Thymol

Identification

Name
Thymol
Accession Number
DB02513  (EXPT01913)
Type
Small Molecule
Groups
Approved
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
Synonyms
  • 2-isopropyl-5-methylphenol
  • 5-Methyl-2-(1-Methylethyl)Phenol
  • IPMP
External IDs
FEMA NO. 3066 / NSC-11215 / NSC-47821 / NSC-49142
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Acne Vanish Synergy for treatment of AcnesOil0.7 g/50gTopicalPhytopia Co., Ltd.2016-02-29Not applicableUs
Acute Bronchitis SynergyOil1.5 g/50gTopicalPhytopia Co., Ltd.2016-02-29Not applicableUs
Benefect Natural Hand SanitizerLiquid.5 mL/1LTopicalSensible Life Products2010-03-01Not applicableUs
Benefect Natural Hand SanitizerSpray.06 mL/120mLTopicalSensible Life Products2010-03-01Not applicableUs
Chronic Bronchitis SynergyOil0.5 g/50gTopicalPhytopia Co., Ltd.2016-02-29Not applicableUs
Cleanwell Natural Antibacterial Foaming LavenderSoap0.0004 kg/1kgTopicalCleanWell, LLC2007-11-012019-05-29Us
CleanWell Natural Antibacterial Foaming Orange VanillaSoap0.0004 1/1kgTopicalCleanWell, LLC2007-11-012019-05-29Us
CleanWell Natural Antibacterial Foaming Spearmint LimeSoap0.0004 kg/1kgTopicalCleanWell, LLC2007-11-012019-05-29Us
CleanWell Natural Orange Vanilla Hand SanitizerSpray0.0005 kg/1kgTopicalCleanWell, LLC2007-11-01Not applicableUs
CleanWell Natural Orange Vanilla Hand Sanitizing WipesCloth0.0005 kg/1kgTopicalCleanWell, LLC2010-06-15Not applicableUs
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
Advanced AntisepticThymol (.064 mL/100L) + Eucalyptol (.042 mL/100L) + Menthol (.042 mL/100L) + Methyl salicylate (.060 mL/100L)MouthwashOralWakfern Food Corporation2010-11-24Not applicableUs
Advanced AntisepticThymol (.064 kg/100L) + Eucalyptol (.092 kg/100L) + Menthol (.042 kg/100L) + Methyl salicylate (.060 kg/100L)MouthwashOralDemoulas Supermarkets, Inc.2010-07-22Not applicableUs
Advanced Antiseptic CitrusThymol (.042 mL/100L) + Eucalyptol (.092 mL/100L) + Menthol (.042 mL/100L) + Methyl salicylate (.060 mL/100L)MouthwashOralDrug Mart1991-06-15Not applicableUs
Advanced Antiseptic CitrusThymol (.042 mL/100L) + Eucalyptol (.092 mL/100L) + Menthol (.042 mL/100L) + Methyl salicylate (.060 mL/100L)MouthwashOralH.E.B.2010-10-15Not applicableUs
Advanced CitrusThymol (.064 kg/100L) + Eucalyptol (.092 kg/100L) + Menthol (.042 kg/100L) + Methyl salicylate (.060 kg/100L)MouthwashOralWalmart Stores2010-07-22Not applicableUs
Advanced Citrus AntisepticThymol (.064 mL/100L) + Eucalyptol (.092 mL/100L) + Menthol (.042 mL/100L) + Methyl salicylate (.060 mL/100L)MouthwashOralPublix Supermarkets, Inc.2001-05-03Not applicableUs
Amber Mouth RinseThymol (0.64 mg/1mL) + Eucalyptol (0.92 mg/1mL) + Menthol (0.42 mg/1mL) + Methyl salicylate (0.6 mg/1mL)LiquidOralFilo America2013-07-30Not applicableUs
Amber Mouth Wash - LiqThymol (0.064 %) + Eucalyptol (0.092 %) + Menthol (0.042 %)LiquidDentalPerrigo International1996-10-091999-08-06Canada
Amber Mouthwash - LiqThymol (0.064 %) + Eucalyptol (0.092 %) + Menthol (0.042 %)LiquidDentalPerrigo International1996-06-301999-08-06Canada
Anitseptic Mouth RinseThymol (0.64 mg/1mL) + Eucalyptol (0.92 mg/1mL) + Menthol (0.42 mg/1mL) + Methyl salicylate (0.60 mg/1mL)MouthwashOralPharmacy Vlaue Alliance Llc2003-08-19Not applicableUs
Categories
UNII
3J50XA376E
CAS number
89-83-8
Weight
Average: 150.2176
Monoisotopic: 150.10446507
Chemical Formula
C10H14O
InChI Key
MGSRCZKZVOBKFT-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

