Showing Compound 3-Methylphenol (FDB008788)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:15 UTC

Update date

2019-11-26 03:03:12 UTC

Primary ID

FDB008788

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

3-Methylphenol

Description

m-Cresol, also known as meta-cresol or 3-methylphenol, belongs to the class of organic compounds known as meta cresols. These are aromatic compounds containing a meta-cresol moiety, which consists of a benzene ring bearing a methyl group and a hydroxyl group at ring positions 1 and 3, respectively. m-Cresol exists in all eukaryotes, ranging from yeast to plants to humans. m-Cresol is a fecal, leather, and medicinal tasting compound. m-Cresol has been detected, but not quantified in, several different foods, such as teas (Camellia sinensis), anatidaes (Anatidae), green tea, arabica coffees (Coffea arabica), and chickens (Gallus gallus). This could make m-cresol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on m-Cresol.

CAS Number

108-39-4

Structure

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

Synonyms

Synonym	Source
1-Hydroxy-3-methylbenzene	ChEBI
3-Cresol	ChEBI
3-Hydroxytoluene	ChEBI
3-Methylphenol	ChEBI
m-Kresol	ChEBI
m-Methylphenol	ChEBI
Meta-cresol	ChEBI
Metacresol	ChEBI
3-Cresol, calcium salt(1:2)	MeSH
3-Cresol, sodium salt	MeSH
3-Phenylphenol	ChEBI, HMDB
m-Cresylic acid	HMDB
m-Hydroxytoluene	HMDB
m-Oxytoluene	HMDB
m-Toluol	HMDB
m-Cresol	KEGG
1-Methyl-3-hydroxybenzene	biospider
3-methyl-1-hydroxybenzene	biospider
Cresol, m-	biospider
Cresol, meta	biospider
FEMA 3530	db_source
Hydroxy-3-methylbenzene	biospider
m-Cresol, 8CI	db_source
m-toluol	biospider
Meta-cresylic acid	biospider
Metacresol, USAN	db_source
Phenol, 3-methyl-	biospider

Predicted Properties

Property	Value	Source
Water Solubility	25.1 g/L	ALOGPS
logP	1.93	ALOGPS
logP	2.18	ChemAxon
logS	-0.63	ALOGPS
pKa (Strongest Acidic)	10.13	ChemAxon
pKa (Strongest Basic)	-5.5	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	33.08 m³·mol⁻¹	ChemAxon
Polarizability	11.91 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

Chemical Formula

C7H8O

IUPAC name

3-methylphenol

InChI Identifier

InChI=1S/C7H8O/c1-6-3-2-4-7(8)5-6/h2-5,8H,1H3

InChI Key

RLSSMJSEOOYNOY-UHFFFAOYSA-N

Isomeric SMILES

CC1=CC=CC(O)=C1

Average Molecular Weight

108.1378

Monoisotopic Molecular Weight

108.057514878

Classification

Description

Belongs to the class of organic compounds known as meta cresols. These are aromatic compounds containing a meta-cresol moiety, which consists of a benzene ring bearing a methyl group and a hydroxyl group at ring positions 1 and 3, respectively.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

M-cresol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

cresol (CHEBI:17231 )
a methylphenol (CPD-112 )

Ontology

Ingestion

Source:

Environmental:

Sludge

Biological:

Microbe:

Lysinibacillus:

Lysinibacillus cresolivorans

Plant:

Coffea

Biological location:

Subcellular:

Biofluid and excreta:

Role

Environmental role:

Industrial application:

Food and nutrition

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 77.75%; H 7.46%; O 14.80%	DFC
Melting Point	Mp 11-12°	DFC
Boiling Point	Bp6 80°	DFC
Experimental Water Solubility	22.7 mg/mL at 25 oC	YALKOWSKY,SH & HE,Y (2003)
Experimental logP	1.96	HANSCH,C ET AL. (1995)
Experimental pKa	pKa 10.09 (25°)	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d224 1.04	DFC
Refractive Index	n20D 1.5400	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a4i-9800000000-f9433af649d30cc0e317	Spectrum
GC-MS	3-Methylphenol, non-derivatized, GC-MS Spectrum	splash10-0a4i-6900000000-f2082b2d78602454887c	Spectrum
GC-MS	3-Methylphenol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9700000000-987a7fd82a03c828f2f6	Spectrum
GC-MS	3-Methylphenol, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-80356192ec6d2f2cce17	Spectrum
GC-MS	3-Methylphenol, non-derivatized, GC-MS Spectrum	splash10-014l-3900000000-5be628cfaed43892ecb6	Spectrum
GC-MS	3-Methylphenol, non-derivatized, GC-MS Spectrum	splash10-0a4i-6900000000-f2082b2d78602454887c	Spectrum
GC-MS	3-Methylphenol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9700000000-987a7fd82a03c828f2f6	Spectrum
GC-MS	3-Methylphenol, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-80356192ec6d2f2cce17	Spectrum
GC-MS	3-Methylphenol, non-derivatized, GC-MS Spectrum	splash10-014l-3900000000-5be628cfaed43892ecb6	Spectrum
Predicted GC-MS	3-Methylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-6900000000-b8ad5789d64b1436f653	Spectrum
Predicted GC-MS	3-Methylphenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01b9-7900000000-bea1778da40d4c1353e5	Spectrum
Predicted GC-MS	3-Methylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Methylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0a4i-4900000000-ff165ee98ef540125c4f	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-00kf-9000000000-606fcb6bc90a29dd8728	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-014i-9000000000-dcdf60701ebd4f253aff	Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (VARIAN MAT-44) , Positive	splash10-0a4i-6900000000-8a57217dc9acf65664ce	Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6L) , Positive	splash10-0a4i-9700000000-987a7fd82a03c828f2f6	Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive	splash10-0a4i-5900000000-80356192ec6d2f2cce17	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-50eeee8ccda679df8336	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-1900000000-8d97f02d4ffa2f7ea5d7	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9100000000-5118914f1ab03a16ca6e	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-a61d3231658626b2b393	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-373e69629866322cc176	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9700000000-c3be74dad978cee7d152	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-3f09649991cc4cfcf1ec	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-4900000000-058b7146c5399581303c	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9000000000-1ab6752f7f0666600263	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-3900000000-1564c33b741bc83530e8	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-054o-9200000000-627147be2fad4471903e	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014u-9000000000-4f6fdf895856dea20b9e	Spectrum

NMR

Type	Description	View
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

17231

Phenol-Explorer ID

Not Available

DrugBank ID

DB01776

HMDB ID

HMDB02048

CRC / DFC (Dictionary of Food Compounds) ID

DXH39-K:DXH39-K

EAFUS ID

770

Dr. Duke ID

M-CRESOL

BIGG ID

Not Available

KNApSAcK ID

C00035128

HET ID

CRS

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

GoodScent ID

SuperScent ID

Wikipedia ID

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
anti septic	33281	A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.	DUKE
fumigant	39276	A volatile or volatilizable chemical compound utilized for control of pests in buildings, soil, grain, as well as during processing of goods to be imported or exported to prevent transfer of exotic organisms.	DUKE
hemolytic			DUKE
irritant			DUKE
parasiticide			DUKE
perfumery	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE
rodenticide	33288	A substance used to destroy rodent pests.	DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
fecal	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
plastic	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
medicinal	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
medical	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
leather	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.