We have found 46587 results matching your criteria.
Please wait while we search...
  1. 1.
    General Material Information
  2. 2.
    PhysChem Properties
  3. 3.
    Occurrences
  4. 4.
    Organoleptic Properties
  5. 5.
    Suppliers
  6. 6.
    Potential Uses
  7. 7.
    Regulatory & Documentation
  8. 8.
    Safety Information
  9. 9.
    Other Information
  10. 10.
    Blenders & Components
  11. 11.
    Literature & References

piperitone

Chemical Structure

General Material Information

Preferred name piperitone
Trivial Name (±)-Piperitone
Short Description 2-cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-
Formula C10 H16 O
CAS Number 89-81-6
Flavis Number 7.175
ECHA Number 201-942-7
FDA UNII 1VZ8RG269R
Nikkaji Number J4.308G
Beilstein Number 1907772
MDL MFCD00045532
COE Number 2052
xLogP3-AA 2.20 (est)
Bio Activity Summary External link
NMR Predictor External link
Synonyms
  • 3-carvomenthenone
  • 2-cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-
  • p- menth-1-en-3-one
  • para- menth-1-en-3-one
  • 1-p- menthen-3-one
  • 1-methyl-4-isopropyl-1-cyclohexen-3-one
  • 3-methyl-6-(1-methyl ethyl)-2-cyclohexen-1-one
  • 3-methyl-6-(1-methylethyl)-2-cyclohexen-1-one
  • 3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one
  • 3-methyl-6-propan-2-ylcyclohex-2-en-1-one
  • piperitone 96% (natural)
  • 4-iso propyl-1-methyl-1-cyclohexen-3-one
  • 6-iso propyl-3-methyl cyclohex-2-enone
  • 6-iso propyl-3-methyl-2-cyclohexen-1-one
  • 6-iso propyl-3-methylcyclohex-2-en-1-one
  • 3-methyl-6-propan-2-ylcyclohex-2-en-1-one
  • 2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-
  • p-Menth-1-en-3-one
  • 3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-one
  • 3-Carvomenthenone
  • 4-Isopropyl-1-methyl-1-cyclohexen-3-one
  • 3-Methyl-6-isopropyl-2-cyclohexen-1-one
  • 6-Isopropyl-3-methyl-2-cyclohexen-1-one
  • dl-Piperitone
  • (±)-Piperitone
  • NSC 251528
  • 3-Methyl-6-(propan-2-yl)cyclohex-2-en-1-one

US / EU / FDA / JECFA / FEMA / Scholar / Patents

Google Scholar Start search
Google Books Start search
Google Patents Start search
Perfumer & Flavorists Start search
EU Patents Start search
PubMeb Start search
NCBI Start search

