Cannabis Compound Database: Showing Compound Card for 4-Methyl guaiacol (CDB000537)

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Record Information

Version

1.0

Created at

2020-03-19 00:42:30 UTC

Updated at

2020-12-07 19:07:30 UTC

CannabisDB ID

CDB000537

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

4-Methyl guaiacol

Description

4-Methyl Guaiacol or 2-Methoxy-4-methylphenol, also known creosol, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 4-Methyl guaiacol or Creosol is a chemical compound with the molecular formula C8H10O2. Creosol reacts with hydrogen halides to give a catechol. It is one of the components of creosote. 4-Methyl Guaiacol is a bacon, bitter, and carnation tasting compound. 4-Methyl guaiacol has been detected, but not quantified, in several different foods, such as red bell peppers, green bell peppers, orange bell peppers, corns, and pepper (c. annuum). Sources of creosol include: Coal tar, creosote wood, creosote reduction, it can be a product of vanillin using zinc powder in strong hydrochloric acid. It can be found as glycosides in green vanilla beans. It is also found in tequila. Compared with phenol, creosol is a less toxic disinfectant. 4-Methyl Guaiacol has been detected as a volatile component in Marijuana samples obtained in police seizures (PMID:26657499 ). 4-Methyl Guaiacol is also a constituent of cannabis smoke and is volatilized during the combustion of cannabis ( Ref:DOI ).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
4-Methylguaiacol	MeSH
Creosol	MeSH
1-Hydroxy-2-methoxy-4-methylbenzene	HMDB
2-Hydroxy-5-methylanisole	HMDB
2-Methoxy-4-cresol	HMDB
2-Methoxy-4-methyl-phenol	HMDB
2-Methoxy-4-methylphenol (4-methylguaiacol)	HMDB
2-Methoxy-4-methylphenol (creosol)	HMDB
2-Methoxy-4-methylphenol, 9ci	HMDB
2-Methoxy-P-cresol	HMDB
3-Methoxy-4-hydroxytoluene	HMDB
3-Methoxy-4-methyl-phenol	HMDB
4-Hydroxy-3-methoxy-1-methylbenzene	HMDB
4-Hydroxy-3-methoxytoluene	HMDB
4-Methyl guaiacol	HMDB
4-Methyl-2-methoxyphenol	HMDB
4-Methyl-2-methoxyphenol (4-methylguaiacol)	HMDB
5-Methylguaiacol	HMDB
Cresolum drudum	HMDB
FEMA 2671	HMDB
Homocatechol methyl ester	HMDB
Homocatechol monomethyl ether	HMDB
Homoguaiacol	HMDB
Kreosol	HMDB
P-Creosol	HMDB
P-Methylguaiacol	HMDB
P-Methylguaicol	HMDB
Phenol, 4-methyl-2-methoxy	HMDB
Rohkcrsol	HMDB
Valspice	HMDB

Chemical Formula

C₈H₁₀O₂

Average Molecular Weight

138.16

Monoisotopic Molecular Weight

138.0681

IUPAC Name

2-methoxy-4-methylphenol

Traditional Name

creosol

CAS Registry Number

93-51-6

SMILES

COC1=C(O)C=CC(C)=C1

InChI Identifier

InChI=1S/C8H10O2/c1-6-3-4-7(9)8(5-6)10-2/h3-5,9H,1-2H3

InChI Key

PETRWTHZSKVLRE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Phenoxy compound
Methoxybenzene
Phenol ether
P-cresol
Anisole
1-hydroxy-2-unsubstituted benzenoid
Toluene
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Poaceae

Biological location:

Biofluid and excreta:

Feces

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Household products:

Antimicrobial agent:

Disinfectant

Food and nutrition:

Flavoring agent

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	5.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.79	ALOGPS
logP	2.03	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	10.34	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	39.54 m³·mol⁻¹	ChemAxon
Polarizability	14.77 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

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0079-9800000000-79f6c5643ac065193b94	2015-03-01	View Spectrum
GC-MS	4-Methyl guaiacol, non-derivatized, GC-MS Spectrum	splash10-0079-8900000000-c42e8911b7e5bb460b86	Spectrum
GC-MS	4-Methyl guaiacol, non-derivatized, GC-MS Spectrum	splash10-0079-8900000000-c42e8911b7e5bb460b86	Spectrum
Predicted GC-MS	4-Methyl guaiacol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0079-2900000000-15a46b79f8391d6c6966	Spectrum
Predicted GC-MS	4-Methyl guaiacol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0072-5910000000-30cf6b8fe2b454aa0a7f	Spectrum
Predicted GC-MS	4-Methyl guaiacol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	4-Methyl guaiacol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-d79622f054761511961f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-1900000000-186bb7a1a13b13310f72	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-1000-9300000000-8f2b34f63ad1fd835b6e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-df50a00e5dc8e9a1f2ec	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-41c1e559c847063fb1e4	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05fr-9600000000-7e3c4dbc7d1fd009db5b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-1900000000-3649f7c79a19e4bc82a9	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ar0-9500000000-1a0f4d510ef798661ce1	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-9000000000-fab9fd9e596db561d31e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-08ef9d705ca98ce39abf	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dr-2900000000-09cc2771d42e461513a0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014l-9000000000-7718ec98bccb51b6db7a	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Taste receptor type 2 member 10	TAS2R10	12p13	Q9NYW0	details
Taste receptor type 2 member 16	TAS2R16	7q31.1-q31.3\|7q31	Q9NYV7	details
Taste receptor type 2 member 40	TAS2R40	7q34	P59535	details
Taste receptor type 2 member 3	TAS2R3	7q31.3-q32	Q9NYW6	details
Taste receptor type 2 member 4	TAS2R4	7q31.3-q32	Q9NYW5	details
Taste receptor type 2 member 7	TAS2R7	12p13	Q9NYW3	details
Taste receptor type 2 member 9	TAS2R9	12p13	Q9NYW1	details
Taste receptor type 2 member 50	TAS2R50	12p13.2	P59544	details
Taste receptor type 2 member 38	TAS2R38	7q34	P59533	details
Taste receptor type 2 member 31	TAS2R31	12p13.2	P59538	details
Taste receptor type 2 member 1	TAS2R1	5p15.31	Q9NYW7	details
Taste receptor type 2 member 20	TAS2R20	12p13.2	P59543	details
Taste receptor type 2 member 39	TAS2R39	7q34	P59534	details
Taste receptor type 2 member 19	TAS2R19	12p13.2	P59542	details
Taste receptor type 2 member 45	TAS2R45		P59539	details
Taste receptor type 2 member 30	TAS2R30	12p13.2	P59541	details
Taste receptor type 2 member 42	TAS2R42		Q7RTR8	details
Taste receptor type 2 member 41	TAS2R41	7q35	P59536	details
Taste receptor type 2 member 43	TAS2R43	12p13.2	P59537	details
Taste receptor type 2 member 5	TAS2R5	7q34	Q9NYW4	details
Taste receptor type 2 member 46	TAS2R46	12p13.2	P59540	details
Taste receptor type 2 member 13	TAS2R13	12p13.2	Q9NYV9	details
Taste receptor type 2 member 60	TAS2R60	7q35	P59551	details
Taste receptor type 2 member 8	TAS2R8	12p13.2	Q9NYW2	details
Taste receptor type 2 member 14	TAS2R14	12p13.2	Q9NYV8	details

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0032136

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008862

KNApSAcK ID

Not Available

Chemspider ID

21105936

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Creosol

METLIN ID

Not Available

PubChem Compound

7144

PDB ID

Not Available

ChEBI ID

Not Available

References

General References

Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]

Only showing the first 10 proteins. There are 25 proteins in total.

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Only showing the first 10 proteins. There are 25 proteins in total.

Show All

Showing Compound Card for 4-Methyl guaiacol (CDB000537)

Structure for CDB000537 (4-Methyl guaiacol)