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

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Name:(1R,5S,6R,7S,10R)-10-methyl-4-methylidene-7-propan-2-yltricyclo[4.4.0.01,5]decane
CAS Number: 13744-15-5Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J14.932B
CoE Number:10989
XlogP3-AA:4.70 (est)
Molecular Weight:204.35628000
Formula:C15 H24
NMR Predictor:Predict (works with chrome, Edge or firefox)
EFSA/JECFA Comments:
No longer supported by Industry (DG SANCO, 2012).
Category:flavoring agents
 
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
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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
 water, 0.07057 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: citrus
citrus fruity radish
Odor Description:at 100.00 %. citrus fruity radish
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
beta-Cubebene
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
 
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
 
Safety in Use Information:
Category:
flavoring agents
Recommendation for beta-cubebene usage levels up to:
 not 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 Concern:1800 (μg/person/day)
Structure Class: I
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 7.0000035.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 5.0000025.00000
Edible ices, including sherbet and sorbet (03.0): 10.0000050.00000
Processed fruit (04.1): 7.0000035.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 10.0000050.00000
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 5.0000025.00000
Bakery wares (07.0): 10.0000050.00000
Meat and meat products, including poultry and game (08.0): 2.0000010.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 2.0000010.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 5.0000025.00000
Foodstuffs intended for particular nutritional uses (13.0): 10.0000050.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 5.0000025.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 10.0000050.00000
Ready-to-eat savouries (15.0): 20.00000100.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 5.0000025.00000
 
Safety References:
European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 25, (FGE.25)[1] - Aliphatic and aromatic hydrocarbons from chemical group 31 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 78 (FGE.78)[1] - Consideration of Aliphatic and alicyclic and aromatic hydrocarbons evaluated by JECFA (63rd meeting) structurally related to aliphatic and aromatic hydrocarbons evaluated by EFSA in FGE.25 - Scientific Opinion of the Panel on Food Additives,Flavourings, Processing Aids and Materials in Contact with Food (AFC)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 25Rev1: Aliphatic and aromatic hydrocarbons from chemical group 31
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 78, Revision 1 (FGE.78Rev1): Consideration of aliphatic and alicyclic and aromatic hydrocarbons evaluated by JECFA (63rd meeting) structurally related to aliphatic and aromatic hydrocarbons evaluated by EFSA in FGE.25Rev2
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 25, Revision 2 (FGE.25Rev2): Aliphatic and aromatic hydrocarbons from chemical group 31
View page or View pdf

Scientific opinion on Flavouring Group Evaluation 25, Revision 3 (FGE.25Rev3): Aliphatic hydrocarbons from chemical group 31
View page or View pdf

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 :93081
National Institute of Allergy and Infectious Diseases:Data
(1R,5S,6R,7S,10R)-10-methyl-4-methylidene-7-propan-2-yltricyclo[4.4.0.01,5]decane
Chemidplus:0013744155
 
References:
 (1R,5S,6R,7S,10R)-10-methyl-4-methylidene-7-propan-2-yltricyclo[4.4.0.01,5]decane
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):93081
Pubchem (sid):135049955
Flavornet:13744-15-5
Pherobase:View
 
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
KEGG (GenomeNet):C09648
HMDB (The Human Metabolome Database):HMDB61853
FooDB:FDB004832
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
For Odor
No odor group found for these
(Z)-8-
tetradecenal
FL/FR
aldehydic
aldehydic
(Z)-4-
dodecenal
FL/FR
citrus
2-
dodecanone
FL/FR
(Z+E)-2-
methyl-2-(4-methyl-3-pentenyl) cyclopropane carbaldehyde
FL/FR
1-
methyl-4-methyl ethenyl cyclohexene sulfurized
FL/FR
creamy
3-
heptyl dihydro-5-methyl-2(3H)-furanone
FL/FR
floral
bursera graveolens wood oil
FL/FR
citronellyl acetate
FL/FR
geranyl tiglate
FL/FR
alpha-
hexyl cinnamaldehyde
FL/FR
neryl isovalerate
FL/FR
styralyl propionate
FL/FR
terpinyl formate
FL/FR
fruity
iso
amyl 2-methyl butyrate
FL/FR
iso
butyl 2-methyl butyrate
FL/FR
ethyl citronellate
FL/FR
ethyl isobutyrate
FL/FR
methyl acetoacetate
FL/FR
iso
propyl isobutyrate
FL/FR
(E)-2-
undecenal
FL/FR
green
dextro-
limonene oxide
FL/FR
phenyl acetaldehyde dimethyl acetal
FL/FR
3-
phenyl propionaldehyde
FL/FR
herbal
2-
dodecenal
FL/FR
(1S,5R)-
myrtenyl acetate
FL/FR
waxy
3-
decanone
FL/FR
For Flavor
No flavor group found for these
bursera graveolens wood oil
FL/FR
3-
decanone
FL/FR
dihydronootkatone
FL
(Z)-4-
dodecenal
FL/FR
3-
mercaptooctanal
FL
methyl acetoacetate
FL/FR
(Z+E)-2-
methyl-2-(4-methyl-3-pentenyl) cyclopropane carbaldehyde
FL/FR
3-
octyl butyrate
FL
iso
propyl isobutyrate
FL/FR
(Z)-8-
tetradecenal
FL/FR
dextro-
limonene oxide
FL/FR
citrus
citrus
citrus enhancer
FL
dehydronootkatone
FL
1-
methyl-4-methyl ethenyl cyclohexene sulfurized
FL/FR
styralyl propionate
FL/FR
dusty
ethyl citronellate
FL/FR
ethereal
ethyl isobutyrate
FL/FR
fatty
2-
dodecanone
FL/FR
2-
dodecenal
FL/FR
floral
citronellyl acetate
FL/FR
geranyl tiglate
FL/FR
fruity
iso
amyl 2-methyl butyrate
FL/FR
iso
butyl 2-methyl butyrate
FL/FR
3-
heptyl dihydro-5-methyl-2(3H)-furanone
FL/FR
neryl isovalerate
FL/FR
terpinyl formate
FL/FR
green
(E)-2-
heptenal
FL
phenyl acetaldehyde dimethyl acetal
FL/FR
3-
phenyl propionaldehyde
FL/FR
waxy
alpha-
hexyl cinnamaldehyde
FL/FR
(E)-2-
undecenal
FL/FR
woody
(1S,5R)-
myrtenyl acetate
FL/FR
 
