(R)-gamma-cadinene
(1alpha,4abeta,8aalpha)- 1,2,3,4,4a,5,6,8a-octahydro-7-methyl-4-methylene-1-(1-methyl ethyl) naphthalene
 
Notes:
metabolite from aspergillus terreus.
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(1R,4aS,8aS)-7-methyl-4-methylidene-1-propan-2-yl-2,3,4a,5,6,8a-hexahydro-1H-naphthalene (Click)
CAS Number: 39029-41-9Picture of molecule
Other: 28080-00-4
FDA UNII: 2GHT32E0JU
Nikkaji Web: J14.359F
XlogP3-AA: 4.30 (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
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US Patents: Search
EU Patents: Search
IBM Patents: Obtain
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 96.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 271.00 to  273.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.010000 mm/Hg @ 25.00 °C. (est)
Flash Point: 224.00 °F. TCC ( 106.67 °C. )
logP (o/w): 6.352 (est)
Soluble in:
 alcohol
 water, 0.05378 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
Odor Type: woody
Odor Strength: medium
 herbal  woody  
Odor Description:
at 100.00 %. 
herbal woody
  
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
(1R,4aS,8aS)-7-methyl-4-methylidene-1-propan-2-yl-2,3,4a,5,6,8a-hexahydro-1H-naphthalene
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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 (R)-gamma-cadinene usage levels up to:
 not for fragrance use.
 
Recommendation for (R)-gamma-cadinene flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 92313
National Institute of Allergy and Infectious Diseases: Data
 (1R,4aS,8aS)-7-methyl-4-methylidene-1-propan-2-yl-2,3,4a,5,6,8a-hexahydro-1H-naphthalene
Chemidplus: 0039029419
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References:
 (1R,4aS,8aS)-7-methyl-4-methylidene-1-propan-2-yl-2,3,4a,5,6,8a-hexahydro-1H-naphthalene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 92313
Pubchem (sid): 134980502
Flavornet: 39029-41-9
Pherobase: View
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (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): C19738
HMDB (The Human Metabolome Database): HMDB38207
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
For Odor
balsamic
dextro,laevo-isoborneolFL/FR
isobornyl acetateFL/FR
camphoreous
dextro-camphorFL/FR
earthy
2-octanoneFL/FR
floral
isoamyl salicylateFL/FR
 anise indeneFR
(Z)-jasmoneFL/FR
 karo karounde absoluteFR
 lavandula angustifolia flower oilFL/FR
 lavender oil franceFL/FR
 lavender oil greeceFL/FR
 nonisyl propionateFR
 petitgrain bigarade oilFL/FR
 prenyl salicylateFL/FR
fruity
3-benzyl-4-heptanoneFL/FR
green
isocyclocitral (IFF)FL/FR
para-methyl hydratropaldehydeFL/FR
herbal
 bornyl 2-methyl butyrateFL/FR
 bornyl butyrateFL/FR
beta-bourboneneFL/FR
delta-cadinene 
alpha-cadinolFL/FR
 coriander oleoresinFL/FR
 dimethyl cyclormol (IFF)FR
 herbal undecanoneFR
 immortelle flower oilFL/FR
curled parsley leaf oilFL/FR
 tea leaf absoluteFL/FR
 thyme oil wild or creepingFL/FR
 tricyclodecenyl propionateFR
minty
 pennyroyal oilFL/FR
spicy
 cinnamon acroleinFL/FR
black currant bud absoluteFL/FR
4-isopropyl-2-cyclohexenoneFL/FR
thujonic
common tansy flower oil argentinaFL/FR
common tansy leaf oil dutch 
 woody ketoneFL/FR
woody
 campheneFL/FR
(+)-campheneFL/FR
 cistus twig/leaf oilFL/FR
 marine formateFR
gamma-muurolene 
 polylimoneneFL/FR
 spruce needle oil canadaFL/FR
 
For Flavor
 
No flavor group found for these
dextro,laevo-isoborneolFL/FR
 bornyl 2-methyl butyrateFL/FR
 bornyl butyrateFL/FR
beta-bourboneneFL/FR
delta-cadinene 
alpha-cadinolFL/FR
(+)-campheneFL/FR
 cistus twig/leaf oilFL/FR
isocyclocitral (IFF)FL/FR
1-methyl pyrroleFL
gamma-muurolene 
 polylimoneneFL/FR
4-isopropyl-2-cyclohexenoneFL/FR
common tansy leaf oil dutch 
 tea leaf absoluteFL/FR
 woody ketoneFL/FR
camphoreous
 campheneFL/FR
citrus
 petitgrain bigarade oilFL/FR
dairy
2-octanoneFL/FR
fruity
3-benzyl-4-heptanoneFL/FR
green
isoamyl salicylateFL/FR
 coriander oleoresinFL/FR
para-methyl hydratropaldehydeFL/FR
herbal
 immortelle flower oilFL/FR
 lavandula angustifolia flower oilFL/FR
 lavender oil franceFL/FR
 lavender oil greeceFL/FR
curled parsley leaf oilFL/FR
 prenyl salicylateFL/FR
 thyme oil wild or creepingFL/FR
medicinal
dextro-camphorFL/FR
minty
 pennyroyal oilFL/FR
spicy
 cinnamon acroleinFL/FR
black currant bud absoluteFL/FR
thujonic
common tansy flower oil argentinaFL/FR
woody
isobornyl acetateFL/FR
(Z)-jasmoneFL/FR
 spruce needle oil canadaFL/FR
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 guava pineapple guava
Search Trop  Picture
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Synonyms:
(-)-g-cadinene
(-)-gamma-cadinene
(1R,4aS,8aS)-7-methyl-4-methylidene-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene
(1R,4aS,8aS)-7-methyl-4-methylidene-1-propan-2-yl-2,3,4a,5,6,8a-hexahydro-1H-naphthalene
(1alpha,4abeta,8aalpha)- 1,2,3,4,4a,5,6,8a-octahydro-7-methyl-4-methylene-1-(1-methyl ethyl) naphthalene
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Articles:
PubMed: Identification of volatiles in leaves of Alpinia zerumbet 'Variegata' using headspace solid-phase microextraction-gas chromatography-mass spectrometry.
PubMed: Chemical compositions and antimicrobial activity of the essential oils of Hornstedtia havilandii (Zingiberaceae).
PubMed: Is differential use of Juniperus monosperma by small ruminants driven by terpenoid concentration?
PubMed: Characterization of novel single-variety oxygenated sesquiterpenoid hop oil fractions via headspace solid-phase microextraction and gas chromatography-mass spectrometry/olfactometry.
PubMed: Isolation and functional characterization of a τ-cadinol synthase, a new sesquiterpene synthase from Lavandula angustifolia.
PubMed: Enhancement of 4-acetylantroquinonol B production by supplementation of its precursor during submerged fermentation of Antrodia cinnamomea.
PubMed: Headspace solid-phase microextraction-gas chromatography-mass spectrometry characterization of propolis volatile compounds.
PubMed: Chemical composition, antimicrobial and antioxidant properties of the volatile oil and methanol extract of Xenophyllum poposum.
PubMed: Essential oil of Azorella cryptantha collected in two different locations from San Juan Province, Argentina: chemical variability and anti-insect and antimicrobial activities.
PubMed: Investigation of the volatile constituents of different Gynura species from two Chinese origins by SPME/GC-MS.
PubMed: Chemical composition, antimicrobial and antitumor activities of the essential oils and crude extracts of Euphorbia macrorrhiza.
PubMed: Cyp15F1: a novel cytochrome P450 gene linked to juvenile hormone-dependent caste differention in the termite Reticulitermes flavipes.
PubMed: Intraspecific chemical variability of essential oil from leaves of Cupressus atlantica Gaussen, an endemic and endangered coniferous species in Morocco.
PubMed: Identification of volatiles from Pinus silvestris attractive for Monochamus galloprovincialis using a SPME-GC/MS platform.
PubMed: Chemical composition and antioxidant activity of the essential oil of Tabernaemontana catharinensis A. DC. leaves.
PubMed: Essential oils from the Hyptis genus--a review (1909-2009).
PubMed: Chemical composition and antimicrobial activity of essential oil of Cupressus atlantica.
PubMed: Antibacterial activity and GC/MS analysis of the essential oils from flower, leaf and stem of Origanum vulgare ssp. viride growing wild in north-west Iran.
PubMed: Changes in volatile compound composition of Antrodia camphorata during solid state fermentation.
PubMed: Chemical composition, antimicrobial and antioxidant activities of essential oil from Gnaphlium affine.
