Showing Compound Card for 3,4-Dimethylphenol (CDB005843)

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Record Information
Version1.0
Created at2020-04-27 17:02:07 UTC
Updated at2021-01-04 18:49:24 UTC
CannabisDB IDCDB005843
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name3,4-Dimethylphenol
Description3,4-Dimethylphenol, also known as 3,4-xylenol or 3,4-DMP is a dimethylated derivative of phenol. It 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. 3,4-Dimethylphenol can also be classified as a xylenol. It is one of the six structural isomers of dimethylphenol or xylenol wherein two methyl groups are substituted at different positions of the phenol ring. The six isomeric xylenols have similar physical properties. 3,4-Dimethylphenol exists as cream to tan crystals that that are soluble in water. Xylenols, such as 3,4-Dimethylphenol are traditionally extracted from coal tar. Coal tar is the thick dark liquid that is produced in the production of coke or coal gas from coal. Xylenols are used in the manufacture of antioxidants. 3,4-Dimethylphenol has a slightly smoky and earthy character that provides nice roasted notes to seafood, mushroom and coffee flavors. It has a smoky, sweet or burnt taste and is used as a flavoring ingredient in a number of foods to impart a smoky flavor or smoky characteristic (PMID: 29597303 ). 3,4-Dimethylphenol occurs naturally in plants and has been detected in coffee and coffee products. 3,4-Dimethylphenol is a potentially toxic compound. Dimethylphenols are found in cannabis smoke. 3,4-Dimethylpheno is formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1,2-Dimethyl-4-hydroxybenzeneChEBI
1,3,4-XylenolChEBI
3,4-DMPChEBI
4,5-DimethylphenolChEBI
4-Hydroxy-1,2-dimethylbenzeneChEBI
1,2,4-XylenolHMDB
1-Hydroxy-3, 4-dimethylbenzeneHMDB
1-Hydroxy-3,4-dimethylbenzeneHMDB
3, 4-XylenolHMDB
3,4-Dimethyl phenolHMDB
3,4-Dimethyl-phenolHMDB
3,4-XylenolHMDB
3,4-Xylenol, 8ciHMDB
4-Hydroxy-O-xyleneHMDB
Asym-O-xylenolHMDB
FEMA 3596HMDB
3,4-Dimethylphenol, potassium saltHMDB
3,4-Dimethylphenol, sodium saltHMDB
3,4-DimethylphenolMeSH
Chemical FormulaC8H10O
Average Molecular Weight122.16
Monoisotopic Molecular Weight122.0732
IUPAC Name3,4-dimethylphenol
Traditional Name3,4-dimethylphenol
CAS Registry Number95-65-8
SMILES
CC1=C(C)C=C(O)C=C1
InChI Identifier
InChI=1S/C8H10O/c1-6-3-4-8(9)5-7(6)2/h3-5,9H,1-2H3
InChI KeyYCOXTKKNXUZSKD-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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassCresols
Direct ParentPara cresols
Alternative Parents
Substituents
  • O-xylene
  • Xylene
  • P-cresol
  • M-cresol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

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Biological location:

Role

Environmental role:

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point62 - 64 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility4.76 mg/mL at 25 °CNot Available
logP2.23Not Available
Predicted Properties
PropertyValueSource
logP2.41ALOGPS
logP2.7ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)10.47ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity38.12 m³·mol⁻¹ChemAxon
Polarizability13.91 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-05fr-4900000000-7a4e8e3b435984a892f62014-09-20View Spectrum
GC-MS3,4-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-0ab9-4900000000-fb3dd3acd7e4d6949270Spectrum
GC-MS3,4-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-0avi-5900000000-effbac24fad4c27cf9b6Spectrum
GC-MS3,4-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-05fr-5900000000-208c80e9751e0ba311c2Spectrum
GC-MS3,4-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-05fr-7900000000-7e46063c7d13680bf6acSpectrum
GC-MS3,4-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-0ab9-4900000000-fb3dd3acd7e4d6949270Spectrum
GC-MS3,4-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-0avi-5900000000-effbac24fad4c27cf9b6Spectrum
GC-MS3,4-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-05fr-5900000000-208c80e9751e0ba311c2Spectrum
GC-MS3,4-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-05fr-7900000000-7e46063c7d13680bf6acSpectrum
Predicted GC-MS3,4-Dimethylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-5900000000-32a69f225ef7c70dfce6Spectrum
Predicted GC-MS3,4-Dimethylphenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00fu-8900000000-ed6ce607126822938774Spectrum
Predicted GC-MS3,4-Dimethylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-abc71f850acbf3735f8e2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-2900000000-5304f4b7823411c093d92016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zi0-9200000000-52e5b599c648a30fd4eb2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-699b6f0392371e5d477d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-4fefc20e9390edcf67f22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9700000000-1865323e874124d48f6e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1900000000-1768f5d100e7d6ac0dd22021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-7900000000-df1c1a05ac515e234f9b2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fvi-9000000000-da9f623210616a04673e2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-99acd0a74fdc923b28382021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-4900000000-a8ed7fe514ae00e181112021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fdo-9300000000-f2849129145ecb9433bf2021-09-25View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0032151
DrugBank IDDB04052
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008879
KNApSAcK IDNot Available
Chemspider ID13839105
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link3,4-Xylenol
METLIN IDNot Available
PubChem Compound7249
PDB ID2MP
ChEBI ID39839
References
General References
  1. Wang H, Chambers E: Sensory Characteristics of Various Concentrations of Phenolic Compounds Potentially Associated with Smoked Aroma in Foods. Molecules. 2018 Mar 28;23(4). pii: molecules23040780. doi: 10.3390/molecules23040780. [PubMed:29597303 ]