Literature & References

3-methyl-6-propan-2-ylcyclohex-2-en-1-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:89-81-6
Pubchem (cid):6987
Pubchem (sid):134972994
Flavornet:89-81-6
Pherobase:View
Publications by PubMed
Chemical composition and insecticidal activity of plant essential oils from Benin against Anopheles gambiae (Giles).
Chemical analysis and antioxidant activity of the essential oils of three Piperaceae species growing in the central region of Cuba.
Gas chromatographic mass analysis and further pharmacological actions of Cymbopogon proximus essential oil.
Biochemical Activities of Iranian Cymbopogon olivieri (Boiss) Bor. Essential Oil.
Comparative study of the chemical composition of essential oils of five Tagetes species collected in Venezuela.
Toxicity of Zanthoxylum piperitum and Zanthoxylum armatum oil constituents and related compounds to Stomoxys calcitrans (Diptera: Muscidae).
Comparative study of volatile oil compositions of two Plectranthus species from northern India.
Classification of Greek Mentha pulegium L. (Pennyroyal) samples, according to geographical location by Fourier transform infrared spectroscopy.
Chemical diversity of Ziziphora clinopodioides: composition of the essential oil of Z. clinopodioides from Tajikistan.
Comparative analysis of some active principles of herb plants by GC/MS.
Composition and antifungal activity of the essential oil of the Brazilian Chenopodium ambrosioides L.
Bioactivity of two major constituents isolated from the essential oil of Artemisia judaica L.
Major constituents and anthelmintic activity of volatile oils from leaves and flowers of Cymbopogon martini Roxb.
Inhibitory Effects of Chrysanthemum boreale Essential Oil on Biofilm Formation and Virulence Factor Expression of Streptococcus mutans.
Curcuma ecalcarata - new natural source of pinocembrin and piperitenone.
Antibacterial activity and mode of action of the Artemisia capillaris essential oil and its constituents against respiratory tract infection-causing pathogens.
Comparative analysis of antioxidant activities of fourteen mentha essential oils and their components.
Chemical composition and antimicrobial activity of the essential oil of Plectranthus mollis (Lamiaceae) from Western Ghats Region, Karnataka, India.
Microbial transformations of halolactones with p-menthane system.
Chemical composition and antibacterial activity of essential oil and extracts of Citharexylum spinosum flowers from Thailand.
Development of a Validated HPLC/Photodiode Array Method for the Determination of Isomenthone in the Aerial Parts of Ziziphora tenuior L.
Micromorphological traits and essential oil contents of Micromeria kerneri Murb. and M. juliana (L.) Benth. (Lamiaceae).
Chemical analysis and antioxidant activity of the essential oils of three Piperaceae species growing in the central region of Cuba.
Chemical composition, cytotoxicity and in vitro antitrypanosomal and antiplasmodial activity of the essential oils of four Cymbopogon species from Benin.
Antifungal impact of volatile fractions of Peumus boldus and Lippia turbinata on Aspergillus section Flavi and residual levels of these oils in irradiated peanut.
Structure-related antifeedant activity of halolactones with a p-menthane system against the lesser mealworm, Alphitobius diaperinus Panzer.
Gas chromatographic mass analysis and further pharmacological actions of Cymbopogon proximus essential oil.
Biochemical Activities of Iranian Cymbopogon olivieri (Boiss) Bor. Essential Oil.
Behavioural and electroantennogram responses of the stable fly (Stomoxys calcitrans L.) to plant essential oils and their mixtures with attractants.
Determination of chemical variability of phenolic and monoterpene glycosides in the seeds of Paeonia species using HPLC and profiling analysis.
Piperitone-derived saturated lactones: synthesis and aphid behavior-modifying activity.
Evaluation of Essential Oil and its Three Main Active Ingredients of Chinese Chenopodium ambrosioides (Family: Chenopodiaceae) against Blattella germanica.
Toxicity of Zanthoxylum piperitum and Zanthoxylum armatum oil constituents and related compounds to Stomoxys calcitrans (Diptera: Muscidae).
Biological activities of Eremostachys laevigata Bunge. grown in Iran.
The constituents of essential oil: antimicrobial and antioxidant activity of Micromeria congesta Boiss. & Hausskn. ex Boiss. from East Anatolia.
Essential-oil diversity of three Calamintha species from Greece.
Intraspecific variability of the essential oil of Calamintha nepeta subsp. nepeta from Southern Italy (Apulia).
Mode of action of pulegone on the urinary bladder of F344 rats.
Chemical and morphological diversity in wild populations of Mentha longifolia in Israel.
Investigation of the chemical composition-antibacterial activity relationship of essential oils by chemometric methods.
Composition of the essential oil of Origanum tyttanthum from Tajikistan.
Mentha longifolia in vitro cultures as safe source of flavouring ingredients.
Anthelmintic effect of Mentha spp. essential oils on Echinococcus granulosus protoscoleces and metacestodes.
Larvicidal activity of Tagetes erecta against Aedes aegypti.
