(-)-alpha-cubebene
(3aS- (3aalpha,3bbeta, 4beta,7alpha,7aS*))- 3a,3b,4,5,6,7-hexahydro-3,7-dimethyl-4-(1-methyl ethyl)-1H-cyclopenta(1,3)cyclopropa(1,2)benzene
 
Notes:
Constit. of oil of cubeb pepper (Piper cubeba)
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CAS Number: 17699-14-8Picture of molecule
FDA UNII: 438H9S5RG9
MDL: MFCD00065425
XlogP3-AA: 4.50 (est)
Molecular Weight: 204.35628000
Formula: C15 H24
Category: natural substances and extractives
 
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Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 97.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.88900 @  25.00 °C.
Refractive Index: 1.48200 @  20.00 °C.
Boiling Point: 245.00 to  246.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.014000 mm/Hg @ 25.00 °C. (est)
Flash Point: > 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w): 6.263 (est)
Soluble in:
 alcohol
 water, 0.02145 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
Odor Type: herbal
Odor Strength: medium
 herbal  waxy  
Odor Description:
at 100.00 %. 
herbal waxy
  
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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 (-)-alpha-cubebene usage levels up to:
 not for fragrance use.
 
Recommendation for (-)-alpha-cubebene flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 86609
National Institute of Allergy and Infectious Diseases: Data
Chemidplus: 0017699148
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 86609
Pubchem (sid): 135042802
Flavornet: 17699-14-8
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
KEGG (GenomeNet): C09647
HMDB (The Human Metabolome Database): HMDB36413
FooDB: FDB015294
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
fatty
(E,Z)-2,6-dodecadienalFL/FR
floral
 geranyl hexanoateFL/FR
alpha-hexyl cinnamaldehydeFL/FR
 mimosa absolute moroccoFL/FR
 neroli oil bigardeFL/FR
 octyl acetateFL/FR
green
 carrot leaf oil (daucus carota ssp.maximus)FR
(Z)-3-hepten-1-olFL/FR
(E)-2-hexen-1-yl hexanoateFL/FR
herbal
 butyl levulinateFL/FR
 linalyl acetateFL/FR
spicy
 carrot weed oilFL/FR
 
For Flavor
 
No flavor group found for these
 geranyl hexanoateFL/FR
(Z)-3-hepten-1-olFL/FR
 octyl acetateFL/FR
floral
 linalyl acetateFL/FR
 mimosa absolute moroccoFL/FR
 neroli oil bigardeFL/FR
 carrot weed oilFL/FR
(E,Z)-2,6-dodecadienalFL/FR
(E)-2-hexen-1-yl hexanoateFL/FR
herbal
 butyl levulinateFL/FR
waxy
alpha-hexyl cinnamaldehydeFL/FR
 
