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Identification
NameThymol
Accession NumberDB02513  (EXPT01913)
TypeSmall Molecule
GroupsApproved
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 Identifiers Not Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Benefect Natural Hand Sanitizerliquid.5 mL/LtopicalSensible Life Products2010-03-012016-04-05Us
Benefect Natural Hand Sanitizerspray.06 mL/120mLtopicalSensible Life Products2010-03-012016-04-05Us
Cleanwell Natural Antibacterial Foaming Lavendersoap.0004 kg/kgtopicalClean Well2007-11-012016-04-05Us
Cleanwell Natural Antibacterial Foaming Orange Vanillasoap.0004 1/kgtopicalClean Well2007-11-012016-04-05Us
Cleanwell Natural Antibacterial Foaming Spearmint Limesoap.0004 kg/kgtopicalClean Well2007-11-012016-04-05Us
Cleanwell Natural Orange Vanilla Hand Sanitizerspray.0005 kg/kgtopicalClean Well2007-11-012016-04-05Us
Cleanwell Natural Orange Vanilla Hand Sanitizing Wipescloth.0005 kg/kgtopicalClean Well2010-06-152016-04-05Us
Cleanwell Natural Original Hand Sanitizer Wipescloth.0005 kg/kgtopicalClean Well2010-06-152016-04-05Us
Ginger Bergamot Natural Antibacterial Foamingsoap.0004 kg/kgtopicalClean Well2007-11-012016-04-05Us
Natures Antibac Lavendersoap.0024 kg/kgtopicalClean Well2012-02-012016-04-05Us
Natures Antibac Orange Vanillasoap.0024 kg/kgtopicalClean Well2012-02-012016-04-05Us
Natures Antibac Peppermintsoap.0024 kg/kgtopicalClean Well2012-02-012016-04-05Us
International BrandsNot Available
Brand mixtures
NameLabellerIngredients
Advanced AntisepticWakefern Food Corporation
Advanced Antiseptic CitrusH E B
Advanced CitrusWal Mart Stores, Inc
Advanced Citrus AntisepticPublix Supermarkets, Inc
Amber Mouth RinseFilo America
Amber Mouth Wash - LiqPerrigo International
Amber Mouthwash - LiqPerrigo International
AntisepticVi Jon, Inc
Antiseptic Lil Drug Store ProductsLil' Drug Store Products, Inc
Antiseptic Mouth RinseWalgreens Co.
Antiseptic Mouth Rinse - LiqPerrigo International
Antiseptic MouthrinseWal Mart Stores, Inc.
Antiseptic RinseMeijer
AntispeticWalgreen Co
Antispetic Mouth RinseOnpoint, Inc
Being Well AntisepticSave A Lot Food Stores, Ltd
BiocenceBio Germ Protection Llc
BorasolLaboratorios Dr. Collado, C x A.
Buenos Dias De Personna Citrus FlavourInternational Cosmetics Ltd.
Buenos Dias De Personna Cool MintInternational Cosmetics Ltd.
Buenos Dias De Personna MintInternational Cosmetics Ltd.
Buenos Dias De Personna OriginalInternational Cosmetics Ltd.
CarboseptolHerbes Universelles Inc.
Cool Mint Antiseptic MouthwashScott Chemical Canada
Discount Drug Mart Blue Mint MouthwashDiscount Dollar Mart
Discount Drug Mart Original Flavor MouthwashDiscount Drug Mart
Discount Drug Mart Spring Mint MouthwashDiscount Drug Mart
Family Dollar Antiseptic Mouth RinseFamily Dollar
Family Dollar Antiseptic Mouth Rinse Blue MintFamily Dollar Services Inc.
Family Dollar Antiseptic Mouth Rinse Spring MintFamily Dollar
Green Mint Mouth RinseFilo America
Handy Solutions Cool Mint Listerine Antiseptic MouthwashNavajo Manufacturing Company Inc.
Handy Solutions Listerine Antiseptic MouthwashNavajo Manufacturing Company Inc.
Hyvee Antiseptic Blue MintHyVee Inc
Hyvee Antiseptic MintHyVee Inc
Hyvee Antiseptic OriginalHyVee Inc
Hyvee Blue MintHyVee Inc
Hyvee Health Cool Blue Sugar FreeHyVee Inc
Hyvee Health Green Mint Sugar FreeHyVee Inc
LipsorexCanderm G.P.
Lipsorex - GelVexco Laboratories Inc.
Lipsorex PlusSanofi Consumer Health Inc Sanofi Sante Grand Public Inc
Lipsorex-gelVexco Laboratories Inc.
