(+)-aromadendrene

(1R,2S,8R,11R)-7-methylene-3,3,11-trimethyltricyclo[6.3.0.02.4]undecane

CAS: 489-39-4 C15 H24 MW: 204.35628000

Identification

Name(+)-aromadendrene
IUPAC(1aR,4aR,7R,7aR,7bS)-1,1,7-trimethyl-4-methylidene-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulene
CAS Number489-39-4
EINECS207-694-6
FDA UNIISearch
Molecular FormulaC15 H24
Molecular Weight204.35628000
MDL NumberMFCD00062951
Nikkaji NumberJ12.596B
Beilstein2554306

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 258.00 to 259.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.023000 mmHg @ 25.00 °C. (est)
Flash Point 223.00 °F. TCC ( 106.11 °C. )
logP (o/w) 6.427 (est)
Shelf Life 12.00 month(s) or longer if stored properly.
Storage refrigerate in tightly sealed containers.
Soluble in alcohol
Insoluble in water

No sensory data available

Safety Information

Preferred SDSView
European informationMost important hazard(s):
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

Categorynatural substances and extractives
Recommendation for (+)-aromadendrene usage levels up tonot for fragrance use.
Recommendation for (+)-aromadendrene flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

allspice plant ginger rhizome oil guava leaf guava pericarp oil oregano shoot sage plant salvia officinalis seed oil tunisia @ 0.18% Data salvia plebeia oil @ 1.22% Data salvia verbenaca seed oil tunisia @ 0.66% Data savory winter savory plant st. john's wort tamarind fruit oil

Synonyms

(1ar- (1aalpha,4aalpha, 7alpha,7abeta,7balpha))- decahydro-1,1,7-trimethyl-4-methylene-1H-cycloprop(e)azulene (1R,2S,8R,11R)-7- methylene-3,3,11-trimethyltricyclo[6.3.0.02.4]undecane (1aR,4aR,7R,7aR,7bS)-1,1,7- trimethyl-4-methylidene-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulene PubMed: Assessment of Volatile Chemical Composition of the Essential Oil of Jatropha ribifolia (Pohl) Baill by HS-SPME-GC-MS Using Different Fibers. PubMed: Assessment of the chemical composition and in vitro antimicrobial potential of extracts of the liverwort Scapania aspera. PubMed: Hepatoprotection of sesquiterpenoids: a quantitative structure-activity relationship (QSAR) approach. PubMed: Influence of combinations of digitonin with selected phenolics, terpenoids, and alkaloids on the expression and activity of P-glycoprotein in leukaemia and colon cancer cells. PubMed: A comparative analysis of essential oils of Goniothalamus macrocalyx Ban., Goniothalamus albiflorus Ban. and Goniothalamus tamirensis Pierre ex Fin. & Gagnep. from Vietnam. PubMed: Induction of defensive response in Eucalyptus globulus plants and its persistence in vegetative propagation. PubMed: Volatile organic compounds of conspecific-damaged Eucalyptus benthamii influence responses of mated females of Thaumastocoris peregrinus. PubMed: Essential oils from five species of Annonaceae from Vietnam. PubMed: Chemical composition and biological activities of the essential oil from Calamintha nepeta plants from the wild in southern Italy. PubMed: [GC-MS study on fingerprint of volatile oil from Kadsura heteroclita]. PubMed: Insecticidal and genotoxic activity of Psoralea corylifolia Linn. (Fabaceae) against Culex quinquefasciatus Say, 1823. PubMed: Acaricidal activity of essential oils from five endemic conifers of New Caledonia on the cattle tick Rhipicephalus (Boophilus) microplus. PubMed: Antimicrobial Potential and Chemical Characterization of Serbian Liverwort (Porella arboris-vitae): SEM and TEM Observations. PubMed: Chemotaxonomical markers in essential oil of Murraya koenigii. PubMed: Synergism of three-drug combinations of sanguinarine and other plant secondary metabolites with digitonin and doxorubicin in multi-drug resistant cancer cells. PubMed: Digitonin synergistically enhances the cytotoxicity of plant secondary metabolites in cancer cells. PubMed: Chemical composition of essential oil and in vitro antioxidant activities of the essential oil and methanol extracts of Eucalyptus loxophleba. PubMed: Helichrysum gymnocephalum essential oil: chemical composition and cytotoxic, antimalarial and antioxidant activities, attribution of the activity origin by correlations. PubMed: Essential oil composition of Eucalyptus procera Dehnh. leaves from central Iran. PubMed: Changes in volatile compound composition of Antrodia camphorata during solid state fermentation. PubMed: Chemical composition and antioxidant, antimicrobial, and larvicidal activities of the essential oils of Annona salzmannii and A. pickelii (Annonaceae). PubMed: Volatile compounds in the stem bark of Sclerocarya birrea (Anacardiaceae) possess antimicrobial activity against drug-resistant strains of Helicobacter pylori. PubMed: Bioactive phytochemicals of leaf essential oils of Cinnamomum osmophloeum prevent lipopolysaccharide/D-galactosamine (LPS/D-GalN)-induced acute hepatitis in mice. PubMed: Antibacterial activity of essential oils from Eucalyptus and of selected components against multidrug-resistant bacterial pathogens. PubMed: Comparison of Eucalyptus cinerea essential oils produced by hydrodistillation and supercritical carbon dioxide extraction. PubMed: Variation in volatile leaf oils of five Eucalyptus species harvested from Jbel Abderrahman arboreta (Tunisia). PubMed: Allelochemical effects of volatile compounds and organic extracts from Muscodor yucatanensis, a tropical endophytic fungus from Bursera simaruba. PubMed: Synergistic properties of the terpenoids aromadendrene and 1,8-cineole from the essential oil of Eucalyptus globulus against antibiotic-susceptible and antibiotic-resistant pathogens. PubMed: Induction of sesquiterpenes, phytoesterols and extracellular pathogenesis-related proteins in elicited cell cultures of Capsicum annuum. PubMed: A chemical marker proposal for the Lantana genus: composition of the essential oils from the leaves of Lantana radula and L. canescens. PubMed: Variation in volatile leaf oils of twelve eucalyptus species harvested from Hajeb Layoun arboreta (Tunisia). PubMed: Structure-activity relationships of aromadendranes in uterus-relaxant activity. PubMed: Antimicrobial activity and chemical composition of Senecio sandrasicus on antibiotic resistant staphylococci. PubMed: The chemical composition of the essential oils of Euphorbia caracasana and E. cotinifolia (Euphorbiaceae) from Venezuela. PubMed: Detailed analysis of the essential oil from Cistus albidus L. by combination of GC/RI, GC/MS and 13C-NMR spectroscopy. PubMed: Chemical composition, antifungal and antitumor properties of ether extracts of Scapania verrucosa Heeg. and its endophytic fungus Chaetomium fusiforme. PubMed: Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia. PubMed: Chemical constituents and larvicidal property of the essential oil of Blumea mollis (D. Don) Merr. against Culex quinquefasciatus. PubMed: Comparative study on volatile components of Nardostachys rhizome. PubMed: Composition of Eucalyptus camaldulensis volatiles using direct thermal desorption coupled with comprehensive two-dimensional gas chromatography-time-of-flight-mass spectrometry. PubMed: Bullatenone, 1,3-dione and sesquiterpene chemotypes of Lophomyrtus species. 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: Variability of the needle essential oils of Pinus heldreichii from different populations in Montenegro and Serbia. PubMed: [Headspace solid-phase microextraction-gas chromatography-mass spectrometry for analysis of volatile components from Atractlodes macrocephala Koidz]. PubMed: Effect of intraspecific competition and substrate type on terpene emissions from some Mediterranean plant species. PubMed: Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells. PubMed: Analysis of atmospheric sesquiterpenes: sampling losses and mitigation of ozone interferences. PubMed: Volatile constituents from the leaves of Callicarpa japonica Thunb. and their antibacterial activities. PubMed: Determination of specific volatile organic compounds synthesised during Tuber borchii fruit body development by solid-phase microextraction and gas chromatography/mass spectrometry. PubMed: Composition and antimicrobial activity of the essential oil of Hypericum rumeliacum subsp. apollinis (Boiss. & Heldr.). PubMed: [Study of chemical constituents of essential oil from flowers of Mikania micrantha H.B.K]. PubMed: Monitoring and fast detection of mycotoxin-producing fungi based on headspace solid-phase microextraction and headspace sorptive extraction of the volatile metabolites. PubMed: Comparison of eucalyptus camaldulensis Dehn. oils from Mozambique as obtained by hydrodistillation and supercritical carbon dioxide extraction. PubMed: The stereochemistry of ledol from Renealmia chrysotrycha: an NMR study. PubMed: The steam volatile oil of Wollemia nobilis and its comparison with other members of the Araucariaceae (Agathis and Araucaria). PubMed: Solid phase microextraction of volatile constituents from individual fresh Eucalyptus leaves of three species. PubMed: Chemical, physical and antimicrobial properties of essential oils of Leptospermum scoparium and Kunzea ericoides. PubMed: Diversity in cyclic sesquiterpene production by Gossypium hirsutum. PubMed: Melaleuca oil (tea tree oil) dermatitis. PubMed: [Analysis of chemical constituent of essential oil in Lonicera japonnica Thunb. cultivated on the northern plain of Henan Province]. PubMed: Composition of essential oils of Laurus nobilis, L. nobilis var. angustifolia and Laurus azorica. PubMed: Chemical studies of marine invertebrates. XXVII. On the absolute configuration of aromadendrane sesquiterpenes from the soft coral Cespitularia aff. subviridis. PubMed: The total synthesis of (-)-aromadendrene.