(E)-alpha-bergamotene
(1S,5S,7R)-2,7-dimethyl-7-(4-methyl pent-3-enyl) bicyclo(3.1.1)hept-2-ene
 
Notes:
None found
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CAS Number: 13474-59-4Picture of molecule3D/inchi
FDA UNII: 599TK2712C
XlogP3-AA: 4.80 (est)
Molecular Weight: 204.35628000
Formula: C15 H24
NMR Predictor: Predict (works with chrome 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
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Physical Properties:
Appearance: pale green clear liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 259.00 to  260.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.021000 mmHg @ 25.00 °C. (est)
Flash Point: 213.00 °F. TCC ( 100.56 °C. )
logP (o/w): 6.540 (est)
Soluble in:
 alcohol
 water, 0.02985 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: woody
 
 woody  warm  tea  
Odor Description:
at 100.00 %. 
woody warm tea
 
Odor and/or flavor descriptions from others (if found).
 
 
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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 (E)-alpha-bergamotene usage levels up to:
 not for fragrance use.
 
Recommendation for (E)-alpha-bergamotene flavor usage levels up to:
 not for flavor use.
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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 : 6428986
National Institute of Allergy and Infectious Diseases: Data
 (1S,5S,6R)-2,6-dimethyl-6-(4-methylpent-3-en-1-yl)bicyclo[3.1.1]hept-2-ene
Chemidplus: 0013474594
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References:
 (1S,5S,6R)-2,6-dimethyl-6-(4-methylpent-3-en-1-yl)bicyclo[3.1.1]hept-2-ene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 6428986
Pubchem (sid): 135271374
Flavornet: 13474-59-4
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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
HMDB (The Human Metabolome Database): Search
FooDB: FDB003887
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 anise seed oil
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 anise star anise fruit
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 baccharis coridifolia oil argentina @ 0.20%
Data  GC  Search Trop  Picture
 basil absolute sweet @ 1.30%
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 basil oil CO2 sweet @ 9.60%
Data  GC  Search Trop  Picture
 basil oil sweet @ 6.76%
Data  GC  Search Trop  Picture
 basil oil sweet egypt @ 0.48%
Data  GC  Search Trop  Picture
 basil oil var. glabratum turkey @ 3.08%
Data  GC  Search Trop  Picture
 basil plant
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 bergamot oil @ 0.162-0.437%
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 bergamot oil @ 0.36%
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 carrot seed oil @ 0.73%
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 celery seed
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 cinnamomum fragrans baillon leaf oil madagascar @ trace%
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 cumin seed oil
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 cumin seed oil egypt @ 0.31%
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 cymbopogon citratus (dc.) stapf. oil cuba @ 0.10%
Data  GC  Search Trop  Picture
 fleabane oil @ 7.00%
Data  GC  Search Trop  Picture
 galangal root oil @ 1.60%
Data  GC  Search Trop  Picture
 helichrysum italicum oil america @ 2.01%
Data  GC  Search Trop  Picture
 jambu flower oil brazil @ 0.20%
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 lavender oil france @ trace%
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 lemon oil expressed italy @ 24.50%
Data  GC  Search Trop  Picture
 lemongrass oil morocco @ 0.10%
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 lime oil CO2 extract mexico @ 1.91%
Data  GC  Search Trop  Picture
 lime oil distilled mexico @ 0.70%
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 lime oil distilled peru @ 0.72%
Data  GC  Search Trop  Picture
 lovage root
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 marsypianthes chamaedrys (vahl) kuntze oil brazil @ 1.50%
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 myristica fragrans fruit oil @ 0.10%
Data  GC  Search Trop  Picture
 nutmeg oil hydrodistilled india @ 0.1%
Data  GC  Search Trop  Picture
 orthodon dianthera maxim. oil vietnam @ 0.10%
Data  GC  Search Trop  Picture
 pepper black pepper fruit
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 persea americana mill. fruit oil cuba @ 3.00%
Data  GC  Search Trop  Picture
 phoebe oil brazil @ 2.54%
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 sandalwood oil east indian @ 0.12%
Data  GC  Search Trop  Picture
 stachys recta l. oil serbia @ trace%
Data  GC  Search Trop  Picture
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Synonyms:
(-)-(E)-alpha-bergamotene
(-)-a-trans-bergamotene
(-)-trans-a-bergamotene
trans-a-bergamotene
trans-alpha-bergamotene
 bicyclo[3.1.1]hept-2-ene, 2,6-dimethyl-6-(4-methyl-3-penten-1-yl)-, (1S,5S,6R)-
(E)-(-)-2,6-dimethyl-6-(4-methyl-3-pentenyl)-2-norpinene
trans-(-)-2,6-dimethyl-6-(4-methyl-3-pentenyl)-2-norpinene
(1S,5S,6R)-2,6-dimethyl-6-(4-methylpent-3-en-1-yl)bicyclo[3.1.1]hept-2-ene
(1S,5S,7R)-2,7-dimethyl-7-(4-methyl pent-3-enyl) bicyclo(3.1.1)hept-2-ene
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Articles:
PubMed: The Sesquiterpenes(E)-ß-Farnesene and (E)-α-Bergamotene Quench Ozone but Fail to Protect the Wild Tobacco Nicotiana attenuata from Ozone, UVB, and Drought Stresses.
PubMed: Ectopic terpene synthase expression enhances sesquiterpene emission in Nicotiana attenuata without altering defense or development of transgenic plants or neighbors.
PubMed: Sesquiterpenes from the inner bark of the silver birch and the paper birch.
PubMed: Essential oils from five species of Annonaceae from Vietnam.
PubMed: Molecular cloning and characterization of (+)-epi-α-bisabolol synthase, catalyzing the first step in the biosynthesis of the natural sweetener, hernandulcin, in Lippia dulcis.
PubMed: The maize transcription factor EREB58 mediates the jasmonate-induced production of sesquiterpene volatiles.
PubMed: Chemical composition, antioxidant, anti-inflammatory and anti-proliferative activities of essential oils of plants from Burkina Faso.
PubMed: Rhizobacterial colonization of roots modulates plant volatile emission and enhances the attraction of a parasitoid wasp to host-infested plants.
PubMed: Multidimensional enantio gas chromtography/mass spectrometry and gas chromatography-combustion-isotopic ratio mass spectrometry for the authenticity assessment of lime essential oils (C. aurantifolia Swingle and C. latifolia Tanaka).
PubMed: Chemical variability of Copaifera reticulata Ducke oleoresin.
PubMed: Dynamic evolution of herbivore-induced sesquiterpene biosynthesis in sorghum and related grass crops.
PubMed: Priming of Production in Maize of Volatile Organic Defence Compounds by the Natural Plant Activator cis-Jasmone.
PubMed: Chemical composition of essential oils from leaves, stems, flower heads and roots of Conyza bonariensis L. from Tunisia.
PubMed: Molecular and biochemical evolution of maize terpene synthase 10, an enzyme of indirect defense.
PubMed: Topical anti-inflammatory constituents of lipophilic leaf fractions of Alchornea floribunda and Alchornea cordifolia.
PubMed: [Study on the volatile oil of Murraya exotica].
PubMed: The population explodes.
PubMed: Baby boom. American anti-abortion politics blocks family planning funding around the world.
PubMed: Molecular interactions between the specialist herbivore Manduca sexta (Lepidoptera, Sphigidae) and its natural host Nicotiana attenuata. VIII. An unbiased GCxGC-ToFMS analysis of the plant's elicited volatile emissions.
PubMed: Polymorphism in jasmonate signaling partially accounts for the variety of volatiles produced by Nicotiana attenuata plants in a native population.
PubMed: In situ volatile collection, analysis, and comparison of three Centaurea species and their relationship to biocontrol with herbivorous insects.
PubMed: Additional male mediterranean fruitfly (Ceratitis capitata wied.) Attractants from Angelica seed oil (Angelica archangelica L.).
PubMed: Cloning and functional characterization of three terpene synthases from lavender (Lavandula angustifolia).
PubMed: Analysis of leaf surface sesquiterpenes in potato varieties.
PubMed: [Study of chemical constituents of essential oil from flowers of Mikania micrantha H.B.K].
PubMed: Comparison of cultivars of ornamental crop Gerbera jamesonii on production of spider mite-induced volatiles, and their attractiveness to the predator Phytoseiulus persimilis.
PubMed: Identification of volatile constituents of Tambourissa leptophylla.
PubMed: Chemical composition of the flower oil of Cinnamomum zeylanicum blume.
PubMed: Male lures for mediterranean fruitfly (Ceratitis capitata wied.): Structural analogs of α-copaene.
PubMed: The products of a single maize sesquiterpene synthase form a volatile defense signal that attracts natural enemies of maize herbivores.
PubMed: The influence of intact-plant and excised-leaf bioassay designs on volicitin- and jasmonic acid-induced sesquiterpene volatile release in Zea mays.
PubMed: The population explodes.
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