beta-humulene
(1Z,5E)-1,4,4-trimethyl-8-methylidenecycloundeca-1,5-diene
Identification
| Name | beta-humulene |
| IUPAC | (1Z,5E)-1,4,4-trimethyl-8-methylidenecycloundeca-1,5-diene |
| CAS Number | 116-04-1 |
| FDA UNII | KK0W1K5Z3S |
| Molecular Formula | C15 H24 |
| Molecular Weight | 204.35628000 |
| Beilstein | 3238625 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 272.00 to 273.00 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.010000 mmHg @ 25.00 °C. (est) |
| Flash Point | 227.00 °F. TCC ( 108.40 °C. ) (est) |
| logP (o/w) | 6.571 (est) |
| Soluble in | water, 0.01396 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| 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 beta-humulene usage levels up to | not for fragrance use. |
| Recommendation for beta-humulene flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
(1Z,5E)-1,4,4-
trimethyl-8-methylidenecycloundeca-1,5-diene
PubMed:
Composition of essential oils of four Hedychium species from Vietnam.
PubMed:
Sterhirsutins A and B, Two New Heterodimeric Sesquiterpenes with a New Skeleton from the Culture of Stereum hirsutum Collected in Tibet Plateau.
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Antioxidant activity of Ziziphora tenuoir methanolic extracts and comparison of the essential oil in two stages of growth.
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Chemotype diversity of indigenous Dalmatian sage (Salvia officinalis L.) populations in Montenegro.
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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.
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Hepatoprotection of sesquiterpenoids: a quantitative structure-activity relationship (QSAR) approach.
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Development of a high performance liquid chromatography method for quantification of isomers β-caryophyllene and α-humulene in copaiba oleoresin using the Box-Behnken design.
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Tomato yellow leaf curl virus alters the host preferences of its vector Bemisia tabaci.
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Chemical composition and antimicrobial activity of three essential oils from Curcuma wenyujin.
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Essential oils from the leaves of six medicinal plants of Nigeria.
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Isolation and biomimetic synthesis of (±)-guajadial B, a novel meroterpenoid from Psidium guajava.
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Volatile emissions of scented Alstroemeria genotypes are dominated by terpenes, and a myrcene synthase gene is highly expressed in scented Alstroemeria flowers.
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Chemical diversity in Mentha spicata: antioxidant and potato sprout inhibition activity of its essential oils.
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Accumulation of phenylpropanoid and sesquiterpenoid volatiles in male rectal pheromonal glands of the guava fruit fly, Bactrocera correcta.
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Chemical analysis and biological activity of the essential oils of two valerianaceous species from China: Nardostachys chinensis and Valeriana officinalis.
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Chemical composition and biological activities of Santiria trimera (Burseraceae) essential oils from Gabon.
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Birch (Betula spp.) leaves adsorb and re-release volatiles specific to neighbouring plants--a mechanism for associational herbivore resistance?
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[Studies on chemical constituents in fruit of Alpinia oxyphylla].
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Preventive and therapeutic anti-inflammatory properties of the sesquiterpene alpha-humulene in experimental airways allergic inflammation.
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Suppression of lipopolysaccharide-stimulated inducible nitric oxide synthase (iNOS) expression by a novel humulene derivative in macrophage cells.
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Cytotoxic activity of essential oils from labiatae and lauraceae families against in vitro human tumor models.
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Effect of two active compounds obtained from the essential oil of Cordia verbenacea on the acute inflammatory responses elicited by LPS in the rat paw.
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Zerumbone suppresses phorbol ester-induced expression of multiple scavenger receptor genes in THP-1 human monocytic cells.
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Analysis of atmospheric sesquiterpenes: sampling losses and mitigation of ozone interferences.
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Zerumbone abolishes NF-kappaB and IkappaBalpha kinase activation leading to suppression of antiapoptotic and metastatic gene expression, upregulation of apoptosis, and downregulation of invasion.
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Gastric antiulcer and anti-inflammatory activities of the essential oil from Casearia sylvestris Sw.
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Biomimetic cycloaddition approach to tropolone natural products via a tropolone ortho-quinone methide.
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Genetic control and evolution of sesquiterpene biosynthesis in Lycopersicon esculentum and L. hirsutum.
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Antifungal activity of volatile constituents of Eugenia dysenterica leaf oil.
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Studies toward the biomimetic synthesis of tropolone natural products via a hetero Diels-Alder reaction.
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Germacrene C synthase from Lycopersicon esculentum cv. VFNT cherry tomato: cDNA isolation, characterization, and bacterial expression of the multiple product sesquiterpene cyclase.