(-)-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)
Synonyms   Articles   Notes   Search
CAS Number: 21284-22-0Picture of molecule3D/inchi
Other(deleted CASRN): 19912-64-2
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
 
 
Flavor Type: spicy
 
 spicy  
Taste Description:
spicy
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
Synonyms   Articles   Notes   Search   Top
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
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.
 
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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
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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 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
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Potential Blenders and core components note
 
For Odor
No odor group found for these
 arnica montana flower extractFL/FR
para-menth-1-en-9-alFL/FR
aldehydic
 agrumen nitrileFR
amber
 angelica archangelica root oil CO2 extractFL/FR
anise
sweet fennel seed oilFL/FR
balsamic
 guaiacyl phenyl acetateFL/FR
 guaiyl acetateFL/FR
cheesy
2-heptanoneFL/FR
citrus
 tetrahydromyrcenolFR
 verbena absolute franceFL/FR
earthy
3-octen-2-oneFL/FR
 perillaldehyde propylene glycol acetalFL/FR
floral
 benzyl formateFL/FR
 cassie absolute replacerFL/FR
 champaca absoluteFR
(E)-citronellyl tiglateFL/FR
 coriander oil replacerFR
 coriander seed oilFL/FR
 dihydrojasmoneFL/FR
 dimethyl benzyl carbinyl propionateFR
 geranium oil africaFL/FR
 geranyl formateFL/FR
(Z)-jasmoneFL/FR
 lavender absolute replacerFR
ortho-methoxybenzyl ethyl etherFR
alpha-isomethyl ionone (90% min.)FL/FR
 neryl formateFL/FR
 phenethyl isobutyrateFL/FR
(Z)-rose oxideFL/FR
 tea acetateFR
 terpinyl isobutyrateFL/FR
 tetrahydrolinaloolFL/FR
fruity
1,4-diethyl-6,8-dioxabicyclo(3.2.1)octaneFR
 green acetateFR
 heptyl butyrateFL/FR
 herbanate (Givaudan)FR
 perillyl acetateFL/FR
green
holy basil leaf oilFL/FR
sec-butyl-3-methyl but-2-ene thioateFL/FR
 carrot leaf oil (daucus carota ssp.maximus)FR
black currant bud absolute replacerFL/FR
(Z)-3-hexen-1-yl pyruvateFL/FR
 magnolia flower oilFL/FR
 privet dioxaneFR
herbal
6-acetoxydihydrotheaspiraneFL/FR
 agate fragranceFR
 angelica archangelica seed extractFL/FR
 anthemis nobilis flower extractFL/FR
 anthemis nobilis flower oil romanFL/FR
 arnica flower absoluteFR
 arnica flower oilFR
 arnica montana flower oil CO2 extractFR
green camellia sinensis leaf extractFL/FR
black camellia sinensis leaf extractFL/FR
 carrot seed oil (daucus carota ssp. maximus (desf.) ball)FR
 carum carvi fruit oilFL/FR
 carvacryl methyl etherFL/FR
 celery ketoneFL/FR
 clary propyl acetateFR
 clary sage absoluteFL/FR
 clary sage oil franceFL/FR
 clary sage oil replacerFR
 clary sage oil russiaFL/FR
 clary specialtyFR
 coriander seed absoluteFL/FR
 coriander seed concreteFR
 dehydroxylinalool oxideFL/FR
 elder flower absolute (sambucus canadensis and s. nigra)FR
 geranium cyclohexaneFR
 hay oilFR
 herbal acetalFR
 ilex paraguariensis leaf solid extractFR
 lavender absolute bulgariaFL/FR
 lavender absolute franceFL/FR
 marigold absolute (tagetes patula)FR
1-para-menthen-9-yl acetateFL/FR
T-muurololFL/FR
3-nonanolFL/FR
3-octanon-1-olFL/FR
 oregano oil replacerFR
 oregano specialtyFR
 origanum oilFL/FR
curled parsley leaf oilFL/FR
curled parsley seed oilFL/FR
 perilla leaf oilFL/FR
 salvia sclarea distillatesFL/FR
 salvia sclarea oilFL/FR
 theaspiraneFL/FR
 tilia cordata flower extractFL/FR
 yerba mate absoluteFL/FR
licorice
sweet basil oleoresinFL/FR
mentholic
laevo-menthyl acetateFL/FR
 menthyl acetateFL/FR
 menthyl acetate racemicFL/FR
minty
 betula lenta bark oil americaFL/FR
 peppermint oil special fractionsFL/FR
musty
2-acetyl pyrroleFL/FR
ketoisophoroneFL/FR
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
 ginger root absoluteFL/FR
(R)-gamma-heptalactone 
 hollyberry fragranceFR
 maja fragranceFR
sweet marjoram oil (origanum majorana var. tenuifolium weston) cyprus 
sweet marjoram oil replacerFR
 ocimum gratissimum herb oil indiaFR
 origanum majorana oilFL/FR
 origanum majorana oil CO2 extractFL/FR
 origanum majorana oil cubaFL/FR
 origanum majorana oil moroccoFL/FR
 outdoors specialtyFR
white pepper oilFL/FR
black pepper oil CO2 extractFL/FR
black pepper oleoresinFL/FR
 saffron oil CO2 extractFL/FR
tropical
 genet absoluteFL/FR
woody
ar-abietatriene 
 angelica archangelica root extractFL/FR
 angelica archangelica root tinctureFL/FR
 angelica archangelica root waterFL/FR
 bornyl valerateFL/FR
 camphor tree wood oilFR
 cedarwood oil himalayaFR
 cistus twig/leaf oilFL/FR
 cyperus root oil (cyperus rotundus)FR
(-)-guaiolFR
 patchouli absoluteFR
 sandalwood oilFL/FR
 sandalwood oil replacerFR
(±)-tetrahydronootkatoneFL/FR
 
For Flavor
 
No flavor group found for these
ar-abietatriene 
6-acetoxydihydrotheaspiraneFL/FR
 angelica archangelica root extractFL/FR
 angelica archangelica root oil CO2 extractFL/FR
 angelica archangelica root tinctureFL/FR
 angelica archangelica root waterFL/FR
 arnica montana flower extractFL/FR
holy basil leaf oilFL/FR
 benzyl crotonateFL
 bitterness blockersFL
isobutyl (E,E)-2,4-decadienamideFL/FR
sec-butyl-3-methyl but-2-ene thioateFL/FR
 carvacryl ethyl etherFL/FR
 carvacryl methyl etherFL/FR
 cassie absolute replacerFL/FR
(±)-(cis+trans)-1,2-dihydroperillaldehydeFL
2,4-dimethyl anisoleFL
 fleabane oil (erigeron canadensis)FL
 guaiyl acetateFL/FR
(R)-gamma-heptalactone 
2-heptyl cyclopropane carboxylic acidFL
 magnolia flower oilFL/FR
sweet marjoram oil (origanum majorana var. tenuifolium weston) cyprus 
para-menth-1-en-9-alFL/FR
 menthyl acetate racemicFL/FR
4-methyl-2-pentenoic acidFL
T-muurololFL/FR
3-nonanolFL/FR
3-octanon-1-olFL/FR
 perilla leaf oilFL/FR
 perillaldehyde propylene glycol acetalFL/FR
 terpinyl isobutyrateFL/FR
(±)-tetrahydronootkatoneFL/FR
 acidity blockersFL
 althaea officinalis root tinctureFL
 hexyl 3-mercaptobutanoateFL
anise
sweet fennel seed oilFL/FR
burnt
 tea pyrroleFL
buttery
 bovolideFL
cheesy
2-heptanoneFL/FR
citrus
ketoisophoroneFL/FR
 verbena absolute franceFL/FR
coffee
2,4-dimethyl thiazoleFL
cooling
 menthyl acetateFL/FR
 theaspiraneFL/FR
creamy
 althaea officinalis root extractFL
3-octen-2-oneFL/FR
floral
 dihydrojasmoneFL/FR
 geranium oil africaFL/FR
alpha-isomethyl ionone (90% min.)FL/FR
 rosa canina seed extractFL
 tetrahydrolinaloolFL/FR
fruity
 benzyl formateFL/FR
black currant bud absolute replacerFL/FR
1-para-menthen-9-yl acetateFL/FR
 neryl formateFL/FR
 carrot weed oilFL/FR
 celery distillatesFL
 celery ketoneFL/FR
(E)-citronellyl tiglateFL/FR
 clary sage absoluteFL/FR
 geranyl formateFL/FR
 heptyl butyrateFL/FR
(Z)-3-hexen-1-yl pyruvateFL/FR
 perillyl acetateFL/FR
(Z)-rose oxideFL/FR
hay
 genet absoluteFL/FR
herbal
 angelica archangelica seed extractFL/FR
 anthemis nobilis flower extractFL/FR
 anthemis nobilis flower oil romanFL/FR
black camellia sinensis leaf extractFL/FR
green camellia sinensis leaf extractFL/FR
 carum carvi fruit oilFL/FR
 clary sage oil franceFL/FR
 clary sage oil russiaFL/FR
 coriander seed absoluteFL/FR
 coriander seed oilFL/FR
 lavender absolute bulgariaFL/FR
 lavender absolute franceFL/FR
 oregano oleoresinFL
 origanum majorana oilFL/FR
 origanum majorana oil CO2 extractFL/FR
 origanum oilFL/FR
curled parsley leaf oilFL/FR
curled parsley oleoresinFL
curled parsley seed oilFL/FR
 salvia sclarea distillatesFL/FR
 salvia sclarea oilFL/FR
 tilia cordata flower extractFL/FR
 yerba mate absoluteFL/FR
honey
 phenethyl isobutyrateFL/FR
licorice
sweet basil oleoresinFL/FR
minty
 betula lenta bark oil americaFL/FR
laevo-menthyl acetateFL/FR
 peppermint oil special fractionsFL/FR
nutty
2-acetyl pyrroleFL/FR
phenolic
 guaiacyl phenyl acetateFL/FR
spicy
sweet bay oleoresinFL
 cinnamaldehyde dimethyl acetalFL/FR
 cuminyl alcoholFL/FR
black currant bud absoluteFL/FR
 ginger oleoresin africaFL/FR
 ginger root absoluteFL/FR
 origanum majorana oil cubaFL/FR
 origanum majorana oil moroccoFL/FR
white pepper oilFL/FR
black pepper oil CO2 extractFL/FR
black pepper oleoresinFL/FR
 saffron oil CO2 extractFL/FR
tea
black tea leaf distillatesFL
woody
 bornyl valerateFL/FR
 cistus twig/leaf oilFL/FR
 dehydroxylinalool oxideFL/FR
(Z)-jasmoneFL/FR
 sandalwood oilFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 arnica flowerFR
 caraway seedFL/FR
 chamomileFR
 champacaFR
 clary sage oil replacerFR
 corianderFL/FR
 currant bud absolute replacerFL/FR
 genetFR
 ginger white gingerFR
 hollyberryFR
 linden flowerFR
 marjoramFL/FR
 mateFL
 rose tea roseFR
 saffronFR
 teaFL
 tea black teaFL
 tea china 
 tea green teaFL
 tea herbal teaFL
 tea lemon teaFL
 wormwood oil replacerFR
Synonyms   Articles   Notes   Search   Top
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
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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
Synonyms   Articles   Notes   Search   Top
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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