gamma-terpineol
cyclohexanol, 1-methyl-4-(1-methylethylidene)-
 
Notes:
Isol. from carrot oils, from the cinnamon tree (Cinnamomum zeylanicum) and Scotch pine (Pinus sylvestris) Terpineol is a naturally occurring monoterpene alcohol that has been isolated from a variety of sources such as cajuput oil, pine oil, and petitgrain oil. There are three isomers, alpha-, beta-, and gamma-terpineol, the last two differing only by the location of the double bond. Terpineol is usually a mixture of these isomers with alpha-terpineol as the major constituent. (Wikipedia)
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CAS Number: 586-81-2Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 209-584-3
FDA UNII: 5PH9U7XEWS
Nikkaji Web: J9.439K
XlogP3-AA: 2.10 (est)
Molecular Weight: 154.25266000
Formula: C10 H18 O
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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Physical Properties:
Appearance: colorless to pale yellow clear viscous liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 68.00 to  70.00 °C. @ 760.00 mm Hg
Boiling Point: 218.00 to  219.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.027000 mmHg @ 25.00 °C. (est)
Flash Point: 191.00 °F. TCC ( 88.33 °C. )
logP (o/w): 2.613 (est)
Soluble in:
 alcohol
 water, very slightly
 water, 260.1 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: pine
 
Odor Strength: medium
 
 pine  floral  lilac  
Odor Description:
at 100.00 %. 
terpineol lilac
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for gamma-terpineol usage levels up to:
 not for fragrance use.
 
Recommendation for gamma-terpineol flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
EPA Substance Registry Services (TSCA): 586-81-2
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 11467
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 1-methyl-4-propan-2-ylidenecyclohexan-1-ol
Chemidplus: 0000586812
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References:
 1-methyl-4-propan-2-ylidenecyclohexan-1-ol
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 11467
Pubchem (sid): 134975971
Pherobase: View
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
KEGG (GenomeNet): C17518
HMDB (The Human Metabolome Database): HMDB36993
FooDB: FDB015965
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
For Odor
aldehydic
 citrus carbaldehydeFR
 decanal (aldehyde C-10)FL/FR
 dodecanal (aldehyde C-12 lauric)FL/FR
 nonanal (aldehyde C-9)FL/FR
 octanal (aldehyde C-8)FL/FR
amber
 cistus ladaniferus resinoidFL/FR
anisic
para-anisaldehydeFL/FR
balsamic
isoamyl benzoateFL/FR
 amyris wood oilFL/FR
 benzyl cinnamateFL/FR
 benzyl salicylateFL/FR
laevo-bornyl acetateFL/FR
isobornyl acetateFL/FR
isobutyl cinnamateFL/FR
 clover nitrileFR
 ethyl cinnamateFL/FR
 fir balsam absoluteFR
 fir needle oil siberiaFL/FR
 methyl (E)-cinnamateFL/FR
 peru balsam oilFL/FR
3-phenyl propyl alcoholFL/FR
 styrax resinoid (liquidambar styraciflua)FL/FR
berry
 raspberry ketoneFL/FR
citrus
 bergamot oil bergaptene reduced italyFL/FR
 citralFL/FR
 citronella oil ceylonFL/FR
 dihydromyrcenolFL/FR
 grapefruit pentanolFR
 lemon oil c.p. californiaFL/FR
 lemongrass oilFL/FR
blood orange oil italyFL/FR
sweet orange peel oil c.p. brazilFL/FR
 tetrahydromyrcenolFR
floral
 acetophenoneFL/FR
alpha-amyl cinnamaldehydeFL/FR
isoamyl salicylateFL/FR
 benzyl acetateFL/FR
 bois de rose oil brazilFL/FR
isobutyl salicylateFL/FR
 citronellolFL/FR
 citronellyl acetateFL/FR
 coriander seed oilFL/FR
 cyclamen aldehydeFL/FR
 cyclohexyl ethyl alcoholFL/FR
 dimethyl anthranilateFL/FR
 dimethyl benzyl carbinyl butyrateFL/FR
 ethyl phenyl acetateFL/FR
 floral pyranolFR
 gardenia oxideFR
 geraniolFL/FR
 geranium oil bourbonFL/FR
 geranyl acetateFL/FR
 heliotropinFL/FR
 heliotropyl acetoneFL/FR
(Z)-3-hexen-1-yl salicylateFL/FR
alpha-hexyl cinnamaldehydeFL/FR
 ho leaf oilFR
 hyacinth etherFR
 hydroxycitronellalFL/FR
 leerallFR
 linaloolFL/FR
laevo-linaloolFL/FR
 linalool oxideFL/FR
para-methyl acetophenoneFL/FR
 methyl dihydrojasmonateFL/FR
 mimosa absolute franceFL/FR
 muguet carboxaldehydeFR
 nerolFL/FR
 nerolidolFL/FR
 neryl acetateFL/FR
 nonanolFL/FR
 ocean propanalFL/FR
 palmarosa oilFL/FR
 peony alcoholFR
 petitgrain oil paraguayFL/FR
 phenethyl acetateFL/FR
 phenethyl alcoholFL/FR
 phenethyl isobutyrateFL/FR
 phenethyl propionateFL/FR
 rhodinolFL/FR
 rose butanoateFL/FR
 violet methyl carbonateFR
 ylang ylang flower oilFL/FR
fruity
 allyl amyl glycolateFR
 allyl cyclohexyl propionateFL/FR
 benzyl propionateFL/FR
 ethyl heptanoateFL/FR
 green acetateFR
 hexyl acetateFL/FR
 methyl anthranilateFL/FR
 strawberry glycidate 1 (aldehyde C-16 (so-called))FL/FR
para-tolualdehydeFL/FR
gamma-undecalactone (aldehyde C-14 (so-called))FL/FR
green
 acetaldehyde ethyl phenethyl acetalFL/FR
 diphenyl oxideFL/FR
 galbanum oilFL/FR
(Z)-3-hexen-1-olFL/FR
(Z)-3-hexen-1-yl acetateFL/FR
(Z)-3-hexen-1-yl benzoateFL/FR
 hexyl 2-methyl butyrateFL/FR
 phenyl acetaldehydeFL/FR
 phenyl acetaldehyde dimethyl acetalFL/FR
3-phenyl propionaldehydeFL/FR
 styralyl acetateFL/FR
herbal
 clary sage oil franceFL/FR
 daucus carota fruit oilFL/FR
 lavender absolute bulgariaFL/FR
 linalyl acetateFL/FR
 nopyl acetateFR
alpha-terpinyl acetateFL/FR
honey
 methyl phenyl acetateFL/FR
melon
 watermelon ketoneFR
minty
 pennyroyal oilFL/FR
naphthyl
beta-naphthyl ethyl etherFL/FR
powdery
para-anisyl alcoholFL/FR
 eugenolFL/FR
 mace oilFL/FR
alpha-methyl cinnamaldehydeFL/FR
 methyl isoeugenolFL/FR
black pepper oilFL/FR
terpenic
 frankincense oilFL/FR
tonka
 flouve absoluteFR
 tonka bean absoluteFR
vanilla
 vanilla bean absolute (vanilla planifolia)FL/FR
 vanillyl acetateFL/FR
waxy
1-dodecanolFL/FR
 ethyl laurateFL/FR
woody
 cistus twig/leaf oilFL/FR
 guaiacwood oilFL/FR
 methyl cedryl ketoneFL/FR
 patchouli ethanoneFR
 patchouli oilFL/FR
 santallFR
 spruce needle oil canadaFL/FR
 tobacarol (IFF)FR
 vetiver oil haitiFL/FR
 woody acetateFR
(Z)-woody amyleneFR
 woody propanolFR
 
For Flavor
 
No flavor group found for these
 cistus ladaniferus resinoidFL/FR
 methyl (E)-cinnamateFL/FR
aldehydic
 nonanal (aldehyde C-9)FL/FR
 octanal (aldehyde C-8)FL/FR
balsamic
 benzyl salicylateFL/FR
laevo-bornyl acetateFL/FR
isobutyl cinnamateFL/FR
 ethyl cinnamateFL/FR
 fir needle oil siberiaFL/FR
 peru balsam oilFL/FR
 styrax resinoid (liquidambar styraciflua)FL/FR
berry
 heliotropyl acetoneFL/FR
 raspberry ketoneFL/FR
cherry
 heliotropinFL/FR
citrus
 bergamot oil bergaptene reduced italyFL/FR
 citralFL/FR
 citronella oil ceylonFL/FR
 lemon oil c.p. californiaFL/FR
 lemongrass oilFL/FR
laevo-linaloolFL/FR
 linaloolFL/FR
 nerolFL/FR
blood orange oil italyFL/FR
sweet orange peel oil c.p. brazilFL/FR
 verbena oil franceFL
cooling
isobutyl salicylateFL/FR
creamy
para-anisaldehydeFL/FR
para-methyl acetophenoneFL/FR
gamma-undecalactone (aldehyde C-14 (so-called))FL/FR
fatty
(Z)-3-hexen-1-yl benzoateFL/FR
floral
 bois de rose oil brazilFL/FR
 citronellolFL/FR
 citronellyl acetateFL/FR
 dimethyl benzyl carbinyl butyrateFL/FR
 geraniolFL/FR
 geranium oil bourbonFL/FR
 linalyl acetateFL/FR
 methyl dihydrojasmonateFL/FR
 methyl phenyl acetateFL/FR
 neryl acetateFL/FR
 ocean propanalFL/FR
 phenethyl alcoholFL/FR
 phenethyl propionateFL/FR
 rhodinolFL/FR
 ylang ylang flower oilFL/FR
fruity
 allyl cyclohexyl propionateFL/FR
isoamyl benzoateFL/FR
para-anisyl alcoholFL/FR
 benzyl acetateFL/FR
 benzyl propionateFL/FR
 dimethyl anthranilateFL/FR
 ethyl heptanoateFL/FR
 hexyl acetateFL/FR
 methyl anthranilateFL/FR
 rose butanoateFL/FR
 strawberry glycidate 1 (aldehyde C-16 (so-called))FL/FR
 styralyl acetateFL/FR
grassy
 palmarosa oilFL/FR
green
 acetaldehyde ethyl phenethyl acetalFL/FR
isoamyl salicylateFL/FR
 cyclamen aldehydeFL/FR
 cyclohexyl ethyl alcoholFL/FR
 dihydromyrcenolFL/FR
 diphenyl oxideFL/FR
 galbanum oilFL/FR
 geranyl acetateFL/FR
(Z)-3-hexen-1-olFL/FR
(Z)-3-hexen-1-yl acetateFL/FR
(Z)-3-hexen-1-yl salicylateFL/FR
 hexyl 2-methyl butyrateFL/FR
 linalool oxideFL/FR
 nerolidolFL/FR
 phenyl acetaldehyde dimethyl acetalFL/FR
3-phenyl propionaldehydeFL/FR
herbal
 clary sage oil franceFL/FR
 coriander seed oilFL/FR
 daucus carota fruit oilFL/FR
 lavender absolute bulgariaFL/FR
 petitgrain oil paraguayFL/FR
honey
 ethyl phenyl acetateFL/FR
 phenethyl acetateFL/FR
 phenethyl isobutyrateFL/FR
 phenyl acetaldehydeFL/FR
minty
 pennyroyal oilFL/FR
powdery
 acetophenoneFL/FR
beta-naphthyl ethyl etherFL/FR
soapy
 dodecanal (aldehyde C-12 lauric)FL/FR
1-dodecanolFL/FR
spicy
 benzyl cinnamateFL/FR
 benzylidene acetoneFL
 eugenolFL/FR
 mace oilFL/FR
alpha-methyl cinnamaldehydeFL/FR
 methyl isoeugenolFL/FR
black pepper oilFL/FR
3-phenyl propyl alcoholFL/FR
para-tolualdehydeFL/FR
tropical
alpha-amyl cinnamaldehydeFL/FR
vanilla
 vanilla bean absolute (vanilla planifolia)FL/FR
 vanillyl acetateFL/FR
waxy
 decanal (aldehyde C-10)FL/FR
 ethyl laurateFL/FR
alpha-hexyl cinnamaldehydeFL/FR
 hydroxycitronellalFL/FR
 mimosa absolute franceFL/FR
 nonanolFL/FR
woody
 amyris wood oilFL/FR
isobornyl acetateFL/FR
 cistus twig/leaf oilFL/FR
 frankincense oilFL/FR
 guaiacwood oilFL/FR
 methyl cedryl ketoneFL/FR
 patchouli oilFL/FR
 spruce needle oil canadaFL/FR
alpha-terpinyl acetateFL/FR
 vetiver oil haitiFL/FR
 
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Potential Uses:
 acaciaFR
 aldehydicFR
 almondFR
 amberFR
 aniseFR
 apple blossomFR
 apricotFR
 balsamFR
 bay rumFR
 bayberryFR
 bergamotFR
 bluebellFR
 bois de roseFR
 bouquetFR
 bubble gumFR
 cajeputFL/FR
 cardamom oil replacerFR
 carnationFR
 cassiaFR
 cedarwoodFR
 cherryFR
 christmasFR
 cinnamonFR
 citrusFR
 clary sage oil replacerFR
 cloverFR
 crabapple blossomFR
 cubebFL/FR
 cypress oil replacerFR
 dilleniaFR
 elder flowerFR
 eucalyptus oil replacerFR
 evergreenFR
 fagoniaFR
 fernFR
 figFR
 fir needle oil replacerFR
 floralFR
 frangipani plumeriaFR
 gardeniaFR
 genetFR
 geraniumFR
 grapeFR
 grapefruitFR
 greenFR
 green grassFR
 greenhouseFR
 hawthornFR
 herbalFR
 hollyberryFR
 honeysuckleFR
 hyacinthFR
 jasminFR
 jonesiaFR
 juniperFR
 juniper berryFR
 lavandinFR
 lavenderFR
 leatherFR
 lemonFR
 lemongrassFR
 licoriceFR
 lilacFR
 lilyFR
 limeFR
 linaloe woodFL/FR
 linden flowerFR
 lotusFR
 lovage rootFL/FR
 lux beauty shower soap 
 lycheeFL
 maceFR
 magnoliaFR
 mangoFL
 meadow 
 mimosaFL
 muguetFR
 mulberryFR
 muskFR
 narcissusFR
 neroliFR
 niaouliFR
 nutmegFR
 orangeFR
 orange blossomFR
 fresh outdoorsFR
 passion fruitFR
 peachFR
 pennyroyalFL/FR
 peonyFR
 petitgrainFR
 pine forestFR
 pineappleFR
 plum mirabelle plumFR
 potpourriFR
 powderFR
 rainFR
 raspberryFR
 roseFR
 sandalwoodFR
 sassafrasFR
 snake rootFL/FR
 spearmintFR
 spiceFR
 strawberry leaf 
 sweet peaFR
 tea green teaFL
 thyme oil white replacerFR
 tide 
 tuberoseFR
 tutti fruttiFL
 valerianFL/FR
 wallflowerFR
 wintergreenFR
 wisteriaFR
 woodyFR
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Occurrence (nature, food, other): note
 celery seed
Search Trop  Picture
 celery seed oil
Search Trop  Picture
 cinnamon ceylon cinnamon
Search Trop  Picture
 cinnamon ceylon cinnamon bark
Search Trop  Picture
 lavandin oil grosso @ 0.43%
Data  GC  Search Trop  Picture
 lavender oil spike france @ 0.53%
Data  GC  Search Trop  Picture
 lime oil distilled mexico @ 1.21%
Data  GC  Search Trop  Picture
 lime oil distilled peru @ 1.24%
Data  GC  Search Trop  Picture
 mandarin oil @ 0.01%
Data  GC  Search Trop  Picture
 mandarin oil italy @ 0.01%
Data  GC  Search Trop  Picture
 marjoram oil spain @ 1.10%
Data  GC  Search Trop  Picture
 narcissus absolute @ 0.06%
Data  GC  Search Trop  Picture
 niaouli oil egypt @ 0.30%
Data  GC  Search Trop  Picture
 salvia sclarea oil @ 1.19%
Data  GC  Search Trop  Picture
 thyme oil
Search Trop  Picture
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Synonyms:
 cyclohexanol, 1-methyl-4-(1-methylethylidene)-
p-menth-4(8)-en-1-ol
4(8)-p-menthen-1-ol
4(8)-para-menthen-1-ol
1-methyl-4-(1-methyl ethylidene) cyclohexan-1-ol
1-methyl-4-(1-methyl ethylidene) cyclohexanol
1-methyl-4-(1-methylethylidene)cyclohexan-1-ol
1-methyl-4-(1-methylethylidene)cyclohexanol
1-methyl-4-(propan-2-ylidene)cyclohexanol
1-methyl-4-isopropylidene cyclohexan-1-ol
1-methyl-4-propan-2-ylidenecyclohexan-1-ol
4-isopropylidene-1-methylcyclohexanol
.gamma.-terpineol
g-terpineol
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Niaouli oils from different sources: analysis and influence on cutaneous permeation of estradiol in vitro.
PubMed: Screening for key odorants in Moroccan green olives by gas chromatography-olfactometry/aroma extract dilution analysis.
PubMed: [Analysis of terpineol and improvement of technology process in terpineol production].
PubMed: Bacterial susceptibility to and chemical composition of essential oils from Thymus kotschyanus and Thymus persicus.
PubMed: Chemical Components of Four Essential Oils in Aromatherapy Recipe.
PubMed: γ-terpineol inhibits cell growth and induces apoptosis in human liver cancer BEL-7402 cells in vitro.
PubMed: Supplementation of moist and dehydrated citrus pulp in the diets of sheep artificially and naturally infected with gastrointestinal nematodes on the parasitological parameters and performance.
PubMed: Composition of the essential oil of the Rhododendron tomentosum Harmaja from Estonia.
PubMed: Comparative Chemical Composition and Antioxidant Properties of the Essential Oils and Aromatic Water from Teucrium persicum Boiss.
PubMed: Degradation of terpenes and terpenoids from Mediterranean rangelands by mixed rumen bacteria in vitro.
PubMed: Niaouli oils from different sources: analysis and influence on cutaneous permeation of estradiol in vitro.
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