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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:48 UTC
Update Date2020-02-26 21:44:06 UTC
HMDB IDHMDB0029652
Secondary Accession Numbers
  • HMDB29652
Metabolite Identification
Common Name2-(4-Methylphenyl)-2-propanol
Description2-(4-Methylphenyl)-2-propanol, also known as cymen-8-ol or 8-p-cymenol, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. 2-(4-Methylphenyl)-2-propanol is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-(4-Methylphenyl)-2-propanol is a sweet, camphor, and cherry tasting compound. Outside of the human body, 2-(4-Methylphenyl)-2-propanol is found, on average, in the highest concentration within a few different foods, such as wild carrots, carrots, and star anises and in a lower concentration in sweet marjorams, rosemaries, and parsley. 2-(4-Methylphenyl)-2-propanol has also been detected, but not quantified in, several different foods, such as fruits, citrus, garden tomato, garden tomato (var.), and common oregano. This could make 2-(4-methylphenyl)-2-propanol a potential biomarker for the consumption of these foods.
Structure
Data?1582753446
Synonyms
ValueSource
1-Methyl-4-(1-hydroxy-1-methylethyl)benzeneHMDB
1-Methyl-4-(alpha-hydroxyisopropyl)benzeneHMDB
2-(4-Methylphenyl)propan-2-olHMDB
2-(p-Methylphenyl)-2-propanolHMDB
2-p-Tolyl-2-propanolHMDB
8-Hydroxy-p-cymeneHMDB
8-p-CymenolHMDB
a,a,4-Trimethylbenzenemethanol, 9ciHMDB
a,a,4-Trimethylbenzyl alcohol, 8ciHMDB
a-Hydroxy-p-cymeneHMDB
alpha,alpha,4-Trimethyl-benzenemethanolHMDB
alpha,alpha,4-TrimethylbenzenemethanolHMDB
alpha,alpha,4-Trimethylbenzyl alcoholHMDB
Cimen-8-olHMDB
Cymen-8-olHMDB
Dimethyl-p-tolyl carbinolHMDB
Dimethyl-p-tolylcarbinolHMDB
FEMA 3242HMDB
Laquo rhoraquo -cymene-8-olHMDB
p,alpha,alpha-Trimethylbenzyl alcoholHMDB
p-(Hydroxyisopropyl)tolueneHMDB
p-Cymen-8-olHMDB
p-Cymen-alpha-olHMDB
p-Cymene-8-olHMDB
p-CymenolHMDB
p-Cymenol-8HMDB
p-Mentha-1,3,5-trien-8-olHMDB
Para-cymen-8-olHMDB
4-Cymen-8-olMeSH
Chemical FormulaC10H14O
Average Molecular Weight150.221
Monoisotopic Molecular Weight150.104465071
IUPAC Name2-(4-methylphenyl)propan-2-ol
Traditional Nameterpineol
CAS Registry Number1197-01-9
SMILES
CC1=CC=C(C=C1)C(C)(C)O
InChI Identifier
InChI=1S/C10H14O/c1-8-4-6-9(7-5-8)10(2,3)11/h4-7,11H,1-3H3
InChI KeyXLPDVYGDNRIQFV-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • Toluene
  • Tertiary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point9 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.22 g/LALOGPS
logP2.53ALOGPS
logP2.42ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)14.63ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity46.97 m³·mol⁻¹ChemAxon
Polarizability17.77 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000f-9400000000-39274520f6ff7fa8357cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000f-9400000000-39274520f6ff7fa8357cSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9700000000-8cbf0024711335cc1663Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0ab9-9440000000-f6589fc4fd09e26d776cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f89-0900000000-937e77426c166fe40aeeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f8c-4900000000-b1b079adb1f9572fdd5aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0159-3900000000-a68f889ef6af72637885Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-c942ea9fb6d138d0a68fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0005-3900000000-bd5a6ccaae2fcd1e1c8eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-814710db66cb1c06ff5bSpectrum
MSMass Spectrum (Electron Ionization)splash10-0006-9500000000-863ade6892cd39be1b4bSpectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000826
KNApSAcK IDC00030933
Chemspider ID13872
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14529
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .