piperitenone oxide

1-methyl-4-propan-2-ylidene-7-oxabicyclo[4.1.0]heptan-5-one

CAS: 35178-55-3 C10 H14 O2 MW: 166.21998000 herbal

Identification

Namepiperitenone oxide
IUPAC1-methyl-4-propan-2-ylidene-7-oxabicyclo[4.1.0]heptan-5-one
CAS Number35178-55-3
FDA UNIISearch
Molecular FormulaC10 H14 O2
Molecular Weight166.21998000
Nikkaji NumberJ373.722E
CoE Number10508

Regulatory

JECFA Food Flavoring1574 piperitenone oxide
FEMA Number4199
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)35178-55-3 ; PIPERITENONE OXIDE
FDA RegulationFDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION

Physical Properties

Appearance colorless solid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 25.00 °C. @ 760.00 mm Hg
Boiling Point 255.00 to 256.00 °C. @ 760.00 mm Hg
Acid Value 1.00 max. KOH/g
Vapor Pressure 0.016000 mmHg @ 25.00 °C. (est)
Flash Point 225.00 °F. TCC ( 107.22 °C. )
logP (o/w) 0.754 (est)
Soluble in alcohol

Organoleptic Properties

Odor Description at 10.00 % in dipropylene glycol.

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for piperitenone oxide usage levels up tonot for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU)0.012 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)0.20 (μg/capita/day)
Structure ClassIII
baked goods3.00000
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal2.00000
cheese2.00000
chewing gum-
condiments / relishes5.00000
confectionery froastings-
egg products2.00000
fats / oils2.00000
fish products3.00000
frozen dairy5.00000
fruit ices1.00000
gelatins / puddings-
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains3.00000
poultry-
processed fruits1.00000
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy2.00000
soups-
sugar substitutes-
sweet sauces-

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Potential Uses

FL herbal FL mint FL peppermint FL wintergreen

Natural Occurrence

calamintha nepeta (l.) savi subsp. glandulosa oil greece @ 1.00% Data cornmint leaf foeniculum vulgare piperitum oil @ 14.10% Data horsemint shoot lippia alnifolia schau. leaf oil brazil @ 44.60% Data mentha longifolia (l.) huds. oil jordan @ 83.70% Data mentha rotundifolia plectranthus glandulosus hook f. leaf oil cameroon @ 10.90% Data spearmint leaf spearmint oil spearmint plant

Synonyms

7-oxa bicyclo(4.1.0)heptan-2-one, 6-methyl-3-(1-methylethylidene)- 1,2- epoxy-p-menth-4(8)-en-3-one 1,2- epoxy-para-menth-4(8)-en-3-one p- menth-4(8)-en-3-one, 1,2-epoxy- 6- methyl-3-(1-methyl ethylidene)-7-oxabicyclo(4.1.0)heptan-2-one 6- methyl-3-(1-methylethylidene)-7-oxabicyclo(4.1.0)heptan-2-one 1- methyl-4-propan-2-ylidene-7-oxabicyclo[4.1.0]heptan-5-one rotundifolone Info: epoxides PubMed: Chemical composition and antimicrobial activity of the essential oil of Plectranthus mollis (Lamiaceae) from Western Ghats Region, Karnataka, India. PubMed: Discrimination of fennel chemotypes applying IR and Raman spectroscopy: discovery of a new γ-asarone chemotype. PubMed: In vitro inhibition of herpes simplex virus type 1 replication by Mentha suaveolens essential oil and its main component piperitenone oxide. PubMed: Antioxidant Activity and Volatile and Phenolic Profiles of Essential Oil and Different Extracts of Wild Mint (Mentha longifolia) from the Pakistani Flora. PubMed: Essential oils of Micromeria dalmatica Benth., a Balkan endemic species of section Pseudomelissa. PubMed: Biological activities of Eremostachys laevigata Bunge. grown in Iran. PubMed: In vitro production of M. × piperita not containing pulegone and menthofuran. PubMed: Essential-oil diversity of three Calamintha species from Greece. PubMed: Intraspecific variability of the essential oil of Calamintha nepeta subsp. nepeta from Southern Italy (Apulia). PubMed: Chemical and morphological diversity in wild populations of Mentha longifolia in Israel. PubMed: Composition of the essential oil of Origanum tyttanthum from Tajikistan. PubMed: Mentha longifolia in vitro cultures as safe source of flavouring ingredients. PubMed: HS-SPME-GC×GC-qMS volatile metabolite profiling of Chrysolina herbacea frass and Mentha spp. leaves. PubMed: Comparative study of volatile oil compositions of two Plectranthus species from northern India. PubMed: Chemical composition and biological assays of essential oils of Calamintha nepeta (L.) Savi subsp. nepeta (Lamiaceae). PubMed: Seasonal variation in content, chemical composition and antimicrobial and cytotoxic activities of essential oils from four Mentha species. PubMed: Chemical composition and larvicidal evaluation of Mentha, Salvia, and Melissa essential oils against the West Nile virus mosquito Culex pipiens. PubMed: Composition and chemical variability of Mentha suaveolens ssp. suaveolens and M. suaveolens ssp. insularis from Corsica. PubMed: Chemical composition and antimicrobial and antioxidant activities of Mentha (longifolia L. and viridis) essential oils. PubMed: Antinociceptive effects of the essential oil of Mentha x villosa leaf and its major constituent piperitenone oxide in mice. PubMed: Comparative analysis of the oil and supercritical CO2 extract of Ridolfia segetum (L.) Moris. PubMed: Piperitenone oxide as toxic, repellent, and reproduction retardant toward malarial vector Anopheles stephensi (Diptera: Anophelinae). PubMed: Composition of the essential oil of Mentha microphylla from the Gennargentu Mountains (Sardinia, Italy). PubMed: Antibacterial and antifungal activity of essential oils of Mentha suaveolens. PubMed: Activity of essential oils of three Micromeria species (Lamiaceae) against micromycetes and bacteria. PubMed: Cardiovascular effects of the essential oil of Mentha x villosa and its main constituent, piperitenone oxide, in normotensive anaesthetised rats: role of the autonomic nervous system. PubMed: Phytochemical study of Mentha longifolia of Morocco. PubMed: Effects of piperitenone oxide on the intestinal smooth muscle of the guinea pig. PubMed: Microbial transformations of some monoterpenoids and sesquiterpenoids.