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Not Available
Identification
NameEucalyptol
Accession NumberDB03852  (EXPT00969)
TypeSmall Molecule
GroupsNutraceutical
DescriptionEucalyptol is a natural organic compound which is a colorless liquid. It is a cyclic ether and a monoterpenoid. Eucalyptol is an ingredient in many brands of mouthwash and cough suppressant. It controls airway mucus hypersecretion and asthma via anti-inflammatory cytokine inhibition. Eucalyptol is an effective treatment for nonpurulent rhinosinusitis. Eucalyptol reduces inflammation and pain when applied topically. It kills leukaemia cells in vitro.
Structure
Thumb
Synonyms
1,8-cineol
1,8-Cineole
1,8-epoxy-p-menthane
1,8-oxido-p-menthane
cajeputol
cineol
cineole
Cucalyptol
Eucapur
Zineol
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Rosatra Synergy for Treatment Of Acne RosaceaOil.7 g/50gTopicalPhytopia Co., Ltd.2016-02-29Not applicableUs
Unapproved/Other Products Not Available
International Brands
NameCompany
SoledumNot Available
Brand mixtures
NameLabellerIngredients
Advanced AntisepticWakfern Food Corporation
Advanced Antiseptic CitrusH.E.B.
Advanced CitrusWalmart Stores
Advanced Citrus AntisepticPublix Supermarkets, Inc.
Alsirub OntAlsi Cie Ltee
Amber Mouth RinseFilo America
Amber Mouth Wash - LiqPerrigo International
Amber Mouthwash - LiqPerrigo International
Anitseptic Mouth RinsePharmacy Vlaue Alliance Llc
AntisepticVi Jon
Antiseptic Lil Drug Store ProductsLil' Drug Store Products, Inc.
Antiseptic Mouth RinseWalgreens
Antiseptic Mouth Rinse - LiqPerrigo International
Antiseptic MouthrinseWalmart Stores
Antiseptic RinseMeijer
AntispeticWalgreen
Antispetic Mouth RinseOnpoint, Inc
Aurora Blue MintAPOLLO HEALTH AND BEAUTY CARE
Aurora Fresh BurstAPOLLO HEALTH AND BEAUTY CARE
Balminil CamphorubRougier Pharma Division Of Ratiopharm Inc
Balminil Nasal OintmentRougier Pharma Division Of Ratiopharm 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 Cosmetic Limited
Buenos Dias De Personna Cool MintInternational Cosmetic Limited
Buenos Dias De Personna MintInternational Cosmetic Limited
Buenos Dias De Personna OriginalInternational Cosmetic Limited
Cal Mo Dol OntHerbes Universelles Inc.
Calmomusc LiqCardinaux Enrg Les Produits Naturels
Camocare Pain Relieving CreamAbkit Inc.
Camphorated Ointment CompoundRougier Pharma Division Of Ratiopharm Inc
CarboseptolHerbes Universelles Inc.
Cool Mint Antiseptic MouthwashScott Chemical Canada
Creo Grippe Enfants SupProduits Marc O (1987) Inc., Division Of Technilab Inc.
Creo Grippe Sup AdultesProduits Marc O (1987) Inc., Division Of Technilab Inc.
Demo Cineol InjSabex Inc
Demo-cineol Adultes/adultsSandoz Canada Incorporated
Demo-cineol Enfants/childrenSandoz Canada Incorporated
Discount Drug Mart Blue Mint MouthwashDiscount Dollar Mart
Discount Drug Mart Original Flavor MouthwashDiscount Drug Mart
Discount Drug Mart Spring Mint MouthwashDiscount Drug Mart
Equate Tartar Control PlusWalmart Stores
Family Dollar Antiseptic Mouth RinseFamily Dollar
Family Dollar Antiseptic Mouth Rinse Blue MintFamily Dollar Services
Family Dollar Antiseptic Mouth Rinse Spring MintFamily Dollar
Green Mint Mouth RinseFilo America
Handy Solutions Cool Mint Listerine Antiseptic MouthwashNavajo Manuracturing Company
Handy Solutions Listerine Antiseptic MouthwashNavajo Manuracturing Company
Hyvee Antiseptic Blue MintHyvee
Hyvee Antiseptic MintHyvee
Hyvee Antiseptic OriginalHyvee
Hyvee Blue MintHyvee
Hyvee Health Cool Blue Sugar FreeHyvee
Hyvee Health Green Mint Sugar FreeHyvee
Inarub CrmFrega Inc.
Infraline LiqRolmex International Inc.
Jack and Jill RubW.K. Buckley Ltd.
Keloid Healer Synergy for Treatment Of KeloidsPhytopia Co., Ltd.
Kiro-rubCentre De Recherches En Medication Naturelle Inc.
Larynsol LozHerbes Universelles 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
Listerine Freshburst AntisepticJohnson & Johnson
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.