PubMed: Soldier caste influences on candidate primer pheromone levels and juvenile hormone-dependent caste differentiation in workers of the termite Reticulitermes flavipes.
PubMed: Chemical composition and phytotoxic effects of essential oils from four Teucrium species.
PubMed: Genome mining in Streptomyces clavuligerus: expression and biochemical characterization of two new cryptic sesquiterpene synthases.
PubMed: Chemical composition and anticancer and antioxidant activities of Schinus molle L. and Schinus terebinthifolius Raddi berries essential oils.
PubMed: Nepetalactone content and antibacterial activity of the essential oils from different parts of Nepeta persica.
PubMed: Genotoxic activity of Eucalyptus globulus essential oil in Aspergillus nidulans diploid cells.
PubMed: Chemical composition and antimicrobial and antioxidant activities of essential oils and various extracts of Juniperus phoenicea L. (Cupressacees).
PubMed: Composition and antimicrobial activity of the essential oil of Artemisia kulbadica from Iran.
PubMed: Chemical composition and antimicrobial activity of the essential oil of Anaphalis nubigena var. monocephala.
PubMed: Analysis of essential oil from Teucrium maghrebinum Greuter et Burdet growing wild in Algeria.
PubMed: Effects of soldier-derived terpenes on soldier caste differentiation in the termite Reticulitermes flavipes.
PubMed: Cuticular hydrocarbons and soldier defense secretions of Reticulitermes in southern California: a critical analysis of the taxonomy of the genus in North America.
PubMed: Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia.
PubMed: Composition, and anti-inflammatory and antioxidant activities of the volatile oil from the fruit peel of Garcinia brasiliensis.
PubMed: The molecular and biochemical basis for varietal variation in sesquiterpene content in melon (Cucumis melo L.) rinds.
PubMed: Variations in the essential oil composition from different parts of Coriandrum sativum L. cultivated in Tunisia.
PubMed: Variability of the needle essential oils of Pinus heldreichii from different populations in Montenegro and Serbia.
PubMed: Analysis of leaf volatiles of Zanthoxylum gillettii used in folk medicine of Cameroon.
PubMed: Chemical composition and in vitro antifungal and antioxidant activity of the essential oil and methanolic extract of Teucrium sauvagei Le Houerou.
PubMed: Determination of Teucrium chamaedrys volatiles by using direct thermal desorption-comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry.
PubMed: Pheromonal activity of compounds identified from male Phyllotreta cruciferae: field tests of racemic mixtures, pure enantiomers, and combinations with allyl isothiocyanate.
PubMed: Composition and anti-plasmodial activities of essential oils from some Cameroonian medicinal plants.
PubMed: GC-MS analysis of essential oil of Shorea robusta bast.
PubMed: Supercritical carbon dioxide extraction of essential oils from Perovskia atriplicifolia Benth.
PubMed: The propolis of stingless bees: terpenes from the tibia of three Frieseomelitta species.
PubMed: Interspecific variation in terpenoid composition of defensive secretions of European Reticulitermes termites.
PubMed: [Studies of aroma components on essential oil of Chinese kushui rose].
PubMed: Essential oil from fruit of Peucedanum tauricum Bieb.
PubMed: Volatile compounds from leaf-buds of Populus nigra L (Salicaceae).
PubMed: Chemical constituents and antimicrobial activity of the essential oil of Lantana xenica.
PubMed: Composition and antifungal activity of the essential oil of Solidago chilensis.
PubMed: Correspondence of soldier defense secretion mixtures with cuticular hydrocarbon phenotypes for chemotaxonomy of the termite genus Reticulitermes in North America.
PubMed: Volatile Constituents of Origanum dubium Leaves and Stem-Bark.
PubMed: Isolation of (-)-gamma-cadinene and aristolochene from Aspergillus terreus.
PubMed: Anti-inflammatory activity of extracts from Conyza canadensis.
PubMed: Components of moribund American elm trees as attractants to elm bark beetles,Hylurgopinus rufipes andScolytus multistriatus.
PubMed: The essential oil from Thymus praecox ssp. arcticus growing in Iceland.
PubMed: Constituents of peppers: IV. The hydrocarbons of pepper essential oil.
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