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Potential Uses:
 floralFR
 herbalFR
 waxy 
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Occurrence (nature, food, other): note
 allamanda cathartica linn. flower oil brazil @ 0.10%
Data  GC  Search Trop  Picture
 angelica seed oil CO2 extract @ trace%
Data  GC  Search Trop  Picture
 anise star anise fruit
Search Trop  Picture
 anise star anise seed
Search Trop  Picture
 ayou wood oil @ 1.40%
Data  GC  Search Trop  Picture
 basil flower oil sweet @ 0.77%
Data  GC  Search Trop  Picture
 basil leaf oil sweet (ocimum basilicum) @ 0.66%
Data  GC  Search Trop  Picture
 basil oil
Search Trop  Picture
 basil shoot oil
Search Trop  Picture
 bay laurel leaf
Search Trop  Picture
 bay leaf oil @ 0.00-<0.01%
Data  GC  Search Trop  Picture
 cascarilla bark oil @ 0.04%
Data  GC  Search Trop  Picture
 cedrela wood oil @ 8.00%
Data  GC  Search Trop  Picture
 chamomile garden chamomile plant
Search Trop  Picture
 chamomile oil morocco @ 0.30%
Data  GC  Search Trop  Picture
 chamomile sweet false chamomile plant
Search Trop  Picture
 clary sage oil france @ trace%
Data  GC  Search Trop  Picture
 clary sage oil spain @ 0.36%
Data  GC  Search Trop  Picture
 clove bud oil @ 0.66%
Data  GC  Search Trop  Picture
 clove fruit
Search Trop  Picture
 clove leaf
Search Trop  Picture
 clove leaf oil @ 0.08%
Data  GC  Search Trop  Picture
 clove stem oil india @ 0.49%
Data  GC  Search Trop  Picture
 croton cajucara benth. leaf oil brazil @ trace%
Data  GC  Search Trop  Picture
 croton flavens l. (welensali) leaf oil curacao @ 0.20%
Data  GC  Search Trop  Picture
 cubeb oil @ 1.65%
Data  GC  Search Trop  Picture
 curry wood leaf oil australia @ 0.20%
Data  GC  Search Trop  Picture
 cypress oil @ 0.07-0.15%
Data  GC  Search Trop  Picture
 dill shoot
Search Trop  Picture
 dill weed oil cuba @ trace%
Data  GC  Search Trop  Picture
 eucalyptus globulus bud oil @ 0.27%
Data  GC  Search Trop  Picture
 eucalyptus globulus fruit oil @ 0.34%
Data  GC  Search Trop  Picture
 eucalyptus globulus oil @ 0.25%
Data  GC  Search Trop  Picture
 eucalyptus globulus oil rwanda @ 0.03%
Data  GC  Search Trop  Picture
 galangal root oil @ 0.04%
Data  GC  Search Trop  Picture
 geranium petiole oil india @ 0.10%
Data  GC  Search Trop  Picture
 geranium rose-scented oil (pelargonium spp.) cuba @ 0.10%
Data  GC  Search Trop  Picture
 geranium stem oil india @ 0.29%
Data  GC  Search Trop  Picture
 ginger rhizome oil
Search Trop  Picture
 guava fruit oil reunion @ 0.10%
Data  GC  Search Trop  Picture
 hyptis suaveolens (l.) poit. oil mali @ trace-0.10%
Data  GC  Search Trop  Picture
 juniper berry oil @ 0.90%
Data  GC  Search Trop  Picture
 juniper branch oil @ 0.50%
Data  GC  Search Trop  Picture
 labdanum oil @ 0.30%
Data  GC  Search Trop  Picture
 lemon balm shoot
Search Trop  Picture
 lemon oil
Search Trop  Picture
 lime oil expressed florida @ trace%
Data  GC  Search Trop  Picture
 mandarin fruit
Search Trop  Picture
 manuka var. scoparium oil new zealand @ 3.95%
Data  GC  Search Trop  Picture
 marsypianthes chamaedrys (vahl) kuntze oil brazil @ 0.20%
Data  GC  Search Trop  Picture
 melissa oil slovak republic @ 0.26%
Data  GC  Search Trop  Picture
 mikania cordata (burm. f.) b.l. robinson var. cordata leaf oil france @ 0.10%
Data  GC  Search Trop  Picture
 nutmeg oil
Search Trop  Picture
 orange fruit
Search Trop  Picture
 orange peel oil bitter china @ trace%
Data  GC  Search Trop  Picture
 oregano shoot
Search Trop  Picture
 parsley leaf
Search Trop  Picture
 pepper black pepper fruit oil
Search Trop  Picture
 pepper oil black india @ 0.10%
Data  GC  Search Trop  Picture
 pepper tree berry oil @ 0.13%
Data  GC  Search Trop  Picture
 pepper tree leaf oil @ 0.01%
Data  GC  Search Trop  Picture
 peppermint oil CO2 extract @ trace%
Data  GC  Search Trop  Picture
 phlomis fruticosa l. flower oil greece @ 1.90%
Data  GC  Search Trop  Picture
 phoebe oil brazil @ 0.42%
Data  GC  Search Trop  Picture
 pine needle oil dwarf @ 0.33%
Data  GC  Search Trop  Picture
 piper cernum vell. var. cernum yuncker leaf oil brazil @ 0.30%
Data  GC  Search Trop  Picture
 polyalthia australis (benth.) jessup leaf oil australia @ 0.30%
Data  GC  Search Trop  Picture
 ravintsara leaf oil @ 0.47%%
Data  GC  Search  Picture
 rosemary oil CO2 extract @ 0.43%
Data  GC  Search Trop  Picture
 sage oil spain @ 0.0-0.2%
Data  GC  Search Trop  Picture
 santolina oil @ 0.66%
Data  GC  Search Trop  Picture
 sugandha kokila berry oil @ 0.70%
Data  GC  Search Trop  Picture
 sundacarpus amarus (blume) c.n. page leaf oil australia @ trace%
Data  GC  Search Trop  Picture
 tea tree oil australia @ 0.09%
Data  GC  Search Trop  Picture
 wormwood oil annus vietnam @ 0.97%
Data  GC  Search Trop  Picture
 zanthoxylum nitidum l. leaf oil australia @ 0.70%
Data  GC  Search Trop  Picture
Synonyms   Articles   Notes   Search   Top
Synonyms:
a-cubebene
alpha-cubebene
(3aS- (3aalpha,3bbeta, 4beta,7alpha,7aS*))- 3a,3b,4,5,6,7-hexahydro-3,7-dimethyl-4-(1-methyl ethyl)-1H-cyclopenta(1,3)cyclopropa(1,2)benzene
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Articles:
PubMed: Chemical composition of the essential oil of Lepidagathis fasciculata from Bondla forest of Goa, India.
PubMed: Chemical diversity of volatiles of Teucrium orientale L. var. orientale, var. puberulens, and var. glabrescens determined by simultaneous GC-FID and GC/MS techniques.
PubMed: Volatile constituents of Origanum vulgare L., 'thymol' chemotype: variability in North India during plant ontogeny.
PubMed: Essential oil polymorphism of wild growing Hungarian thyme (Thymus pannonicus) populations in the Carpathian Basin.
PubMed: Inhibitor and substrate activities of sesquiterpene olefins toward +-δ-cadinene-8-hydroxylase, a cytochrome P450 monooxygenase (CYP706B1).
PubMed: Effect of Matricaria chamomilla L. flower essential oil on the growth and ultrastructure of Aspergillus niger van Tieghem.
PubMed: Volatile constituents of Ocimum minimum herb cultivated in Portugal.
PubMed: Essential oil composition from two species of Piperaceae family grown in Colombia.
PubMed: Identification of a novel compound that stimulates intracellular calcium increase and CXCL8 production in human neutrophils from Schisandra chinensis.
PubMed: Composition of semivolatile compounds of 10 Cinnamomum species from China and Myanmar.
PubMed: Development of a host-based semiochemical lure for trapping emerald ash borer Agrilus planipennis (Coleoptera: Buprestidae).
PubMed: Platinum- and gold-catalyzed rearrangement reactions of propargyl acetates: total syntheses of (-)-alpha-cubebene, (-)-cubebol, sesquicarene and related terpenes.
PubMed: Volatile constituents of redblush grapefruit (Citrus paradisi) and pummelo (Citrus grandis) peel essential oils from Kenya.
PubMed: The pathogen causing Dutch elm disease makes host trees attract insect vectors.
PubMed: Anxiolytic-like actions of the hexane extract from leaves of Annona cherimolia in two anxiety paradigms: possible involvement of the GABA/benzodiazepine receptor complex.
PubMed: Electroantennography in the study of two stingless bee species (Hymenoptera: Meliponini).
PubMed: Volatile constituents of the flower and fruit oils of Pittosporum tobira (Thunb.) Ait. grown in Iran.
PubMed: Volatile oil composition of the aerial parts of Ajuga orientalis L. from Iran.
PubMed: The propolis of stingless bees: terpenes from the tibia of three Frieseomelitta species.
PubMed: epi-Cubebanes from Solidago canadensis.
PubMed: A four-component attractant for the mexican fruit fly,Anastrepha ludens (Diptera: Tephritidae), from host fruit.
PubMed: Components of moribund American elm trees as attractants to elm bark beetles,Hylurgopinus rufipes andScolytus multistriatus.
PubMed: Effects of multilure components on twig-crotch feeding by European elm bark beetles.
PubMed: Field response of the dutch elm disease vectors,Scolytus multistriatus (Marsham) andS. scolytus (F.) (Coleoptera: Scolytidae) to 4-methyl-3-heptanol baits containing α-, β-,δ-, or δ-multistriatin.
PubMed: Response ofScolytus multistriatus (Coleoptera: Scolytidae) to α- and δ-multistriatin in Switzerland.
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