Listerine Advanced With Tartar Protection Antiseptic CitrusJohnson & Johnson Healthcare Products, Division Of Mc Neil Ppc, Inc.
Listerine AntisepticJohnson & Johnson Healthcare Products, Division Of Mc Neil Ppc, Inc.
Listerine Cool Mint AntisepticJohnson & Johnson Consumer Inc.
Listerine Freshburst AntisepticJohnson & Johnson Consumer Inc.
Listerine Naturals Antiseptic - Herbal MintJohnson & Johnson Healthcare Products, Division Of Mc Neil Ppc, Inc.
Listerine Ultraclean Antiseptic Arctic MintJohnson & Johnson Healthcare Products, Division Of Mc Neil Ppc, Inc.
Listerine Ultraclean Antiseptic Cool MintJohnson & Johnson Healthcare Products, Division Of Mc Neil Ppc, Inc.
Listerine Ultraclean Antiseptic Fresh CitrusJohnson & Johnson Healthcare Products, Division Of Mc Neil Ppc, Inc.
Marcs Blue MintAPOLLO HEALTH AND BEAUTY CARE
Marcs OriginalAPOLLO HEALTH AND BEAUTY CARE
Marcs Spring MintAPOLLO HEALTH AND BEAUTY CARE
Mastic DentChia Gi Ltd
Mouth RinseKroger
Nasal Jelly Thuna'sThuna Herbal Remedies Ltd.
Natur 911Bratch Laboratories
Oral Care AntisepticRite Aid
Oral Dent AmberInternational Cosmetic Limited
Oral Dent Blue MintInternational Cosmetics Ltd.
Oral Dent CitrusInternational Cosmetic Limited
Oral Dent Fresh MintInternational Cosmetics Ltd.
Oral-dent Blue MintInternational Cosmetic Limited
Original AntisepticTOPCO ASSOCIATES, LLC
Peppermint Mouth RinseFilo America
Quality Choice AmberChain Drug Marketing Association Inc
Quality Choice Blue MintChain Drug Marketing Association Inc
Quality Choice Sprng MintChain Drug Marketing Association Inc
RinseWalgreen Co
Royal Mouthwash Fresh and Clean Original MintFilo America
Salonpas - Pls TopHisamitsu Pharmaceutical Co., Inc.
Salonpas Medicated PlasterHisamitsu Pharmaceutical Co., Inc.
Smart Sense Blue MintKmart Corporation
Smart Sense CitrusKmart Corporation
Smart Sense Iceberg BlueKmart Corporation
Smart Sense Original FlavorKmart Corporation
Smart Sense Spring MintKmart Corporation
Soft Mint Listerine AntisepticJohnson & Johnson Healthcare Products, Division Of Mc Neil Ppc, Inc.
Tartar ControlWestern Family
Tartar Control PlusWALGREENS Co
Vaporisateur MedicamenteAlsi Cie Ltee
SaltsNot Available
Categories
UNII3J50XA376E
CAS number89-83-8
WeightAverage: 150.2176
Monoisotopic: 150.10446507
Chemical FormulaC10H14O
InChI KeyInChIKey=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
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAromatic monoterpenoids
Alternative Parents
Substituents
  • Monocyclic monoterpenoid
  • Aromatic monoterpenoid
  • P-cymene
  • Phenylpropane
  • Cumene
  • M-cresol
  • Toluene
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
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
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 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage forms
FormRouteStrength
Liquiddental
Rinseoral
Liquidtopical.5 mL/L
Spraytopical.06 mL/120mL
Lotiontopical
Spraytopical
Powdertopical
Ointmenttopical
Soaptopical.0004 1/kg
Spraytopical.0005 kg/kg
Clothtopical.0005 kg/kg
Mouthwash/garglebuccal; oral
Mouthwash/gargledental
Soaptopical.0004 kg/kg
Liquidoral
Geltopical
Mouthwashdental; oral
Jellynasal
Liquidtopical
Soaptopical.0024 kg/kg
Plastertopical
Mouthwashdental
Mouthwashoral
Liquidinhalation
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 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 FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-zu00000000-e1a28495617d7b014e5cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-zd00000000-baeee6cdcafaadeebdecView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-z700000000-e1efa41eaf818832448aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (SHIMADZU LKB-9000B) , Positivesplash10-1z00000000-333dc57384e65e3b4cfaView in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6L) , Positivesplash10-5z00000000-3679938a5ea114a30e48View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positivesplash10-cz00000000-f72f603d97f0f7081b8dView in MoNA
MSMass Spectrum (Electron Ionization)splash10-hz00000000-73edaa628c1f5f2e1bd9View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
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 15, 2015 14:27