	33892256
3-Aminophenol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	1924.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminophenol GC-MS (1 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminophenol GC-MS (1 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminophenol GC-MS (2 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminophenol GC-MS (2 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminophenol GC-MS (3 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminophenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-4900000000-a4a9fe19d8204063a0a1	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminophenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminophenol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminophenol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a4i-7900000000-6422996aedcba7475ca2	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol Orbitrap 3V, negative-QTOF	splash10-0a4i-1900000000-721604165cf24d59220a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol n/a 7V, negative-QTOF	splash10-014i-9000000000-bab101816aea97360a06	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 3V, positive-QTOF	splash10-03di-1900000000-05190e4b13fe2b48bc64	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 4V, positive-QTOF	splash10-03di-1900000000-f6c081468897bdc743a1	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 5V, positive-QTOF	splash10-03di-1900000000-d84028ec5ae86688def4	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 7V, positive-QTOF	splash10-03di-2900000000-8ddd827b9a2bd3240f6a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 10V, positive-QTOF	splash10-03di-5900000000-8a3580af40459f7d97e9	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 15V, positive-QTOF	splash10-03xu-9400000000-75cbe10fa8b47df0df6b	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 17V, positive-QTOF	splash10-02tc-9200000000-648483fd6f1d73f805f9	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 20V, positive-QTOF	splash10-014l-9100000000-b0b9496fd6b6fbc18600	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 23V, positive-QTOF	splash10-014i-9000000000-685317cd4c77e7cb6fa5	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 25V, positive-QTOF	splash10-014i-9000000000-16522bd5184444337e26	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 27V, positive-QTOF	splash10-014i-9000000000-c6fbe0407dca71b1bbb8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 30V, positive-QTOF	splash10-014i-9000000000-7f1ace16286d7d01ebde	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 33V, positive-QTOF	splash10-014r-9000000000-786f2d238803501a32b4	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 35V, positive-QTOF	splash10-014r-9000000000-8dd83d0e1c328e3936f3	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 40V, positive-QTOF	splash10-00kr-9000000000-606b4ab540d5f21542e9	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol QTOF 45V, positive-QTOF	splash10-000i-9000000000-34721f503ff167afb907	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Aminophenol Orbitrap 2V, positive-QTOF	splash10-03di-2900000000-9b1eee9f0d9a44187ca4	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminophenol 10V, Positive-QTOF	splash10-03di-0900000000-e51735a6e5d4a3e5eead	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminophenol 20V, Positive-QTOF	splash10-03di-1900000000-09d13b69959de03f7d24	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminophenol 40V, Positive-QTOF	splash10-0gb9-9100000000-6803b31dff294a8f675c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminophenol 10V, Negative-QTOF	splash10-0a4i-0900000000-81db2f962b909ae3bce5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminophenol 20V, Negative-QTOF	splash10-0a4i-0900000000-440dd43ef196996903c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminophenol 40V, Negative-QTOF	splash10-0a4i-9500000000-f0a2d17e6f8da98a7b0a	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

11080

KEGG Compound ID

C05058

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

3-Aminophenol

METLIN ID

Not Available

PubChem Compound

11568

PDB ID

Not Available

ChEBI ID

28924

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1187411

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 3-Aminophenol (HMDB0245818)

MOL for HMDB0245818 (3-Aminophenol)

3D MOL for HMDB0245818 (3-Aminophenol)

3D SDF for HMDB0245818 (3-Aminophenol)

3D-SDF for HMDB0245818 (3-Aminophenol)

PDB for HMDB0245818 (3-Aminophenol)

3D PDB for HMDB0245818 (3-Aminophenol)

SMILES for HMDB0245818 (3-Aminophenol)

INCHI for HMDB0245818 (3-Aminophenol)

Structure for HMDB0245818 (3-Aminophenol)

3D Structure for HMDB0245818 (3-Aminophenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra