eugenol
 
Notes:
a cinnamate derivative of the shikamate pathway found in clove oil and other plants. Very widespread occurrence in essential oils. Major component of clove oil. Also found in citrus and thyme oils. Present in apple, apricot, banana and cherry fruits. Flavouring agent Eugenol (C10H12O2), is an allyl chain-substituted guaiacol. Eugenol is a member of the phenylpropanoids class of chemical compounds. It is a clear to pale yellow oily liquid extracted from certain essential oils especially from clove oil, nutmeg, cinnamon, and bay leaf[citation needed]. It is slightly soluble in water and soluble in organic solvents. It has a pleasant, spicy, clove-like aroma.; Eugenol is an allyl chain-substituted guaiacol, i.e. 2-methoxy-4-(2-propenyl)phenol. Eugenol is a member of the allylbenzene class of chemical compounds. It is a clear to pale yellow oily liquid extracted from certain essential oils especially from clove oil, nutmeg, cinnamon, and bay leaf. It is slightly soluble in water and soluble in organic solvents. It has a pleasant, spicy, clove-like odor.; Eugenol is used in perfumeries, flavorings, essential oils and in medicine as a local antiseptic and anaesthetic. It was used in the production of isoeugenol for the manufacture of vanillin, though most vanillin is now produced from petrochemicals or from by-products of paper manufacture (Wikipedia).; Eugenol is used in perfumeries, flavorings, essential oils and in medicine as a local antiseptic and anesthetic. It is a key ingredient in Indonesian kretek (clove) cigarettes. It was used in the production of isoeugenol for the manufacture of vanillin, though most vanillin is now produced from phenol or from lignin.; It is one of many compounds that is attractive to males of various species of orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study.
Synonyms   Articles   Notes   Search
Fragrance Demo Formulas    Flavor Demo Formulas
2-methoxy-4-prop-2-enylphenol (Click)
CAS Number: 97-53-0Picture of molecule
ECHA EINECS - REACH Pre-Reg: 202-589-1
FDA UNII:3T8H1794QW
Nikkaji Web: J3.977B
Beilstein Number: 1366759
MDL: MFCD00008654
FEMA Number: 2467
CoE Number: 171
XlogP3: 2.00 (est)
Molecular Weight: 164.20404000
Formula: C10 H12 O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: cosmetic, flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
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Google Patents: Search
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IBM Patents: Obtain
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NCBI: Search
Read: Under the conditions of intended use - New developments in the FEMA GRAS program and the safety assessment of flavor ingredients
Read: A GRAS assessment program for flavor ingredients
Read: Sensory testing for flavorings with modifying properties. Food Technology
Read: Criteria for the safety evaluation of flavoring substances
Read: A procedure for the safety evaluation of natural flavor complexes used as ingredients in food: essential oils
Read: FEMA Expert Panel: 30 Years of safety evaluation for the flavor industry
Read: Consumption ratio and food predominance of flavoring materials
 FDA/DG SANTE Petitions, Reviews, Notices:
184.1257 Eugenol View-review
JECFA Food Flavoring: 1529  eugenol
Flavis Number: 04.003 (Old)
DG SANTE Food Flavourings: 04.003  eugenol
DG SANTE Food Contact Materials: eugenol
FEMA Number: 2467  eugenol
FDA Mainterm: EUGENOL
FDA Regulation:
FDA PART 177 -- INDIRECT FOOD ADDITIVES: POLYMERS
Subpart C--Substances for Use Only as Components of Articles Intended for Repeated Use
Sec. 177.2800 Textiles and textile fibers.


FDA PART 184 -- DIRECT FOOD SUBSTANCES AFFIRMED AS GENERALLY RECOGNIZED AS SAFE
Subpart B--Listing of Specific Substances Affirmed as GRAS
Sec. 184.1257 Clove and its derivatives.
Synonyms   Articles   Notes   Search   Top
Physical Properties:
Appearance: pale yellow to dark yellow clear liquid (est)
Assay: 98.00 to 100.00 % 
Food Chemicals Codex Listed: Yes
Specific Gravity: 1.06400 to 1.07000 @  25.00 °C.
Pounds per Gallon - (est).: 8.854 to  8.903
Specific Gravity: 1.06100 to 1.06900 @  20.00 °C.
Pounds per Gallon - est.: 8.839 to 8.906
Refractive Index: 1.54000 to 1.54200 @  20.00 °C.
Melting Point: -12.00 to  -10.00 °C. @ 760.00 mm Hg
Boiling Point: 252.00 to  253.00 °C. @ 760.00 mm Hg
Boiling Point: 121.00 to  124.00 °C. @ 10.00 mm Hg
Acid Value: 1.00 max. KOH/g
Vapor Pressure: 0.010400 mm/Hg @ 25.00 °C. (est)
Flash Point: > 200.00 °F. TCC ( > 93.33 °C. )
logP (o/w): 2.270
Shelf Life: 24.00 month(s) or longer if stored properly.
Storage: store in cool, dry place in tightly sealed containers, protected from heat and light.
Soluble in:
 fixed oils
 kerosene
 paraffin oil, slightly soluble in warm paraffin oil
 water, 754 mg/L @ 25 °C (est)
 water, 2460 mg/L @ 25 °C (exp)
Insoluble in:
 water
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Organoleptic Properties:
Odor Type: spicy
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
Odor Description:
at 10.00 % in dipropylene glycol. 
sweet spicy clove woody
Substantivity: 52 Hour(s)
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: denaturants
perfuming agents
tonic
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Safety Information:
Most important hazard(s):
Xn - Harmful.
  R 22 - Harmful if swallowed.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
R 42/43 - May cause sensitization by inhalation and skin contact.
S 02 - Keep out of the reach of children.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
Human Experience: 8 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
  oral-rat LD50  1930 mg/kg
LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: COMA BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Proceedings of the Society for Experimental Biology and Medicine. Vol. 73, Pg. 148, 1950.

oral-dog LDLo  500 mg/kg
BEHAVIORAL: ATAXIA GASTROINTESTINAL: NAUSEA OR VOMITING
Gastroenterology. Vol. 15, Pg. 481, 1950.

oral-guinea pig LD50  2130 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

intratracheal-hamster LD50  17 mg/kg
LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
Archives of Toxicology. Vol. 59, Pg. 78, 1986.

intraperitoneal-mouse LD50  500 mg/kg
Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 250, Pg. 1148, 1960.

intravenous-mouse LD50  72 mg/kg
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 164, Pg. 30, 1966.

oral-mouse LD50  3000 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

intratracheal-rat LD50  11 mg/kg
LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
Archives of Toxicology. Vol. 59, Pg. 78, 1986.

intraperitoneal-rat LDLo  800 mg/kg
BEHAVIORAL: MUSCLE WEAKNESS KIDNEY, URETER, AND BLADDER: OTHER CHANGES BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Revue Medicale de la Suisse Romande. Vol. 16, Pg. 449, 1896.

Dermal Toxicity:
  subcutaneous-rat LDLo 5000 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE WEAKNESS KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Revue Medicale de la Suisse Romande. Vol. 16, Pg. 449, 1896.

Inhalation Toxicity:
  inhalation-rat LC > 2580 mg/m3/4H
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Archives of Toxicology. Vol. 62, Pg. 381, 1988.

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Safety in Use Information:
Category: cosmetic, flavor and fragrance agents
IFRA Critical Effect: Sensitization
IFRA: View Standard
Fragrance usage is IFRA RESTRICTED. View Standard for complete information.
Please review all IFRA documents for complete information.
IFRA categories: limits in the finished product: (For a description of the categories, refer to the IFRA QRA Information Booklet.)
Category 1:
See Note (1)
0.20 % (1)
Category 2:  0.20 %
Category 3:  0.50 %
Category 4:  0.50 %
Category 5:  0.50 %
Category 6:  4.30 % (1)
Category 7:  0.40 %
Category 8:  0.50 %
Category 9:  0.50 %
Category 10:  0.50 %
Category 11: See Note (2)
 Notes:
 

For this material, for pragmatic reasons, restrictive levels allowed by the QRA for certain categories but actually being higher than those already in place before applying the QRA, will temporarily not be implemented until the end of a 5 year monitoring phase. At the end of the 5 years the position will be reevaluated again.

 

(1) IFRA would recommend that any material used to impart perfume or flavour in products intended for human ingestion should consist of ingredients that are in compliance with appropriate regulations for foods and food flavourings in the countries of planned distribution and, where these are lacking, with the recommendations laid down in the Code of Practice of IOFI (International Organisation of the Flavor Industry). Further information about IOFI can be found on its website (www.iofi.org).

 

(2) Category 11 includes all non-skin contact or incidental skin contact products. Due to the negligible skin contact from these types of products there is no justification for a restriction of the concentration of this fragrance ingredient in the finished product.

 
Maximised Survey-derived Daily Intakes (MSDI-EU): 950.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 3364.00 (μg/capita/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
 average usual ppmaverage maximum ppm
baked goods: -33.00000
beverages(nonalcoholic): -1.40000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -500.00000
condiments / relishes: 9.60000100.00000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -3.10000
fruit ices: -3.10000
gelatins / puddings: -0.60000
granulated sugar: --
gravies: --
hard candy: -32.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: 40.000002000.00000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
Synonyms   Articles   Notes   Search   Top
Safety References:
European Food Safety Athority(efsa): Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
Flavouring Group Evaluation 60 (FGE.60): Consideration of eugenol and related hydroxyallylbenzene derivatives evaluated by JECFA (65th meeting) structurally related to ring- substituted phenolic substances evaluated by EFSA in FGE.22 (2006)
View page or View pdf
Scientific Opinion on the safety and efficacy of allylhydroxybenzenes (chemical group 18) when used as flavourings for all animal species
View page or View pdf
Conclusion on the peer review of the pesticide risk assessment of the active substance eugenol
View page or View pdf
Review of substances/agents that have direct beneficial effect on the environment: mode of action and assessment of efficacy
View page or View pdf
Scientific Opinion on the safety and efficacy of Liderfeed« (eugenol) for chickens for fattening
View page or View pdf
Outcome of the consultation with Member States, the applicant and EFSA on the pesticide risk assessment for eugenol in light of confirmatory data
View page or View pdf
Efficacy of Liderfeed« (eugenol) for chickens for fattening
View page or View pdf
EPI System: View
NLM Hazardous Substances Data Bank: Search
Chemical Carcinogenesis Research Information System: Search
Cancer Citations: Search
Toxicology Citations: Search
Carcinogenic Potency Database: Search
EPA GENetic TOXicology: Search
Env. Mutagen Info. Center: Search
NLM Developmental and Reproductive Toxicity: Search
EPA Substance Registry Services (TSCA): 97-53-0
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 3314
National Institute of Allergy and Infectious Diseases: Data
SCCNFP: opinion
WGK Germany:1
 2-methoxy-4-prop-2-enylphenol
Chemidplus: 0000097530
EPA/NOAA CAMEO:hazardous materials
RTECS: SJ4375000 for cas# 97-53-0
Synonyms   Articles   Notes   Search   Top
References:
 2-methoxy-4-prop-2-enylphenol
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 97-53-0
Pubchem (cid): 3314
Pubchem (sid): 134970633
Flavornet: 97-53-0
Pherobase: View
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
CHEBI: View
CHEMBL: View
Metabolomics Database: Search
KEGG (GenomeNet): C10453
HMDB (The Human Metabolome Database): HMDB05809
FooDB: FDB012171
YMDB (Yeast Metabolome Database): YMDB01613
Export Tariff Code: 2909.50.4010
Haz-Map: View
Household Products: Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
No odor group found for these
 atractylis absoluteFR
aldehydic
2-methyl undecanal (aldehyde C-12 mna)FL/FR
 nonanal (aldehyde C-9)FL/FR
10-undecenal (aldehyde C-11 undecylenic)FL/FR
amber
 cistus ladaniferus resinoidFR
anise
sweet fennel seed oilFL/FR
anisic
para-anisaldehydeFL/FR
 dihydroanetholFL/FR
balsamic
2-acetyl furanFL/FR
isoamyl benzoateFL/FR
 amyris wood oilFL/FR
siam benzoin resinoidFL/FR
isobutyl cinnamateFL/FR
 cinnamyl alcoholFL/FR
 clover nitrileFR
 copaiba balsam oilFL/FR
 ethyl cinnamateFL/FR
 methyl (E)-cinnamateFL/FR
3-phenyl propyl alcoholFL/FR
caramellic
 immortelle absoluteFL/FR
 maltolFL/FR
chocolate
isoamyl phenyl acetateFL/FR
 chocolate pyrazine AFL/FR
citrus
 bergamot oil bergaptene reduced italyFL/FR
blood orange oil italyFL/FR
sweet orange peel oil c.p. brazilFL/FR
coconut
gamma-nonalactone (aldehyde C-18 (so-called))FL/FR
fatty
 coconut absoluteFL/FR
 decanolFL/FR
floral
 acetophenoneFL/FR
alpha-amyl cinnamaldehydeFL/FR
isoamyl salicylateFL/FR
 benzyl acetateFL/FR
 bois de rose oil brazilFL/FR
isobutyl salicylateFL/FR
 citronellolFL/FR
 coriander seed oilFL/FR
 cyclohexyl ethyl alcoholFL/FR
 dihydrojasmoneFL/FR
 floral pyranolFR
 geraniolFL/FR
 geranium oil bourbonFL/FR
 heliotropinFL/FR
 heliotropyl acetoneFL/FR
 heliotropyl diethyl acetalFR
(Z)-3-hexen-1-yl salicylateFL/FR
alpha-hexyl cinnamaldehydeFL/FR
 jasmin absolute egypt (from concrete)FL/FR
 karo karounde absoluteFR
abrialis lavandin oilFL/FR
 leerallFR
 lilyallFR
 linaloolFL/FR
laevo-linaloolFL/FR
 linalool oxideFL/FR
 nerolFL/FR
 nonanolFL/FR
 ocean propanalFL/FR
 orris pyridine 25% IPMFR
 palmarosa oilFL/FR
 peony alcoholFR
 petitgrain oil paraguayFL/FR
 phenethyl acetateFL/FR
 phenethyl alcoholFL/FR
 phenethyl salicylateFL/FR
 rhodinolFL/FR
 tetrahydrolinaloolFL/FR
 violet methyl carbonateFR
 ylang ylang flower oilFL/FR
fruity
 allyl amyl glycolateFR
 allyl cyclohexyl propionateFL/FR
gamma-decalactoneFL/FR
 dimethyl benzyl carbinyl isobutyrateFR
 raspberry ketoneFL/FR
green
 acetaldehyde ethyl phenethyl acetalFL/FR
(Z)-3-hexen-1-yl benzoateFL/FR
 narcissus flower absoluteFR
hay
 beeswax absoluteFL/FR
herbal
 carum carvi fruit oilFL/FR
 clary sage oil franceFL/FR
 costmary oil (chrysanthemum balsamita)FR
 hyssop oilFL/FR
 lavender absolute bulgariaFL/FR
 linalyl acetateFL/FR
mossy
 treemoss absoluteFR
 veramoss (IFF)FR
naphthyl
beta-naphthyl ethyl etherFL/FR
powdery
para-anisyl acetateFL/FR
para-anisyl alcoholFL/FR
spicy
 allspice oilFL/FR
 benzyl isoeugenolFL/FR
 carnation absoluteFR
 cassia bark oil chinaFL/FR
 clove leaf oilFL/FR
 cubeb oilFL/FR
black currant bud absoluteFL/FR
 elettaria cardamomum seed oilFL/FR
 eugenolFL/FR
isoeugenyl acetateFL/FR
 ginger root oil chinaFL/FR
alpha-methyl cinnamaldehydeFL/FR
 methyl isoeugenolFL/FR
 nutmeg oilFL/FR
black pepper oilFL/FR
 pimenta acris leaf oilFL/FR
sweet
 vanilla bean absolute (vanilla planifolia)FL/FR
terpenic
 frankincense oilFL/FR
alpha-terpineolFL/FR
tonka
 coumarinFR
 deertongue absoluteFR
 tonka bean absoluteFR
vanilla
 ethyl vanillinFL/FR
 vanillyl acetateFL/FR
waxy
1-undecanolFL/FR
woody
 guaiacwood oilFL/FR
 gurjun balsam oilFR
 methyl cedryl ketoneFL/FR
 patchouli ethanoneFR
 patchouli oilFL/FR
 sandalwood oilFL/FR
 santallFR
 tobacarol (IFF)FR
 woody acetateFR
 woody propanolFR
 
For Flavor
 
No flavor group found for these
 acetaldehyde ethyl phenethyl acetalFL/FR
 chocolate pyrazine AFL/FR
 cyclohexyl ethyl alcoholFL/FR
laevo-linaloolFL/FR
 methyl (E)-cinnamateFL/FR
 methyl cedryl ketoneFL/FR
 phenethyl salicylateFL/FR
aldehydic
 decanolFL/FR
 nonanal (aldehyde C-9)FL/FR
 nonanolFL/FR
1-undecanolFL/FR
anise
sweet fennel seed oilFL/FR
aromatic
 benzyl isoeugenolFL/FR
balsamic
siam benzoin resinoidFL/FR
isobutyl cinnamateFL/FR
 copaiba balsam oilFL/FR
 ethyl cinnamateFL/FR
berry
 heliotropyl acetoneFL/FR
brown
 beeswax absoluteFL/FR
caramellic
 maltolFL/FR
citrus
 bergamot oil bergaptene reduced italyFL/FR
 linaloolFL/FR
 nerolFL/FR
blood orange oil italyFL/FR
sweet orange peel oil c.p. brazilFL/FR
 petitgrain oil paraguayFL/FR
alpha-terpineolFL/FR
cooling
isobutyl salicylateFL/FR
creamy
para-anisaldehydeFL/FR
gamma-nonalactone (aldehyde C-18 (so-called))FL/FR
fatty
 coconut absoluteFL/FR
(Z)-3-hexen-1-yl benzoateFL/FR
10-undecenal (aldehyde C-11 undecylenic)FL/FR
floral
isoamyl phenyl acetateFL/FR
 bois de rose oil brazilFL/FR
 citronellolFL/FR
 dihydrojasmoneFL/FR
 geraniolFL/FR
 geranium oil bourbonFL/FR
 jasmin absolute egypt (from concrete)FL/FR
 linalyl acetateFL/FR
 ocean propanalFL/FR
 palmarosa oilFL/FR
 phenethyl alcoholFL/FR
 rhodinolFL/FR
 tetrahydrolinaloolFL/FR
 ylang ylang flower oilFL/FR
fruity
 allyl cyclohexyl propionateFL/FR
isoamyl benzoateFL/FR
para-anisyl acetateFL/FR
para-anisyl alcoholFL/FR
 benzyl acetateFL/FR
gamma-decalactoneFL/FR
 heliotropinFL/FR
 raspberry ketoneFL/FR
green
isoamyl salicylateFL/FR
 cinnamyl alcoholFL/FR
(Z)-3-hexen-1-yl salicylateFL/FR
 immortelle absoluteFL/FR
 linalool oxideFL/FR
herbal
 carum carvi fruit oilFL/FR
 clary sage oil franceFL/FR
 coriander seed oilFL/FR
 dihydroanetholFL/FR
 hyssop oilFL/FR
abrialis lavandin oilFL/FR
 lavender absolute bulgariaFL/FR
honey
 phenethyl acetateFL/FR
nutty
2-acetyl furanFL/FR
powdery
 acetophenoneFL/FR
beta-naphthyl ethyl etherFL/FR
spicy
 allspice oilFL/FR
 benzylidene acetoneFL
 cassia bark oil chinaFL/FR
 clove leaf oilFL/FR
 cubeb oilFL/FR
black currant bud absoluteFL/FR
 elettaria cardamomum seed oilFL/FR
 eugenolFL/FR
isoeugenyl acetateFL/FR
 ginger root oil chinaFL/FR
alpha-methyl cinnamaldehydeFL/FR
 methyl isoeugenolFL/FR
 nutmeg oilFL/FR
black pepper oilFL/FR
3-phenyl propyl alcoholFL/FR
 pimenta acris leaf oilFL/FR
sweet
 vanilla bean absolute (vanilla planifolia)FL/FR
tropical
alpha-amyl cinnamaldehydeFL/FR
vanilla
 ethyl vanillinFL/FR
 vanillyl acetateFL/FR
waxy
alpha-hexyl cinnamaldehydeFL/FR
2-methyl undecanal (aldehyde C-12 mna)FL/FR
woody
 amyris wood oilFL/FR
 frankincense oilFL/FR
 guaiacwood oilFL/FR
 patchouli oilFL/FR
 sandalwood oilFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 acacia cassie farnesianaFR
 agate 
 almondFR
 amberFR
 angel 
 appleFR
 apricotFR
 aramis 
 azaleaFR
 balsamFR
 bananaFR
 bayFL/FR
 bay rumFR
 bayberryFR
 bellodgia 
 benzoin 
 blue grass 
 blue mist 
 bouquetFR
 camelia 
 carawayFL/FR
 carnation dianthus oeilletFR
 cassiaFR
 champaca champakFR
 cherryFR
 chocolate cacao 
 christmas blendsFR
 chypreFR
 cinnamonFR
 citronellaFL/FR
 citrusFR
 cloveFR
 dateFR
 eglantine sweet briarFR
 fern fougereFR
 fixer 
 floralFR
 florida breeze 
 forestFR
 forest pine forestFR
 gardeniaFR
 geraniumFR
 ginger whiteFR
 gingerbreadFR
 greenhouseFR
 heatherFR
 heliotropeFR
 herbalFR
 hollyberryFR
 honeysuckle chevrefeuilleFR
 hovenia 
 hyacinth jacintheFR
 incenseFR
 jasminFR
 leatherFR
 maceFR
 magnoliaFR
 majaFR
 meat smoked meat 
 millefleurs 
 mintFR
 muskFR
 myrrhFR
 narcissus narcisseFR
 neroliFR
 nut walnutFL
 orange blossomFR
 orchidFR
 orientalFR
 orris irisFR
 patchouliFR
 peachFR
 pearFR
 pimentoFL/FR
 plumFR
 poppy 
 powderFR
 pumpkin pieFR
 quinceFR
 rain springFR
 raspberryFR
 reseda mignonetteFR
 roseFR
 rose whiteFR
 sandalwoodFR
 sassafrasFR
 spiceFR
 stock evening scentedFR
 strawberryFR
 sweet peaFR
 tobacco flowerFR
 tuberoseFR
 vanillaFR
 violetFR
 wallflowerFR
 windsor soap 
 wisteria wistaria glycineFR
 witch hazelFR
 woodyFR
 ylang ylangFR
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Occurrence (nature, food, other): note
 allspice
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 allspice flower oil
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 allspice fruit
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 allspice leaf
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 allspice leaf oil
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 almond flower
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 anise oil
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 anise seed
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 anise seed oil
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 basil absolute sweet @ 26.49%
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 basil leaf
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 basil leaf oil
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 basil oil
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 basil oil CO2 sweet @ 12.40%
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 basil oil sweet @ 4.00%
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 basil oil sweet egypt @ 0.29%
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 basil oil sweet poland @ 0.62%
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 basil plant
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 basil shoot oil
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 basswood flower
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 bay laurel berry
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 bay laurel leaf
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 bay laurel leaf oil
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 bay laurel oil
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 bay leaf oil @ 44.41-68.93%
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 bay leaf oil anise @ 1.0%
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 bay leaf oil clove @ 56.1%
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 bay leaf oil lemon @ 0.1%
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 betel leaf oil @ 33.22%
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 bilberry fruit juice
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 blueberry fruit
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 cananga
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 carnation absolute @ 3.60%
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 carrot seed
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 cascarilla
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 cassia bark
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 cassia bark oil china @ 3.63%
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 cassia leaf
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 cassia leaf oil china @ 3.63%
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 celery plant
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 celery seed oil
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 champaca absolute @ 0.20%
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 champaca concrete @ 0.30%
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 cherry sour cherry plant
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 cinnamomum spp.
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 cinnamon bark oil (cinnamomum zeylanicum blume) india @ 0.76%
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 cinnamon bark oil (cinnamomum zeylanicum blume) sri lauka @ 1.07-13.30%
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 cinnamon bark oil ceylon @ 3.63%
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 cinnamon ceylon cinnamon bark
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 cinnamon ceylon cinnamon bark oil
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 cinnamon ceylon cinnamon leaf
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 cinnamon ceylon cinnamon leaf oil
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 cinnamon ceylon cinnamon oil
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 cinnamon ceylon cinnamon root bark
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 cinnamon ceylon cinnamon stem bark
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 cinnamon fruit oil india @ 0.2-0.3%
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 cinnamon leaf oil ceylon @ 93.94%
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 cinnamon oil CO2 extract @ 1.82-2.31%
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 cinnamon twig oil @ 4.03%
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 cistus oil @ 1.6%
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 citronella oil china @ 2.29%
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 citronella oil java @ 2.45%
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 clocimum oil india @ 77.60%
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 clove
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 clove bark
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 clove bud oil @ 77.13%
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 clove bulb
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 clove fruit
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 clove leaf
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 clove leaf oil
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 clove leaf oil @ 80.97%
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 clove oil
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 clove stem
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 clove stem oil india @ 80.19%
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 coffee arabica coffee bean
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 coffee bean
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 corn seed
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 cornmint oil
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 couroupita guianensis aubl. flower oil brazil @ 18.90%
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 cranberry fruit
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 cumin seed
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 currant black currant fruit
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 davana
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 dill leaf
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 dill oil
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 dill weed oil reunion @ 0.10%
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 fennel root
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 fennel root oil
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 fennel sprout
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 feverfew flower oil @ 0.1%
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 feverfew leaf oil belgium @ trace%
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 fig flower
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 fig fruit
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 ginger rhizome oil
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 ginger root oil CO2 extract @ 0.83%
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 guava fruit
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 guava oil
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 helichrysum arenarium (l.) moench oil hungary @ 0.40%
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 horsemint oil
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 horsemint shoot
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 hyssop flower
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 hyssop leaf
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 hyssop leaf oil
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 hyssop oil
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 jasmin absolute china @ 7.28%
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 jasmin absolute concrete egypt @ 2.63%
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 jasmin absolute concrete india @ 2.00-3.95%
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 jasmin absolute concrete italy @ 1.86%
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 jasmin oil italy @ 1.79%
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 jasmin sambac absolute egypt @ 0.08%
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 laurel bark oil @ 1.7%
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 laurel leaf oil @ 2.6%
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 laurel leaf oil turkey @ 2.90%
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 laurel stem oil @ 2.2%
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 laurel wood oil @ 5.0%
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 lavender spike lavender
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 lemon balm shoot
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 lemongrass
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 lovage root
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 mace
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 mace oil CO2 extract @ trace%
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 marjoram
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 marjoram leaf oil
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 marjoram plant
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 mustard white mustard
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 myrtle
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 nutmeg
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 nutmeg flower oil @ 0.71%
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 nutmeg leaf oil @ 0.10-2.16%
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 nutmeg oil
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 nutmeg oil hydrodistilled india @ 0.4%
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 nutmeg oil india @ 0.35%
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 nutmeg seed
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 nutmeg seed oil
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 ocimum gratissimum l. oil brazil @ 19.26%
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 oregano shoot
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 osmanthus absolute @ 1.90%
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 peach fruit
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 pepper bell pepper fruit
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 pepper black pepper fruit
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 pepper black pepper leaf oil
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 pepper black pepper seed
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 peppermint oil
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 pimenta leaf oil @ 28.04%
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 pimento berry 87%
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 pimento berry oil @ 17.3%
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 pimento berry oil CO2 extract jamaica @ 14.9%
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 plectranthus glandulosus hook f. leaf oil cameroon @ 0.10%
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 plum fruit
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 raspberry red raspberry fruit
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 ravintsara leaf oil @ 0.12%%
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 rose absolute morocco @ 0.80%
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 rose oil otto bulgaria @ 0.82%
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 roselle calyx
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 rosemary shoot
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 sage oil england @ 0.10%
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 sage oil reunion @ trace%
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 snake root oil canada @ 0.60%
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 spearmint leaf
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 spearmint oil
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 stachys recta l. oil serbia @ 1.70%
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 strawberry wild strawberry fruit
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 sunflower flower
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 tagete oil egypt @ 0.17%
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 tagetes
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 tansy oil argentina @ 0.12%
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 tarragon
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 tarragon oil
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 tarragon oil @ 2.1%
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 tarragon shoot oil
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 tea
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 tea fruit oil
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 tejpat oil @ 78.00%
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 thyme plant
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 tolu balsam
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 tomato fruit
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 turmeric oil china @ 0.21%
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 turmeric rhizome oil
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 turmeric root oil hydrodistilled @ 1.08%
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 turmeric tuber
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 valerian root oil @ trace-0.1%
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 violet flower absolute @ %
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 walnut english walnut leaf
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 wine
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 wormwood oil cuba @ 0.07%
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 yarrow oil @ 0.40%
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 ylang ylang
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 ylang ylang oil CO2 extract @ 0.03%
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 ylang ylang oil I (cananga odorata hook. f. and thomas.) @ 0.20%
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 ylang ylang oil II (cananga odorata hook. f. and thomas.) @ 0.29%
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 ylang ylang oil III @ 0.06%
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Synonyms   Articles   Notes   Search   Top
Synonyms:
4-allyl catechol-2-methyl ether
4-allyl guaiacol
4-allyl-1-hydroxy-2-methoxybenzene
4-allyl-2-methoxy-phenol
4-allyl-2-methoxyphenol
1-allyl-4-hydroxy-3-methoxybenzene
4-allylcatechol-2-methyl ether
4-allylguaiacol
p-allylguaiacol
p-eugenol
para-eugenol
 eugenol (ex bay) natural
 eugenol (ex cinnamon leaf) natural
 eugenol (ex clove bud)
 eugenol (natural)
 eugenol 926 indesso
 eugenol 99/100% FCC (natural)
 eugenol ex bay natural
 eugenol ex clove natural
 eugenol extra USP FCC
 eugenol FCC
 eugenol indonesia, natural isolated constituent
 eugenol natural
 eugenol natural isolate
 eugénol naturel
 eugenol pur
 eugenol pure
 eugenol USP
 eugenol USP FCC
 eugenol USP natural
 eugenol USP/BP
 eugenol USP/FCC
 eugenol, tech. grade
1-hydroxy-2-methoxy-4-allyl benzene
1-hydroxy-2-methoxy-4-allylbenzene
1-hydroxy-2-methoxy-4-prop-2-enyl benzene
1-hydroxy-2-methoxy-4-prop-2-enylbenzene
1-hydroxy-2-methoxy-4-propenyl benzene
1-hydroxy-2-methoxy-4-propenylbenzene
4-hydroxy-3-methoxy-1-allyl benzene
4-hydroxy-3-methoxy-1-allylbenzene
2-hydroxy-5-allylanisole
2-methoxy-1-hydroxy-4-allyl benzene
2-methoxy-1-hydroxy-4-allylbenzene
2-methoxy-4-(2-propen-1-yl) phenol
2-methoxy-4-(2-propen-1-yl)phenol
2-methoxy-4-(prop-2-en-1-yl)phenol
2-methoxy-4-allyl phenol
2-methoxy-4-allylphenol
2-methoxy-4-prop-2-enyl phenol
2-methoxy-4-prop-2-enylphenol
2-methoxy-4,2-propen-1-yl phenol
2-methoxy-4,2-propen-1-ylphenol
 phenol, 2-methoxy-4-(2-propen-1-yl)-
 phenol, 2-methoxy-4-(2-propenyl)-
Synonyms   Articles   Notes   Search   Top
Articles:
Info: eugenol and related hydroxyallylbenzene derivatives
PubMed: Chemical composition and major odor-active compounds of essential oil from PINELLIA TUBER (dried rhizome of Pinellia ternata) as crude drug.
PubMed: Allyl/propenyl phenol synthases from the creosote bush and engineering production of specialty/commodity chemicals, eugenol/isoeugenol, in Escherichia coli.
PubMed: Waterpipe smoking: analysis of the aroma profile of flavored waterpipe tobaccos.
PubMed: Cooked carrot volatiles. AEDA and odor activity comparisons. Identification of linden ether as an important aroma component.
PubMed: Non-smoky glycosyltransferase1 prevents the release of smoky aroma from tomato fruit.
PubMed: Inhibition of methyleugenol bioactivation by the herb-based constituent nevadensin and prediction of possible in vivo consequences using physiologically based kinetic modeling.
PubMed: Enhancement of volatile aglycone recovery facilitated by acid hydrolysis of glucosides from Nicotiana flower species.
PubMed: Stimulus selection for intranasal sensory isolation: eugenol is an irritant.
PubMed: Comparison of odor-active compounds in grapes and wines from vitis vinifera and non-foxy American grape species.
PubMed: Microencapsulated antimicrobial compounds as a means to enhance electron beam irradiation treatment for inactivation of pathogens on fresh spinach leaves.
PubMed: Metabolic engineering in strawberry fruit uncovers a dormant biosynthetic pathway.
PubMed: A comprehensive evaluation of the toxicology of cigarette ingredients: aromatic and aliphatic alcohol compounds.
PubMed: Characteristic volatile components of Kabosu (Citrus sphaerocarpa Hort. ex Tanaka).
PubMed: Volatile compounds with characteristic odour in moso-bamboo stems (Phyllostachys pubescens Mazel ex Houz. De ehaie).
PubMed: A role for differential glycoconjugation in the emission of phenylpropanoid volatiles from tomato fruit discovered using a metabolic data fusion approach.
PubMed: Decoding the key aroma compounds of a Hungarian-type salami by molecular sensory science approaches.
PubMed: Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods.
PubMed: Potential of spice-derived phytochemicals for cancer prevention.
PubMed: Characterization of the most odor-active compounds in an American Bourbon whisky by application of the aroma extract dilution analysis.
PubMed: Improvement of the overall quality of table grapes stored under modified atmosphere packaging in combination with natural antimicrobial compounds.
PubMed: Chemical composition of the volatile extract and antioxidant activities of the volatile and nonvolatile extracts of Egyptian corn silk (Zea mays L.).
PubMed: Characterization of aroma compounds in apple cider using solvent-assisted flavor evaporation and headspace solid-phase microextraction.
PubMed: Quantification of flavor-related compounds in the unburned contents of bidi and clove cigarettes.
PubMed: Metabolism of isoeugenol via isoeugenol-diol by a newly isolated strain of Bacillus subtilis HS8.
PubMed: Physicochemical model to interpret the kinetics of aroma extraction during wine aging in wood. Model limitations suggest the necessary existence of biochemical processes.
PubMed: Characterization of cacha├ža and rum aroma.
PubMed: A comparative study of the antioxidant/prooxidant activities of eugenol and isoeugenol with various concentrations and oxidation conditions.
PubMed: Copper-mediated oxidative DNA damage induced by eugenol: possible involvement of O-demethylation.
PubMed: Volatile constituents and key odorants in leaves, buds, flowers, and fruits of Laurus nobilis L.
PubMed: Biotransformations of propenylbenzenes by an Arthrobacter sp. and its t-anethole blocked mutants.
PubMed: Concentrations of nine alkenylbenzenes, coumarin, piperonal and pulegone in Indian bidi cigarette tobacco.
