|
Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | colorless clear liquid (est) |
| Assay: | 96.00 to 100.00 %
|
| Food Chemicals Codex Listed: | No |
| Specific Gravity: | 0.89600 to 0.90900 @ 25.00 °C.
|
| Pounds per Gallon - (est).: | 7.456 to 7.564
|
| Refractive Index: | 1.44800 to 1.45800 @ 20.00 °C.
|
| Optical Rotation: | +38.00 to +69.00
|
| Boiling Point: | 208.00 °C. @ 760.00 mm Hg
|
| Vapor Pressure: | 0.256000 mmHg @ 25.00 °C. (est) |
| Flash Point: | 174.00 °F. TCC ( 78.89 °C. )
|
| logP (o/w): | 2.755 (est) |
| Soluble in: |
| | alcohol | | | fixed oils | | | paraffin oil | | | propylene glycol | | | water, slightly | | | water, 180.5 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
| Stability: |
| | alcoholic fine fragrance, good | | | antiperspirant, good | | | fabric softener, good | | | hypochlorite bleach, poor | | | liquid detergent, good | | | perborate powder detergent, good | | | soap, good | | | toiletry application, good |
Organoleptic Properties:
| |
| Odor Type: mentholic |
| |
| Odor Strength: | medium , recommend smelling in a 10.00 % solution or less |
| |
| Substantivity: | 4 hour(s) at 100.00 % |
| |
| | minty cooling peppermint sweet |
Odor Description: at 10.00 % in dipropylene glycol. | minty cool peppermint sweet Luebke, William tgsc, (1997) |
| |
| | mentholic cooling minty camphoreous ethereal |
Odor Description:
| Mentholic, cooling, minty and camphoreous with a refreshing etherial lift Mosciano, Gerard P&F 19, No. 6, 53, (1994) |
| |
| |
| Flavor Type: minty |
| |
| | minty cooling mentholic |
Taste Description: at 30.00 ppm. | Minty, cooling and refreshing mentholic Mosciano, Gerard P&F 19, No. 6, 53, (1994) |
| |
| Odor and/or flavor descriptions from others (if found). |
| |
| |
Cosmetic Information:
Suppliers:
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: | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment: Search |
| IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice |
| Recommendation for (±)-isomenthone usage levels up to: | | | 8.0000 % in the fragrance concentrate.
|
| |
| Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). |
| The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library |
| publication number: 9 |
| Click here to view publication 9 |
| | average usual ppm | average maximum ppm |
| baked goods: | - | - |
| beverages(nonalcoholic): | - | - |
| beverages(alcoholic): | - | - |
| breakfast cereal: | - | - |
| cheese: | - | - |
| chewing gum: | - | 600.00000 |
| condiments / relishes: | - | - |
| confectionery froastings: | - | 60.00000 |
| 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: | - | - |
Safety References:
| European Food Safety Authority (EFSA) reference(s): |
Safety and efficacy of secondary alicyclic saturated and unsaturated alcohols, ketones, ketals and esters with ketals containing alicyclic alcohols or ketones and esters containing secondary alicyclic alcohols from chemical group 8 when used as flavourings for all animal species View page or View pdf |
| EPI System: | View |
| AIDS Citations: | Search |
| Cancer Citations: | Search |
| Toxicology Citations: | Search |
| EPA Substance Registry Services (TSCA): | 491-07-6 |
| EPA ACToR: | Toxicology Data |
| EPA Substance Registry Services (SRS): | Registry |
| Laboratory Chemical Safety Summary : | 6986 |
| National Institute of Allergy and Infectious Diseases: | Data |
| WGK Germany: | 1 |
| | 5-methyl-2-propan-2-ylcyclohexan-1-one |
| Chemidplus: | 0000491076 |
| | 5-methyl-2-propan-2-ylcyclohexan-1-one |
| Chemidplus: | 0000491076 |
References:
Other Information:
Potential Blenders and core components note
| |
| For Odor |
| No odor group found for these |
| | mentha arvensis | |
|
| | corn oil | CS |
| laevo-mono | menthyl glutarate | FL/FR |
| alliaceous |
| | dibutyl sulfide | FL/FR |
| balsamic |
| | benzophenone | FR |
| dextro- | fenchone | FL/FR |
| camphoreous |
| | cyclohexanol | FL/FR |
| | thujyl alcohol | FL/FR |
| | verbenone | FL/FR |
| citrus |
| | bergamot acetoacetate | FR |
| floral |
| laevo- | citronellol | FL/FR |
| (E)- | citronellyl tiglate | FL/FR |
| | cyclohexyl propanol | FR |
| | dihydrocarvyl acetate | FL/FR |
| | dihydrorose oxide | FR |
| | floral pyran | FR |
| | geranium dihydropyran | FR |
| | geranium nitrile | FR |
| | geranium oil africa | FL/FR |
| | geranium oil egypt | FL/FR |
| | geranium pyran | FR |
| | geranyl hexanoate | FL/FR |
| | geranyl nonanoate | CS |
| | geranyl tiglate | FL/FR |
| | methyl citronellate | FL/FR |
| | musk acetate | FR |
| | peony acetonitrile | FR |
| | phenethyl pivalate | FL/FR |
| | phenyl acetaldehyde digeranyl acetal | FR |
| | rhodinyl propionate | FL/FR |
| (Z)- | rose oxide | FL/FR |
| laevo- | rose oxide | FL/FR |
| fried |
| (E,Z)-2,4- | decadienal | |
| fruity |
| | buchu wood specialty | FL/FR |
| | citronellyl isobutyrate | FL/FR |
| | menthyl isovalerate | FL/FR |
| (S)-3- | thiohexanol | |
| green |
| | diphenyl methane | FL/FR |
| | diphenyl oxide | FL/FR |
| | geranium thiazole | FL/FR |
| herbal |
| | barosma betulina leaf oil | FL/FR |
| | buchu leaf absolute | FL/FR |
| (2S,5R)- | buchu mercaptan | FL/FR |
| | buchu oxime | FR |
| 1,4- | cineole | FL/FR |
| | geranium cyclohexane | FR |
| | hedeoma pulegioides herb extract america | FR |
| 6- | hydroxydihydrotheaspirane (mixture of isomers) | FL/FR |
| spike | lavender oil | FL/FR |
| 3- | mercapto-4-heptanone | |
| 5- | mercapto-6-undecanol | |
| | myrtenol | FL/FR |
| | sabinene hydrate | FL/FR |
| | theaspirane | FL/FR |
| mentholic |
| | cornmint oil | FL/FR |
| | cornmint oil china | FL/FR |
| | cornmint oil india | FL/FR |
| | cornmint oil terpeneless | FL/FR |
| laevo- | menthol | FL/FR |
| neoiso | menthol | FL/FR |
| dextro,laevo-neo | menthol | FL/FR |
| dextro-neo | menthol | FL/FR |
| dextro,laevo- | menthol | FL/FR |
| (±)- | menthol | FL/FR |
| (+)- | menthone | FL/FR |
| | menthyl acetate | FL/FR |
| laevo- | menthyl acetate | FL/FR |
| | menthyl acetate racemic | FL/FR |
| | peppermint cyclohexanone | FL/FR |
| dextro- | piperitone | FL/FR |
| iso | pulegyl acetate | FL/FR |
| minty |
| | camphene hydrate | |
| | cornmint oil japan | FL/FR |
| | cornmint oil terpenes | FR |
| dextro- | dihydrocarvone | FL/FR |
| | diosphenol | FL/FR |
| | mentha arvensis flower/leaf/stem extract | FL/FR |
| | mentha arvensis flower/leaf/stem water | FL/FR |
| | mentha arvensis herb extract | FR |
| | mentha piperita extract | FL/FR |
| | mentha piperita flower/leaf/stem extract | FL/FR |
| | mentha piperita flower/leaf/stem water | FR |
| | mentha piperita herb extract america | FR |
| | mentha piperita leaf water | FR |
| | mentha piperita tincture | FL/FR |
| | mentha pulegium extract | FR |
| | mentha pulegium herb extract | FR |
| | mentha pulegium herb tincture | FR |
| homo | menthol | FL/FR |
| (±)- | menthone | FL/FR |
| (-)- | menthone | FL/FR |
| laevo- | menthyl lactate | FL/FR |
| 2- | methyl cyclohexanone | FL/FR |
| | pennyroyal herb oil america | FL/FR |
| | pennyroyal oil | FL/FR |
| | pennyroyal oil cuba | FL/FR |
| | pennyroyal oil fractions | FL/FR |
| | pennyroyal oil spain | FL/FR |
| | pennyroyal oil terpenes | FL/FR |
| | pennyroyal oil uruguay | FL/FR |
| | peppermint absolute | FL/FR |
| | peppermint distillates | FL/FR |
| | peppermint fragrance | FR |
| | peppermint leaf | CS |
| | peppermint oil | FL/FR |
| | peppermint oil america | FL/FR |
| | peppermint oil brazil | FL/FR |
| | peppermint oil china | FL/FR |
| | peppermint oil CO2 extract | FL/FR |
| | peppermint oil dementholized | FL/FR |
| | peppermint oil england | FL/FR |
| | peppermint oil france | FL/FR |
| | peppermint oil hungary | FL/FR |
| | peppermint oil idaho | FL/FR |
| | peppermint oil india | FL/FR |
| | peppermint oil mongolia | FL/FR |
| | peppermint oil montana | FL/FR |
| | peppermint oil morocco | FL/FR |
| | peppermint oil russia | FL/FR |
| | peppermint oil special fractions | FL/FR |
| | peppermint oil tasmania | FL/FR |
| | peppermint oil terpeneless | FL/FR |
| | peppermint oil terpenes | FR |
| | peppermint oil willamette | FL/FR |
| | peppermint oil yakima | FL/FR |
| | peppermint water | FL/FR |
| laevo- | piperitone | FL/FR |
| iso | propyl tiglate | FL/FR |
| (-)-iso | pulegol | FL/FR |
| iso | pulegol | FL/FR |
| iso | pulegone | FL/FR |
| (R)-(+)- | pulegone | FR |
| | WS-23 | FL/FR |
| musty |
| 3- | acetyl-2,5-dimethyl furan | FL/FR |
| nutty |
| 2- | acetyl-3-ethyl pyrazine | FL/FR |
| 3,5- | cocoa pyrazine | FL/FR |
| | filbert pyrazine | FL/FR |
| popcorn |
| 2- | acetyl pyridine | FL/FR |
| sulfurous |
| | buchu mercaptan | FL/FR |
| | dimethyl sulfide | FL/FR |
| | mango thiol | FL/FR |
| | passiflora acetate | FL/FR |
| woody |
| | camphene | FL/FR |
| (+)- | camphene | FL/FR |
| |
| For Flavor |
| |
| No flavor group found for these |
| | buchu wood specialty | FL/FR |
| (+)- | camphene | FL/FR |
| | camphene hydrate | |
| | cyclohexanol | FL/FR |
| (E,Z)-2,4- | decadienal | |
| | mentha arvensis flower/leaf/stem extract | FL/FR |
| | mentha arvensis flower/leaf/stem water | FL/FR |
| neoiso | menthol | FL/FR |
| dextro,laevo-neo | menthol | FL/FR |
| | menthyl acetate racemic | FL/FR |
| laevo-mono | menthyl glutarate | FL/FR |
| | menthyl propylene glycol carbonate | FL |
| 3- | mercapto-4-heptanone | |
| 5- | mercapto-6-undecanol | |
| 2- | methyl cyclohexanone | FL/FR |
| iso | pulegone | FL/FR |
| (S)-3- | thiohexanol | |
| | verbenone | FL/FR |
|
| | thujyl alcohol | FL/FR |
| balsamic |
| | phenethyl pivalate | FL/FR |
| camphoreous |
| | camphene | FL/FR |
| 6- | hydroxydihydrotheaspirane (mixture of isomers) | FL/FR |
| cooling |
| 1,4- | cineole | FL/FR |
| dextro- | fenchone | FL/FR |
| spike | lavender oil | FL/FR |
| iso | menthol | FL |
| dextro,laevo- | menthol | FL/FR |
| laevo- | menthol | FL/FR |
| | menthyl acetate | FL/FR |
| laevo- | menthyl lactate | FL/FR |
| | peppermint oil america | FL/FR |
| | sabinene hydrate | FL/FR |
| | theaspirane | FL/FR |
| | WS-3 | FL |
| | WS-5 | FL |
| corn |
| 2- | acetyl pyridine | FL/FR |
| sweet | corn flavor | FL |
| yellow | corn flavor | FL |
| | corn flavor | FL |
