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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:50:22 UTC

Update Date

2023-02-21 17:22:20 UTC

HMDB ID

HMDB0032544

Secondary Accession Numbers

HMDB32544

Metabolite Identification

Common Name

2,4,6-Trimethylphenol

Description

2,4,6-Trimethylphenol belongs to the class of organic compounds known as para cresols. Para cresols are compounds containing a para cresol moiety, which consists of a benzene ring bearing one hydroxyl group at ring positions 1 and 4. 2,4,6-Trimethylphenol is a mild and phenolic tasting compound. Based on a literature review a significant number of articles have been published on 2,4,6-Trimethylphenol.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
246-Trimethyl-phenol	ChEMBL, HMDB
246-Trimethylphenol	ChEMBL, HMDB
1,3,5-Trimethylphenol	HMDB
1-Hydroxy-2,4,6-trimethylbenzene	HMDB
2,4, 6-Trimethylphenol	HMDB
2,4,6-Trimethyl-phenol	HMDB
2,4,6-Trimethylofenol	HMDB
2,4,6-Trimetylofenol	HMDB
2-Hydroxy-1,3,5-trimethyl-benzene	HMDB
2-Hydroxymesitylene	HMDB
BENZENE,1-hydroxy,2,4,6-trimethyl	HMDB
Mesitol	HMDB
Mesityl alcohol	HMDB

Chemical Formula

C₉H₁₂O

Average Molecular Weight

136.191

Monoisotopic Molecular Weight

136.088815006

IUPAC Name

2,4,6-trimethylphenol

Traditional Name

2,4,6-trimethylphenol

CAS Registry Number

527-60-6

SMILES

CC1=CC(C)=C(O)C(C)=C1

InChI Identifier

InChI=1S/C9H12O/c1-6-4-7(2)9(10)8(3)5-6/h4-5,10H,1-3H3

InChI Key

BPRYUXCVCCNUFE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as para cresols. Para cresols are compounds containing a para cresol moiety, which consists of a benzene ring bearing one hydroxyl group at ring positions 1 and 4.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

P-cresol
O-cresol
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0032544)
Cell membrane (HMDB: HMDB0032544)

Source

Endogenous

Endogenous (HMDB: HMDB0032544)

Exogenous

Food

Food (HMDB: HMDB0032544)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	73 °C	Not Available
Boiling Point	220.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1.2 mg/mL at 25 °C	Not Available
LogP	2.73	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.97 g/L	ALOGPS
logP	2.72	ALOGPS
logP	3.21	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	11.07	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	43.16 m³·mol⁻¹	ChemAxon
Polarizability	16.05 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]+	130.016	31661259
DarkChem	[M-H]-	126.927	31661259
DeepCCS	[M+H]+	132.87	30932474
DeepCCS	[M-H]-	129.039	30932474
DeepCCS	[M-2H]-	166.662	30932474
DeepCCS	[M+Na]+	142.201	30932474
AllCCS	[M+H]+	124.8	32859911
AllCCS	[M+H-H2O]+	120.1	32859911
AllCCS	[M+NH4]+	129.2	32859911
AllCCS	[M+Na]+	130.4	32859911
AllCCS	[M-H]-	124.7	32859911
AllCCS	[M+Na-2H]-	126.3	32859911
AllCCS	[M+HCOO]-	128.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,4,6-Trimethylphenol	CC1=CC(C)=C(O)C(C)=C1	2013.6	Standard polar	33892256
2,4,6-Trimethylphenol	CC1=CC(C)=C(O)C(C)=C1	1170.8	Standard non polar	33892256
2,4,6-Trimethylphenol	CC1=CC(C)=C(O)C(C)=C1	1229.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,4,6-Trimethylphenol,1TMS,isomer #1	CC1=CC(C)=C(O[Si](C)(C)C)C(C)=C1	1325.9	Semi standard non polar	33892256
2,4,6-Trimethylphenol,1TBDMS,isomer #1	CC1=CC(C)=C(O[Si](C)(C)C(C)(C)C)C(C)=C1	1562.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2,4,6-Trimethylphenol EI-B (Non-derivatized)	splash10-0079-2900000000-96d1b2eeedae4adc640d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,4,6-Trimethylphenol EI-B (Non-derivatized)	splash10-0079-2900000000-96d1b2eeedae4adc640d	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4,6-Trimethylphenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-1900000000-9fd27842b0a4a1475274	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4,6-Trimethylphenol GC-MS (1 TMS) - 70eV, Positive	splash10-059f-5910000000-2aec95a3096e870c6038	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4,6-Trimethylphenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4,6-Trimethylphenol 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 - 2,4,6-Trimethylphenol 10V, Positive-QTOF	splash10-000i-0900000000-72093199016add63b849	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,6-Trimethylphenol 20V, Positive-QTOF	splash10-000i-0900000000-9848ab98823f9fcd4045	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,6-Trimethylphenol 40V, Positive-QTOF	splash10-066u-9500000000-25827873c1f6da0766cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,6-Trimethylphenol 10V, Negative-QTOF	splash10-000i-0900000000-778323f3118b30fc4b93	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,6-Trimethylphenol 20V, Negative-QTOF	splash10-000i-0900000000-bc4e69bccb38d1b7ac51	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,6-Trimethylphenol 40V, Negative-QTOF	splash10-00kr-5900000000-be2de5c5660d4ed4b576	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,6-Trimethylphenol 10V, Negative-QTOF	splash10-000i-0900000000-3d153ee27562ca42735c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,6-Trimethylphenol 20V, Negative-QTOF	splash10-000i-0900000000-3d153ee27562ca42735c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,6-Trimethylphenol 40V, Negative-QTOF	splash10-02t9-9700000000-a4696d84f76264ebd8a5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,6-Trimethylphenol 10V, Positive-QTOF	splash10-000i-0900000000-c195f03247d70f942ba6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,6-Trimethylphenol 20V, Positive-QTOF	splash10-0670-8900000000-67f05b7b27768b2c2e1c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,6-Trimethylphenol 40V, Positive-QTOF	splash10-01di-9200000000-8c4e16d62bdc2c9a32c1	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

Not Available

FooDB ID

FDB010421

KNApSAcK ID

C00052591

Chemspider ID

10248

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10698

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1163091

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for 2,4,6-Trimethylphenol (HMDB0032544)

MOL for HMDB0032544 (2,4,6-Trimethylphenol)

3D MOL for HMDB0032544 (2,4,6-Trimethylphenol)

3D SDF for HMDB0032544 (2,4,6-Trimethylphenol)

3D-SDF for HMDB0032544 (2,4,6-Trimethylphenol)

PDB for HMDB0032544 (2,4,6-Trimethylphenol)

3D PDB for HMDB0032544 (2,4,6-Trimethylphenol)

SMILES for HMDB0032544 (2,4,6-Trimethylphenol)

INCHI for HMDB0032544 (2,4,6-Trimethylphenol)

Structure for HMDB0032544 (2,4,6-Trimethylphenol)

3D Structure for HMDB0032544 (2,4,6-Trimethylphenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra