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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:32 UTC

Update Date

2023-02-21 17:18:41 UTC

HMDB ID

HMDB0029300

Secondary Accession Numbers

HMDB29300

Metabolite Identification

Common Name

p-Anisidine

Description

p-Anisidine, also known as 4-methoxyaniline or p-aminoanisole, belongs to the class of organic compounds known as aminophenyl ethers. These are aromatic compounds that contain a phenol ether, which carries an amine group on the benzene ring. Based on a literature review a significant number of articles have been published on p-Anisidine.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-Amino-4-methoxybenzene	ChEBI
4-Aminoanisole	ChEBI
4-Anisidine	ChEBI
4-Methoxyaniline	ChEBI
4-Methoxybenzenamine	ChEBI
4-Methoxybenzeneamine	ChEBI
p-Aminoanisole	ChEBI
p-Anisylamine	ChEBI
p-Methoxyaniline	ChEBI
p-Methoxyphenylamine	ChEBI
Para-anisidine	ChEBI
1-Methoxy-4-amino-benzen (p-anisidin)	HMDB
1-Methoxy-4-amino-benzene / p-anisidine	HMDB
4-Methoxy-1-aminobenzene	HMDB
4-METHOXY-aniline	HMDB
4-Methoxy-benzenamine	HMDB
4-Methoxy-phenylamine	HMDB
beta -Anisidine	HMDB
p-Amino-anisole	HMDB
p-Dianisidine	HMDB
p-Methoxy-aniline	HMDB
4-Anisidine monoacid conjugate	HMDB
4-Anisidine hydrochloride	HMDB

Chemical Formula

C₇H₉NO

Average Molecular Weight

123.1525

Monoisotopic Molecular Weight

123.068413915

IUPAC Name

4-methoxyaniline

Traditional Name

P-anisidine

CAS Registry Number

Not Available

SMILES

COC1=CC=C(N)C=C1

InChI Identifier

InChI=1S/C7H9NO/c1-9-7-4-2-6(8)3-5-7/h2-5H,8H2,1H3

InChI Key

BHAAPTBBJKJZER-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminophenyl ethers. These are aromatic compounds that contain a phenol ether, which carries an amine group on the benzene ring.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Aminophenyl ether
Methoxyaniline
Phenoxy compound
Anisole
Aniline or substituted anilines
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

methoxybenzene (CHEBI:82388 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029300)
Cytoplasm (HMDB: HMDB0029300)

Route of exposure

Parenteral

Dermal (HMDB: HMDB0029300)
Inhalation (HMDB: HMDB0029300)

Enteral

Ingestion (HMDB: HMDB0029300)

Source

Endogenous

Endogenous (HMDB: HMDB0029300)

Exogenous

Food

Food (HMDB: HMDB0029300)

Exogenous (HMDB: HMDB0029300)

Process

Not Available

Role

Environmental role

Air pollutant (HMDB: HMDB0029300)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	57.2 °C	Not Available
Boiling Point	243.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	21 mg/mL at 20 °C	Not Available
LogP	0.95	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	23 g/L	ALOGPS
logP	1.01	ALOGPS
logP	0.99	ChemAxon
logS	-0.73	ALOGPS
pKa (Strongest Basic)	5.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	35.25 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	37.22 m³·mol⁻¹	ChemAxon
Polarizability	13.26 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
DarkChem	[M+H]+	125.891	31661259
DarkChem	[M-H]-	122.763	31661259
DeepCCS	[M+H]+	129.228	30932474
DeepCCS	[M-H]-	125.512	30932474
DeepCCS	[M-2H]-	162.869	30932474
DeepCCS	[M+Na]+	138.171	30932474
AllCCS	[M+H]+	126.3	32859911
AllCCS	[M+H-H2O]+	121.5	32859911
AllCCS	[M+NH4]+	130.7	32859911
AllCCS	[M+Na]+	132.0	32859911
AllCCS	[M-H]-	125.0	32859911
AllCCS	[M+Na-2H]-	127.1	32859911
AllCCS	[M+HCOO]-	129.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
p-Anisidine	COC1=CC=C(N)C=C1	2234.7	Standard polar	33892256
p-Anisidine	COC1=CC=C(N)C=C1	1183.1	Standard non polar	33892256
p-Anisidine	COC1=CC=C(N)C=C1	1237.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
p-Anisidine,1TMS,isomer #1	COC1=CC=C(N[Si](C)(C)C)C=C1	1430.2	Semi standard non polar	33892256
p-Anisidine,1TMS,isomer #1	COC1=CC=C(N[Si](C)(C)C)C=C1	1436.1	Standard non polar	33892256
p-Anisidine,2TMS,isomer #1	COC1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1	1515.3	Semi standard non polar	33892256
p-Anisidine,2TMS,isomer #1	COC1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1	1565.0	Standard non polar	33892256
p-Anisidine,1TBDMS,isomer #1	COC1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1	1668.1	Semi standard non polar	33892256
p-Anisidine,1TBDMS,isomer #1	COC1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1	1665.1	Standard non polar	33892256
p-Anisidine,2TBDMS,isomer #1	COC1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	1984.0	Semi standard non polar	33892256
p-Anisidine,2TBDMS,isomer #1	COC1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	1981.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - p-Anisidine EI-B (Non-derivatized)	splash10-0ab9-4900000000-a2f147705f92caffa50b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - p-Anisidine EI-B (Non-derivatized)	splash10-0ab9-5900000000-3786160ae4a86463960a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - p-Anisidine EI-B (Non-derivatized)	splash10-0ab9-6900000000-7b56ba31080ccebf1c7c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - p-Anisidine EI-B (Non-derivatized)	splash10-0ab9-4900000000-a2f147705f92caffa50b	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - p-Anisidine EI-B (Non-derivatized)	splash10-0ab9-5900000000-3786160ae4a86463960a	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - p-Anisidine EI-B (Non-derivatized)	splash10-0ab9-6900000000-7b56ba31080ccebf1c7c	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Anisidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-7900000000-ace7d2515045ec577c96	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Anisidine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 15V, Positive-QTOF	splash10-00di-3900000000-9340c1e52aa934343504	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 45V, Positive-QTOF	splash10-00dl-4900000000-981b7bdbdc8a245cf92b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 15V, Positive-QTOF	splash10-00di-3900000000-63a61ad2be2d08fadf22	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 30V, Positive-QTOF	splash10-00di-3900000000-908b34f5735c945c5af0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 60V, Positive-QTOF	splash10-006x-9600000000-6b2b1476aca3afcb35bd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 30V, Positive-QTOF	splash10-00di-3900000000-c75e78fba9334f9906cb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 15V, Positive-QTOF	splash10-00di-3900000000-c4dd3d97c81c38a09218	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 75V, Positive-QTOF	splash10-0006-9200000000-b1978d72d517017bece2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 90V, Positive-QTOF	splash10-0006-9100000000-0aac88621e5ecc786eb9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 45V, Positive-QTOF	splash10-00dl-5900000000-7aff6600364371e72f8a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 60V, Positive-QTOF	splash10-006x-9600000000-acd97347f6da33affebb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 90V, Positive-QTOF	splash10-0006-9100000000-59bdad940cf1b2fc298d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Anisidine 75V, Positive-QTOF	splash10-0006-9200000000-dff7c219aaeb1df5ce5c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Anisidine 10V, Positive-QTOF	splash10-00di-0900000000-d5da0445283dde8ccd7c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Anisidine 20V, Positive-QTOF	splash10-00di-1900000000-4341782a6b8ca513df5b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Anisidine 40V, Positive-QTOF	splash10-00o1-9000000000-de3205684c1de23008ac	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Anisidine 10V, Negative-QTOF	splash10-00di-0900000000-2a6e63bb8854a28ac6fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Anisidine 20V, Negative-QTOF	splash10-00di-1900000000-1514385accd772fa8d7a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Anisidine 40V, Negative-QTOF	splash10-0a4i-9500000000-16f033ef9b3412bc1f44	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Anisidine 10V, Negative-QTOF	splash10-00di-0900000000-f25e1ff30b1468ce2435	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Anisidine 20V, Negative-QTOF	splash10-00dl-6900000000-f0ba7c95c60a6df0881f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Anisidine 40V, Negative-QTOF	splash10-0k96-9000000000-9840e6c411c8bfeafcc0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Anisidine 10V, Positive-QTOF	splash10-00di-0900000000-c9b01cd6ed2252316c57	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Anisidine 20V, Positive-QTOF	splash10-00dj-9800000000-baca2db1d5267a6ee2f3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Anisidine 40V, Positive-QTOF	splash10-014l-9000000000-a7e4f7fbeb7a132bb471	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

651

FooDB ID

FDB000339

KNApSAcK ID

Not Available

Chemspider ID

13869414

KEGG Compound ID

C19326

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

P-Anisidine

METLIN ID

Not Available

PubChem Compound

7732

PDB ID

Not Available

ChEBI ID

82388

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1271361

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing metabocard for p-Anisidine (HMDB0029300)

MOL for HMDB0029300 (p-Anisidine)

3D MOL for HMDB0029300 (p-Anisidine)

3D SDF for HMDB0029300 (p-Anisidine)

3D-SDF for HMDB0029300 (p-Anisidine)

PDB for HMDB0029300 (p-Anisidine)

3D PDB for HMDB0029300 (p-Anisidine)

SMILES for HMDB0029300 (p-Anisidine)

INCHI for HMDB0029300 (p-Anisidine)

Structure for HMDB0029300 (p-Anisidine)

3D Structure for HMDB0029300 (p-Anisidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra