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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:31:55 UTC

Update Date

2023-02-21 17:19:00 UTC

HMDB ID

HMDB0029667

Secondary Accession Numbers

HMDB29667

Metabolite Identification

Common Name

2,3,6-Trimethylphenol

Description

2,3,6-Trimethylphenol belongs to the class of organic compounds known as ortho cresols. These are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively. Based on a literature review a significant number of articles have been published on 2,3,6-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
1-Hydroxy-2,3, 6-trimethylbenzene	HMDB
1-Hydroxy-2,3,6-trimethylbenzene	HMDB
2,3,6-TRIMETHYL phenol	HMDB
2,3,6-Trimethyl-phenol	HMDB
3-Hydroxypseudocumene	HMDB
FEMA 3963	HMDB

Chemical Formula

C₉H₁₂O

Average Molecular Weight

136.191

Monoisotopic Molecular Weight

136.088815006

IUPAC Name

2,3,6-trimethylphenol

Traditional Name

2,3,6-trimethylphenol

CAS Registry Number

2416-94-6

SMILES

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

InChI Identifier

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

InChI Key

QQOMQLYQAXGHSU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ortho cresols. These are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

O-cresol
M-cresol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029667)
Cell membrane (HMDB: HMDB0029667)

Source

Endogenous

Endogenous (HMDB: HMDB0029667)

Exogenous

Food

Food (HMDB: HMDB0029667)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0029667)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	63.5 - 64 °C	Not Available
Boiling Point	226.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1.58 mg/mL at 25 °C	Not Available
LogP	2.67	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.08 g/L	ALOGPS
logP	2.72	ALOGPS
logP	3.21	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	10.81	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	15.94 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]+	128.374	31661259
DarkChem	[M-H]-	127.247	31661259
DeepCCS	[M+H]+	135.38	30932474
DeepCCS	[M-H]-	131.774	30932474
DeepCCS	[M-2H]-	169.206	30932474
DeepCCS	[M+Na]+	144.744	30932474
AllCCS	[M+H]+	124.5	32859911
AllCCS	[M+H-H2O]+	119.8	32859911
AllCCS	[M+NH4]+	129.0	32859911
AllCCS	[M+Na]+	130.2	32859911
AllCCS	[M-H]-	124.4	32859911
AllCCS	[M+Na-2H]-	126.0	32859911
AllCCS	[M+HCOO]-	127.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3,6-Trimethylphenol	CC1=C(C)C(O)=C(C)C=C1	2006.1	Standard polar	33892256
2,3,6-Trimethylphenol	CC1=C(C)C(O)=C(C)C=C1	1185.8	Standard non polar	33892256
2,3,6-Trimethylphenol	CC1=C(C)C(O)=C(C)C=C1	1232.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3,6-Trimethylphenol,1TMS,isomer #1	CC1=CC=C(C)C(O[Si](C)(C)C)=C1C	1345.2	Semi standard non polar	33892256
2,3,6-Trimethylphenol,1TBDMS,isomer #1	CC1=CC=C(C)C(O[Si](C)(C)C(C)(C)C)=C1C	1603.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,6-Trimethylphenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-2900000000-608110a1e2429b0bd67f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,6-Trimethylphenol GC-MS (1 TMS) - 70eV, Positive	splash10-059f-7910000000-0173078a18e3958ca26f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,6-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 - 2,3,6-Trimethylphenol 10V, Positive-QTOF	splash10-000i-0900000000-aa805a9ddb0b429286e9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,6-Trimethylphenol 20V, Positive-QTOF	splash10-000i-2900000000-4f03f8eef4e18eeaf8ce	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,6-Trimethylphenol 40V, Positive-QTOF	splash10-0fb9-9200000000-0aa01f0092b25a7dd379	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,6-Trimethylphenol 10V, Negative-QTOF	splash10-000i-0900000000-5c54eadb7654ffc158ad	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,6-Trimethylphenol 20V, Negative-QTOF	splash10-000i-0900000000-50cb65e73f6dd1d63f7b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,6-Trimethylphenol 40V, Negative-QTOF	splash10-014r-6900000000-098f63953264841298f2	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,6-Trimethylphenol 10V, Positive-QTOF	splash10-000i-1900000000-3366759246bd64fad631	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,6-Trimethylphenol 20V, Positive-QTOF	splash10-000i-3900000000-d07d0644b4c0b758da7b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,6-Trimethylphenol 40V, Positive-QTOF	splash10-0fbc-9200000000-200a337d7f01bc42caec	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,6-Trimethylphenol 10V, Negative-QTOF	splash10-000i-0900000000-3d153ee27562ca42735c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,6-Trimethylphenol 20V, Negative-QTOF	splash10-000i-0900000000-236f10ec44a415f09175	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,6-Trimethylphenol 40V, Negative-QTOF	splash10-014r-3900000000-46d12b2943b2e702cc6f	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)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	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

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

FDB000850

KNApSAcK ID

Not Available

Chemspider ID

16119

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

17016

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1108641

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2,3,6-Trimethylphenol (HMDB0029667)

MOL for HMDB0029667 (2,3,6-Trimethylphenol)

3D MOL for HMDB0029667 (2,3,6-Trimethylphenol)

3D SDF for HMDB0029667 (2,3,6-Trimethylphenol)

3D-SDF for HMDB0029667 (2,3,6-Trimethylphenol)

PDB for HMDB0029667 (2,3,6-Trimethylphenol)

3D PDB for HMDB0029667 (2,3,6-Trimethylphenol)

SMILES for HMDB0029667 (2,3,6-Trimethylphenol)

INCHI for HMDB0029667 (2,3,6-Trimethylphenol)

Structure for HMDB0029667 (2,3,6-Trimethylphenol)

3D Structure for HMDB0029667 (2,3,6-Trimethylphenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra