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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:47:21 UTC
Update Date2019-01-11 19:43:54 UTC
HMDB IDHMDB0032029
Secondary Accession Numbers
  • HMDB32029
Metabolite Identification
Common Name2-Isopropylphenol
Description2-Isopropylphenol is a flavouring ingredien
Structure
Data?1547235834
Synonyms
ValueSource
1-Hydroxy-2-isopropylbenzeneChEBI
2-(1-Methylethyl)phenolChEBI
O-CumenolChEBI
O-HydroxycumeneChEBI
O-IsopropylphenolChEBI
1-Hydroxy-3-isopropylbenzeneHMDB
2-(1-Methylethyl)-phenolHMDB
2-(1-Methylethyl)phenol, 9ciHMDB
2-(Propan-2-yl)phenolHMDB
FEMA 3461HMDB
Isopropyl-phenolHMDB
Isopropylphenol, orthoHMDB
O-Isopropyl-phenolHMDB
ortho-IsopropylphenolHMDB
Prodox 131HMDB
Chemical FormulaC9H12O
Average Molecular Weight136.191
Monoisotopic Molecular Weight136.088815006
IUPAC Name2-(propan-2-yl)phenol
Traditional Name2-isopropylphenol
CAS Registry Number88-69-7
SMILES
CC(C)C1=CC=CC=C1O
InChI Identifier
InChI=1S/C9H12O/c1-7(2)8-5-3-4-6-9(8)10/h3-7,10H,1-2H3
InChI KeyCRBJBYGJVIBWIY-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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
  • Phenol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point15 - 16 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.88Not Available
Predicted Properties
PropertyValueSource
Water Solubility3.09 g/LALOGPS
logP2.78ALOGPS
logP2.91ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)10.5ChemAxon
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity42.23 m³·mol⁻¹ChemAxon
Polarizability15.63 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dr-9700000000-0a3ec6f0b6db49b1bb8cJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dr-9700000000-0a3ec6f0b6db49b1bb8cJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dr-6900000000-65b25162f6cb1b887f17JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-006x-8900000000-6f77c31ece141c6bd323JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-f27e4c86fd02f3a4d9f5JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-7900000000-b30b63f3decaee02aa55JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxu-9400000000-6296af1e3299f7217b19JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-69d37dcc656ad26252a0JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-36ddf0e1e27114cf431aJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ku-7900000000-512c84878dbff828e6bfJSpectraViewer | MoNA
MSMass Spectrum (Electron Ionization)splash10-00di-4900000000-0ab562a07073aa1cb86aJSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
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
FoodDB IDFDB008729
KNApSAcK IDNot Available
Chemspider ID6677
KEGG Compound IDNot Available
BioCyc IDCPD-14150
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6943
PDB IDIP0
ChEBI ID38506
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
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  2. Toyama T, Momotani N, Ogata Y, Miyamori Y, Inoue D, Sei K, Mori K, Kikuchi S, Ike M: Isolation and characterization of 4-tert-butylphenol-utilizing Sphingobium fuliginis strains from Phragmites australis rhizosphere sediment. Appl Environ Microbiol. 2010 Oct;76(20):6733-40. doi: 10.1128/AEM.00258-10. Epub 2010 Aug 27. [PubMed:20802076 ]
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  4. Toyama T, Maeda N, Murashita M, Chang YC, Kikuchi S: Isolation and characterization of a novel 2-sec-butylphenol-degrading bacterium Pseudomonas sp. strain MS-1. Biodegradation. 2010 Apr;21(2):157-65. doi: 10.1007/s10532-009-9290-y. Epub 2009 Aug 25. [PubMed:19705287 ]
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  8. Krcmar S: Responses of Tabanidae (Diptera) to canopy traps baited with 4-methylphenol, 3-isopropylphenol, and naphthalene. J Vector Ecol. 2007 Dec;32(2):188-92. [PubMed:18260506 ]
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  12. Li J, Ma M, Wang Z: A two-hybrid yeast assay to quantify the effects of xenobiotics on retinoid X receptor-mediated gene expression. Toxicol Lett. 2008 Feb 15;176(3):198-206. doi: 10.1016/j.toxlet.2007.11.006. Epub 2007 Dec 3. [PubMed:18207673 ]
  13. Feng Y, Colosi LM, Gao S, Huang Q, Mao L: Transformation and removal of tetrabromobisphenol A from water in the presence of natural organic matter via laccase-catalyzed reactions: reaction rates, products, and pathways. Environ Sci Technol. 2013 Jan 15;47(2):1001-8. doi: 10.1021/es302680c. Epub 2013 Jan 7. [PubMed:23256593 ]
  14. Li J, Ma M, Wang Z: A two-hybrid yeast assay to quantify the effects of xenobiotics on thyroid hormone-mediated gene expression. Environ Toxicol Chem. 2008 Jan;27(1):159-67. [PubMed:18092857 ]
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