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Identification
Name Eucalyptol
Accession Number DB03852 (EXPT00969)
Type small molecule
Groups nutraceutical
Description

Eucalyptol 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
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
1,8-cineol
1,8-Cineole
1,8-epoxy-p-menthane
1,8-oxido-p-menthane
cajeputol
cineol
cineole
Cucalyptol
Eucapur
Zineol
Salts Not Available
Brand names
Name Company
Soledum
Brand mixtures
Brand Name Ingredients
Arthriflex Eucalyptol + Menthol
Balminil Suppositories Adults Dibunate Sodium + Eucalyptol + Menthol + Niaouli Oil
Balminil Suppositories Children Dibunate Sodium + Eucalyptol + Menthol + Niaouli Oil
Balminil Suppositories Infants Dibunate Sodium + Eucalyptol + Menthol + Niaouli Oil
Cal Mo Dol Ont Camphor + Eucalyptol + Menthol + Methyl Salicylate + Oil of Turpentine + Peppermint Oil
Carboseptol Eucalyptol + Menthol + Methyl Salicylate + Thymol + Zinc Oxide
Coolmint Antiseptic Mouthwas Eucalyptol + Menthol + Thymol
Demo Cineol Adulte Camphor + Eucalyptol + Guaiacol
Democineol Sup Bebe Camphor + Eucalyptol + Guaiacol
Democineol Sup Enfants Camphor + Eucalyptol + Guaiacol
Formule 12 Eucalyptol + Menthol
Fresh Taste Antiseptic Mouthwash Eucalyptol + Menthol + Thymol
Glenalgesic Forte Camphor + Eucalyptol + Menthol + Methyl Salicylate
Inarub Crm Eucalyptol + Menthol + Methyl Salicylate
Larynsol Loz Benzoic Acid + Chlorobutanol + Eucalyptol
Listerine Antiseptic Mouthwash Eucalyptol + Menthol + Thymol
Listerine Antiseptic Mouthwash with Fluoride Eucalyptol + Menthol + Sodium Fluoride + Thymol
Listerine Antiseptic Tartar Control Mouthwash Eucalyptol + Menthol + Thymol + Zinc Chloride
Majorana Comp Gelatum Beechwood Creosote + Calendula + Citric Acid + Echinacea Angustifolia + Eucalyptol + Lactic Acid + Origanum Majorana + Silver + Thuja Occidentalis + Tiger Lily
Mielocol Syrup Aralia Racemosa + Eucalyptol + Guaifenesin + Honey + Poplar Bud + Sanguinaria Canadensis + White Pine + Wild Cherry
Naturub Ont Eucalyptol + Menthol + Methyl Salicylate
Original Antiseptic Mouthwash Eucalyptol + Menthol + Thymol
Orthorub Eucalyptol + Menthol + Methyl Salicylate
Physio-Rub Eucalyptol + Menthol + Methyl Salicylate
Physiorub Plus Eucalyptol + Menthol + Methyl Salicylate
Pin Blanc Compose Syr Eucalyptol + Honey + White Pine
Plantago Balm Camphor + Drosera Rotundifolia + Eucalyptol + Plantago Major + Resina Laricis + Tussilago Petasites
Rhino-Vaccin Camphor + Chlorobutanol + Eucalyptol + L-Ephedrine Hydrochloride + Menthol
Star-Vi-Dol Ammonium Chloride + Eucalyptol + Menthol + Myroxylon Balsamum + White Pine + Wild Cherry
Thermo Rub Ont Eucalyptol + Menthol + Methyl Salicylate
Valda Pastilles Eucalyptol + Guaiacol + Menthol + Terpin Hydrate + Thymol
Vitarub Ont Eucalyptol + Menthol + Methyl Salicylate
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Categories
  • Anti-Infective Agents
  • Anti-inflammatory Agents
CAS number 470-82-6
Weight Average: 154.2493
Monoisotopic: 154.135765198
Chemical Formula C10H18O
InChI Key InChIKey=WEEGYLXZBRQIMU-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+
Plain Text
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
Plain Text
Mass Spec Not Available
Taxonomy
Kingdom Not Available
Classes Not Available
Substructures Not Available
Pharmacology
Indication Not Available
Pharmacodynamics Not Available
Mechanism of action Not Available
Absorption Not Available
Volume of distribution Not Available
Protein binding Not Available
Metabolism
Not Available
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Oral, rat LD50: 2480 mg/kg
Affected organisms
  • Humans and other mammals
Pathways Not Available
Pharmacoeconomics
Manufacturers Not Available
Packagers Not Available
Dosage forms Not Available
Prices Not Available
Patents Not Available
Properties
State liquid
Experimental Properties
Property Value Source
melting point 1.5 °C PhysProp
boiling point 176.4 °C PhysProp
water solubility 3500 mg/L (at 21 °C) YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP 2.74 GRIFFIN,S ET AL. (1999)
Predicted Properties
Property Value Source
water solubility 2.25e-02 g/l ALOGPS
logP 3.36 ALOGPS
logP 2.35 ChemAxon
logS -3.8 ALOGPS
pKa (strongest basic) -4.2 ChemAxon
physiological charge 0 ChemAxon
hydrogen acceptor count 1 ChemAxon
hydrogen donor count 0 ChemAxon
polar surface area 9.23 ChemAxon
rotatable bond count 0 ChemAxon
refractivity 45.86 ChemAxon
polarizability 18.54 ChemAxon
References
Synthesis Reference Not Available
General Reference
  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. 2010 Aug 16. Pubmed
External Links
Resource Link
KEGG Drug D04115 Link_out
KEGG Compound C09844 Link_out
ChEBI 27961 Link_out
ChEMBL 27961 Link_out
PharmGKB PA449555 Link_out
IUPHAR 2464 Link_out
Guide to Pharmacology 2464 Link_out
HET CNL Link_out
Drug Product Database 167983 Link_out
Wikipedia http://en.wikipedia.org/wiki/Eucalyptol Link_out
ATC Codes Not Available
AHFS Codes Not Available
PDB Entries
FDA label Not Available
MSDS show (74.3 KB)
Interactions
Drug Interactions Not Available
Food Interactions Not Available
Comments
Drug created on June 13, 2005 07:24 / Updated on February 08, 2013 16:22