(-)-beta-curcumene
1,4-cyclohexadiene, 1-[(1R)-1,5-dimethyl-4-hexen-1-yl]-4-methyl-
 
Notes:
Constit. of the essential oil of Curcuma amada (mango-ginger) and Curcuma xanthorrhiza (Java turmeric)
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CAS Number: 28976-67-2Picture of molecule3D/inchi
Nikkaji Web: J17.147F
XlogP3-AA: 4.70 (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:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 273.00 to  275.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.009000 mmHg @ 25.00 °C. (est)
Flash Point: 229.00 °F. TCC ( 109.20 °C. ) (est)
logP (o/w): 6.550 (est)
Soluble in:
 alcohol
 water, 0.01161 mg/L @ 25 °C (est)
Insoluble in:
 water
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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 (-)-beta-curcumene usage levels up to:
 not for fragrance use.
 
Recommendation for (-)-beta-curcumene 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 : 14014430
National Institute of Allergy and Infectious Diseases: Data
 1-methyl-4-[(2R)-6-methyl-5-hepten-2-yl]-1,4-cyclohexadiene
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References:
 1-methyl-4-[(2R)-6-methyl-5-hepten-2-yl]-1,4-cyclohexadiene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 14014430
Pubchem (sid): 273570047
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
CHEBI: View
HMDB (The Human Metabolome Database): HMDB36200
FooDB: FDB015057
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: 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
 lemon balm shoot
Search Trop  Picture
 turmeric rhizome
Search Trop  Picture
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Synonyms:
1,4-cyclohexadiene, 1-[(1R)-1,5-dimethyl-4-hexen-1-yl]-4-methyl-
1-methyl-4-[(2R)-6-methyl-5-hepten-2-yl]-1,4-cyclohexadiene
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Articles:
PubMed: Reprogramming the chemodiversity of terpenoid cyclization by remolding the active site contour of epi-isozizaene synthase.
PubMed: Cyclization of squalene from both termini: identification of an onoceroid synthase and enzymatic synthesis of ambrein.
PubMed: Comparative study of volatile oil content and antimicrobial activity of pecan cultivars growing in Egypt.
PubMed: Identification of novel sesterterpene/triterpene synthase from Bacillus clausii.
PubMed: Chemical composition, antimicrobial and antitumor activities of the essential oils and crude extracts of Euphorbia macrorrhiza.
PubMed: Sesquiterpenes from the inner bark of the silver birch and the paper birch.
PubMed: Bifunctional triterpene/sesquarterpene cyclase: tetraprenyl-β-curcumene cyclase is also squalene cyclase in Bacillus megaterium.
PubMed: Sesquarterpenes (C35 terpenes) biosynthesized via the cyclization of a linear C35 isoprenoid by a tetraprenyl-β-curcumene synthase and a tetraprenyl-β-curcumene cyclase: identification of a new terpene cyclase.
PubMed: Tomato-produced 7-epizingiberene and R-curcumene act as repellents to whiteflies.
PubMed: Bisabolyl-derived sesquiterpenes from tobacco 5-epi-aristolochene synthase-catalyzed cyclization of (2Z,6E)-farnesyl diphosphate.
PubMed: C(35)-terpenes from Bacillus subtilis KSM 6-10.
PubMed: The role of specific tomato volatiles in tomato-whitefly interaction.
PubMed: Overexpression of the lemon basil alpha-zingiberene synthase gene increases both mono- and sesquiterpene contents in tomato fruit.
PubMed: Essential oil constituents from Japanese and Indian Curcuma aromatica rhizomes.
PubMed: Quantitative co-occurrence of sesquiterpenes; a tool for elucidating their biosynthesis in Indian sandalwood, Santalum album.
PubMed: Natural products: repellency and toxicity of wild tomato leaf extracts to the two-spotted spider mite, Tetranychus urticae Koch.
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.
PubMed: Zingiberene and curcumene in wild tomato.
PubMed: [Terpenoids and curcuminoids of the rhizoma of Curcuma xanthorrhiza Roxb].
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