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bicyclogermacrene

Chemical Structure

General Material Information

Preferred name bicyclogermacrene
Trivial Name Bicyclogermacrene
Formula C15 H24
CAS Number 24703-35-3
FDA UNII Search
xLogP3-AA 4.10 (est)
NMR Predictor External link
Synonyms
  • (+)- bicyclogermacrene
  • (4E,8E)-4,8,11,11-tetramethylbicyclo[8.1.0]undeca-4,8-diene
  • (4E,8E)-4,8,11,11-tetramethylbicyclo[8.1.0]undeca-4,8-diene
  • Bicyclo[8.1.0]undeca-2,6-diene, 3,7,11,11-tetramethyl-, (1S,2E,6E,10R)-
  • Bicyclo[8.1.0]undeca-2,6-diene, 3,7,11,11-tetramethyl-, (E,E)-(1S,10R)-(+)-
  • Bicyclo[8.1.0]undeca-2,6-diene, 3,7,11,11-tetramethyl-, [1S-(1R*,2E,6E,10S*)]-
  • (1S,2E,6E,10R)-3,7,11,11-Tetramethylbicyclo[8.1.0]undeca-2,6-diene
  • Bicyclogermacren
  • (+)-Bicyclogermacrene
  • β-Cyclogermacrane

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Literature & References

(4E,8E)-4,8,11,11-tetramethylbicyclo[8.1.0]undeca-4,8-diene
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5315347
Pubchem (sid):135048493
Flavornet:24703-35-3
Pherobase:View
Publications by PubMed
Chemical composition, antioxidant activity and antibacterial effect of essential oil of the aerial parts of Salvia sclareoides.
Chemical Composition, Modulatory Bacterial Resistance and Antimicrobial Activity of Essential Oil the Hyptis martiusii Benth by Direct and Gaseous Contact.
Essential oils from Schinus species of northwest Argentina: Composition and antifungal activity.
Evolutionary and Mechanistic Insights from the Reconstruction of α-Humulene Synthases from a Modern (+)-Germacrene A Synthase.
Evaluation of the anti-inflammatory and antinociceptive effects of the essential oil from leaves of Xylopia laevigata in experimental models.
Essential-oil composition of the needles collected from natural populations of Macedonian pine (Pinus peuce Griseb.) from the Scardo-Pindic mountain system.
Chemogeography and antimicrobial activity of essential oils from Geijera parviflora and Geijera salicifolia (Rutaceae): two traditional Australian medicinal plants.
Biomimetic synthesis of (+)-ledene, (+)-viridiflorol, (-)-palustrol, (+)-spathulenol, and psiguadial A, C, and D via the platform terpene (+)-bicyclogermacrene.
Chemical composition of essential oils from four Vietnamese species of piper (piperaceae).
Composition and activity against oral pathogens of the essential oil of Melampodium divaricatum (Rich.) DC.
Terpene constituents of the leaves of five Vietnamese species of Clausena (Rutaceae).
Chemical composition of essential oils from the leaves and stem barks of Vietnamese species of Polyalthia harmandii, Polyalthia jucunda and Polyalthia thorelii.
Chemical composition of the essential oil from the leaves of Carapa guianensis collected from Venezuelan Guayana and the antimicrobial activity of the oil and crude extracts.
The seasonal variation of the chemical composition of essential oils from Porcelia macrocarpa R.E. Fries (Annonaceae) and their antimicrobial activity.
Essential oil compositions of Alphonsea philastreana (Pierre) Pierre ex Finet & Gagnep. and Alphonsea gaudichaudiana (Baill.) Finet & Gagnep. from Vietnam.
Antitumour properties of the leaf essential oil of Xylopia frutescens Aubl. (Annonaceae).
Chemical composition and anti-Trypanosoma cruzi activity of essential oils obtained from leaves of Xylopia frutescens and X. laevigata (Annonaceae).
Antitumor effect of the essential oil from leaves of Guatteria pogonopus (Annonaceae).
Chemical constituents and cytotoxic evaluation of essential oils from leaves of Porcelia macrocarpa (Annonaceae).
Essential oils from five species of Annonaceae from Vietnam.
Chemical composition of Hypericum richeri subsp. grisebachii essential oil from Croatia.
Chemical diversity among the essential oils of wild populations of Stachys lavandulifolia VAHL (Lamiaceae) from Iran.
Acaricidal activity of essential oils from five endemic conifers of New Caledonia on the cattle tick Rhipicephalus (Boophilus) microplus.
Chemical constituents and anticancer effects of the essential oil from leaves of Xylopia laevigata.
Antimicrobial activity of selected essential oils against cariogenic bacteria.
Composition of the essential oil of Buddleja thyrsoides Lam. leaves from Brazil.
Chemical composition of Hypericum rumeliacum Boiss. essential oil. A new chemotype of this pharmacologically valuable species?
Analysis of the essential oil of large cardamom (Amomum subulatum Roxb.) growing in different agro-climatic zones of Himachal Pradesh, India.
Chemical composition, antibacterial and antifungal activities of essential oil from Cordia verbenacea DC leaves.
Essential oils from Schinus terebinthifolius leaves - chemical composition and in vitro cytotoxicity evaluation.
Molecular cloning and characterization of (+)-epi-α-bisabolol synthase, catalyzing the first step in the biosynthesis of the natural sweetener, hernandulcin, in Lippia dulcis.
Differences in the volatile compositions of ginseng species (Panax sp.).
Chemical composition and antibacterial activity of the essential oil of Espeletia nana.
In vitro bioactivity of essential oils and methanol extracts of Salvia reuterana from Iran.
Chemical classification of the essential oils of the Iranian Salvia species in comparison with their botanical taxonomy.
Chemical diversity of volatiles of Teucrium orientale L. var. orientale, var. puberulens, and var. glabrescens determined by simultaneous GC-FID and GC/MS techniques.
Fragrant volatile oil composition of Nutmeg Geranium (Pelargonium × fragrans Willd.) from India.
Chemical composition of the essential oils of Annona pickelii and Annona salzmannii (Annonaceae), and their antitumour and trypanocidal activities.
Chemical composition and amoebicidal activity of Croton pallidulus, Croton ericoides, and Croton isabelli (Euphorbiaceae) essential oils.
Chemical composition and synergistic interaction between aminoglycosides antibiotics and essential oil of Lantana montevidensis Briq.
Essential oil from the leaves of Annona vepretorum: chemical composition and bioactivity.
The leaf essential oils of five Vietnamese Desmos species (Annonaceae).
Composition of the essential oil of Pogostemon travancoricus var. travancoricus.
Analysis of the essential oil of Teucrium polium ssp. capitatum from the Balkan Peninsula.
Essential oil of three Uvaria species from Ivory Coast.
Chemical composition of leaf and root essential oils of Boenninghausenia albiflora Reichb. from northern India.
Volatile constituents of Origanum vulgare L., 'thymol' chemotype: variability in North India during plant ontogeny.
Helichrysum gymnocephalum essential oil: chemical composition and cytotoxic, antimalarial and antioxidant activities, attribution of the activity origin by correlations.
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.
Chemical composition and antioxidant, antimicrobial, and larvicidal activities of the essential oils of Annona salzmannii and A. pickelii (Annonaceae).
Essential oil composition of three species of Scutellaria from Turkey.
Antimicrobial activity and chemical constituents of the essential oils from flower, leaf and stem of Gypsophila bicolor from Iran.
Comparative volatile oil composition of four Ocimum species from northern India.
Chemical composition of the essential oil from Carramboa littlei (Asteraceae).
Variation in volatile leaf oils of seven eucalyptus species harvested from Zerniza arboreta (Tunisia).
Chemical constituents and larvicidal activity of Hymenaea courbaril fruit peel.
Essential oil composition of three Australian endemic species of Darwinia (Myrtaceae).
Chemical composition and resistance-modifying effect of the essential oil of Lantana camara Linn.
A study of the larvicidal activity of two Croton species from northeastern Brazil against Aedes aegypti.
The volatile constituents of Salvia leucantha.
Genome mining in Streptomyces avermitilis: cloning and characterization of SAV_76, the synthase for a new sesquiterpene, avermitilol.
The intrasectional chemotaxonomic placement of Hypericum elegans Stephan ex Willd. Inferred from the essential-oil chemical composition.
Extraction, separation and isolation of volatiles from Vitex agnus-castus L. (Verbenaceae) wild species of Sardinia, Italy, by supercritical CO2.
Croton sonderianus essential oil samples distinctly affect rat airway smooth muscle.
Essential oils from two Lantana species with antimycobacterial activity.
[Study on the volatile oil of Murraya exotica].
Chemical composition and antibacterial activity of the essential oil of Cordia verbenacea from the Venezuelan Andes.
Composition and antibacterial activity of essential oils from leaf, stem and root of Chrysanthemum parthenium (L.) Bernh. from Iran.
Chemical composition and cytotoxic, mutagenic and genotoxic activities of the essential oil from Pipergaudichaudianum Kunth leaves.
Composition and antimicrobial activity of Marrubium incanum Desr. (Lamiaceae) essential oil.
Essential oil compositions of three Lantana species from Monteverde, Costa Rica.
Chemical composition and antibacterial activity of essential oils of Eugenia species.
Furanocembranoids from the soft corals Sinularia asterolobata and Litophyton arboreum.
Chemical composition and antibacterial activity of essential oils from leaves, stems and flowers of Salvia reuterana Boiss. grown in Iran.
