(-)-delta-cadinene
(1R,8aS)-1-isopropyl-4,7-dimethyl-1,2,3,5,6,8a-hexahydronaphthalene
 
Notes:
None found
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CAS Number: 13061-82-0Picture of molecule3D/inchi
Molecular Weight: 204.35628000
Formula: C15 H24
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Category: nematocide
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 279.70 °C. @ 760.00 mm Hg (est)
Flash Point: 231.00 °F. TCC ( 110.50 °C. ) (est)
logP (o/w): 6.540 (est)
Soluble in:
 water, 0.04863 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
 
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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: nematocide
Recommendation for (-)-delta-cadinene usage levels up to:
 not for fragrance use.
 
Recommendation for (-)-delta-cadinene flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
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EPA ACToR: Toxicology Data
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National Institute of Allergy and Infectious Diseases: Data
 (1R,8aS)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene
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References:
 (1R,8aS)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene
NIST Chemistry WebBook: Search Inchi
Pubchem (cas): 13061-82-0
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
KEGG (GenomeNet): C06394
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: 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
 found in nature
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Synonyms:
(-)-d-cadinene
(1R,8aS)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene
(1R,8aS)-4,7-dimethyl-1-isopropyl-1,2,3,5,6,8a-hexahydronaphthalene
 naphthalene, 1,2,3,5,6,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, (1R,8aS)-]
(1R,8aS)-1-isopropyl-4,7-dimethyl-1,2,3,5,6,8a-hexahydronaphthalene
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Articles:
PubMed: Anti-inflammatory, Antinociceptive Activity of an Essential Oil Recipe Consisting of the Supercritical Fluid CO2 Extract of White Pepper, Long Pepper, Cinnamon, Saffron and Myrrh in vivo.
PubMed: Chemical compositions and biological activities of the essential oils of Beilschmiedia madang Blume (Lauraceae).
PubMed: Evaluation of the anti-inflammatory and antinociceptive effects of the essential oil from leaves of Xylopia laevigata in experimental models.
PubMed: The mono - and sesquiterpene content of aphid-induced galls on Pistacia palaestina is not a simple reflection of their composition in intact leaves.
PubMed: Characterization of volatile and semi-volatile compounds in green and fermented leaves of Bergenia crassifolia L. by gas chromatography-mass spectrometry and ID-CUBE direct analysis in real time-high resolution mass spectrometry.
PubMed: Essential oil characterization of two Azorean Cryptomeria japonica populations and their biological evaluations.
PubMed: Chemical composition of essential oils from the leaves and stem barks of Vietnamese species of Polyalthia harmandii, Polyalthia jucunda and Polyalthia thorelii.
PubMed: Chemical composition and major odor-active compounds of essential oil from PINELLIA TUBER (dried rhizome of Pinellia ternata) as crude drug.
PubMed: Chemical and biological evaluation of Hypericum maculatum Crantz essential oil.
PubMed: Lavender (Lavandula stoechas L.) essential oils attenuate hyperglycemia and protect against oxidative stress in alloxan-induced diabetic rats.
PubMed: Juglans regia and J. nigra, two trees important in traditional medicine: A comparison of leaf essential oil compositions and biological activities.
PubMed: Essential oils composition of croton species from the Amazon.
PubMed: Analysis of essential oil constituents of three Dasymaschalon species (Annonaceae) from Vietnam.
PubMed: Chemical composition of the essential oil of Lepidagathis fasciculata from Bondla forest of Goa, India.
PubMed: Isolation and functional characterization of a τ-cadinol synthase, a new sesquiterpene synthase from Lavandula angustifolia.
PubMed: Genotoxic effects of Campomanesia xanthocarpa extracts on Allium cepa vegetal system.
PubMed: A comparative analysis of essential oils of Goniothalamus macrocalyx Ban., Goniothalamus albiflorus Ban. and Goniothalamus tamirensis Pierre ex Fin. & Gagnep. from Vietnam.
PubMed: Headspace solid-phase microextraction-gas chromatography-mass spectrometry characterization of propolis volatile compounds.
PubMed: GC and GC-MS analysis of the essential oil of Nepeta cilicica Boiss. ex Benth. from Lebanon.
PubMed: Antitumour properties of the leaf essential oil of Xylopia frutescens Aubl. (Annonaceae).
PubMed: Whitening and antioxidant activities of bornyl acetate and nezukol fractionated from Cryptomeria japonica essential oil.
PubMed: Chemical composition and anti-Trypanosoma cruzi activity of essential oils obtained from leaves of Xylopia frutescens and X. laevigata (Annonaceae).
PubMed: Phytochemical composition of the essential oil of different populations of Stachys lavandulifolia Vahl.
PubMed: Essential oils from five species of Annonaceae from Vietnam.
PubMed: Chemical composition of Hypericum richeri subsp. grisebachii essential oil from Croatia.
PubMed: Essential oil of flowers of Anaphalis contorta, an aromatic and medicinal plant from India.
PubMed: Chemical composition and anticancer, antiinflammatory, antioxidant and antimalarial activities of leaves essential oil of Cedrelopsis grevei.
PubMed: Chemical diversity among the essential oils of wild populations of Stachys lavandulifolia VAHL (Lamiaceae) from Iran.
PubMed: Chemical composition, antimicrobial and antioxidant properties of the volatile oil and methanol extract of Xenophyllum poposum.
PubMed: Chemical constituents and anticancer effects of the essential oil from leaves of Xylopia laevigata.
PubMed: Analysis of chemical constituents and antinociceptive potential of essential oil of Teucrium Stocksianum bioss collected from the North West of Pakistan.
PubMed: Transcriptome profiling of genes induced by salicylic acid and methyl jasmonate in Polygonum minus.
PubMed: Bioactive constituents of Homalomena aromatica essential oil and its antifungal activity against dermatophytes and yeasts.
PubMed: RNAi-mediated Ultra-low gossypol cottonseed trait: performance of transgenic lines under field conditions.
PubMed: Chemical composition and antimicrobial activity of Salvia x jamensis essential oil.
PubMed: Determination of genotoxic and antigenotoxic properties of essential oil from Ferula orientalis L. using Ames/Salmonella and E. coli WP2 bacterial test systems.
PubMed: Distillation time alters essential oil yield, composition, and antioxidant activity of male Juniperus scopulorum trees.
PubMed: Study on the volatile oil contents of Annona glabra L., Annona squamosa L., Annona muricata L. and Annona reticulata L., from Vietnam.
PubMed: Identification and characterization of a kunzeaol synthase from Thapsia garganica: implications for the biosynthesis of the pharmaceutical thapsigargin.
PubMed: Chemical composition, antibacterial and antifungal activities of essential oil from Cordia verbenacea DC leaves.
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: Molecular cloning and characterization of (+)-epi-α-bisabolol synthase, catalyzing the first step in the biosynthesis of the natural sweetener, hernandulcin, in Lippia dulcis.
PubMed: Differences in the volatile compositions of ginseng species (Panax sp.).
PubMed: Constituents and antimicrobial activity of the essential oils from flower, leaf and stem of Helichrysum armenium.
PubMed: Chemical composition of the essential oils of Annona pickelii and Annona salzmannii (Annonaceae), and their antitumour and trypanocidal activities.
PubMed: Functional characterization of four sesquiterpene synthases from Ricinus communis (castor bean).
PubMed: A 1,6-ring closure mechanism for (+)-δ-cadinene synthase?
PubMed: Antifungal properties of Japanese cedar essential oil from waste wood chips made from used sake barrels.
PubMed: Hemigossypol, a constituent in developing glanded cottonseed (Gossypium hirsutum).
PubMed: Chemotaxonomy of Serbian Teucrium species inferred from essential oil chemical composition: the case of Teucrium scordium L. ssp. scordioides.
PubMed: Composition and antimicrobial activity of the leaf and twig oils of Litsea acutivena from Taiwan.
PubMed: Influence of various growth parameters on fungal growth and volatile metabolite production by indoor molds.
PubMed: Chemical composition and antimicrobial activity of essential oil of Cupressus atlantica.
PubMed: Essential oils of Cupressus funebris, Juniperus communis, and J. chinensis (Cupressaceae) as repellents against ticks (Acari: Ixodidae) and mosquitoes (Diptera: Culicidae) and as toxicants against mosquitoes.
PubMed: Chemical analysis of incense smokes used in Shaxi, Southwest China: a novel methodological approach in ethnobotany.
PubMed: Ultra-low gossypol cottonseed: generational stability of the seed-specific, RNAi-mediated phenotype and resumption of terpenoid profile following seed germination.
PubMed: Essential oil composition of the fruits of Periploca laevigata Aiton subsp. angustifolia (Labill.) Markgraf (Apocynaceae - Periplocoideae).
PubMed: Chemical composition and antioxidant, antimicrobial, and larvicidal activities of the essential oils of Annona salzmannii and A. pickelii (Annonaceae).
PubMed: A comparison of headspace solid-phase microextraction and classic hydrodistillation for the identification of volatile constituents from Thapsia spp. provides insights into guaianolide biosynthesis in Apiaceae.
PubMed: Inter-population variability of terpenoid composition in leaves of Pistacia lentiscus L. from Algeria: a chemoecological approach.
PubMed: Chemical composition and antimicrobial activity of Anthriscus nemorosa root essential oil.
PubMed: Chemical composition, antimicrobial and antioxidant activities of essential oil from Gnaphlium affine.
PubMed: Persistency assessment and aerobic biodegradation of selected cyclic sesquiterpenes present in essential oils.
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: Composition and antimicrobial activity of the leaf and twig oils of Litsea mushaensis and L. linii from Taiwan.
PubMed: Free Radical Scavenging Potential and Essential Oil Composition of the Dorema glabrum Fisch. C.A. Mey Roots from Iran.
PubMed: Antiplasmodial volatile extracts from Cleistopholis patens Engler & Diels and Uvariastrum pierreanum Engl. (Engl. & Diels) (Annonaceae) growing in Cameroon.
PubMed: Chemical composition and antioxidant and antimicrobial activities of essential oil of Allium sphaerocephalon L. subsp. sphaerocephalon (Liliaceae) inflorescences.
PubMed: Inhibitor and substrate activities of sesquiterpene olefins toward +-δ-cadinene-8-hydroxylase, a cytochrome P450 monooxygenase (CYP706B1).
PubMed: Essential oil composition and insecticidal activity of Blumea perrottetiana growing in southwestern Nigeria.
PubMed: Biological activity of the essential oil of Kadsura longipedunculata (Schisandraceae) and its major components.
PubMed: Constituents, antileishmanial activity and toxicity profile of volatile oil from berries of Croton macrostachyus.
PubMed: Essential oil from leaves of Lippia dulcis grown in Colombia.
PubMed: Chemical composition and biological properties of Rhododendron anthopogon essential oil.
PubMed: [Research on liposoluble ingredients of Quchiling].
PubMed: [Study on the volatile oil of Murraya exotica].
PubMed: Composition and antimicrobial activity of the leaf essential oil of Litsea nakaii from Taiwan.
PubMed: Identification, functional characterization and developmental regulation of sesquiterpene synthases from sunflower capitate glandular trichomes.
PubMed: Crystal structure of (+)-delta-cadinene synthase from Gossypium arboreum and evolutionary divergence of metal binding motifs for catalysis.
PubMed: Constituents of Cajanus cajan (L.) Millsp., Moringa oleifera Lam., Heliotropium indicum L. and Bidens pilosa L. from Nigeria.
PubMed: Analysis of essential oil from Teucrium maghrebinum Greuter et Burdet growing wild in Algeria.
PubMed: Flowerhead volatile oil composition of soilless culture-grown Chrysanthemum balsamita L.
PubMed: Diversity of sesquiterpene synthases in the basidiomycete Coprinus cinereus.
PubMed: GC-MS analysis and antimicrobial activity of essential oil of Stachys cretica subsp. smyrnaea.
PubMed: Discrimination of pasture-fed lambs from lambs fed dehydrated alfalfa indoors using different compounds measured in the fat, meat and plasma.
PubMed: Constituents of leaves and flowers essential oils of Helichrysum pallasii (Spreng.) Ledeb. growing wild in Lebanon.
PubMed: Essential oil variability in natural populations of Picea omorika, a rare European conifer.
PubMed: Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods.
PubMed: Detailed analysis of the essential oil from Cistus albidus L. by combination of GC/RI, GC/MS and 13C-NMR spectroscopy.
PubMed: Isolation of a (+)- delta-cadinene synthase gene CAD1-A and analysis of its expression pattern in seedlings ofGossypium arboreum L.
PubMed: Production and diversity of volatile terpenes from plants on calcareous and siliceous soils: effect of soil nutrients.
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: Antimicrobial Activities of Essential Oil and Methanol Extract of Teucrium montanum.
PubMed: Content, composition, and bioactivity of the essential oils of three basil genotypes as a function of harvesting.
PubMed: Antimicrobial activity of extractable conifer heartwood compounds toward Phytophthora ramorum.
PubMed: Volatile compounds on the leaf surface of intact and regrowth tarbush (Flourensia cernua DC) canopies.
PubMed: Anti-inflammation activities of essential oil and its constituents from indigenous cinnamon (Cinnamomum osmophloeum) twigs.
PubMed: Essential oil composition of Hypericum triquetrifolium Turra. aerial parts.
PubMed: Variability of the needle essential oils of Pinus heldreichii from different populations in Montenegro and Serbia.
PubMed: Chemical composition and anti-inflammatory activity of copaiba oils from Copaifera cearensis Huber ex Ducke, Copaifera reticulata Ducke and Copaifera multijuga Hayne--a comparative study.
PubMed: Compositions and biological activities of essential oils of Kadsura longepedunculata and Schisandra sphenanthera.
PubMed: A comparison of chemical, antioxidant and antimicrobial studies of cinnamon leaf and bark volatile oils, oleoresins and their constituents.
PubMed: Chemical composition of the essential oil of Pelargonium quercetorum Agnew. of Iran.
PubMed: Engineering cottonseed for use in human nutrition by tissue-specific reduction of toxic gossypol.
PubMed: Constituents of the essential oil from aerial parts of Chromolaena odorata from Thailand.
PubMed: [Analysis of volatile constituents in leaves of three cypress species by gas chromatography/mass spectrometry].
PubMed: Changes in terpene content in milk from pasture-fed cows.
PubMed: Comparative analysis of the oil and supercritical CO(2) extract of Artemisia arborescens L. and Helichrysum splendidum (Thunb.) Less.
PubMed: Analysis of atmospheric sesquiterpenes: sampling losses and mitigation of ozone interferences.
PubMed: Engineering cotton (+)-delta-cadinene synthase to an altered function: germacrene D-4-ol synthase.
PubMed: The pathogen causing Dutch elm disease makes host trees attract insect vectors.
PubMed: Antisense suppression of a (+)-delta-cadinene synthase gene in cotton prevents the induction of this defense response gene during bacterial blight infection but not its constitutive expression.
PubMed: Essential Oil of Betula pendula Roth. Buds.
PubMed: The significance of background odour for an egg parasitoid to detect plants with host eggs.
PubMed: Chemical composition and antifungal activity of essential oils from different tissues of Japanese Cedar (Cryptomeria japonica).
PubMed: Analysis of essential oils from wild and micropropagated plants of damiana (Turnera diffusa).
PubMed: The sesquiterpene hydrocarbons of maize (Zea mays) form five groups with distinct developmental and organ-specific distributions.
PubMed: Terpenoid aldehyde formation and lysigenous gland storage sites in cotton: variant with mature glands but suppressed levels of terpenoid aldehydes.
PubMed: Characterization of GaWRKY1, a cotton transcription factor that regulates the sesquiterpene synthase gene (+)-delta-cadinene synthase-A.
PubMed: Composition and anti-plasmodial activities of essential oils from some Cameroonian medicinal plants.
PubMed: 8-Hydroxy-(+)-delta-cadinene is a precursor to hemigossypol in Gossypium hirsutum.
PubMed: [Chemical composition of volatile oil from Chromolaena odorata and its effect on plant, fungi and insect growth].
PubMed: Volatile compounds from leaf-buds of Populus nigra L (Salicaceae).
PubMed: Reduced levels of cadinane sesquiterpenoids in cotton plants expressing antisense (+)-delta-cadinene synthase.
PubMed: Characterization of volatiles in Costa Rican guava [Psidium friedrichsthalianum (Berg) Niedenzu] fruit.
PubMed: Volatile compounds emitted by sclerotia of Sclerotinia minor, Sclerotinia sclerotiorum, and Sclerotium rolfsii.
PubMed: [New data on composition of esssential oil from inflorescence of everlasting (Helichrysum arenarium(L.) Moench.)].
PubMed: The in vivo synthesis of plant sesquiterpenes by Escherichia coli.
PubMed: Molecular cloning and functional identification of (+)-delta-cadinene-8-hydroxylase, a cytochrome P450 mono-oxygenase (CYP706B1) of cotton sesquiterpene biosynthesis.
PubMed: Antibacterial activity of Salvia tomentosa essential oil.
PubMed: A chemotaxonomic investigation of volatile constituents in Stachys subsect. Swainsonianeae (Labiatae).
PubMed: Production of yarrow (Achillea millefolium L.) in Norway: essential oil content and quality.
PubMed: The cyclization of farnesyl diphosphate and nerolidyl diphosphate by a purified recombinant delta-cadinene synthase.
PubMed: Selective oviposition by Aedes aegypti (Diptera: culicidae) in response to Mesocyclops longisetus (Copepoda: Cyclopoidea) under laboratory and field conditions.
PubMed: The steam volatile oil of Wollemia nobilis and its comparison with other members of the Araucariaceae (Agathis and Araucaria).
PubMed: Expression pattern of (+)-delta-cadinene synthase genes and biosynthesis of sesquiterpene aldehydes in plants of Gossypium arboreum L.
PubMed: Flavor compounds of pine sprout tea and pine needle tea.
PubMed: Expression pattern of genes encoding farnesyl diphosphate synthase and sesquiterpene cyclase in cotton suspension-cultured cells treated with fungal elicitors.
PubMed: Induction of delta-cadinene synthase and sesquiterpenoid phytoalexins in cotton by Verticillium dahliae.
PubMed: Coordinated accumulation of (+)-delta-cadinene synthase mRNAs and gossypol in developing seeds of Gossypium hirsutum and a new member of the cad1 family from G. arboreum.
PubMed: Germacrene C synthase from Lycopersicon esculentum cv. VFNT cherry tomato: cDNA isolation, characterization, and bacterial expression of the multiple product sesquiterpene cyclase.
PubMed: Sesquiterpene synthases from grand fir (Abies grandis). Comparison of constitutive and wound-induced activities, and cDNA isolation, characterization, and bacterial expression of delta-selinene synthase and gamma-humulene synthase.
PubMed: Isolation and bacterial expression of a sesquiterpene synthase cDNA clone from peppermint (Mentha x piperita, L.) that produces the aphid alarm pheromone (E)-beta-farnesene.
PubMed: Composition and antimicrobial activity of the essential oil of Cistus creticus subsp. eriocephalus.
PubMed: [The constituents of the volatile oil from Achillea wilsoniana].
PubMed: Cloning and heterologous expression of a second (+)-delta-cadinene synthase from Gossypium arboreum.
PubMed: Purification of (+)-delta-cadinene synthase, a sesquiterpene cyclase from bacteria-inoculated cotton foliar tissue.
PubMed: Cloning, expression, and characterization of (+)-delta-cadinene synthase: a catalyst for cotton phytoalexin biosynthesis.
PubMed: Volatile Constituents of Origanum dubium Leaves and Stem-Bark.
PubMed: [Miscellaneous contributions to the essential oils of plants from various territories. LI. On the components of essential oils of Torilis japonica (Houtt.) DC].
PubMed: Devil's-claw (Proboscidea louisianica), essential oil and its components : Potential allelochemical agents on cotton and wheat.
PubMed: Volatile Constituents of Uvaria chamae Leaves and Root Bark.
PubMed: Volatile constituents of Plectranthus rugosus leaf oil.
PubMed: [Sesquiterpene hydrocarbons from grapes (author's transl)].
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