Marco Rub Camphorated OntProduits Marc O (1987) Inc., Division Of Technilab 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
Onguent Camphre Menthol AlsiAlsi Cie Ltee
Oral Care AntisepticRite Aid
Oral Dent AmberInternational Cosmetic Limited
Oral Dent Blue MintInternational Cosmetic Limited
Oral Dent CitrusInternational Cosmetic Limited
Oral Dent Fresh MintInternational Cosmetic Limited
Oral-dent Blue MintInternational Cosmetic Limited
Original AntisepticTopco Associates
Pastilles ValdaLabs Valda
Peppermint Mouth RinseFilo America
Phytorub OntPhyto Health Corporation
Pommade Au The Des BoisLab Valmo EnregistrÉ, Division Of Technilab Inc.
Quality Choice AmberChain Drug Marketing Association
Quality Choice Blue MintChain Drug Marketing Association
Quality Choice Sprng MintChain Drug Marketing Association
Rhino-vaccinRougier Pharma Division Of Ratiopharm Inc
RinseWalgreen
Royal Mouthwash Fresh and Clean Original MintFilo America
Shaping With Workout - Loose Skin RevitalizerPhytopia Co., Ltd.
Shaping Without WorkoutPhytopia Co., Ltd.
Slim Booster With Natural Slimming ActivatorsPhytopia Co., Ltd.
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
Thermo Rub OntRolmex International Inc.
Valda PastillesBayer Inc Consumer Care
Valda Pastilles Lemon FlavouredLabs Valda
Vaporisateur MedicamenteAlsi Cie Ltee
SaltsNot Available
Categories
UNIIRV6J6604TK
CAS number470-82-6
WeightAverage: 154.2493
Monoisotopic: 154.135765198
Chemical FormulaC10H18O
InChI KeyWEEGYLXZBRQIMU-WAAGHKOSSA-N
InChI
InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3/t8-,10+
IUPAC Name
(1s,4s)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane
SMILES
C[C@@]12CC[C@@H](CC1)C(C)(C)O2
Pharmacology
IndicationNot Available
Structured Indications Not Available
Clinical Trials
PhaseStatusPurposeConditionsCount
4RecruitingPreventionNeonatal Infections1
PharmacodynamicsNot Available
Mechanism of action
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityOral, rat LD50: 2480 mg/kg
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General References
  1. Bastos VP, Gomes AS, Lima FJ, Brito TS, Soares PM, Pinho JP, Silva CS, Santos AA, Souza MH, Magalhaes PJ: Inhaled 1,8-cineole reduces inflammatory parameters in airways of ovalbumin-challenged Guinea pigs. Basic Clin Pharmacol Toxicol. 2011 Jan;108(1):34-9. doi: 10.1111/j.1742-7843.2010.00622.x. Epub 2010 Aug 16. [PubMed:20722639 ]
External Links
ATC CodesR05CA13
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSDownload (74.3 KB)
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.988
Blood Brain Barrier+0.9842
Caco-2 permeable+0.7609
P-glycoprotein substrateSubstrate0.5435
P-glycoprotein inhibitor INon-inhibitor0.6374
P-glycoprotein inhibitor IINon-inhibitor0.6455
Renal organic cation transporterNon-inhibitor0.7847
CYP450 2C9 substrateNon-substrate0.8132
CYP450 2D6 substrateNon-substrate0.7839
CYP450 3A4 substrateSubstrate0.5962
CYP450 1A2 substrateNon-inhibitor0.7719
CYP450 2C9 inhibitorNon-inhibitor0.7571
CYP450 2D6 inhibitorNon-inhibitor0.95
CYP450 2C19 inhibitorNon-inhibitor0.658
CYP450 3A4 inhibitorNon-inhibitor0.9395
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9399
Ames testNon AMES toxic0.9574
CarcinogenicityNon-carcinogens0.7856
BiodegradationNot ready biodegradable0.8549
Rat acute toxicity1.8144 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8743
hERG inhibition (predictor II)Non-inhibitor0.7089
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
MouthwashBuccal
OintmentNasal
LotionTopical
SprayTopical
PowderTopical
LiquidTopical
CreamTopical
MouthwashBuccal; Oral
SuppositoryRectal
LiquidIntramuscular
LiquidOral
LozengeOral
OintmentTopical
MouthwashDental; Oral
EmulsionTopical
OilTopical.7 g/50g
OilTopical
MouthwashDental
MouthwashOral
LiquidRespiratory (inhalation)
PricesNot Available
PatentsNot Available
Properties
StateLiquid
Experimental Properties
PropertyValueSource
melting point1.5 °CPhysProp
boiling point176.4 °CPhysProp
water solubility3500 mg/L (at 21 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP2.74GRIFFIN,S ET AL. (1999)
Predicted Properties
PropertyValueSource
Water Solubility0.0225 mg/mLALOGPS
logP3.36ALOGPS
logP2.35ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity45.86 m3·mol-1ChemAxon
Polarizability18.54 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
MSMass Spectrum (Electron Ionization)splash10-0536-9200000000-aa52695ff4a2c1313e0bView in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as oxanes. These are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassOxanes
Direct ParentOxanes
Alternative Parents
Substituents
  • Oxane
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Comments
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Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23