Antifungal activity of essential oils of Croton species from the Brazilian Caatinga biome.
Variability in essential-oil composition of Piper marginatum sensu lato.
Chemical composition and larvicidal properties of the essential oils from Drimys brasiliensis Miers (Winteraceae) on the cattle tick Rhipicephalus (Boophilus) microplus and the brown dog tick Rhipicephalus sanguineus.
Bioactivity and chemical composition of the leaf essential oils of Zanthoxylum rhoifolium and Zanthoxylum setulosum from Monteverde, Costa Rica.
Studies on the antioxidant activity of the essential oil and methanol extract of Marrubium globosum subsp. globosum (lamiaceae) by three different chemical assays.
Essential oil composition of Hypericum triquetrifolium Turra. aerial parts.
Antinociceptive effect and acute toxicity of the essential oil of Hyptis fruticosa in mice.
Analysis by gas chromatography-mass spectrometry of essential oil from seeds and aerial parts of Ferulago angulata (Schlecht.) Boiss gathered in Nevakoh and Shahoo, Zagross mountain, West of Iran.
Qualitative and quantitative analysis of the active components of the essential oil from Brickellia veronicaefolia by nuclear magnetic resonance spectroscopy.
Isolation of Seseli bocconi Guss., subsp. praecox Gamisans (Apiaceae) volatile oil by supercritical carbon dioxide extraction.
Comparative analysis of the oil and supercritical CO(2) extract of Artemisia arborescens L. and Helichrysum splendidum (Thunb.) Less.
Response of economically important aphids to components of Hemizygia petiolata essential oil.
Gastric antiulcer and anti-inflammatory activities of the essential oil from Casearia sylvestris Sw.
Essential oil composition of the different parts of Eryngium bourgatii Gouan from Spain.
Chemical composition and larvicidal activity of the essential oils from Eupatorium betonicaeforme (D.C.) Baker (Asteraceae).
Anticonvulsant activity and chemical composition of Artemisia dracunculus L. essential oil.
Essential oils from the leaves of three New Zealand species of Pseudopanax (Araliaceae).
Essential oils of the leaves of the Raukaua genus (Araliaceae).
Composition and antibacterial activity of the essential oils from Zanthoxylum rhoifolium.
Insecticidal activity and chemical composition of volatile oils from Hyptis martiusii Benth.
Volatile constituents of Aristolochia argentina.
Aroma compound analysis of Piper nigrum and Piper guineense essential oils from Cameroon using solid-phase microextraction-gas chromatography, solid-phase microextraction-gas chromatography-mass spectrometry and olfactometry.
Microbial conversion of partheniol by Calonectria decora.
Phytotoxicity and volatile constituents from leaves of Callicarpa japonica Thunb.
Quinoline alkaloids, coumarins and volatile constituents of Helietta longifoliata.
Microbial metabolism of partheniol by Mucor circinelloides.
Essential oils from Piper cernuum and Piper regnellii: antimicrobial activities and analysis by GC/MS and 13C-NMR.
Chemical variability in the essential oil of Hyptis suaveolens.
Identification of volatile constituents of Tambourissa leptophylla.
Chemical variability of the volatile metabolites from the Caribbean corals of the genus Gorgonia.
The steam volatile oil of Wollemia nobilis and its comparison with other members of the Araucariaceae (Agathis and Araucaria).
Solid phase microextraction of volatile constituents from individual fresh Eucalyptus leaves of three species.
Influence of plant growth stage on the essential oil content and composition in Davana (Artemisia pallens wall.).
[Miscellaneous contributions to the essential oils of plants from various territories. LI. On the components of essential oils of Torilis japonica (Houtt.) DC].
Growth and sesquiterpenoid production by Calypogeia granulata inoue cells in suspension culture.

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 204.35627746582
Boiling Point 267 to 268°C @ 760 mm Hg
Vapor Pressure 0.013 mmHg @ 25 °C
Flash Point TCC Value 104.44 °C TCC
logP (o/w) 6.498 est
Solubility
alcohol Yes
water, 0.05849 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Green
green, woody, weedy
General comment At 100.00 %. green woody weedy

Occurrences

Safety Information

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:
natural substances and extractives
Recommendation for bicyclogermacrene usage levels up to:
not for fragrance use.
Recommendation for bicyclogermacrene flavor usage levels up to:
not for flavor use.

Safety references

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 :5315347
National Institute of Allergy and Infectious Diseases:Data
(4E,8E)-4,8,11,11-tetramethylbicyclo[8.1.0]undeca-4,8-diene
Chemidplus:0024703353