myrtenol
2-pinen-10-ol
Identification
| Name | myrtenol |
| IUPAC | (6,6-dimethyl-4-bicyclo[3.1.1]hept-3-enyl)methanol |
| CAS Number | 515-00-4 |
| EINECS | 208-193-5 |
| FDA UNII | Search |
| Molecular Formula | C10 H16 O |
| Molecular Weight | 152.23672000 |
| MDL Number | MFCD00001341 |
| Nikkaji Number | J2.625E |
| CoE Number | 10285 |
Regulatory
| JECFA Food Flavoring | 981 myrtenol |
| DG SANTE Food Flavourings | 02.091 myrtenol |
| FEMA Number | 3439 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 515-00-4 ; MYRTENOL |
Physical Properties
| Appearance | colorless clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.97600 to 0.98300 @ 25.00 °C. |
| Pounds per Gallon - (est). | 8.121 to 8.180 |
| Refractive Index | 1.49000 to 1.50000 @ 20.00 °C. |
| Boiling Point | 221.00 to 222.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.018000 mmHg @ 25.00 °C. (est) |
| Flash Point | 193.00 °F. TCC ( 89.44 °C. ) |
| logP (o/w) | 3.220 |
| Soluble in | alcohol |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | perfuming agents |
Organoleptic Properties
| Odor Strength | medium |
| Substantivity | 52 hour(s) at 100.00 % |
| Odor Description |
at 100.00 %. Camphoreous, woody, cooling, minty with a medicinal nuance berry; medicinal; minty; woody; vanilla HERBAL, CAMPHORATED, MENTHOLATED
|
| Odor sample from | Sigma-Aldrich |
| Taste Description |
at 50.00 ppm. cooling mint camphor green medicinal Herbal, Berry, Terpenic, Fruity
|
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 | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| maximum skin levels for fine fragrances | 0.0140 % and are based on the assumption that the fragrance mixture is used at 20% in a consumer product (IFRA Use Level Survey). (IFRA, 2004) |
| Recommendation for myrtenol usage levels up to | 5.0000 % in the fragrance concentrate. |
| use level in formulae for use in cosmetics | 0.0130 % |
| Dermal Systemic Exposure in Cosmetic Products | 0.0033 mg/kg/day (IFRA, 2004) |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.10 (μg/capita/day) |
| Maximised Survey-derived Daily Intakes (MSDI-USA) | 0.03 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 980 (μg/person/day) |
| Threshold of Concern | 1800 (μg/person/day) |
| Structure Class | I |
| baked goods | - |
| beverages(nonalcoholic) | - |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | - |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | - |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
| Dairy products, excluding products of category 02.0 (01.0) | 5.00000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | - |
| Edible ices, including sherbet and sorbet (03.0) | 5.00000 |
| Processed fruit (04.1) | - |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 5.00000 |
| Chewing gum (05.3) | 1.10000 |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | 5.00000 |
| Bakery wares (07.0) | - |
| Meat and meat products, including poultry and game (08.0) | - |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | - |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | - |
| Foodstuffs intended for particular nutritional uses (13.0) | - |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | 0.50000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | 0.50000 |
| Ready-to-eat savouries (15.0) | 0.10000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | 0.10000 |
BOC Sciences
Best of Chemicals Supplier
Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...
Foreverest Resources Ltd.
Leading pine based chemicals supplier
Supplying turpentine based and natural/extracted flavor & fragrance ingredients.
Indukern, S.A. F&F Ingredients Division
Commitment to quality
Idukern F&F Ingredients is your partner for the fragrance and flavor ingredients.
Lluch Essence S.L.
A family company dedicated to sales and distribution
Flexibility, availability, price and quality.
Penta International Corporation
Chemistry innovation
At Penta, our products and services help businesses do business better.
Sigma-Aldrich
Complete Supply Chain
The perfect blend of products and services that bring your creativity to life.
Symrise AG
Always Insiring More
Symrise aroma molecules & cosmetic ingredients for unique and innovative fragrances, flavors and cosmetics.
Synerzine, Inc.
Innovation. Customization. Aroma Ingredients.
Synerzine is a leading supplier of flavor and fragrance ingredients.
Vigon International
Passion for Simplicity
Manufacturer and supplier of high quality flavor and fragrance ingredients.
Potential Uses
Natural Occurrence
Synonyms
bicyclo(3.1.1)hept-2-ene-2-methanol, 6,6-dimethyl-
bicyclo[3.1.1]hept-2-ene-2-methanol, 6,6-dimethyl-
6,6-
dimethyl bicyclo(3.1.1)hept-2-ene-2-methanol
6,6-
dimethyl(3.1.1)bicyclohept-2-en-2-methanol
6,6-
dimethyl-2-(hydroxymethyl)bicyclo[3.1.1]hept-2-ene
6,6-
dimethyl-2-hydroxymethylbicyclo(3.1.1)hept-2-ene
6,6-
dimethyl-2-oxymethyl bicyclo(1.1.3)hept-2-ene
6,6-
dimethyl-2-oxymethylbicyclo[3.1.1]hept-2-ene
(6,6-
dimethyl-4-bicyclo[3.1.1]hept-3-enyl)methanol
(6,6-
dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-methanol
6,6-
dimethylbicyclo(3.1.1)hept-2-ene-2-methanol
(6,6-
dimethylbicyclo[3.1.1]hept-2-en-2-yl)methanol
6,6-
dimethylbicyclo[3.1.1]hept-2-ene-2-methanol
2-
hydroxymethyl-6,6-dimethyl bicyclo(3.1.1)hept-2-ene
2-
hydroxymethyl-6,6-dimethylbicyclo(3.1.1)hept-2-ene
(±)-
myrtenol
(-)-
pin-2-ene-10-ol
2-
pinen-10-ol
a-
pinene-10-ol
PubMed:
Antibacterial Activity of Essential Oils of Edible Spices, Ocimum canum and Xylopia aethiopica.
PubMed:
Anti-inflammatory and chondroprotective activity of (+)-α-pinene: structural and enantiomeric selectivity.
PubMed:
GABAA receptor modulation by terpenoids from Sideritis extracts.
PubMed:
Production of flavours and fragrances via bioreduction of (4R)-(-)-carvone and (1R)-(-)-myrtenal by non-conventional yeast whole-cells.
PubMed:
Growth-inhibiting effects of Paeonia lactiflora root steam distillate constituents and structurally related compounds on human intestinal bacteria.
PubMed:
Glycosidic inhibitors of melanogenesis from leaves of Momordica charantia.
PubMed:
Electrophysiological and behavioral responses of the bark beetle Dendroctonus rhizophagus to volatiles from host pines and conspecifics.
PubMed:
Monitoring of aglycons of yew glycosides (3,5-dimethoxyphenol, myrtenol and 1-octen-3-ol) as first indicator of yew presence.
PubMed:
Mutual interactions between an invasive bark beetle and its associated fungi.
PubMed:
Oil constituents of Artemisia nilagirica var. septentrionalis growing at different altitudes.
PubMed:
Chemical composition of the essential oils of Rhodiola rosea L. of three different origins.
PubMed:
Transition metal-substituted Dawson anions as chemo- and regio-selective oxygen transfer catalysts for H2O2 in the epoxidation of allylic alcohols.
PubMed:
Essential oil composition of lady's mantle (Alchemilla xanthochlora Rothm.) growing wild in Alpine pastures.
PubMed:
Chemical composition of the essential oils of Cyperus rotundus L. from South Africa.
PubMed:
Quantitative variation and biosynthesis of hindgut volatiles associated with the red turpentine beetle, Dendroctonus valens LeConte, at different attack phases.
PubMed:
Antimicrobial activity of the essential oil obtained from roots and chemical composition of the volatile constituents from the roots, stems, and leaves of Ballota nigra from Serbia.
PubMed:
Aggregation pheromone of the Qinghai spruce bark beetle, Ips nitidus eggers.
PubMed:
P450(BM-3)-catalyzed whole-cell biotransformation of alpha-pinene with recombinant Escherichia coli in an aqueous-organic two-phase system.
PubMed:
Sensitive determination of monoterpene alcohols in urine by HPLC-FLD combined with ESI-MS detection after online-solid phase extraction of the monoterpene-coumarincarbamate derivates.
