Showing Compound Card for 3,4,5-Trimethylphenol (CDB000535)

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Record Information
Version1.0
Created at2020-03-19 00:42:21 UTC
Updated at2020-11-18 16:35:15 UTC
CannabisDB IDCDB000535
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name3,4,5-Trimethylphenol
Description3,4,5-Trimethylphenol, also known as 3,4,5-hemimellitenol, 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 a methyl group at position 4. 3,4,5-Trimethylphenol is an aromatic compound and a trimethylated derivative of Phenol. Phenol is a volatile white crystalline solid. Phenol was first extracted from coal tar, but today it is produced at a large scale (about 7 billion kg/year) from petroleum-derived feedstocks. It is primarily used to synthesize plastics and related materials. 3,4,5-Trimethylphenol is a reactive species toward oxidation, for instance the Teuber reaction, 3,4,5-Trimethylphenol can be oxidized to quinone. 3,4,5-Trimethylphenol has been detected as a volatile component of cannabis samples obtained in police seizures (PMID: 26657499 ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Hydroxy-3,4,5-trimethylbenzeneChEBI
3,4,5-HemimellitenolChEBI
5-Hydroxy-1,2,3-trimethylbenzeneChEBI
Chemical FormulaC9H12O
Average Molecular Weight136.19
Monoisotopic Molecular Weight136.0888
IUPAC Name3,4,5-trimethylphenol
Traditional Name3,4,5-trimethylphenol
CAS Registry Number527-54-8
SMILES
CC1=CC(O)=CC(C)=C1C
InChI Identifier
InChI=1S/C9H12O/c1-6-4-9(10)5-7(2)8(6)3/h4-5,10H,1-3H3
InChI KeyFDQQNNZKEJIHMS-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
  • 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
Not Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.77ALOGPS
logP3.21ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)10.57ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity43.16 m³·mol⁻¹ChemAxon
Polarizability15.94 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS3,4,5-Trimethylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-61a6288b2bc0a906528a2019-02-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-e6fea6ca0d636247352d2019-02-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0k96-9600000000-e6729bd2079d021479e52019-02-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-14693d56065e9e48cf412019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-79371c03960026ad06fa2019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05n0-4900000000-95f0e29c981b1ab8447f2019-02-23View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10696
PDB IDNot Available
ChEBI ID38896
References
General References
  1. 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 ]