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Category:flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | colorless clear liquid (est) |
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Specific Gravity: | 0.89500 to 0.92500 @ 25.00 °C.
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| Pounds per Gallon - (est).: | 7.447 to 7.697
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| Refractive Index: | 1.44900 to 1.45100 @ 20.00 °C.
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| Boiling Point: | 205.00 to 208.00 °C. @ 760.00 mm Hg
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| Vapor Pressure: | 0.256000 mmHg @ 25.00 °C. (est) |
| Flash Point: | 163.00 °F. TCC ( 72.78 °C. )
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| logP (o/w): | 2.625 (est) |
| Soluble in: |
| | alcohol | | | water, 180.5 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
Organoleptic Properties:
| Odor Description:minty |
| Odor and/or flavor descriptions from others (if found). |
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: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2S,5S)- | | (1S,4S)-p- | menthan-3-one | | (1S,4S)-para- | menthan-3-one | | (1S,4S)-p- | menthane-3-one | | (1S,4S)-para- | menthane-3-one | | (2S-cis)-5- | methyl-2-(1-methyl ethyl) cyclohexanone | | (2S-cis)-5- | methyl-2-(1-methylethyl)cyclohexanone | | (2S,5S)-5- | methyl-2-(propan-2-yl) cyclohexanone | | (2S,5S)-5- | methyl-2-propan-2-yl cyclohexan-1-one | | (2S,5S)-5- | methyl-2-propan-2-ylcyclohexan-1-one | | (2S,5S)-2-iso | propyl-5-methyl cyclohexanone |
Articles:
| 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). |
| 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. |
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3D/inchi