Potential Uses:
FLcitrus
FLfruit tropical fruit
 
Occurrence (nature, food, other):note
 allamanda cathartica linn. flower oil brazil @ 0.60%
Data GC Search Trop Picture
 basil shoot oil
Search Trop Picture
 bay laurel leaf
Search Trop Picture
 calamus leaf oil @ 0.32%
Data GC Search Trop Picture
 calamus rhizome oil @ 0.14%
Data GC Search Trop Picture
 cananga leaf oil @ 0.7%
Data GC Search Trop Picture
 carrot leaf oil @ 12.72%
Data GC Search Trop Picture
 cascarilla bark oil @ 0.21%
Data GC Search Trop Picture
 cedrela wood oil @ 3.20%
Data GC Search Trop Picture
 chamomile garden chamomile plant
Search Trop Picture
 citronella oil ceylon @ 3.77%
Data GC Search Trop Picture
 citronella oil china @ 1.76%
Data GC Search Trop Picture
 citronella oil java @ 2.25%
Data GC Search Trop Picture
 clary sage oil greece @ 0.10%
Data GC Search Trop Picture
 costmary oil @ 4.72%
Data GC Search Trop Picture
 cubeb oil @ 4.39%
Data GC Search Trop Picture
 curry wood leaf oil australia @ 0.20%
Data GC Search Trop Picture
 eucalyptus globulus fruit oil @ trace%
Data GC Search Trop Picture
 eucalyptus globulus oil pakistan @ 0.10%
Data GC Search Trop Picture
 fleabane oil @ 0.10%
Data GC Search Trop Picture
 grapefruit juice - 0.08 mg/kg
Search Trop Picture
 grapefruit oil c.p. @ 0.04%
Data GC Search Trop Picture
 grapefruit oil CO2 extract @ 0.36%
Data GC Search Trop Picture
 guava fruit - up to 0.08 mg/kg
Search Trop Picture
 hinoki leaf oil @ 0.48%
Data GC Search Trop Picture
 horsemint shoot
Search Trop Picture
 hyptis spicigera lam. oil mali @ trace-0.20%
Data GC Search Trop Picture
 hyptis suaveolens (l.) poit. oil mali @ trace-0.20%
Data GC Search Trop Picture
 labdanum oil @ 0.19%
Data GC Search Trop Picture
 lavender oil spike spain @ 0.02%
Data GC Search Trop Picture
 lemon balm shoot
Search Trop Picture
 lemon verbena oil morocco @ 0.6%
Data GC Search Trop Picture
 lime oil expressed florida @ trace%
Data GC Search Trop Picture
 litsea cubeba oil china @ 0.24%
Data GC Search Trop Picture
 lovage root oil @ 0.87%
Data GC Search Trop Picture
 mace - trace amount
Search Trop Picture
 mace oil @ trace%
Data GC Search Trop Picture
 mandarin oil italy @ trace%
Data GC Search Trop Picture
 mandarin oil uruguay @ 0.01%
Data GC Search Trop Picture
 marsypianthes chamaedrys (vahl) kuntze oil brazil @ 0.50%
Data GC Search Trop Picture
 michelia alba flower absolute @ 0.22%
Data GC Search Trop Picture
 myristica fragrans fruit oil @ 0.10%
Data GC Search Trop Picture
 nutmeg - trace amount
Search Trop Picture
 nutmeg oil hydrodistilled india @ 0.1%
Data GC Search Trop Picture
 orange fruit
Search Trop Picture
 orange peel oil bitter china @ 0.36%
Data GC Search Trop Picture
 orange peel oil bitter italy @ 0.05%
Data GC Search Trop Picture
 oregano plant
Search Trop Picture
 oregano shoot
Search Trop Picture
 pepper black pepper fruit oil
Search Trop Picture
 persea americana mill. fruit oil cuba @ 3.20%
Data GC Search Trop Picture
 phlomis fruticosa l. flower oil greece @ 0.80%
Data GC Search Trop Picture
 polyalthia australis (benth.) jessup leaf oil australia @ 0.30%
Data GC Search Trop Picture
 prangos uloptera dc. oil iran @ 1.60%
Data GC Search Trop Picture
 protium heptaphyllum (aubl.) march leaf oil brazil @ 0.80%
Data GC Search Trop Picture
 ravintsara leaf oil @ 0.16%%
Data GC Search Picture
 salvia plebeia oil @ 0.62%
Data GC Search Trop Picture
 salvia sclarea oil @ 0.67%
Data GC Search Trop Picture
 salvia sclarea seed oil tunisia @ 0.72%
Data GC Search Trop Picture
 salvia verbenaca seed oil tunisia @ 1.50%
Data GC Search Trop Picture
 stachys recta l. oil serbia @ 0.10%
Data GC Search Trop Picture
 sundacarpus amarus (blume) c.n. page leaf oil australia @ 0.10%
Data GC Search Trop Picture
 water mint shoot
Search Trop Picture
 wormwood flower oil annus america @ 0.94%
Data GC Search Trop Picture
 wormwood leaf oil annus america @ 1.80-4.43%
Data GC Search Trop Picture
 wormwood oil annus france @ 0.09-2.17%
Data GC Search Trop Picture
 wormwood oil annus vietnam @ 5.59%
Data GC Search Trop Picture
 yarrow oil greece @ 0.10%
Data GC Search Trop Picture
 ylang ylang oil @ 0.58%
Data GC Search Trop Picture
 ylang ylang oil CO2 extract @ 0.60%
Data GC Search Trop Picture
 
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-isopropyl-7-methyl-3-methylene-octahydro-cyclopenta[1,3]cyclopropa[1,2]benzene
rel-(4R,7S)-4-isopropyl-7-methyl-3-methyleneoctahydro-1H-cyclopenta[1,3]cyclopropa[1,2]benzene
 

Articles:

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.
 
Notes:
None found
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