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(-)-cubenol
(1S,4R,4aR,8aR)-4,7-dimethyl-1-(propan-2-yl)-1,3,4,5,6,8a-hexahydronaphthalen-4a(2H)-ol

Supplier Sponsors

Name:	(1S,4R,4aR,8aR)-4,7-dimethyl-1-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-4a-ol
CAS Number:	21284-22-0	3D/inchi
Other(deleted CASRN):	19912-64-2
FDA UNII:	Search
Nikkaji Web:	J15.759G
XlogP3-AA:	3.70 (est)
Molecular Weight:	222.37142000
Formula:	C15 H26 O
NMR Predictor:	Predict (works with chrome, Edge or firefox)

Category: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
Google Scholar: with word "flavor"	Search
Google Scholar: with word "odor"	Search
Perfumer and Flavorist:	Search
Google Patents:	Search
US Patents:	Search
EU Patents:	Search
Pubchem Patents:	Search
PubMed:	Search
NCBI:	Search

Physical Properties:

Assay:	92.00 to 100.00
Food Chemicals Codex Listed:	No
Boiling Point:	300.00 to 302.00 °C. @ 760.00 mm Hg
Flash Point:	263.00 °F. TCC ( 128.33 °C. )
logP (o/w):	4.970
Soluble in:
	alcohol
	water, 9.13 mg/L @ 25 °C (est)

Organoleptic Properties:

Odor Type: spicy

spicy herbal tea green tea

Odor Description:at 100.00 %. spicy herbal green tea

Flavor Type: spicy

Taste Description: spicy

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:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for (-)-cubenol usage levels up to:
	2.0000 % in the fragrance concentrate.

Safety References:

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :11770062

National Institute of Allergy and Infectious Diseases:Data

(1S,4R,4aR,8aR)-4,7-dimethyl-1-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-4a-ol

Chemidplus:021284220

References:

	(1S,4R,4aR,8aR)-4,7-dimethyl-1-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-4a-ol
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	11770062
Pubchem (sid):	135349547
Flavornet:	21284-22-0
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
CHEMBL:	View
HMDB (The Human Metabolome Database):	HMDB59841
FooDB:	FDB017347
Typical G.C.
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View
Wikipedia:	View

Potential Blenders and core components note

For Odor

No odor group found for these

arnica montana flower extract
FL/FR

para-

menth-1-en-9-al
FL/FR

aldehydic

aldehydic

agrumen nitrile
FR

amber

angelica archangelica root oil CO2 extract
FL/FR

anise

sweet

fennel seed oil
FL/FR

balsamic

guaiacyl phenyl acetate
FL/FR

guaiyl acetate
FL/FR

cheesy

2-

heptanone
FL/FR

citrus

tetrahydromyrcenol
FR

verbena absolute france
FL/FR

earthy

3-

octen-2-one
FL/FR

fatty

perillaldehyde propylene glycol acetal
FL/FR

floral

benzyl formate
FL/FR

cassie absolute replacer
FL/FR

champaca absolute
FR

(E)-

citronellyl tiglate
FL/FR

coriander oil replacer
FR

coriander seed oil
FL/FR

dihydrojasmone
FL/FR

dimethyl benzyl carbinyl propionate
FR

geranium oil africa
FL/FR

geranyl formate
FL/FR

(Z)-

lavender absolute replacer
FR

ortho-

methoxybenzyl ethyl ether
FR

alpha-iso

methyl ionone (90% min.)
FL/FR

neryl formate
FL/FR

phenethyl isobutyrate
FL/FR

(Z)-

rose oxide
FL/FR

terpinyl isobutyrate
FL/FR

tetrahydrolinalool
FL/FR

fruity

1,4-

diethyl-6,8-dioxabicyclo(3.2.1)octane
FR

green acetate
FR

heptyl butyrate
FL/FR

herbanate (Givaudan)
FR

perillyl acetate
FL/FR

green

holy

basil leaf oil
FL/FR

sec-

butyl-3-methyl but-2-ene thioate
FL/FR

carrot leaf oil (daucus carota ssp.maximus)
FR

black

currant bud absolute replacer
FL/FR

(Z)-3-

hexen-1-yl pyruvate
FL/FR

magnolia flower oil
FL/FR

privet dioxane
FR

herbal

6-

acetoxydihydrotheaspirane
FL/FR

agate fragrance
FR

angelica archangelica seed extract
FL/FR

anthemis nobilis flower extract
FL/FR

anthemis nobilis flower oil roman
FL/FR

arnica flower absolute
FR

arnica flower oil
FR

arnica montana flower oil CO2 extract
FR

green

camellia sinensis leaf extract
FL/FR

black

camellia sinensis leaf extract
FL/FR

carrot seed oil (daucus carota ssp. maximus (desf.) ball)
FR

carum carvi fruit oil
FL/FR

carvacryl methyl ether
FL/FR

celery ketone
FL/FR

clary propyl acetate
FR

clary sage absolute
FL/FR

clary sage oil france
FL/FR

clary sage oil replacer
FR

clary sage oil russia
FL/FR

clary specialty
FR

coriander seed absolute
FL/FR

coriander seed concrete
FR

dehydroxylinalool oxide
FL/FR

elder flower absolute (sambucus canadensis and s. nigra)
FR

geranium cyclohexane
FR

herbal acetal
FR

ilex paraguariensis leaf solid extract
FL/FR

lavender absolute bulgaria
FL/FR

lavender absolute france
FL/FR

marigold absolute (tagetes patula)
FR

1-para-

menthen-9-yl acetate
FL/FR

T-

3-

3-

octanon-1-ol
FL/FR

oregano oil replacer
FR

oregano specialty
FR

origanum oil
FL/FR

curled

parsley leaf oil
FL/FR

curled

parsley seed oil
FL/FR

perilla leaf oil
FL/FR

salvia sclarea distillates
FL/FR

salvia sclarea oil
FL/FR

theaspirane
FL/FR

tilia cordata flower extract
FL/FR

yerba mate absolute
FL/FR

licorice

sweet

basil oleoresin
FL/FR

mentholic

laevo-

menthyl acetate
FL/FR

menthyl acetate
FL/FR

menthyl acetate racemic
FL/FR

minty

betula lenta bark oil america
FL/FR

peppermint oil special fractions
FL/FR

musty

2-

acetyl pyrrole
FL/FR

ketoiso

spicy

iso

butyl (E,E)-2,4-decadienamide
FL/FR

carrot weed oil
FL/FR

carvacryl ethyl ether
FL/FR

cinnamaldehyde dimethyl acetal
FL/FR

cuminyl alcohol
FL/FR

black

currant bud absolute
FL/FR

ginger oleoresin africa
FL/FR

ginger root absolute
FL/FR

hollyberry fragrance
FR

maja fragrance
FR

sweet

marjoram oil replacer
FR

ocimum gratissimum herb oil india
FR

origanum majorana oil
FL/FR

origanum majorana oil CO2 extract
FL/FR

origanum majorana oil cuba
FL/FR

origanum majorana oil morocco
FL/FR

outdoors specialty
FR

white

pepper oil
FL/FR

black

pepper oil CO2 extract
FL/FR

black

pepper oleoresin
FL/FR

saffron oil CO2 extract
FL/FR

tropical

genet absolute
FL/FR

woody

angelica archangelica root extract
FL/FR

angelica archangelica root tincture
FL/FR

angelica archangelica root water
FL/FR

bornyl valerate
FL/FR

camphor tree wood oil
FR

cedarwood oil himalaya
FR

cistus twig/leaf oil
FL/FR

cyperus root oil (cyperus rotundus)
FR

(-)-

patchouli absolute
FR

sandalwood oil
FL/FR

sandalwood oil replacer
FR

(±)-

tetrahydronootkatone
FL/FR

For Flavor

No flavor group found for these

6-

acetoxydihydrotheaspirane
FL/FR

angelica archangelica root extract
FL/FR

angelica archangelica root oil CO2 extract
FL/FR

angelica archangelica root tincture
FL/FR

angelica archangelica root water
FL/FR

arnica montana flower extract
FL/FR

holy

basil leaf oil
FL/FR

benzyl crotonate
FL

bitterness blockers
FL

iso

butyl (E,E)-2,4-decadienamide
FL/FR

sec-

butyl-3-methyl but-2-ene thioate
FL/FR

carvacryl ethyl ether
FL/FR

carvacryl methyl ether
FL/FR

cassie absolute replacer
FL/FR

(±)-(cis+trans)-1,2-

dihydroperillaldehyde
FL

2,4-

dimethyl anisole
FL

fleabane oil (erigeron canadensis)
FL

guaiyl acetate
FL/FR

2-

heptyl cyclopropane carboxylic acid
FL

magnolia flower oil
FL/FR

para-

menth-1-en-9-al
FL/FR

menthyl acetate racemic
FL/FR

4-

methyl-2-pentenoic acid
FL

T-

3-

3-

octanon-1-ol
FL/FR

perilla leaf oil
FL/FR

perillaldehyde propylene glycol acetal
FL/FR

terpinyl isobutyrate
FL/FR

(±)-

tetrahydronootkatone
FL/FR

acidity blockers
FL

althaea officinalis root tincture
FL

hexyl 3-mercaptobutanoate
FL

anise

anise

sweet

fennel seed oil
FL/FR

burnt

buttery

cheesy

2-

heptanone
FL/FR

citrus

ketoiso

verbena absolute france
FL/FR

coffee

2,4-

dimethyl thiazole
FL

cooling

menthyl acetate
FL/FR

theaspirane
FL/FR

creamy

althaea officinalis root extract
FL

3-

octen-2-one
FL/FR

floral

dihydrojasmone
FL/FR

geranium oil africa
FL/FR

alpha-iso

methyl ionone (90% min.)
FL/FR

rosa canina seed extract
FL

tetrahydrolinalool
FL/FR

fruity

benzyl formate
FL/FR

black

currant bud absolute replacer
FL/FR

1-para-

menthen-9-yl acetate
FL/FR

neryl formate
FL/FR

green

carrot weed oil
FL/FR

celery distillates
FL

celery ketone
FL/FR

(E)-

citronellyl tiglate
FL/FR

geranyl formate
FL/FR

heptyl butyrate
FL/FR

(Z)-3-

hexen-1-yl pyruvate
FL/FR

perillyl acetate
FL/FR

(Z)-

rose oxide
FL/FR

hay

genet absolute
FL/FR

herbal

angelica archangelica seed extract
FL/FR

anthemis nobilis flower extract
FL/FR

anthemis nobilis flower oil roman
FL/FR

black

camellia sinensis leaf extract
FL/FR

green

camellia sinensis leaf extract
FL/FR

carum carvi fruit oil
FL/FR

clary sage absolute
FL/FR

clary sage oil france
FL/FR

clary sage oil russia
FL/FR

coriander seed absolute
FL/FR

coriander seed oil
FL/FR

ilex paraguariensis leaf solid extract
FL/FR

lavender absolute bulgaria
FL/FR

lavender absolute france
FL/FR

oregano oleoresin
FL

origanum majorana oil
FL/FR

origanum majorana oil CO2 extract
FL/FR

origanum oil
FL/FR

curled

parsley leaf oil
FL/FR

curled

parsley oleoresin
FL

curled

parsley seed oil
FL/FR

salvia sclarea distillates
FL/FR

salvia sclarea oil
FL/FR

tilia cordata flower extract
FL/FR

yerba mate absolute
FL/FR

honey

phenethyl isobutyrate
FL/FR

licorice

sweet

basil oleoresin
FL/FR

minty

betula lenta bark oil america
FL/FR

laevo-

menthyl acetate
FL/FR

peppermint oil special fractions
FL/FR

nutty

2-

acetyl pyrrole
FL/FR

phenolic

guaiacyl phenyl acetate
FL/FR

spicy

sweet

bay oleoresin
FL

cinnamaldehyde dimethyl acetal
FL/FR

cuminyl alcohol
FL/FR

black

currant bud absolute
FL/FR

ginger oleoresin africa
FL/FR

ginger root absolute
FL/FR

origanum majorana oil cuba
FL/FR

origanum majorana oil morocco
FL/FR

white

pepper oil
FL/FR

black

pepper oil CO2 extract
FL/FR

black

pepper oleoresin
FL/FR

saffron oil CO2 extract
FL/FR

tea

black

tea leaf distillates
FL

woody

bornyl valerate
FL/FR

cistus twig/leaf oil
FL/FR

dehydroxylinalool oxide
FL/FR

(Z)-

sandalwood oil
FL/FR

Potential Uses:

FR	arnica flower
FL/FR	caraway seed
FR	chamomile
FR	champaca
FR	clary sage oil replacer
FL/FR	coriander
FL/FR	currant bud absolute replacer
FR	genet
FR	ginger white ginger
FR	hollyberry
FR	linden flower
FL/FR	marjoram
FL	mate
FR	rose tea rose
FR	saffron
FL	tea
FL	tea black tea
	tea china
FL	tea green tea
FL	tea herbal tea
FL	tea lemon tea
FR	wormwood oil replacer

Occurrence (nature, food, other):note

	ayou wood oil @ 2.10% Data GC Search Trop Picture
	basil oil CO2 sweet @ 1.08% Data GC Search Trop Picture
	basil oil sweet @ 2.46% Data GC Search Trop Picture
	basil oil var. glabratum turkey @ 0.47% Data GC Search Trop Picture
	cedarwood oil texas @ 0.20% Data GC Search Trop Picture
	cedrela wood oil @ 0.96% Data GC Search Trop Picture
	champaca concrete @ 0.04% Data GC Search Trop Picture
	cinnamon fruit oil india @ 0.5-0.8% Data GC Search Trop Picture
	clary sage oil spain @ 0.16% Data GC Search Trop Picture
	clove leaf Search Trop Picture
	cubeb oil @ 0.56% Data GC Search Trop Picture
	curry wood leaf oil australia @ 0.30% Data GC Search Trop Picture
	cypress oil @ trace% Data GC Search Trop Picture
	geranium rose-scented oil (pelargonium spp.) cuba @ 0.60% Data GC Search Trop Picture
	labdanum oil @ 1.71% Data GC Search Trop Picture
	lavandin oil grosso @ trace% Data GC Search Trop Picture
	microstrobos niphophilus leaf oil australia @ 0.30% Data GC Search Trop Picture
	petitgrain combava oil @ trace% Data GC Search Picture
	tea tree oil australia @ 0.52% Data GC Search Trop Picture
	vassoura oil @ 0.30% Data GC Search Trop Picture

Synonyms:

10bH-	cadin-4-en-1-ol
(1S,4R,4aR,8aR)-4,7-	dimethyl-1-(propan-2-yl)-1,3,4,5,6,8a-hexahydronaphthalen-4a(2H)-ol
(1S,4R,4aR,8aR)-4,7-	dimethyl-1-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-4a-ol
(1S- (1alpha,4beta, 4abeta,8aalpha))- 1,3,4,5,6,8a-	hexahydro-4,7-dimethyl-1-(1-methyl ethyl)-4a(2H)-naphthalenol
(1S,4R,4aR,8aR)-1-iso	propyl-4,7-dimethyl-1,3,4,5,6,8a-hexahydronaphthalen-4a(2H)-ol

Articles:

PubMed:Aroma changes of black tea prepared from methyl jasmonate treated tea plants.

PubMed:Essential oil characterization of two Azorean Cryptomeria japonica populations and their biological evaluations.

PubMed:[(2)H26]-1-epi-Cubenol, a completely deuterated natural product from Streptomyces griseus.

PubMed:Chemical composition and biological activities of the essential oil from Calamintha nepeta plants from the wild in southern Italy.

PubMed:Essential oil composition of Ficus benjamina (Moraceae) and Irvingia barteri (Irvingiaceae).

PubMed:Chemical composition, antimicrobial and antioxidant properties of the volatile oil and methanol extract of Xenophyllum poposum.

PubMed:Chemical composition of essential oil of Ferulago macrocarpa (Fenzl) Boiss. fruits.

PubMed:Composition of the essential oil of Buddleja thyrsoides Lam. leaves from Brazil.

PubMed:In vitro antimicrobial properties and chemical composition of Santolina chamaecyparissus essential oil from Algeria.

PubMed:Evaluation of volatile constituents of Cochlospermum angolense.

PubMed:Antifungal properties of Japanese cedar essential oil from waste wood chips made from used sake barrels.

PubMed:Chemical composition and antioxidant activity of the essential oil of Tabernaemontana catharinensis A. DC. leaves.

PubMed:Composition of three essential oils, and their mammalian cell toxicity and antimycobacterial activity against drug resistant-tuberculosis and nontuberculous mycobacteria strains.

PubMed:Chemical and biological evaluation of essential oils from two species of Myrtaceae - Eugenia uniflora L. and Plinia trunciflora (O. Berg) Kausel.

PubMed:Variation in the volatile constituents of Artemisia annua var. CIM-Arogya during plant ontogeny.

PubMed:Free Radical Scavenging Potential and Essential Oil Composition of the Dorema glabrum Fisch. C.A. Mey Roots from Iran.

PubMed:Biological activity of the essential oil of Kadsura longipedunculata (Schisandraceae) and its major components.

PubMed:Antimicrobial activity and chemical composition of endemic Centaurea cariensis subsp. niveo-tomentosa.

PubMed:A new epoxy-cadinane sesquiterpene from the marine brown alga Dictyopteris divaricata.

PubMed:Identification of a novel compound that inhibits iNOS and COX-2 expression in LPS-stimulated macrophages from Schisandra chinensis.

PubMed:Comparison of antioxidant and free radical scavenging activities of the essential oils from flowers and fruits of Otostegia persica Boiss.

PubMed:Insecticidal activity of Valeriana jatamansi (Valerianaceae) against mosquitoes.

PubMed:The essential oil qualitative and quantitative composition in the needles of Pinus sylvestris L. growing along industrial transects.

PubMed:Volatile oil from Guarea macrophylla ssp. tuberculata: seasonal variation and electroantennographic detection by Hypsipyla grandella.

PubMed:Screening of chemical composition and antifungal and antioxidant activities of the essential oils from three Turkish artemisia species.

PubMed:[Contrastive analysis of volatile oil from Serissa serissoides in different seasons].

PubMed:Aroma compound analysis of Piper nigrum and Piper guineense essential oils from Cameroon using solid-phase microextraction-gas chromatography, solid-phase microextraction-gas chromatography-mass spectrometry and olfactometry.

PubMed:Cytotoxic butanolides and secobutanolides from the stem wood of Formosan Lindera communis.

PubMed:Five new cadinane-type sesquiterpenes from the heartwood of Chamaecyparis obtusa var. formosana.

PubMed:Volatile secondary metabolite pattern of callus cultures of Chamomilla recutita.

Notes:

Constit. of oil of cubeb pepper (Piper cubeba)

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