sesquisabinene
(1R,5R)-4-methylene-1-((R)-6-methylhept-5-en-2-yl)bicyclo[3.1.0]hexane, (relative configuration)
 
Notes:
Constit. of Piper nigrum (pepper)
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CAS Number: 58319-04-3Picture of molecule3D/inchi
Nikkaji Web: J10.309H
XlogP3-AA: 5.10 (est)
Molecular Weight: 204.35628000
Formula: C15 H24
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.01305 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
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 sesquisabinene usage levels up to:
 not for fragrance use.
 
Recommendation for sesquisabinene flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 25202482
National Institute of Allergy and Infectious Diseases: Data
 1-(6-methylhept-5-en-2-yl)-4-methylidenebicyclo[3.1.0]hexane
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References:
 1-(6-methylhept-5-en-2-yl)-4-methylidenebicyclo[3.1.0]hexane
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 25202482
Pubchem (sid): 241101025
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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): HMDB35199
FooDB: FDB013536
VCF-Online: VCF Volatile Compounds in Food
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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
 pepper black pepper
Search Trop  Picture
 pepper black pepper fruit
Search Trop  Picture
 pepper black pepper plant
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 pepper black pepper seed oil
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Synonyms:
(1R,5R)-4-methylene-1-((R)-6-methylhept-5-en-2-yl)bicyclo[3.1.0]hexane, (relative configuration)
1-(6-methylhept-5-en-2-yl)-4-methylidenebicyclo[3.1.0]hexane
sesquisabinene isomer
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Articles:
PubMed: Functional Characterization of Novel Sesquiterpene Synthases from Indian Sandalwood, Santalum album.
PubMed: The transcriptome of sesquiterpenoid biosynthesis in heartwood xylem of Western Australian sandalwood (Santalum spicatum).
PubMed: Branching out from the bisabolyl cation. Unifying mechanistic pathways to barbatene, bazzanene, chamigrene, chamipinene, cumacrene, cuprenene, dunniene, isobazzanene, iso-γ-bisabolene, isochamigrene, laurene, microbiotene, sesquithujene, sesquisabinene, thujopsene, trichodiene, and widdradiene sesquiterpenes.
PubMed: Phytochemical analysis, biological evaluation and micromorphological study of Stachys alopecuros (L.) Benth. subsp. divulsa (Ten.) Grande endemic to central Apennines, Italy.
PubMed: Chemotaxonomic importance of the essential-oil composition in two subspecies of Teucrium stocksianum Boiss. from Iran.
PubMed: Sesquiterpenes from Dysoxylum oliganthum and Dysoxylum excelsum.
PubMed: A gold-catalyzed entry into the sesquisabinene and sesquithujene families of terpenoids and formal total syntheses of cedrene and cedrol.
PubMed: Comparative analysis by gas chromatography-mass spectrometry of the essential oils from bark and leaves of Cedrelopsis grevei Baill, an aromatic and medicinal plant from Madagascar.
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