beta-cubebene

10-methyl-4-methylene-7-isopropyl tricyclo(4.4.0.0(1.5))decane

CAS: 13744-15-5 C15 H24 MW: 204.35628000 citrus

Identification

Namebeta-cubebene
IUPAC(1R,5S,6R,7S,10R)-10-methyl-4-methylidene-7-propan-2-yltricyclo[4.4.0.01,5]decane
CAS Number13744-15-5
FDA UNIISearch
Molecular FormulaC15 H24
Molecular Weight204.35628000
Nikkaji NumberJ14.932B
CoE Number10989

Regulatory

Physical Properties

Appearance colorless to pale yellow solid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 59.00 to 61.00 °C. @ 760.00 mm Hg
Boiling Point 283.00 to 285.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.014000 mmHg @ 25.00 °C. (est)
Flash Point 235.00 °F. TCC ( 112.78 °C. )
logP (o/w) 6.181 (est)
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Odor Description at 100.00 %.

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for beta-cubebene usage levels up tonot for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU)0.012 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI)3900 (μg/person/day)
Threshold of Concern1800 (μg/person/day)
Structure ClassI
Dairy products, excluding products of category 02.0 (01.0)7.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0)5.00000
Edible ices, including sherbet and sorbet (03.0)10.00000
Processed fruit (04.1)7.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2)-
Confectionery (05.0)10.00000
Chewing gum (05.3)-
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0)5.00000
Bakery wares (07.0)10.00000
Meat and meat products, including poultry and game (08.0)2.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0)2.00000
Eggs and egg products (10.0)-
Sweeteners, including honey (11.0)-
Salts, spices, soups, sauces, salads, protein products, etc. (12.0)5.00000
Foodstuffs intended for particular nutritional uses (13.0)10.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1)5.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2)10.00000
Ready-to-eat savouries (15.0)20.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0)5.00000

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Potential Uses

FL citrus FL fruit tropical fruit

Natural Occurrence

allamanda cathartica linn. flower oil brazil @ 0.60% Data basil shoot oil bay laurel leaf calamus leaf oil @ 0.32% Data calamus rhizome oil @ 0.14% Data cananga leaf oil @ 0.7% Data carrot leaf oil @ 12.72% Data cascarilla bark oil @ 0.21% Data cedrela wood oil @ 3.20% Data chamomile garden chamomile plant citronella oil ceylon @ 3.77% Data citronella oil china @ 1.76% Data citronella oil java @ 2.25% Data clary sage oil greece @ 0.10% Data costmary oil @ 4.72% Data cubeb oil @ 4.39% Data curry wood leaf oil australia @ 0.20% Data eucalyptus globulus fruit oil @ trace% Data eucalyptus globulus oil pakistan @ 0.10% Data fleabane oil @ 0.10% Data grapefruit juice - 0.08 mg/kg grapefruit oil c.p. @ 0.04% Data grapefruit oil CO2 extract @ 0.36% Data guava fruit - up to 0.08 mg/kg hinoki leaf oil @ 0.48% Data horsemint shoot hyptis spicigera lam. oil mali @ trace-0.20% Data hyptis suaveolens (l.) poit. oil mali @ trace-0.20% Data labdanum oil @ 0.19% Data lavender oil spike spain @ 0.02% Data lemon balm shoot lemon verbena oil morocco @ 0.6% Data lime oil expressed florida @ trace% Data litsea cubeba oil china @ 0.24% Data lovage root oil @ 0.87% Data mace - trace amount mace oil @ trace% Data mandarin oil italy @ trace% Data mandarin oil uruguay @ 0.01% Data marsypianthes chamaedrys (vahl) kuntze oil brazil @ 0.50% Data michelia alba flower absolute @ 0.22% Data myristica fragrans fruit oil @ 0.10% Data nutmeg - trace amount nutmeg oil hydrodistilled india @ 0.1% Data orange fruit orange peel oil bitter china @ 0.36% Data orange peel oil bitter italy @ 0.05% Data oregano plant oregano shoot pepper black pepper fruit oil persea americana mill. fruit oil cuba @ 3.20% Data phlomis fruticosa l. flower oil greece @ 0.80% Data polyalthia australis (benth.) jessup leaf oil australia @ 0.30% Data prangos uloptera dc. oil iran @ 1.60% Data protium heptaphyllum (aubl.) march leaf oil brazil @ 0.80% Data ravintsara leaf oil @ 0.16%% Data salvia plebeia oil @ 0.62% Data salvia sclarea oil @ 0.67% Data salvia sclarea seed oil tunisia @ 0.72% Data salvia verbenaca seed oil tunisia @ 1.50% Data stachys recta l. oil serbia @ 0.10% Data sundacarpus amarus (blume) c.n. page leaf oil australia @ 0.10% Data water mint shoot wormwood flower oil annus america @ 0.94% Data wormwood leaf oil annus america @ 1.80-4.43% Data wormwood oil annus france @ 0.09-2.17% Data wormwood oil annus vietnam @ 5.59% Data yarrow oil greece @ 0.10% Data ylang ylang oil @ 0.58% Data ylang ylang oil CO2 extract @ 0.60% Data

Synonyms

(-)-b- cubebene (-)-beta- cubebene 1H- cyclopenta[1,3]cyclopropa[1,2]benzene, octahydro-7-methyl-3-methylene-4-(1-methylethyl)-, (4S,7R)- 10- methyl-4-methylene-7-isopropyl tricyclo(4.4.0.0(1.5))decane (1R,5S,6R,7S,10R)-10- methyl-4-methylidene-7-propan-2-yltricyclo[4.4.0.01,5]decane (3aS-(3aalpha,3bbata, 4beta,7alpha,7aS*))- octahydro-7-methyl-3-methylene-4-(1-methyl ethyl)-1H-cyclopenta(1,3)cyclopropa(1,2)benzene 4-iso propyl-7-methyl-3-methylene-octahydro-cyclopenta[1,3]cyclopropa[1,2]benzene rel-(4R,7S)-4-iso propyl-7-methyl-3-methyleneoctahydro-1H-cyclopenta[1,3]cyclopropa[1,2]benzene PubMed: Chemical compositions and antimicrobial activity of the essential oils of Hornstedtia havilandii (Zingiberaceae). PubMed: Chemical composition and major odor-active compounds of essential oil from PINELLIA TUBER (dried rhizome of Pinellia ternata) as crude drug. PubMed: α-Iso-cubebene exerts neuroprotective effects in amyloid beta stimulated microglia activation. PubMed: Study on the volatile oil contents of Annona glabra L., Annona squamosa L., Annona muricata L. and Annona reticulata L., from Vietnam. PubMed: Constituents and antimicrobial activity of the essential oils from flower, leaf and stem of Helichrysum armenium. 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: Chemical composition and antioxidant activity of the essential oil of Tabernaemontana catharinensis A. DC. leaves. PubMed: Chemical composition and mosquito larvicidal activities of Salvia essential oils. PubMed: A chemical marker proposal for the Lantana genus: composition of the essential oils from the leaves of Lantana radula and L. canescens. PubMed: Volatile compounds of flowers and leaves of Sideritis italica (Miller) Greuter et Burdet (Lamiaceae), a plant used as mountain tea. PubMed: Essential oil composition from two species of Piperaceae family grown in Colombia. PubMed: Chemical and genetic relationships among sage ( Salvia officinalis L.) cultivars and Judean sage ( Salvia judaica Boiss.). PubMed: Essential oil compositions and cytotoxic activities of Dendropanax capillaris, Oreopanax nubigenus, and Schefflera rodrigueziana from Monteverde, Costa Rica. PubMed: The main chemical composition and in vitro antifungal activity of the essential oils of Ocimum basilicum Linn. var. pilosum (Willd.) Benth. PubMed: Biochemical and genomic characterization of terpene synthases in Magnolia grandiflora. PubMed: [Gas chromatography for analysis of essential oils. Characteristics of essential oil of Dracocephalum species and the influence of extraction method on its composition]. PubMed: Platinum- and gold-catalyzed rearrangement reactions of propargyl acetates: total syntheses of (-)-alpha-cubebene, (-)-cubebol, sesquicarene and related terpenes. PubMed: Phytochemical analysis and in vitro antimicrobial activity of two Satureja species essential oils. 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: Solid-phase microextraction of volatile compounds from the chopped leaves of three species of Eucalyptus. PubMed: [Study of chemical constituents of essential oil from flowers of Mikania micrantha H.B.K]. PubMed: epi-Cubebanes from Solidago canadensis. PubMed: Volatile Constituents of Montanoa tomentosa and Lippia graveolens. PubMed: Constituents of peppers: IV. The hydrocarbons of pepper essential oil.