| white | corn flavor | FL |
| fatty |
| | dimethyl sulfoxide | FL |
| floral |
| laevo- | citronellol | FL/FR |
| | dihydrocarvyl acetate | FL/FR |
| | geranium oil africa | FL/FR |
| | geranium oil egypt | FL/FR |
| | geranyl tiglate | FL/FR |
| | methyl citronellate | FL/FR |
| laevo- | rose oxide | FL/FR |
| fruity |
| | citronellyl isobutyrate | FL/FR |
| | geranyl hexanoate | FL/FR |
| | menthyl isovalerate | FL/FR |
| | rhodinyl propionate | FL/FR |
| green |
| (E)- | citronellyl tiglate | FL/FR |
| | dibutyl sulfide | FL/FR |
| dextro- | dihydrocarvone | FL/FR |
| | diphenyl methane | FL/FR |
| | diphenyl oxide | FL/FR |
| | geranium thiazole | FL/FR |
| iso | propyl tiglate | FL/FR |
| (Z)- | rose oxide | FL/FR |
| herbal |
| | barosma betulina leaf oil | FL/FR |
| | buchu leaf absolute | FL/FR |
| (2S,5R)- | buchu mercaptan | FL/FR |
| | buchu oil fractions | FL |
| malty |
| | yeast thiazoline | FL |
| mentholic |
| | cornmint oil | FL/FR |
| | cornmint oil terpeneless | FL/FR |
| dextro-neo | menthol | FL/FR |
| (±)- | menthol | FL/FR |
| (+)- | menthone | FL/FR |
| | peppermint cyclohexanone | FL/FR |
| minty |
| | cornmint oil china | FL/FR |
| | cornmint oil india | FL/FR |
| | cornmint oil japan | FL/FR |
| | diosphenol | FL/FR |
| | mentha arvensis | |
| | mentha piperita extract | FL/FR |
| | mentha piperita flower/leaf/stem extract | FL/FR |
| | mentha piperita tincture | FL/FR |
| homo | menthol | FL/FR |
| (-)- | menthone | FL/FR |
| (±)- | menthone | FL/FR |
| laevo- | menthyl acetate | FL/FR |
| | myrtenol | FL/FR |
| | pennyroyal herb oil america | FL/FR |
| | pennyroyal oil | FL/FR |
| | pennyroyal oil cuba | FL/FR |
| | pennyroyal oil fractions | FL/FR |
| | pennyroyal oil spain | FL/FR |
| | pennyroyal oil terpenes | FL/FR |
| | pennyroyal oil uruguay | FL/FR |
| | peppermint absolute | FL/FR |
| | peppermint distillates | FL/FR |
| | peppermint flavor | FL |
| | peppermint oil | FL/FR |
| | peppermint oil brazil | FL/FR |
| | peppermint oil china | FL/FR |
| | peppermint oil CO2 extract | FL/FR |
| | peppermint oil dementholized | FL/FR |
| | peppermint oil england | FL/FR |
| | peppermint oil france | FL/FR |
| | peppermint oil hungary | FL/FR |
| | peppermint oil idaho | FL/FR |
| | peppermint oil india | FL/FR |
| | peppermint oil mongolia | FL/FR |
| | peppermint oil montana | FL/FR |
| | peppermint oil morocco | FL/FR |
| | peppermint oil russia | FL/FR |
| | peppermint oil special fractions | FL/FR |
| | peppermint oil tasmania | FL/FR |
| | peppermint oil terpeneless | FL/FR |
| | peppermint oil willamette | FL/FR |
| | peppermint oil yakima | FL/FR |
| | peppermint water | FL/FR |
| dextro- | piperitone | FL/FR |
| laevo- | piperitone | FL/FR |
| iso | pulegol | FL/FR |
| (-)-iso | pulegol | FL/FR |
| | WS-23 | FL/FR |
| nutty |
| 3- | acetyl-2,5-dimethyl furan | FL/FR |
| 2- | acetyl-3-ethyl pyrazine | FL/FR |
| 3,5- | cocoa pyrazine | FL/FR |
| | filbert pyrazine | FL/FR |
| sour |
| | corn apple cider vinegar flavor | FL |
| sulfurous |
| | buchu leaf distillates | FL |
| | buchu mercaptan | FL/FR |
| | dimethyl sulfide | FL/FR |
| | ethyl methyl sulfide | FL |
| | mango thiol | FL/FR |
| tropical |
| | passiflora acetate | FL/FR |
| vegetable |
| | potato butyraldehyde | FL |
| woody |
| iso | pulegyl acetate | FL/FR |
| |
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | cyclohexan-1-one, 2-isopropyl-5-methyl-, racemic | | | cyclohexanone, 2-isopropyl-5-methyl- | | | cyclohexanone, 5-methyl-2-(1-methylethyl)- | | cis-p- | menthan-3-one | | cis-para- | menthan-3-one | | p- | menthan-3-one, DL- | | cis-p- | menthane-3-one | | cis-para- | menthane-3-one | | p- | menthane-3-one, DL- | | dextro,laevo-iso | menthone | | DL-iso | menthone | | iso | menthone | | iso | menthone (d-, l-) | | iso | menthone (ex mint) | | iso | menthone 60 natural | | iso | menthone DL | | iso | menthone extra | | iso | menthone natural | | iso | menthone technical grade | | cis-5- | methyl-2-(1-methyl ethyl) cyclohexanone | | (2R,5R)-rel-5- | methyl-2-(1-methylethyl)cyclohexanone | | 5- | methyl-2-(1-methylethyl)cyclohexanone | | 5- | methyl-2-(isopropyl)cyclohexanone | | 5- | methyl-2-(isopropylcyclo)hexanone | | 5- | methyl-2-(methylethyl)cyclohexan-1-one | | 5- | methyl-2-(propan-2-yl)cyclohexanone | | cis-5- | methyl-2-propan-2-yl cyclohexan-1-one | | cis-5- | methyl-2-propan-2-ylcyclohexan-1-one | | cis-1- | methyl-4-isopropyl-3-cyclohexanone | | 1- | methyl-4-isopropylcyclohexan-3-one | | 1-iso | propyl-4-methyl-2-cyclohexanone | | cis-2-iso | propyl-5-methyl cyclohexanone | | 2-iso | propyl-5-methyl-cyclohexanone | | 2-iso | propyl-5-methylcyclohexanone | | cis-2-iso | propyl-5-methylcyclohexanone |
Articles:
| PubMed: | Development of a Validated HPLC/Photodiode Array Method for the Determination of Isomenthone in the Aerial Parts of Ziziphora tenuior L. |
| PubMed: | Effect of different drying methods on the essential oils of mint (Mentha haplocalyx). |
| PubMed: | Nematicidal activity of mint aqueous extracts against the root-knot nematode Meloidogyne incognita. |
| PubMed: | Bioactivity-guided investigation of geranium essential oils as natural tick repellents. |
| PubMed: | [Stable life predection for Mentha haplocalyx by initial average rate stability test]. |
| PubMed: | Essential oils of Micromeria dalmatica Benth., a Balkan endemic species of section Pseudomelissa. |
| PubMed: | A somaclonal variant of rose-scented geranium (Pelargonium spp.) with moderately high content of isomenthone in its essential oil. |
| PubMed: | Antioxidant properties and essential oil composition of Calamintha grandiflora L. |
| PubMed: | Essential oil composition and antimicrobial activity of wild and cultivated mint timija (Mentha suaveolens subsp. timija (Briq.) Harley), an endemic and threatened medicinal species in Morocco. |
| PubMed: | Isomenthone protects human dermal fibroblasts from TNF-α-induced death possibly by preventing activation of JNK and p38 MAPK. |
| PubMed: | Essential-oil diversity of three Calamintha species from Greece. |
| PubMed: | Are the wild and laboratory insect populations different in semiochemical emission? The case of the medfly sex pheromone. |
| PubMed: | Chemical composition and antibacterial activity of the essential oil from Mentha requienii Bentham. |
| PubMed: | Chemical composition and antimicrobial activities of the essential oils from Ocimum selloi and Hesperozygis myrtoides. |
| PubMed: | Classification of Greek Mentha pulegium L. (Pennyroyal) samples, according to geographical location by Fourier transform infrared spectroscopy. |
| PubMed: | Fungicidal properties of the essential oil of Hesperozygis marifolia on Aspergillus flavus link. |
