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gamma-terpineol
cyclohexanol, 1-methyl-4-(1-methylethylidene)-

Supplier Sponsors

Name:	1-methyl-4-propan-2-ylidenecyclohexan-1-ol
CAS Number:	586-81-2	3D/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, Edge or firefox)

Category:natural substances and extractives

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

Google Scholar:	Search
Google Books:	Search
Google Scholar: with word "volatile"	Search
Google Scholar: with word "flavor"	Search
Google Scholar: with word "odor"	Search
Google Patents:	Search
US Patents:	Search
EU Patents:	Search
Pubchem Patents:	Search
PubMed:	Search
NCBI:	Search

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

Organoleptic Properties:

Odor Type: pine

pine floral lilac

Odor Description:at 100.00 %. terpineol lilac

Odor and/or flavor descriptions from others (if found).

Cosmetic Information:

None found

Suppliers:

None found

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

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.

Safety References:

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

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

1-methyl-4-propan-2-ylidenecyclohexan-1-ol

Chemidplus:0000586812

References:

	1-methyl-4-propan-2-ylidenecyclohexan-1-ol
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	11467
Pubchem (sid):	134975971
Pherobase:	View

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

Potential Blenders and core components note

For Odor

aldehydic

citrus carbaldehyde
FR

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 resinoid
FL/FR

anisic

para-

anisaldehyde
FL/FR

balsamic

iso

amyl benzoate
FL/FR

amyris wood oil
FL/FR

benzyl cinnamate
FL/FR

benzyl salicylate
FL/FR

iso

bornyl acetate
FL/FR

laevo-

bornyl acetate
FL/FR

iso

butyl cinnamate
FL/FR

clover nitrile
FR

ethyl cinnamate
FL/FR

fir balsam absolute
FR

fir needle oil siberia
FL/FR

methyl (E)-cinnamate
FL/FR

peru balsam oil
FL/FR

3-

phenyl propyl alcohol
FL/FR

styrax resinoid (liquidambar styraciflua)
FL/FR

berry

raspberry ketone
FL/FR

citrus

bergamot oil bergaptene reduced italy
FL/FR

citral
FL/FR

citronella oil ceylon
FL/FR

dihydromyrcenol
FL/FR

grapefruit pentanol
FR

lemon oil c.p. california
FL/FR

lemongrass oil
FL/FR

blood

orange oil italy
FL/FR

sweet

orange peel oil c.p. brazil
FL/FR

tetrahydromyrcenol
FR

floral

acetophenone
FL/FR

alpha-

amyl cinnamaldehyde
FL/FR

iso

amyl salicylate
FL/FR

benzyl acetate
FL/FR

bois de rose oil brazil
FL/FR

iso

butyl salicylate
FL/FR

citronellol
FL/FR

citronellyl acetate
FL/FR

coriander seed oil
FL/FR

cyclamen aldehyde
FL/FR

cyclohexyl ethyl alcohol
FL/FR

dimethyl anthranilate
FL/FR

dimethyl benzyl carbinyl butyrate
FL/FR

ethyl phenyl acetate
FL/FR

floral pyranol
FR

gardenia oxide
FR

geranium oil bourbon
FL/FR

geranyl acetate
FL/FR

heliotropin
FL/FR

heliotropyl acetone
FL/FR

(Z)-3-

hexen-1-yl salicylate
FL/FR

alpha-

hexyl cinnamaldehyde
FL/FR

hyacinth ether
FR

hydroxycitronellal
FL/FR

laevo-

linalool oxide
FL/FR

para-

methyl acetophenone
FL/FR

methyl dihydrojasmonate
FL/FR

mimosa absolute france
FL/FR

muguet carboxaldehyde
FR

nerol
FL/FR

nerolidol
FL/FR

neryl acetate
FL/FR

ocean propanal
FL/FR

palmarosa oil
FL/FR

peony alcohol
FR

petitgrain oil paraguay
FL/FR

phenethyl acetate
FL/FR

phenethyl alcohol
FL/FR

phenethyl isobutyrate
FL/FR

phenethyl propionate
FL/FR

rose butanoate
FL/FR

violet methyl carbonate
FR

ylang ylang flower oil
FL/FR

fruity

allyl amyl glycolate
FR

allyl cyclohexyl propionate
FL/FR

benzyl propionate
FL/FR

ethyl heptanoate
FL/FR

green acetate
FR

hexyl acetate
FL/FR

methyl anthranilate
FL/FR

strawberry glycidate 1 (aldehyde C-16 (so-called))
FL/FR

para-

tolualdehyde
FL/FR

gamma-

undecalactone (aldehyde C-14 (so-called))
FL/FR

green

acetaldehyde ethyl phenethyl acetal
FL/FR

diphenyl oxide
FL/FR

galbanum oil
FL/FR

(Z)-3-

hexen-1-ol
FL/FR

(Z)-3-

hexen-1-yl acetate
FL/FR

(Z)-3-

hexen-1-yl benzoate
FL/FR

hexyl 2-methyl butyrate
FL/FR

phenyl acetaldehyde
FL/FR

phenyl acetaldehyde dimethyl acetal
FL/FR

3-

phenyl propionaldehyde
FL/FR

styralyl acetate
FL/FR

herbal

clary sage oil france
FL/FR

daucus carota fruit oil
FL/FR

lavender absolute bulgaria
FL/FR

linalyl acetate
FL/FR

nopyl acetate
FR

alpha-

terpinyl acetate
FL/FR

honey

methyl phenyl acetate
FL/FR

melon

watermelon ketone
FR

minty

pennyroyal oil
FL/FR

naphthyl

beta-

naphthyl ethyl ether
FL/FR

powdery

para-

anisyl alcohol
FL/FR

spicy

alpha-

methyl cinnamaldehyde
FL/FR

methyl isoeugenol
FL/FR

black

pepper oil
FL/FR

terpenic

frankincense oil
FL/FR

tonka

flouve absolute
FR

tonka bean absolute
FR

vanilla

vanilla bean absolute (vanilla planifolia)
FL/FR

vanillyl acetate
FL/FR

waxy

1-

dodecanol
FL/FR

ethyl laurate
FL/FR

woody

cistus twig/leaf oil
FL/FR

guaiacwood oil
FL/FR

methyl cedryl ketone
FL/FR

patchouli ethanone
FR

patchouli oil
FL/FR

spruce needle oil canada
FL/FR

tobacarol (IFF)
FR

vetiver oil haiti
FL/FR

woody acetate
FR

(Z)-

woody amylene
FR

woody propanol
FR

For Flavor

No flavor group found for these

cistus ladaniferus resinoid
FL/FR

methyl (E)-cinnamate
FL/FR

aldehydic

aldehydic

nonanal (aldehyde C-9)
FL/FR

octanal (aldehyde C-8)
FL/FR

balsamic

benzyl salicylate
FL/FR

laevo-

bornyl acetate
FL/FR

iso

butyl cinnamate
FL/FR

ethyl cinnamate
FL/FR

fir needle oil siberia
FL/FR

peru balsam oil
FL/FR

styrax resinoid (liquidambar styraciflua)
FL/FR

berry

heliotropyl acetone
FL/FR

raspberry ketone
FL/FR

cherry

heliotropin
FL/FR

citrus

bergamot oil bergaptene reduced italy
FL/FR

citral
FL/FR

citronella oil ceylon
FL/FR

lemon oil c.p. california
FL/FR

lemongrass oil
FL/FR

laevo-

nerol
FL/FR

blood

orange oil italy
FL/FR

sweet

orange peel oil c.p. brazil
FL/FR

verbena oil france
FL

cooling

iso

butyl salicylate
FL/FR

creamy

para-

anisaldehyde
FL/FR

para-

methyl acetophenone
FL/FR

gamma-

undecalactone (aldehyde C-14 (so-called))
FL/FR

fatty

(Z)-3-

hexen-1-yl benzoate
FL/FR

floral

bois de rose oil brazil
FL/FR

citronellol
FL/FR

citronellyl acetate
FL/FR

dimethyl benzyl carbinyl butyrate
FL/FR

geranium oil bourbon
FL/FR

linalyl acetate
FL/FR

methyl dihydrojasmonate
FL/FR

methyl phenyl acetate
FL/FR

neryl acetate
FL/FR

ocean propanal
FL/FR

phenethyl alcohol
FL/FR

phenethyl propionate
FL/FR

ylang ylang flower oil
FL/FR

fruity

allyl cyclohexyl propionate
FL/FR

iso

amyl benzoate
FL/FR

para-

anisyl alcohol
FL/FR

benzyl acetate
FL/FR

benzyl propionate
FL/FR

dimethyl anthranilate
FL/FR

ethyl heptanoate
FL/FR

hexyl acetate
FL/FR

methyl anthranilate
FL/FR

rose butanoate
FL/FR

strawberry glycidate 1 (aldehyde C-16 (so-called))
FL/FR

styralyl acetate
FL/FR

grassy

palmarosa oil
FL/FR

green

acetaldehyde ethyl phenethyl acetal
FL/FR

iso

amyl salicylate
FL/FR

cyclamen aldehyde
FL/FR

cyclohexyl ethyl alcohol
FL/FR

dihydromyrcenol
FL/FR

diphenyl oxide
FL/FR

galbanum oil
FL/FR

geranyl acetate
FL/FR

(Z)-3-

hexen-1-ol
FL/FR

(Z)-3-

hexen-1-yl acetate
FL/FR

(Z)-3-

hexen-1-yl salicylate
FL/FR

hexyl 2-methyl butyrate
FL/FR

linalool oxide
FL/FR

nerolidol
FL/FR

phenyl acetaldehyde dimethyl acetal
FL/FR

3-

phenyl propionaldehyde
FL/FR

herbal

clary sage oil france
FL/FR

coriander seed oil
FL/FR

daucus carota fruit oil
FL/FR

lavender absolute bulgaria
FL/FR

petitgrain oil paraguay
FL/FR

honey

ethyl phenyl acetate
FL/FR

phenethyl acetate
FL/FR

phenethyl isobutyrate
FL/FR

phenyl acetaldehyde
FL/FR

minty

pennyroyal oil
FL/FR

powdery

acetophenone
FL/FR

beta-

naphthyl ethyl ether
FL/FR

soapy

dodecanal (aldehyde C-12 lauric)
FL/FR

1-

dodecanol
FL/FR

spicy

benzyl cinnamate
FL/FR

benzylidene acetone
FL

alpha-

methyl cinnamaldehyde
FL/FR

methyl isoeugenol
FL/FR

black

pepper oil
FL/FR

3-

phenyl propyl alcohol
FL/FR

para-

tolualdehyde
FL/FR

tropical

alpha-

amyl cinnamaldehyde
FL/FR

vanilla

vanilla bean absolute (vanilla planifolia)
FL/FR

vanillyl acetate
FL/FR

waxy

decanal (aldehyde C-10)
FL/FR

ethyl laurate
FL/FR

alpha-

hexyl cinnamaldehyde
FL/FR

hydroxycitronellal
FL/FR

mimosa absolute france
FL/FR

woody

amyris wood oil
FL/FR

iso

bornyl acetate
FL/FR

cistus twig/leaf oil
FL/FR

frankincense oil
FL/FR

guaiacwood oil
FL/FR

methyl cedryl ketone
FL/FR

patchouli oil
FL/FR

spruce needle oil canada
FL/FR

alpha-

terpinyl acetate
FL/FR

vetiver oil haiti
FL/FR

Potential Uses:

FR	acacia
FR	aldehydic
FR	almond
FR	amber
FR	anise
FR	apple blossom
FR	apricot
FR	balsam
FR	bay rum
FR	bayberry
FR	bergamot
FR	bluebell
FR	bois de rose
FR	bouquet
FR	bubble gum
FL/FR	cajeput
FR	cardamom oil replacer
FR	carnation
FR	cassia
FR	cedarwood
FR	cherry
FR	christmas
FR	cinnamon
FR	citrus
FR	clary sage oil replacer
FR	clover
FR	crabapple blossom
FL/FR	cubeb
FR	cypress oil replacer
FR	dillenia
FR	elder flower
FR	eucalyptus oil replacer
FR	evergreen
FR	fagonia
FR	fern
FR	fig
FR	fir needle oil replacer
FR	floral
FR	frangipani plumeria
FR	gardenia
FR	genet
FR	geranium
FR	grape
FR	grapefruit
FR	green
FR	green grass
FR	greenhouse
FR	hawthorn
FR	herbal
FR	hollyberry
FR	honeysuckle
FR	hyacinth
FR	jasmin
FR	jonesia
FR	juniper
FR	juniper berry
FR	lavandin
FR	lavender
FR	leather
FR	lemon
FR	lemongrass
FR	licorice
FR	lilac
FR	lily
FR	lime
FL/FR	linaloe wood
FR	linden flower
FR	lotus
FL/FR	lovage root
	lux beauty shower soap
FL	lychee
FR	mace
FR	magnolia
FL	mango
	meadow
FL	mimosa
FR	muguet
FR	mulberry
FR	musk
FR	narcissus
FR	neroli
FR	niaouli
FR	nutmeg
FR	orange
FR	orange blossom
FR	fresh outdoors
FR	passion fruit
FR	peach
FL/FR	pennyroyal
FR	peony
FR	petitgrain
FR	pine forest
FR	pineapple
FR	plum mirabelle plum
FR	potpourri
FR	powder
FR	rain
FR	raspberry
FR	rose
FR	sandalwood
FR	sassafras
FL/FR	snake root
FR	spearmint
FR	spice
	strawberry leaf
FR	sweet pea
FL	tea green tea
FR	thyme oil white replacer
	tide
FR	tuberose
FL	tutti frutti
FL/FR	valerian
FR	wallflower
FR	wintergreen
FR	wisteria
FR	woody

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

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-iso	propylidene-1-methylcyclohexanol
.gamma.-	terpineol
g-	terpineol

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.

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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