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Identification
Name5-Methyl-2-(1-Methylethyl)Phenol
Accession NumberDB02513  (EXPT01913)
Typesmall molecule
Groupsexperimental
Description

A phenol obtained from thyme oil or other volatile oils. It is used as a stabilizer in pharmaceutic preparations. It has been used for its antiseptic, antibacterial, and antifungal actions, and was formerly used as a vermifuge. (Dorland, 28th ed)

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number89-83-8
WeightAverage: 150.2176
Monoisotopic: 150.10446507
Chemical FormulaC10H14O
InChI KeyMGSRCZKZVOBKFT-UHFFFAOYSA-N
InChI
InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3
IUPAC Name
5-methyl-2-(propan-2-yl)phenol
SMILES
CC(C)C1=CC=C(C)C=C1O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassLipids
ClassPrenol Lipids
SubclassMonoterpenes
Direct parentAromatic Monoterpenes
Alternative parentsMonocyclic Monoterpenes; Cumenes; Meta Cresols; Toluenes; Enols; Polyamines
Substituentsm-cresol; phenol derivative; toluene; benzene; polyamine; enol
Classification descriptionThis compound belongs to the aromatic monoterpenes. These are monoterpenes containing at least one aromatic ring.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9955
Blood Brain Barrier + 0.9381
Caco-2 permeable + 0.9153
P-glycoprotein substrate Non-substrate 0.722
P-glycoprotein inhibitor I Non-inhibitor 0.9343
P-glycoprotein inhibitor II Non-inhibitor 0.9883
Renal organic cation transporter Non-inhibitor 0.9036
CYP450 2C9 substrate Non-substrate 0.7352
CYP450 2D6 substrate Substrate 0.7838
CYP450 3A4 substrate Non-substrate 0.5667
CYP450 1A2 substrate Inhibitor 0.9107
CYP450 2C9 substrate Non-inhibitor 0.907
CYP450 2D6 substrate Non-inhibitor 0.9368
CYP450 2C19 substrate Non-inhibitor 0.9026
CYP450 3A4 substrate Non-inhibitor 0.9196
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7429
Ames test Non AMES toxic 0.9282
Carcinogenicity Non-carcinogens 0.7195
Biodegradation Not ready biodegradable 0.7808
Rat acute toxicity 2.2996 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8987
hERG inhibition (predictor II) Non-inhibitor 0.9087
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point51.5 °CPhysProp
boiling point232.5 °CPhysProp
water solubility900 mg/L (at 20 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP3.30HANSCH,C ET AL. (1995)
pKa10.6 (at 20 °C)SERJEANT,EP & DEMPSEY,B (1979)
Predicted Properties
PropertyValueSource
water solubility6.43e-01 g/lALOGPS
logP3.16ALOGPS
logP3.43ChemAxon
logS-2.4ALOGPS
pKa (strongest acidic)10.59ChemAxon
pKa (strongest basic)-5.2ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count1ChemAxon
hydrogen donor count1ChemAxon
polar surface area20.23ChemAxon
rotatable bond count1ChemAxon
refractivity47.27ChemAxon
polarizability17.84ChemAxon
number of rings1ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleYesChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraMS/MS1D NMR2D NMR
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
KEGG DrugD01039
KEGG CompoundC09908
PubChem Compound6989
PubChem Substance46504674
ChemSpider21105998
ChEBI27607
ChEMBL
IUPHAR2499
Guide to Pharmacology2499
HETIPB
Drug Product Database229679
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:18