| PubMed: | Toxicity of Schizonpeta multifida essential oil and its constituent compounds towards two grain storage insects. |
| PubMed: | Peppermint oil decreases the production of virulence-associated exoproteins by Staphylococcus aureus. |
| PubMed: | Chemical composition and biological assays of essential oils of Calamintha nepeta (L.) Savi subsp. nepeta (Lamiaceae). |
| PubMed: | Potential interaction between the volatile and non-volatile fractions on the in vitro antimicrobial activity of three South African Pelargonium (Geraniaceae) species. |
| PubMed: | Comparative study on the in vitro human skin permeation of monoterpenes and phenylpropanoids applied in rose oil and in form of neat single compounds. |
| PubMed: | Chemical composition and antimicrobial and antioxidant activities of Mentha (longifolia L. and viridis) essential oils. |
| PubMed: | Headspace solid-phase microextraction-gas chromatography-mass spectrometry determination of the characteristic flavourings menthone, isomenthone, neomenthol and menthol in serum samples with and without enzymatic cleavage to validate post-offence alcohol drinking claims. |
| PubMed: | Influence of growth phase on the essential oil composition of Ziziphora clinopodioides Lam. |
| PubMed: | Acetylcholinesterase inhibitory and antioxidant properties of Cyclotrichium niveum, Thymus praecox subsp. caucasicus var. caucasicus, Echinacea purpurea and E. pallida. |
| PubMed: | Comparative analysis of some active principles of herb plants by GC/MS. |
| PubMed: | 14C-labeled pulegone and metabolites binding to alpha2u-globulin in kidneys of male F-344 rats. |
| PubMed: | Composition and antifungal activity of the essential oil of Mentha cervina from Portugal. |
| PubMed: | Antibacterial activity and composition of the essential oil of Ziziphora clinopodioides subsp. bungeana (Juz.) Rech. f. from Iran. |
| PubMed: | Monoterpene metabolism. Cloning, expression, and characterization of menthone reductases from peppermint. |
| PubMed: | Antimicrobial and antioxidant activities of Melissa officinalis L. (Lamiaceae) essential oil. |
| PubMed: | A novel enantioselective (2Z)-alk-2-enylation of aldehydes via an allyl-transfer reaction from chiral allyl donors prepared from (+)-isomenthone. |
| PubMed: | Thiol-catalysed radical-chain redox rearrangement reactions of benzylidene acetals derived from terpenoid diols. |
| PubMed: | Monoterpene double-bond reductases of the (-)-menthol biosynthetic pathway: isolation and characterization of cDNAs encoding (-)-isopiperitenone reductase and (+)-pulegone reductase of peppermint. |
| PubMed: | Antimicrobial and antioxidant activities of three Mentha species essential oils. |
| PubMed: | Novel isomenthone-derived 1,3-diol ligands identified through parallel synthesis and screening catalyse an asymmetric aldol reaction. |
| PubMed: | Synthesis, stereostructure, and conformations of novel bi- and trifunctional (+)-isomenthone derivatives. |
| PubMed: | Chiral recognition of terpenoids in some pharmaceuticals derived from natural sources. |
| PubMed: | Menthone and isomenthone biosynthesis in Pelargonium tomentosum Jacq. |
| PubMed: | Metabolism of (R)-(+)-pulegone in F344 rats. |
| PubMed: | The Principle of Maximum Chiral Discrimination: Chiral Recognition in Permethyl-beta-cyclodextrin. |
| PubMed: | Ambulation-promoting effect of peppermint oil and identification of its active constituents. |
