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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:17:41 UTC

Update Date

2021-09-26 22:53:32 UTC

HMDB ID

HMDB0245200

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Methoxy-5-methylaniline

Description

2-Methoxy-5-methylaniline, also known as p-cresidine or 3-amino-4-methoxytoluene, 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 small amount of articles have been published on 2-Methoxy-5-methylaniline. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-methoxy-5-methylaniline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Methoxy-5-methylaniline 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
p-Cresidine	Kegg
Cresidine	HMDB
3-Amino-4-methoxytoluene	HMDB
Para-cresidine	HMDB

Chemical Formula

C₈H₁₁NO

Average Molecular Weight

137.179

Monoisotopic Molecular Weight

137.084063979

IUPAC Name

2-methoxy-5-methylaniline

Traditional Name

para-cresidine

CAS Registry Number

Not Available

SMILES

COC1=C(N)C=C(C)C=C1

InChI Identifier

InChI=1S/C8H11NO/c1-6-3-4-8(10-2)7(9)5-6/h3-5H,9H2,1-2H3

InChI Key

WXWCDTXEKCVRRO-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
Methoxybenzene
Aminotoluene
Aniline or substituted anilines
Alkyl aryl ether
Toluene
Monocyclic benzene moiety
Ether
Primary amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

methoxybenzene (CHEBI:82307 )

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	1.37	ALOGPS
logP	1.5	ChemAxon
logS	-0.78	ALOGPS
pKa (Strongest Basic)	4.63	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	42.26 m³·mol⁻¹	ChemAxon
Polarizability	15.3 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]+	135.179	30932474
DeepCCS	[M-H]-	131.35	30932474
DeepCCS	[M-2H]-	168.747	30932474
DeepCCS	[M+Na]+	144.286	30932474
AllCCS	[M+H]+	128.3	32859911
AllCCS	[M+H-H2O]+	123.7	32859911
AllCCS	[M+NH4]+	132.7	32859911
AllCCS	[M+Na]+	134.0	32859911
AllCCS	[M-H]-	128.7	32859911
AllCCS	[M+Na-2H]-	130.5	32859911
AllCCS	[M+HCOO]-	132.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Methoxy-5-methylaniline	COC1=C(N)C=C(C)C=C1	1988.2	Standard polar	33892256
2-Methoxy-5-methylaniline	COC1=C(N)C=C(C)C=C1	1231.3	Standard non polar	33892256
2-Methoxy-5-methylaniline	COC1=C(N)C=C(C)C=C1	1280.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Methoxy-5-methylaniline,1TMS,isomer #1	COC1=CC=C(C)C=C1N[Si](C)(C)C	1428.9	Semi standard non polar	33892256
2-Methoxy-5-methylaniline,1TMS,isomer #1	COC1=CC=C(C)C=C1N[Si](C)(C)C	1420.8	Standard non polar	33892256
2-Methoxy-5-methylaniline,1TMS,isomer #1	COC1=CC=C(C)C=C1N[Si](C)(C)C	1724.8	Standard polar	33892256
2-Methoxy-5-methylaniline,2TMS,isomer #1	COC1=CC=C(C)C=C1N([Si](C)(C)C)[Si](C)(C)C	1480.2	Semi standard non polar	33892256
2-Methoxy-5-methylaniline,2TMS,isomer #1	COC1=CC=C(C)C=C1N([Si](C)(C)C)[Si](C)(C)C	1566.2	Standard non polar	33892256
2-Methoxy-5-methylaniline,2TMS,isomer #1	COC1=CC=C(C)C=C1N([Si](C)(C)C)[Si](C)(C)C	1683.9	Standard polar	33892256
2-Methoxy-5-methylaniline,1TBDMS,isomer #1	COC1=CC=C(C)C=C1N[Si](C)(C)C(C)(C)C	1669.7	Semi standard non polar	33892256
2-Methoxy-5-methylaniline,1TBDMS,isomer #1	COC1=CC=C(C)C=C1N[Si](C)(C)C(C)(C)C	1627.2	Standard non polar	33892256
2-Methoxy-5-methylaniline,1TBDMS,isomer #1	COC1=CC=C(C)C=C1N[Si](C)(C)C(C)(C)C	1910.1	Standard polar	33892256
2-Methoxy-5-methylaniline,2TBDMS,isomer #1	COC1=CC=C(C)C=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1938.9	Semi standard non polar	33892256
2-Methoxy-5-methylaniline,2TBDMS,isomer #1	COC1=CC=C(C)C=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1980.2	Standard non polar	33892256
2-Methoxy-5-methylaniline,2TBDMS,isomer #1	COC1=CC=C(C)C=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1942.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxy-5-methylaniline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-3900000000-f2b09a5bb365839999be	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxy-5-methylaniline 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 - 2-Methoxy-5-methylaniline 75V, Positive-QTOF	splash10-00di-1900000000-8ff4ca88d7a8bc0d6b7b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 90V, Positive-QTOF	splash10-00di-4900000000-d64abe1bc0f798e30263	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 30V, Positive-QTOF	splash10-00dr-0900000000-f7921260a12f2139bdf5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 15V, Positive-QTOF	splash10-00dr-0900000000-a5bc2118a5bdaedafef1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 45V, Positive-QTOF	splash10-00di-0900000000-150cf073e73ac712871d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 60V, Positive-QTOF	splash10-00di-0900000000-b918f7df450008561028	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 15V, Positive-QTOF	splash10-00dr-0900000000-59a583bfc77334555788	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 90V, Positive-QTOF	splash10-00di-4900000000-61cf54167da889bfcaec	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 10V, Positive-QTOF	splash10-000i-0900000000-3aaec531d406f71b3769	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 20V, Positive-QTOF	splash10-000i-1900000000-2cd0f5e5c6974c59deed	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 40V, Positive-QTOF	splash10-0l7l-9400000000-e3e211d6dbd4ad77975c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 10V, Negative-QTOF	splash10-000i-0900000000-1f083abcd2540a1576f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 20V, Negative-QTOF	splash10-000i-0900000000-55220ade824c3f97c576	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 40V, Negative-QTOF	splash10-00dl-9500000000-e73eac3f0a46c92c9b6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 10V, Positive-QTOF	splash10-000i-0900000000-e5172cacec2a192843b7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 20V, Positive-QTOF	splash10-059i-4900000000-4caf13b008be4c3900b0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 40V, Positive-QTOF	splash10-0ar0-9200000000-c7299d672a57ae99d6ae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 10V, Negative-QTOF	splash10-000i-0900000000-fe28cc44ee8cb00ea1f8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 20V, Negative-QTOF	splash10-000i-0900000000-215ddf4f637efc46f7bc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxy-5-methylaniline 40V, Negative-QTOF	splash10-02mi-9700000000-95783347b6f215bb9f94	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

13869579

KEGG Compound ID

C19216

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8445

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 2-Methoxy-5-methylaniline (HMDB0245200)

MOL for HMDB0245200 (2-Methoxy-5-methylaniline)

3D MOL for HMDB0245200 (2-Methoxy-5-methylaniline)

3D SDF for HMDB0245200 (2-Methoxy-5-methylaniline)

3D-SDF for HMDB0245200 (2-Methoxy-5-methylaniline)

PDB for HMDB0245200 (2-Methoxy-5-methylaniline)

3D PDB for HMDB0245200 (2-Methoxy-5-methylaniline)

SMILES for HMDB0245200 (2-Methoxy-5-methylaniline)

INCHI for HMDB0245200 (2-Methoxy-5-methylaniline)

Structure for HMDB0245200 (2-Methoxy-5-methylaniline)

3D Structure for HMDB0245200 (2-Methoxy-5-methylaniline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra