(-)-cubenol
(1S,4R,4aR,8aR)-4,7-dimethyl-1-(propan-2-yl)-1,3,4,5,6,8a-hexahydronaphthalen-4a(2H)-ol
 
Notes:
Constit. of oil of cubeb pepper (Piper cubeba)
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(1S,4R,4aR,8aR)-4,7-dimethyl-1-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-4a-ol (Click)
CAS Number: 21284-22-0Picture of molecule
Nikkaji Web: J15.759G
XlogP3-AA: 3.70 (est)
Molecular Weight: 222.37142000
Formula: C15 H26 O
NMR Predictor: Predict (works with chrome or firefox)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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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)
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Organoleptic Properties:
Odor Type: spicy
Odor Strength: medium
 spicy  herbal  tea green tea  
Odor Description:
at 100.00 %. 
spicy herbal green tea
 spicy  
Taste Description:
spicy
  
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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: flavor and fragrance agents
Recommendation for (-)-cubenol usage levels up to:
  2.0000 % in the fragrance concentrate.
 
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Safety References:
EPI System: View
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
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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
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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
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB59841
FooDB: FDB017347
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
For Odor
No odor group found for these
para-menth-1-en-9-alFL/FR
aldehydic
 agrumen nitrileFR
balsamic
 guaiacyl phenyl acetateFL/FR
 guaiyl acetateFL/FR
cheesy
2-heptanoneFL/FR
citrus
 tetrahydromyrcenolFR
 verbena absolute franceFL/FR
earthy
3-octen-2-oneFL/FR
floral
 benzyl formateFL/FR
 champaca absoluteFR
(E)-citronellyl tiglateFL/FR
 coriander seed oilFL/FR
 dihydrojasmoneFL/FR
 dimethyl benzyl carbinyl propionateFR
 geranyl formateFL/FR
(Z)-jasmoneFL/FR
ortho-methoxybenzyl ethyl etherFR
alpha-isomethyl ionone (90% min.)FL/FR
 neryl formateFL/FR
 phenethyl isobutyrateFL/FR
 tea acetateFR
 tetrahydrolinaloolFL/FR
fruity
 heptyl butyrateFL/FR
 perillyl acetateFL/FR
green
sec-butyl-3-methyl but-2-ene thioateFL/FR
 carrot leaf oil (daucus carota ssp.maximus)FR
(Z)-3-hexen-1-yl pyruvateFL/FR
 magnolia flower oilFL/FR
herbal
6-acetoxydihydrotheaspiraneFL/FR
 angelica archangelica seed extractFL/FR
 anthemis nobilis flower extractFL/FR
 anthemis nobilis flower oil romanFL/FR
 arnica flower absoluteFR
 arnica flower oilFR
green camellia sinensis leaf extractFL/FR
black camellia sinensis leaf extractFL/FR
 carrot seed oil (daucus carota ssp. maximus (desf.) ball)FR
 clary propyl acetateFR
 clary sage absoluteFL/FR
 clary sage oil franceFL/FR
 clary specialtyFR
 coriander seed absoluteFL/FR
 coriander seed concreteFR
 dehydroxylinalool oxideFL/FR
 geranium cyclohexaneFR
 hay oilFR
 ilex paraguariensis leaf solid extractFR
3-nonanolFL/FR
3-octanon-1-olFL/FR
curled parsley seed oilFL/FR
 perilla leaf oilFL/FR
 theaspiraneFL/FR
 tilia cordata flower extractFL/FR
 yerba mate absoluteFL/FR
licorice
sweet basil oleoresinFL/FR
mentholic
 menthyl acetateFL/FR
 menthyl acetate racemicFL/FR
minty
 betula lenta bark oil americaFL/FR
musty
2-acetyl pyrroleFL/FR
ketoisophoroneFL/FR
spicy
isobutyl (E,E)-2,4-decadienamideFL/FR
 carrot weed oilFL/FR
 carvacryl ethyl etherFL/FR
 cinnamaldehyde dimethyl acetalFL/FR
 cuminyl alcoholFL/FR
black currant bud absoluteFL/FR
 ginger oleoresin africaFL/FR
 origanum majorana oilFL/FR
 origanum majorana oil cubaFL/FR
 origanum majorana oil moroccoFL/FR
black pepper oil CO2 extractFL/FR
tropical
 genet absoluteFL/FR
woody
 angelica archangelica root extractFL/FR
 bornyl valerateFL/FR
 cyperus root oil (cyperus rotundus)FR
(-)-guaiolFR
 tetrahydronootkatoneFL/FR
 