| PubMed: | Hydroquinone derivatives and monoterpenoids from the Neotropical liverwort Plagiochila rutilans. |
| PubMed: | Different stereoselectivity in the reduction of pulegone by Mentha species. |
| PubMed: | Monoterpene composition of essential oil from peppermint (Mentha x piperita L.) with regard to leaf position using solid-phase microextraction and gas chromatography/mass spectrometry analysis. |
| PubMed: | Biogenetic studies in Mentha x piperita. 2. Stereoselectivity in the bioconversion of pulegone into menthone and isomenthone. |
| PubMed: | Biogenetic studies in Mentha x piperita. 1. deuterium-labeled monoterpene ketones: synthesis and stereoselective analysis. |
| PubMed: | Shade-avoidance responses in two common coastal redwood forest species, Sequoia sempervirens (Taxodiaceae) and Satureja douglasii (Lamiaceae), occurring in various light quality environments. |
| PubMed: | Chemical constituents of essential oils of muña, Bolivian plants traditionally used as pesticides, and their insecticidal properties against Chagas' disease vectors. |
| PubMed: | Essential oil analysis and field evaluation of the citrosa plant "Pelargonium citrosum" as a repellent against populations of Aedes mosquitoes. |
| PubMed: | The volatiles of two bystropogon species from the canary islands (Spain). |
| PubMed: | Chemical, physiological, and toxicological aspects of the essential oil of some species of the genus Bystropogon. |
| PubMed: | Olfactory sensitivity of two sympatric species of rice leaf folders (Lepidoptera: Pyralidae) to plant volatiles. |
| PubMed: | The Volatile Constituents of Ziziphora taurica subsp. cleonioides. |
| PubMed: | Metabolism of monoterpenes: demonstration that (+)-cis-isopulegone, not piperitenone, is the key intermediate in the conversion of (-)-isopiperitenone to (+)-pulegone in peppermint (Mentha piperita). |
| PubMed: | Biotransformation by plant cells immobilized in cross-linked polyacrylamide-hydrazide. |
| PubMed: | Biotransformation of monoterpenes by Mentha cell lines. |
| PubMed: | Metabolism of Monoterpenes: Conversion of l-Menthone to l-Menthol and d-Neomenthol by Stereospecific Dehydrogenases from Peppermint (Mentha piperita) Leaves. |
| PubMed: | Biotransformation of monoterpenes by mentha cell lines: conversion of menthone to neomenthol. |
| PubMed: | [Structure elucidation of antiasthmone (1, 1'-bisisomenthone) (author's transl)]. |
| PubMed: | Biotransformation of monoterpenes by mentha cell lines: conversion of pulegone to isomenthone. |
| PubMed: | [Microchemical analysis of isomenthone in volatile oil of "Geranium rosat"]. |
| PubMed: | Studies in detoxication: The biological reduction of l-menthone to d-neomenthol and of d-isomenthone to d-isomenthol in the rabbit. The conjugation of d-neomenthol with glucuronic acid. |
| PubMed: | Comparative analysis of three Australian finger lime (Citrus australasica) cultivars: Identification of unique citrus chemotypes and new volatile molecules. |
| PubMed: | Pharmacological and therapeutic effects of Mentha Longifolia L. and its main constituent, menthol. |
| PubMed: | Phytochemistry and bioactivity of aromatic and medicinal plants from the genus Agastache (Lamiaceae). |
| PubMed: | Cytogeography of essential oil chemotypes of Eremophila longifolia F. Muell (Scrophulariaceae). |
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