Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:43:17 UTC
Update Date2023-02-21 17:20:33 UTC
HMDB IDHMDB0031446
Secondary Accession Numbers
  • HMDB31446
Metabolite Identification
Common Namep-Isopropylphenol
Descriptionp-Isopropylphenol, also known as 4-hydroxycumene or p-cumenol, belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety. p-Isopropylphenol is a medicinal, spicy, and warm tasting compound. p-Isopropylphenol has been detected, but not quantified in, cumins (Cuminum cyminum). This could make p-isopropylphenol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on p-Isopropylphenol.
Structure
Data?1677000033
Synonyms
ValueSource
1-Hydroxy-4-isopropylbenzeneChEBI
4-(1-Methylethyl)phenolChEBI
4-HydroxycumeneChEBI
p-CumenolChEBI
p-HydroxycumeneChEBI
4-Isopropyl-phenolChEMBL, HMDB
4-IsopropylphenolChEMBL, HMDB
4-Isopropyl phenolHMDB
AustralolHMDB
P-CuminolHMDB
P-Isopropyl phenolHMDB
Para-isopropylphenolHMDB, MeSH
p-IsopropylphenolMeSH
4-Isopropylphenol sodiumMeSH
4-Isopropylphenol, cobalt (2+) saltMeSH
Chemical FormulaC9H12O
Average Molecular Weight136.191
Monoisotopic Molecular Weight136.088815006
IUPAC Name4-(propan-2-yl)phenol
Traditional NameP-isopropylphenol
CAS Registry Number99-89-8
SMILES
CC(C)C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C9H12O/c1-7(2)8-3-5-9(10)6-4-8/h3-7,10H,1-2H3
InChI KeyYQUQWHNMBPIWGK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassCumenes
Direct ParentCumenes
Alternative Parents
Substituents
  • Phenylpropane
  • Cumene
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point62.3 °CNot Available
Boiling Point222.00 to 223.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1102 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.90Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.81 g/LALOGPS
logP2.84ALOGPS
logP2.91ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)10.28ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity42.23 m³·mol⁻¹ChemAxon
Polarizability15.8 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+127.97631661259
DarkChem[M-H]-126.56631661259
DeepCCS[M+H]+134.2530932474
DeepCCS[M-H]-130.42230932474
DeepCCS[M-2H]-167.84830932474
DeepCCS[M+Na]+143.38730932474
AllCCS[M+H]+126.532859911
AllCCS[M+H-H2O]+121.832859911
AllCCS[M+NH4]+130.932859911
AllCCS[M+Na]+132.232859911
AllCCS[M-H]-128.732859911
AllCCS[M+Na-2H]-130.432859911
AllCCS[M+HCOO]-132.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
p-IsopropylphenolCC(C)C1=CC=C(O)C=C12170.7Standard polar33892256
p-IsopropylphenolCC(C)C1=CC=C(O)C=C11181.7Standard non polar33892256
p-IsopropylphenolCC(C)C1=CC=C(O)C=C11218.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
p-Isopropylphenol,1TMS,isomer #1CC(C)C1=CC=C(O[Si](C)(C)C)C=C11274.4Semi standard non polar33892256
p-Isopropylphenol,1TBDMS,isomer #1CC(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C11524.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - p-Isopropylphenol EI-B (Non-derivatized)splash10-00di-3900000000-8ad6a5d0a64e2c14751b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - p-Isopropylphenol EI-B (Non-derivatized)splash10-00di-3900000000-8ad6a5d0a64e2c14751b2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - p-Isopropylphenol GC-MS (Non-derivatized) - 70eV, Positivesplash10-00du-7900000000-ac64e3ae9af14d10e2f52017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - p-Isopropylphenol GC-MS (1 TMS) - 70eV, Positivesplash10-006x-6900000000-4a4bf6c3109ca6b72d9e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - p-Isopropylphenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Isopropylphenol 10V, Positive-QTOFsplash10-000i-0900000000-f41f82e9901d5a074e632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Isopropylphenol 20V, Positive-QTOFsplash10-000i-3900000000-9db7463bfd7eb28786142016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Isopropylphenol 40V, Positive-QTOFsplash10-0ldl-9700000000-0f7affdfac15b2c22e722016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Isopropylphenol 10V, Negative-QTOFsplash10-000i-0900000000-21715a7abb65001d66cd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Isopropylphenol 20V, Negative-QTOFsplash10-000i-0900000000-6f1c0faf7dd86bf552f12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Isopropylphenol 40V, Negative-QTOFsplash10-00ku-5900000000-74e5fe9a940cc2275a3c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Isopropylphenol 10V, Negative-QTOFsplash10-000i-0900000000-3d153ee27562ca42735c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Isopropylphenol 20V, Negative-QTOFsplash10-000i-0900000000-6f9a2d0950537b8bde812021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Isopropylphenol 40V, Negative-QTOFsplash10-00kf-9400000000-36e5abc97b5ce8260f0c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Isopropylphenol 10V, Positive-QTOFsplash10-000l-9800000000-fec57518bc07a8d008ab2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Isopropylphenol 20V, Positive-QTOFsplash10-002p-9200000000-a0f0fae3304d4a7e082b2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Isopropylphenol 40V, Positive-QTOFsplash10-00or-9000000000-dd88696f3e0826e2319d2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • 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 IDFDB005302
KNApSAcK IDNot Available
Chemspider ID7185
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7465
PDB IDNot Available
ChEBI ID167172
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1045571
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Duke, James A. (1992) Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.. .