PubMed: Flavor composition of cashew (Anacardium occidentale) and marmeleiro (Croton species) honeys.
PubMed: Aerosolized essential oils and individual natural product compounds as brown treesnake repellents.
PubMed: Thresholds of carcinogenicity of flavors.
PubMed: Safety assessment of allylalkoxybenzene derivatives used as flavouring substances - methyl eugenol and estragole.
PubMed: Quantitative gas chromatography-olfactometry carried out at different dilutions of an extract. Key differences in the odor profiles of four high-quality Spanish aged red wines.
PubMed: Modification of fatty acids changes the flavor volatiles in tomato leaves.
PubMed: Biotechnological production of vanillin.
PubMed: 14-Week toxicity and cell proliferation of methyleugenol administered by gavage to F344 rats and B6C3F1 mice.
PubMed: Cinnamaldehyde content in foods determined by gas chromatography-mass spectrometry.
PubMed: Quantitation of flavor-related alkenylbenzenes in tobacco smoke particulate by selected ion monitoring gas chromatography-mass spectrometry.
PubMed: Isolation of a Bacillus sp. capable of transforming isoeugenol to vanillin.
PubMed: Reactions in selected patients to 22 fragrance materials.
PubMed: Carcinogenesis Studies of Eugenol (CAS No. 97-53-0) in F344/N Rats and B6C3F1 Mice (Feed Studies).
PubMed: Exocrine secretions of wheel bugs (Heteroptera: Reduviidae: Arilus spp.): clarification and chemistry.
PubMed: Chemical composition and major odor-active compounds of essential oil from PINELLIA TUBER (dried rhizome of Pinellia ternata) as crude drug.
PubMed: Assessing the chemotaxis behavior of Physarum polycephalum to a range of simple volatile organic chemicals.
PubMed: Cooked carrot volatiles. AEDA and odor activity comparisons. Identification of linden ether as an important aroma component.
PubMed: Olfactory training in patients with Parkinson's disease.
PubMed: Preliminary analysis of several attractants and spatial repellents for the mosquito, Aedes albopictus using an olfactometer.
PubMed: Enhanced chemical and biological activities of a newly biosynthesized eugenol glycoconjugate, eugenol ╬▒-D-glucopyranoside.
PubMed: Metabolic engineering in strawberry fruit uncovers a dormant biosynthetic pathway.
PubMed: Toxicology and carcinogenesis studies of isoeugenol (CAS No. 97-54-1) in F344/N rats and B6C3F1 mice (gavage studies).
PubMed: Evaluation of the active odorants in Amontillado sherry wines during the aging process.
PubMed: Recruits of the stingless bee Scaptotrigona pectoralis learn food odors from the nest atmosphere.
PubMed: Decoding the key aroma compounds of a Hungarian-type salami by molecular sensory science approaches.
PubMed: Effects of olfactory training in patients with olfactory loss.
PubMed: Improvement of the overall quality of table grapes stored under modified atmosphere packaging in combination with natural antimicrobial compounds.
PubMed: Comparison of odor-active compounds in the spicy fraction of hop (Humulus lupulus L.) essential oil from four different varieties.
PubMed: Characterization of aroma compounds in apple cider using solvent-assisted flavor evaporation and headspace solid-phase microextraction.
PubMed: Aroma extraction dilution analysis of Sauternes wines. Key role of polyfunctional thiols.
PubMed: Estragole (4-allylanisole) is the primary compound in volatiles emitted from the male and female cones of Cycas revoluta.
PubMed: A redefinition of odor mixture quality.
PubMed: Olfactory blocking and odorant similarity in the honeybee.
PubMed: Structural basis for a broad but selective ligand spectrum of a mouse olfactory receptor: mapping the odorant-binding site.
PubMed: An odorant derivative as an antagonist for an olfactory receptor.
PubMed: Screening of olfactory function using the Biolfa olfactory test: investigations in patients with dysosmia.
PubMed: Plant oils thymol and eugenol affect cattle and swine waste emissions differently.
PubMed: Volatile constituents and key odorants in leaves, buds, flowers, and fruits of Laurus nobilis L.
PubMed: Characterization of odor-active compounds in Californian chardonnay wines using GC-olfactometry and GC-mass spectrometry.
PubMed: Odor compound detection in male euglossine bees.
PubMed: Flavor composition of cashew (Anacardium occidentale) and marmeleiro (Croton species) honeys.
PubMed: Quantitative gas chromatography-olfactometry carried out at different dilutions of an extract. Key differences in the odor profiles of four high-quality Spanish aged red wines.
PubMed: Identification and quantification of impact odorants of aged red wines from Rioja. GC-olfactometry, quantitative GC-MS, and odor evaluation of HPLC fractions.
PubMed: The effects of hedonic properties of odors and attentional modulation on the olfactory event-related potentials.
PubMed: Psychometrics of odor quality discrimination: method for threshold determination.
PubMed: Effects of inhalation of essential oils on EEG activity and sensory evaluation.
PubMed: Psychological state and mood effects of steroidal chemosignals in women and men.
PubMed: Is odor processing related to oral breathing?
PubMed: Basic emotions evoked by eugenol odor differ according to the dental experience. A neurovegetative analysis.
PubMed: Gender effects on odor-stimulated functional magnetic resonance imaging.
PubMed: Attentional modulation of central odor processing.
PubMed: Emotional responses evoked by dental odors: an evaluation from autonomic parameters.
PubMed: Odorants selectively activate distinct G protein subtypes in olfactory cilia.
PubMed: SKF 38393 enhances odor detection performance.
PubMed: Life span changes in the verbal categorization of odors.
PubMed: Influence of adrenalectomy on the odor detection performance of rats.
PubMed: Quality and intensity of binary odor mixtures.
PubMed: Molecular parameters and olfaction in the oriental fruit fly Dacus dorsalis.
PubMed: Attraction of the oriental fruit fly, Dacus dorsalis, to methyl eugenol and related olfactory stimulants.
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