Record Information
Version1.0
Creation date2010-04-08 22:08:15 UTC
Update date2019-11-26 03:03:12 UTC
Primary IDFDB008788
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Methylphenol
Descriptionm-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 Number108-39-4
Structure
Thumb
Synonyms
SynonymSource
1-Hydroxy-3-methylbenzeneChEBI
3-CresolChEBI
3-HydroxytolueneChEBI
3-MethylphenolChEBI
m-KresolChEBI
m-MethylphenolChEBI
Meta-cresolChEBI
MetacresolChEBI
3-Cresol, calcium salt(1:2)MeSH
3-Cresol, sodium saltMeSH
3-PhenylphenolChEBI, HMDB
m-Cresylic acidHMDB
m-HydroxytolueneHMDB
m-OxytolueneHMDB
m-ToluolHMDB
m-CresolKEGG
1-Methyl-3-hydroxybenzenebiospider
3-methyl-1-hydroxybenzenebiospider
Cresol, m-biospider
Cresol, metabiospider
FEMA 3530db_source
Hydroxy-3-methylbenzenebiospider
m-Cresol, 8CIdb_source
m-toluolbiospider
Meta-cresylic acidbiospider
Metacresol, USANdb_source
Phenol, 3-methyl-biospider
Predicted PropertiesNot Available
Chemical FormulaC7H8O
IUPAC name
InChI IdentifierInChI=1S/C7H8O/c1-6-3-2-4-7(8)5-6/h2-5,8H,1H3
InChI KeyRLSSMJSEOOYNOY-UHFFFAOYSA-N
Isomeric SMILESCC1=CC=CC(O)=C1
Average Molecular Weight108.1378
Monoisotopic Molecular Weight108.057514878
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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassCresols
Direct ParentMeta cresols
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 FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Environmental role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 77.75%; H 7.46%; O 14.80%DFC
Melting PointMp 11-12°DFC
Boiling PointBp6 80°DFC
Experimental Water Solubility22.7 mg/mL at 25 oCYALKOWSKY,SH & HE,Y (2003)
Experimental logP1.96HANSCH,C ET AL. (1995)
Experimental pKapKa 10.09 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd224 1.04DFC
Refractive Indexn20D 1.5400DFC
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MSNot Available
NMRNot Available
ChemSpider ID21105871
ChEMBL IDCHEMBL298312
KEGG Compound IDC01467
Pubchem Compound ID342
Pubchem Substance IDNot Available
ChEBI ID17231
Phenol-Explorer IDNot Available
DrugBank IDDB01776
HMDB IDHMDB02048
CRC / DFC (Dictionary of Food Compounds) IDDXH39-K:DXH39-K
EAFUS ID770
Dr. Duke IDM-CRESOL
BIGG IDNot Available
KNApSAcK IDC00035128
HET IDCRS
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID108-39-4
GoodScent IDrw1007701
SuperScent ID342
Wikipedia IDm-Cresol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti septic33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.DUKE
fumigant39276 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
hemolyticDUKE
irritantDUKE
parasiticideDUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
rodenticide33288 A substance used to destroy rodent pests.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
fecal
  1. 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
  1. 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
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
medical
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
leather
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).