For Flavor
 
No flavor group found for these
6-acetoxydihydrotheaspiraneFL/FR
 angelica archangelica root extractFL/FR
 bitterness blockersFL
isobutyl (E,E)-2,4-decadienamideFL/FR
sec-butyl-3-methyl but-2-ene thioateFL/FR
 carvacryl ethyl etherFL/FR
2,4-dimethyl anisoleFL
 fleabane oil (erigeron canadensis)FL
 guaiyl acetateFL/FR
 magnolia flower oilFL/FR
para-menth-1-en-9-alFL/FR
 menthyl acetate racemicFL/FR
alpha-isomethyl ionone (90% min.)FL/FR
4-methyl-2-pentenoic acidFL
3-nonanolFL/FR
3-octanon-1-olFL/FR
 perilla leaf oilFL/FR
 rosa canina seed extractFL
 tetrahydronootkatoneFL/FR
 acidity blockersFL
 hexyl 3-mercaptobutanoateFL
berry
 perillyl acetateFL/FR
burnt
 tea pyrroleFL
cheesy
2-heptanoneFL/FR
citrus
ketoisophoroneFL/FR
 verbena absolute franceFL/FR
coffee
2,4-dimethyl thiazoleFL
cooling
 menthyl acetateFL/FR
 theaspiraneFL/FR
creamy
3-octen-2-oneFL/FR
floral
 dihydrojasmoneFL/FR
 tetrahydrolinaloolFL/FR
fruity
 benzyl formateFL/FR
 neryl formateFL/FR
 carrot weed oilFL/FR
 clary sage absoluteFL/FR
 geranyl formateFL/FR
(Z)-3-hexen-1-yl pyruvateFL/FR
hay
 genet absoluteFL/FR
herbal
 angelica archangelica seed extractFL/FR
 anthemis nobilis flower extractFL/FR
 anthemis nobilis flower oil romanFL/FR
green camellia sinensis leaf extractFL/FR
black camellia sinensis leaf extractFL/FR
 clary sage oil franceFL/FR
 coriander seed absoluteFL/FR
 coriander seed oilFL/FR
 origanum majorana oilFL/FR
curled parsley seed oilFL/FR
 tilia cordata flower extractFL/FR
 yerba mate absoluteFL/FR
honey
 phenethyl isobutyrateFL/FR
leafy
(E)-citronellyl tiglateFL/FR
licorice
sweet basil oleoresinFL/FR
minty
 betula lenta bark oil americaFL/FR
nutty
2-acetyl pyrroleFL/FR
phenolic
 guaiacyl phenyl acetateFL/FR
spicy
 cinnamaldehyde dimethyl acetalFL/FR
 cuminyl alcoholFL/FR
black currant bud absoluteFL/FR
 ginger oleoresin africaFL/FR
 origanum majorana oil cubaFL/FR
 origanum majorana oil moroccoFL/FR
black pepper oil CO2 extractFL/FR
tea
black tea leaf distillatesFL
tropical
 heptyl butyrateFL/FR
woody
 bornyl valerateFL/FR
 dehydroxylinalool oxideFL/FR
(Z)-jasmoneFL/FR
 
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Potential Uses:
 arnicaFR
 carawayFL/FR
 cassis black currant budFL/FR
 chamomileFR
 champaca champakFR
 clary sageFL/FR
 corianderFL/FR
 genet genista broomFR
 ginger whiteFR
 hollyberryFR
 linden blossom limeflower tilleul 
 marjoramFL/FR
 mate 
 rose tea rose 
 saffron 
 tea 
 tea black 
 tea china 
 tea green 
 tea herbalFL
 tea lemon 
 wormwood absinthiumFL/FR
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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
 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
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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-isopropyl-4,7-dimethyl-1,3,4,5,6,8a-hexahydronaphthalen-4a(2H)-ol
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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.
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