aromadendrene
1,1,7-trimethyl-4-methylidene-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulene
Identification
| Name | aromadendrene |
| IUPAC | 1,1,7-trimethyl-4-methylidene-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulene |
| CAS Number | 72747-25-2 |
| FDA UNII | Search |
| Molecular Formula | C15 H24 |
| Molecular Weight | 204.35628000 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 258.10 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.023000 mmHg @ 25.00 °C. (est) |
| Flash Point | 224.00 °F. TCC ( 106.50 °C. ) (est) |
| logP (o/w) | 6.427 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for aromadendrene usage levels up to | not for fragrance use. |
| Recommendation for aromadendrene flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
10(14)-
aromadendrene
1,1,7-
trimethyl-4-methylidene-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulene
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 defensive response in Eucalyptus globulus plants and its persistence in vegetative propagation.
PubMed:
Oligo-carrageenan kappa-induced reducing redox status and increase in TRR/TRX activities promote activation and reprogramming of terpenoid metabolism in Eucalyptus trees.
PubMed:
The total synthesis of (-)-aromadendrene.
PubMed:
A comparative analysis of essential oils of Goniothalamus macrocalyx Ban., Goniothalamus albiflorus Ban. and Goniothalamus tamirensis Pierre ex Fin. & Gagnep. from Vietnam.
PubMed:
Single- versus Multiple-Pest Infestation Affects Differently the Biochemistry of Tomato (Solanum lycopersicum 'Ailsa Craig').
PubMed:
Composition, in vitro Anti-inflammatory, Antioxidant and Antimicrobial Activities of Essential Oils from Leaf and Twig Parts of Cupressus cashmeriana.
PubMed:
Antimicrobial activity of the essential oil of Tetradenia riparia (Hochst.) Codd. (Lamiaceae) against cariogenic bacteria.
PubMed:
Bioactivity and chemical characterisation of Lophostemon suaveolens - an endemic Australian Aboriginal traditional medicinal plant.
PubMed:
Antimicrobial Potential and Chemical Characterization of Serbian Liverwort (Porella arboris-vitae): SEM and TEM Observations.
PubMed:
Biomimetic synthesis of (+)-ledene, (+)-viridiflorol, (-)-palustrol, (+)-spathulenol, and psiguadial A, C, and D via the platform terpene (+)-bicyclogermacrene.
PubMed:
Chemical composition of essential oil and in vitro antioxidant activities of the essential oil and methanol extracts of Eucalyptus loxophleba.
PubMed:
Three new cembranoid-type diterpenes from Red Sea soft coral Sarcophyton glaucum: isolation and antiproliferative activity against HepG2 cells.
PubMed:
Hepatoprotection of sesquiterpenoids: a quantitative structure-activity relationship (QSAR) approach.
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:
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:
Assessment of the chemical composition and in vitro antimicrobial potential of extracts of the liverwort Scapania aspera.
PubMed:
Volatile organic compounds of conspecific-damaged Eucalyptus benthamii influence responses of mated females of Thaumastocoris peregrinus.
PubMed:
Acaricidal activity of essential oils from five endemic conifers of New Caledonia on the cattle tick Rhipicephalus (Boophilus) microplus.
PubMed:
Insecticidal and genotoxic activity of Psoralea corylifolia Linn. (Fabaceae) against Culex quinquefasciatus Say, 1823.
PubMed:
Antibacterial activity of essential oils from Eucalyptus and of selected components against multidrug-resistant bacterial pathogens.
PubMed:
Essential oils from five species of Annonaceae from Vietnam.
PubMed:
Assessment of Volatile Chemical Composition of the Essential Oil of Jatropha ribifolia (Pohl) Baill by HS-SPME-GC-MS Using Different Fibers.
PubMed:
Chemical composition and biological activities of the essential oil from Calamintha nepeta plants from the wild in southern Italy.
PubMed:
Bioactive phytochemicals of leaf essential oils of Cinnamomum osmophloeum prevent lipopolysaccharide/D-galactosamine (LPS/D-GalN)-induced acute hepatitis in mice.
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:
Chemotaxonomical markers in essential oil of Murraya koenigii.
PubMed:
[GC-MS study on fingerprint of volatile oil from Kadsura heteroclita].
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:
Volatile compounds in the stem bark of Sclerocarya birrea (Anacardiaceae) possess antimicrobial activity against drug-resistant strains of Helicobacter pylori.
PubMed:
Helichrysum gymnocephalum essential oil: chemical composition and cytotoxic, antimalarial and antioxidant activities, attribution of the activity origin by correlations.
PubMed:
Chemical composition and antioxidant, antimicrobial, and larvicidal activities of the essential oils of Annona salzmannii and A. pickelii (Annonaceae).
PubMed:
Variation in volatile leaf oils of five Eucalyptus species harvested from Jbel Abderrahman arboreta (Tunisia).
PubMed:
Comparison of Eucalyptus cinerea essential oils produced by hydrodistillation and supercritical carbon dioxide extraction.
PubMed:
Allelochemical effects of volatile compounds and organic extracts from Muscodor yucatanensis, a tropical endophytic fungus from Bursera simaruba.
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:
Variability of the needle essential oils of Pinus heldreichii from different populations in Montenegro and Serbia.
PubMed:
[Study of chemical constituents of essential oil from flowers of Mikania micrantha H.B.K].
PubMed:
Structure-activity relationships of aromadendranes in uterus-relaxant activity.
PubMed:
Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.
PubMed:
Determination of specific volatile organic compounds synthesised during Tuber borchii fruit body development by solid-phase microextraction and gas chromatography/mass spectrometry.
PubMed:
Analysis of atmospheric sesquiterpenes: sampling losses and mitigation of ozone interferences.
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:
Chemical constituents and larvicidal property of the essential oil of Blumea mollis (D. Don) Merr. against Culex quinquefasciatus.
PubMed:
Volatile constituents from the leaves of Callicarpa japonica Thunb. and their antibacterial activities.
PubMed:
Composition and antimicrobial activity of the essential oil of Hypericum rumeliacum subsp. apollinis (Boiss. & Heldr.).
PubMed:
Monitoring and fast detection of mycotoxin-producing fungi based on headspace solid-phase microextraction and headspace sorptive extraction of the volatile metabolites.
PubMed:
The stereochemistry of ledol from Renealmia chrysotrycha: an NMR study.
PubMed:
Chemical, physical and antimicrobial properties of essential oils of Leptospermum scoparium and Kunzea ericoides.
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:
Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia.
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:
[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:
Comparison of eucalyptus camaldulensis Dehn. oils from Mozambique as obtained by hydrodistillation and supercritical carbon dioxide extraction.
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:
Diversity in cyclic sesquiterpene production by Gossypium hirsutum.
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.