Pharmacology

Indication
Not Available
Associated Conditions
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0001878
KEGG Drug
D01039
KEGG Compound
C09908
PubChem Compound
6989
PubChem Substance
46504674
ChemSpider
21105998
BindingDB
50240432
ChEBI
27607
ChEMBL
CHEMBL29411
IUPHAR
2499
Guide to Pharmacology
GtP Drug Page
HET
IPB
Wikipedia
Thymol
PDB Entries
1e06

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedPreventionNeonatal Infections1
4CompletedTreatmentPeriodontitis, Aggressive1
Not AvailableRecruitingTreatmentPeriodontitis / Type 2 Diabetes Mellitus1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
OilTopical0.7 g/50g
LiquidDental
RinseOral
MouthwashOral
MouthwashBuccal
LiquidTopical.5 mL/1L
SprayTopical.06 mL/120mL
LotionTopical
SprayTopical
PowderTopical
OintmentTopical
OilTopical0.5 g/50g
SoapTopical0.0004 1/1kg
SoapTopical0.0004 kg/1kg
SprayTopical0.0005 kg/1kg
ClothTopical0.0005 kg/1kg
OilTopical1.5 g/50g
MouthwashBuccal; Oral
MouthwashDental
OilTopical1.7 g/50g
GelTopical
MouthwashDental; Oral
JellyNasal
LiquidTopical
SoapTopical0.0024 kg/1kg
LozengeOral
LiquidOral
PlasterTopical
PatchCutaneous; Topical; Transdermal
LiquidRespiratory (inhalation)
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)51.5 °CPhysProp
boiling point (°C)232.5 °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 Solubility0.643 mg/mLALOGPS
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 Area20.23 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.27 m3·mol-1ChemAxon
Polarizability17.84 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9955
Blood Brain Barrier+0.9381
Caco-2 permeable+0.9153
P-glycoprotein substrateNon-substrate0.722
P-glycoprotein inhibitor INon-inhibitor0.9343
P-glycoprotein inhibitor IINon-inhibitor0.9883
Renal organic cation transporterNon-inhibitor0.9036
CYP450 2C9 substrateNon-substrate0.7352
CYP450 2D6 substrateSubstrate0.7838
CYP450 3A4 substrateNon-substrate0.5667
CYP450 1A2 substrateInhibitor0.9107
CYP450 2C9 inhibitorNon-inhibitor0.907
CYP450 2D6 inhibitorNon-inhibitor0.9368
CYP450 2C19 inhibitorNon-inhibitor0.9026
CYP450 3A4 inhibitorNon-inhibitor0.9196
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7429
Ames testNon AMES toxic0.9282
CarcinogenicityNon-carcinogens0.7195
BiodegradationNot ready biodegradable0.7808
Rat acute toxicity2.2996 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8987
hERG inhibition (predictor II)Non-inhibitor0.9087
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-000i-0900000000-333dc57384e65e3b4cfa
GC-MS Spectrum - EI-BGC-MSsplash10-000i-1900000000-3679938a5ea114a30e48
GC-MS Spectrum - EI-BGC-MSsplash10-000i-3900000000-8ce5865e48dad7250d5e
GC-MS Spectrum - EI-BGC-MSsplash10-0udi-0109030000-5562c203cb318f30321b
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0a4i-2492200000-85342d698be72263a95f
Mass Spectrum (Electron Ionization)MSsplash10-000i-4900000000-73edaa628c1f5f2e1bd9
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-01p9-9700000000-e1a28495617d7b014e5c
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-014i-9300000000-baeee6cdcafaadeebdec
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-015c-9100000000-e1efa41eaf818832448a
MS/MS Spectrum - EI-B (SHIMADZU LKB-9000B) , PositiveLC-MS/MSsplash10-000i-0900000000-333dc57384e65e3b4cfa
MS/MS Spectrum - EI-B (HITACHI RMU-6L) , PositiveLC-MS/MSsplash10-000i-1900000000-3679938a5ea114a30e48
MS/MS Spectrum - EI-B (HITACHI M-80B) , PositiveLC-MS/MSsplash10-000i-3900000000-f72f603d97f0f7081b8d
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Monoterpenoids
Direct Parent
Aromatic monoterpenoids
Alternative Parents
Monocyclic monoterpenoids / Phenylpropanes / Cumenes / Meta cresols / Toluenes / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Organooxygen compounds / Hydrocarbon derivatives
Substituents
P-cymene / Aromatic monoterpenoid / Monocyclic monoterpenoid / Cumene / Phenylpropane / M-cresol / 1-hydroxy-4-unsubstituted benzenoid / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Toluene
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
phenols, monoterpenoid (CHEBI:27607) / Menthane monoterpenoids, Cyclic monoterpenes (C09908) / Menthane monoterpenoids (LMPR0102090029)

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:18