Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | white crystals (est) |
Assay: | 95.00 to 100.00 %
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Food Chemicals Codex Listed: | No |
Melting Point: | 70.00 to 72.00 °C. @ 760.00 mm Hg
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Boiling Point: | 214.00 to 215.00 °C. @ 760.00 mm Hg
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Boiling Point: | 89.00 to 91.00 °C. @ 10.00 mm Hg
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Vapor Pressure: | 0.033000 mmHg @ 25.00 °C. (est) |
Flash Point: | 184.00 °F. TCC ( 84.44 °C. )
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logP (o/w): | 2.554 (est) |
Soluble in: |
| alcohol | | water, 480.4 mg/L @ 25 °C (est) |
Insoluble in: |
| water |
Organoleptic Properties:
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Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
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Hazards identification |
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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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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
Not determined
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Dermal Toxicity: |
Not determined
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Inhalation Toxicity: |
Not determined
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Safety in Use Information:
Safety References:
EPI System: | View |
Chemical Carcinogenesis Research Information System: | Search |
AIDS Citations: | Search |
Cancer Citations: | Search |
Toxicology Citations: | Search |
EPA ACToR: | Toxicology Data |
EPA Substance Registry Services (SRS): | Registry |
Laboratory Chemical Safety Summary : | 164888 |
National Institute of Allergy and Infectious Diseases: | Data |
| (1R,2R,5R)-4,7,7-trimethylbicyclo[3.1.1]hept-3-en-2-ol |
Chemidplus: | 001845303 |
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| bicyclo(3.1.1)hept-3-en-2-ol, 4,6,6-trimethyl-, (1R,2R,5R)-rel- | | bicyclo[3.1.1]hept-3-en-2-ol, 4,6,6-trimethyl-, (1R,2R,5R)- | (1alpha,2beta,5alpha)-4,6,6- | trimethyl bicyclo(3.1.1)hept-3-en-2-ol | (1R,2R,5R)-rel-4,6,6- | trimethyl bicyclo(3.1.1)hept-3-en-2-ol | (1R,2R,5R)-4,7,7- | trimethylbicyclo[3.1.1]hept-3-en-2-ol | cis- | verbenol |
Articles:
PubMed: | Smoke, pheromone and kairomone olfactory receptor neurons in males and females of the pine sawyer Monochamus galloprovincialis (Olivier) (Coleoptera: Cerambycidae). |
PubMed: | Reproductive Isolation of Ips nitidus and I. shangrila in Mountain Forests of Western China: Responses to Chiral and Achiral Candidate Pheromone Components. |
PubMed: | Gut-Associated Bacteria of Dendroctonus valens and their Involvement in Verbenone Production. |
PubMed: | Chemical composition and anti-inflammatory activities of the essential oils from Acacia mearnsii de Wild. |
PubMed: | Electrophysiological and behavioural responses of the tea geometrid Ectropis obliqua (Lepidoptera: Geometridae) to volatiles from a non-host plant, rosemary, Rosmarinus officinalis (Lamiaceae). |
PubMed: | Chemical composition and general toxicity of essential oils extracted from the aerial parts of Artemisia armeniaca Lam. and A. incana (L.) Druce growing in Iran. |
PubMed: | Anti-inflammatory and chondroprotective activity of (+)-α-pinene: structural and enantiomeric selectivity. |
PubMed: | Behavioral and toxicological responses of Rhodnius prolixus and Triatoma infestans (Hemiptera: Reduviidae) to 10 monoterpene alcohols. |
PubMed: | Identification and field evaluation of non-host volatiles disturbing host location by the tea geometrid, Ectropis obliqua. |
PubMed: | Toxicity of Zanthoxylum piperitum and Zanthoxylum armatum oil constituents and related compounds to Stomoxys calcitrans (Diptera: Muscidae). |
PubMed: | Role of ipsdienol, ipsenol, and cis-verbenol in chemical ecology of Ips avulsus, Ips calligraphus, and Ips grandicollis (Coleoptera: Curculionidae: Scolytinae). |
PubMed: | Electrophysiological and behavioral responses of the bark beetle Dendroctonus rhizophagus to volatiles from host pines and conspecifics. |
PubMed: | Chromatographic methods for metabolite profiling of virus- and phytoplasma-infected plants of Echinacea purpurea. |
PubMed: | Attraction modulated by spacing of pheromone components and anti-attractants in a bark beetle and a moth. |
PubMed: | Host resistance elicited by methyl jasmonate reduces emission of aggregation pheromones by the spruce bark beetle, Ips typographus. |
PubMed: | Peripheral modulation of pheromone response by inhibitory host compound in a beetle. |
PubMed: | Inhibition of predator attraction to kairomones by non-host plant volatiles for herbivores: a bypass-trophic signal. |
PubMed: | Anti-ischemic and anti-inflammatory activity of (S)-cis-verbenol. |
PubMed: | Quantitative variation and biosynthesis of hindgut volatiles associated with the red turpentine beetle, Dendroctonus valens LeConte, at different attack phases. |
PubMed: | Aggregation pheromone of the Qinghai spruce bark beetle, Ips nitidus eggers. |
PubMed: | Electrophysiological and behavioral responses of Dendroctonus valens (Coleoptera: Curculionidae: Scolytinae) to four bark beetle pheromones. |
PubMed: | Specificity and redundancy in the olfactory system of the bark beetle Ips typographus: single-cell responses to ecologically relevant odors. |
PubMed: | Electrophysiological and behavioral responses of Ips duplicatus to aggregation pheromone in Inner Mongolia, China: amitinol as a potential pheromone component. |
PubMed: | Electrophysiological and behavioral responses of Ips subelongatus to semiochemicals from its hosts, non-hosts, and conspecifics in China. |
PubMed: | Electrophysiological and behavioral responses of Dendroctonus frontalis (Coleoptera: Curculionidae) to volatiles isolated from conspecifics. |
PubMed: | Repellency of essential oils of some Kenyan plants against Anopheles gambiae. |
PubMed: | Common herbs, essential oils, and monoterpenes potently modulate bone metabolism. |
PubMed: | Transformation of alpha-pinene using Picea abies suspension culture. |
PubMed: | Enhanced production of verbenol, a highly valued food flavourant, by an intergeneric fusant strain of Aspergillus niger and Penicillium digitatum. |
PubMed: | Molecular recognition in (+)-alpha-pinene oxidation by cytochrome P450cam. |
PubMed: | Sensitive biomonitoring of monoterpene exposure by gas chromatographic-mass spectrometric measurement of hydroxy terpenes in urine. |
PubMed: | Dose-dependent response and preliminary observations on attraction range of Ips typographus to pheromones at low release rates. |
PubMed: | Kairomonal response by four Monochamus species (Coleoptera: Cerambycidae) to bark beetle pheromones. |
PubMed: | Strategies of a bark beetle, Pityogenes bidentatus, in an olfactory landscape. |
PubMed: | Comparison of headspace techniques for sampling volatile natural products in a dynamic system. |
PubMed: | cis-Verbenol. |
PubMed: | Orientation of bark beetlesPityogenes chalcographus andIps typographus to pheromonebaited puddle traps placed in grids: A new trap for control of scolytids. |
PubMed: | Interactions between components of the aggregation pheromone during chemotaxis by the bark beetleIps paraconfusus. |
PubMed: | Olfactory receptor cell responses ofIps grandicollis (eichhoff) (Coleoptera: Scolytidae) to intra- and interspecific behavioral chemicals. |
PubMed: | Floral volatiles ofTanacetum vulgare L. attractive toLobesia botrana den. et schiff. females. |
PubMed: | Ipsenol: an aggregation pheromone forIps latidens (Leconte) (Coleoptera: Scolytidae). |
PubMed: | In vivo metabolism of the ethyl homologues of delta-8-tetrahydrocannabinol and delta-9-tetrahydrocannabinol in the mouse. |
PubMed: | Identification of cis- and trans-verbenol in human urine after occupational exposure to terpenes. |
PubMed: | Electroantennograms by mountain pine beetles,Dendroctonus ponderosae Hopkins, exposed to selected chiral semiochemicals. |
PubMed: | Secondary attraction and field activity of beetle-produced volatiles inDendroctonus terebrans. |
PubMed: | Olfactory orientation responses by walking femaleIps paraconfusus bark beetles I. Chemotaxis assay. |
PubMed: | Metabolism of n-hexyl-homologues of delta-8-tetrahydrocannabinol and delta-9-tetrahydrocannabinol in the mouse. |
PubMed: | Sites of production and occurrence of volatiles in Douglas-fir beetle,Dendroctonus pseudotsugae hopkins. |
PubMed: | In vivo metabolism of the n-butyl-homologues of delta 9-tetrahydrocannabinol and delta 8-tetrahydrocannabinol by the mouse. |
PubMed: | In vivo metabolism of the n-propyl homologues of delta-8- and delta-9-tetrahydrocannabinol in the mouse. |
PubMed: | In vivo metabolism of the methyl homologues of delta-8-tetrahydrocannabinol, delta-9-tetrahydrocannabinol and abn-delta-8-tetrahydrocannabinol in the mouse. |
PubMed: | Metabolism of (+)-trans-delta 8-tetrahydrocannabinol in the mouse in vitro and in vivo. |
PubMed: | Attraction to pheromone sources of different quantity, quality, and spacing: Density-regulation mechanisms in bark beetleIps typographus. |
PubMed: | Field response of spruce bark beetle,Ips typographus, to aggregation pheromone candidates. |
PubMed: | Electroantennogram responses by mountain pine beetles,Dendroctonus ponderosae Hopkins, exposed to selected semiochemicals. |
PubMed: | Interconversion of verbenols and verbenone by identified yeasts isolated from the spruce bark beetleIps typographus. |
PubMed: | Sensitivity of antennae of male and femaleIps paraconfusus (Coleoptera: Scolytidae) to its pheromone and other behavior-modifying chemicals. |
PubMed: | Sensitivity of antennae of male and femaleIps paraconfusus (Coleoptera: Scolytidae) to their natural aggregation pheromone and its enantiomeric components. |
PubMed: | Sex-specific responses to aggregation pheromone Regulation of colonization density in the bark beetleIps paraconfusus. |
PubMed: | Alcohol dehydrogenase from the fruitfly Drosophila melanogaster. Substrate specificity of the alleloenzymes AdhS and AdhUF. |
PubMed: | Effect of mating on terminating aggregation during host colonization in the bark beetle,Ips paraconfusus. |
PubMed: | Antibiotic-induced inhibition of pheromone synthesis in a bark beetle. |
PubMed: | Kairomone response inThanasimus predators to pheromone components ofIps typographus. |
PubMed: | Interspecific effects of pheromones on the attraction of the bark beetles,Dendroctonus brevicomis andIps paraconfusus in the laboratory. |
PubMed: | Selective production of cis- and trans-verbenol from (-)-and (+)-alpha by a bark beetle. |
PubMed: | Microbiological Transformation of Terpenes: II. Transformation of alpha-Pinene. |
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