PubMed:
Fragrance material review on myrtenol.
PubMed:
Synthesis of phosphatidylated-monoterpene alcohols catalyzed by phospholipase D and their antiproliferative effects on human cancer cells.
PubMed:
Anchoring effects in a wide binding pocket: the molecular basis of regioselectivity in engineered cytochrome P450 monooxygenase from B. megaterium.
PubMed:
Comparing the effect of sub-critical water extraction with conventional extraction methods on the chemical composition of Lavandula stoechas.
PubMed:
Attraction of the southern pine beetle, Dendroctonus frontalis, to pheromone components of the western pine beetle, Dendroctonus brevicomis (Coleoptera: Curculionidae: Scolytinae), in an allopatric zone.
PubMed:
Chemotypic variation of essential oils in the medicinal plant, Anemopsis californica.
PubMed:
Improvement of P450(BM-3) whole-cell biocatalysis by integrating heterologous cofactor regeneration combining glucose facilitator and dehydrogenase in E. coli.
PubMed:
25 years of natural product R&D with New South Wales agriculture.
PubMed:
Sedative effect of monoterpene alcohols in mice: a preliminary screening.
PubMed:
High individual variation in pheromone production by tree-killing bark beetles (Coleoptera: Curculionidae: Scolytinae).
PubMed:
Electrophysiological and behavioral responses of Ips duplicatus to aggregation pheromone in Inner Mongolia, China: amitinol as a potential pheromone component.
PubMed:
Intra-specific biodiversity of Italian myrtle (Myrtus communis) through chemical markers profile and biological activities of leaf methanolic extracts.
PubMed:
Chemoenzymatic synthesis of sacranosides a and B.
PubMed:
Chemical composition of the essential oil of Salvia multicaulis Vahl. var. simplicifolia Boiss. growing wild in Lebanon.
PubMed:
Gain and loss of fruit flavor compounds produced by wild and cultivated strawberry species.
PubMed:
Transformation of terpenes using a Picea abies suspension culture.
PubMed:
Transformation of alpha-pinene using Picea abies suspension culture.
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:
Pinane-Type Tridentate Reagents for Enantioselective Reactions: Reduction of Ketones and Addition of Diethylzinc to Aldehydes.
PubMed:
Volatile components of green walnut husks.
PubMed:
Characterization of the key aroma compounds in dried fruits of the West African peppertree Xylopia aethiopica (Dunal) A. Rich (Annonaceae) using aroma extract dilution analysis.
PubMed:
Bioactive constituents of Chinese natural medicines. IV. Rhodiolae radix. (2).: On the histamine release inhibitors from the underground part of Rhodiola sacra (Prain ex Hamet) S. H. Fu (Crassulaceae): chemical structures of rhodiocyanoside D and sacranosides A and B.
PubMed:
Pheromones in white pine cone beetle,Conophthorus coniperda (schwarz) (Coleoptera: Scolytidae).
PubMed:
Thromboxane A2 receptor antagonists. III. Synthesis and pharmacological activity of 6,6-dimethylbicyclo[3.1.1]heptane derivatives with a substituted sulfonylamino group at C-2.
PubMed:
Secondary attraction and field activity of beetle-produced volatiles inDendroctonus terebrans.
PubMed:
Defensive odor emission from larvae of two sawfly species,Pristiphora erichsonii andP. wesmaeli.
PubMed:
Oxygenated monoterpenes produced by yeasts, isolated fromIps typographus (Coleoptera: Scolytidae) and grown in phloem medium.
PubMed:
The role of mass spectrometry in medicinal plant research.
PubMed:
Differences in attraction to semiochemicals present in sympatric pine shoot beetles,Tomicus minor andT. piniperda.
PubMed:
Semiochemicals produced by western balsam bark beetle,Dryocoetes confusus Swaine (Coleoptera: Scolytidae).
PubMed:
Field response of spruce bark beetle,Ips typographus, to aggregation pheromone candidates.
PubMed:
The pharmacokinetics of the bronchosecretolytic ozothin after intravenous injection.
PubMed:
Quantitative variation of pheromone components in the spruce bark beetleIps typographus from different attack phases.