Classification of Greek Mentha pulegium L. (Pennyroyal) samples, according to geographical location by Fourier transform infrared spectroscopy.
Chemical diversity of Ziziphora clinopodioides: composition of the essential oil of Z. clinopodioides from Tajikistan.
Enantioselectivity of hydroxylation of racemic piperitone by fungi.
Effects of various fragrant ingredients on desmopressin-induced fluid retention in mice.
Chemical composition and larvicidal evaluation of Mentha, Salvia, and Melissa essential oils against the West Nile virus mosquito Culex pipiens.
Variation in volatile leaf oils of 13 Eucalyptus species harvested from Souinet arboreta (Tunisia).
Chemical composition and antimicrobial and antioxidant activities of Mentha (longifolia L. and viridis) essential oils.
Comparative analysis of some active principles of herb plants by GC/MS.
Activity of essential oils and individual components against acetyl- and butyrylcholinesterase.
Composition and antifungal activity of the essential oil of the Brazilian Chenopodium ambrosioides L.
Chemical composition and antispasmodic effect of Casimiroa pringlei essential oil on rat uterus.
Antimycotoxigenic characteristics of Rosmarinus officinalis and Trachyspermum copticum L. essential oils.
Major constituents and anthelmintic activity of volatile oils from leaves and flowers of Cymbopogon martini Roxb.
Essential oil compositions of Cymbopogon parkeri STAPF from Iran.
14C-labeled pulegone and metabolites binding to alpha2u-globulin in kidneys of male F-344 rats.
Comparison of essential oils from three plants for enhancement of antimicrobial activity of nitrofurantoin against enterobacteria.
A TLC bioautographic assay for the detection of nitrofurantoin resistance reversal compound.
Comparative effects of Cymbopogon schoenanthus essential oil and piperitone on Callosobruchus maculatus development.
Fungicidal activity of Artemisia herba alba Asso (Asteraceae).
Composition and Antimicrobial Activity of Anemopsis californica leaf oil.
Chemical composition and antifungal activity of essential oil of Chrysactinia mexicana gray.
Chemical characterization and antifungal activity of essential oil of capitula from wild Indian Tagetes patula L.
Piperitone from Mentha longifolia var. chorodictya Rech F. reduces the nitrofurantoin resistance of strains of enterobacteriaceae.
The in vitro antioxidant and antimicrobial activities of the essential oil and methanol extracts of Achillea biebersteini Afan. (Asteraceae).
Comparison of different extraction methods for the analysis of volatile secondary metabolites of Lippia alba (Mill.) N.E. Brown, grown in Colombia, and evaluation of its in vitro antioxidant activity.
Antimicrobial activity of essential oil and methanol extracts of Achillea sintenisii Hub. Mor. (Asteraceae).
In vivo studies on the metabolism of the monoterpene pulegone in humans using the metabolism of ingestion-correlated amounts (MICA) approach: explanation for the toxicity differences between (S)-(-)- and (R)-(+)-pulegone.
Electroantennogram responses of Douglas-fir seed chalcids to plant volatiles.
Antibacterial and antifungal activity of essential oils of Mentha suaveolens.
Menthone and isomenthone biosynthesis in Pelargonium tomentosum Jacq.
Susceptibility of the bruchid Callosobruchus maculatus (Coleoptera: Bruchidae) and its parasitoid Dinarmus basalis (Hymenoptera: Pteromalidae) to three essential oils.
Electrophysiological and behavioral responses of female Helicoverpa armigera to compounds identified in flowers of African marigold, Tagetes erecta.
Phytochemical study of Mentha longifolia of Morocco.
Metabolic fate of S-(-)-pulegone in rat.
Isolation and identification of house fly,Musca domestica L., repellents from pepper tree,Schinus molle L.
Studies on the metabolism of a monoterpene ketone, R-(+)-pulegone--a hepatotoxin in rat: isolation and characterization of new metabolites.
Floral volatiles ofTanacetum vulgare L. attractive toLobesia botrana den. et schiff. females.
Volatile compounds in the larval frass ofDendroctonus valens andDendroctonus micans (Coleoptera: Scolytidae) in relation to oviposition by the predator,Rhizophagus grandis (Coleoptera: Rhizophagidae).
Constituents of Essential Oils from Mentha X rotundifolia Growing Wild in Greece.
Constituents of Essential Oils from Mentha longifolia Growing Wild in Greece.
Metabolism of monoterpenes: demonstration that (+)-cis-isopulegone, not piperitenone, is the key intermediate in the conversion of (-)-isopiperitenone to (+)-pulegone in peppermint (Mentha piperita).
Oro-facial granulomatosis: a possible allergic basis.
Variability in yield and composition of essential oil in Cymbopogon jawarancusa.
Simple analogs of the toxin callicarpone.
Metal substitutions incarbonic anhydrase: a halide ion probe study.
[Vinylogous aminomethylation of piperitone].
[Immediate toxicity of carvomenthone, carvone, piperitone and piperitenone].

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB34975
FooDB:FDB013573
Export Tariff Code:2914.29.5000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 152.23672485352
Specific gravity @ 25 °C
Pounds per Gallon 7.73 to 7.772
Refractive Index 1.483 to 1.487 @ 20 °C
Optical Rotation -40 to -49
Boiling Point 233 to 235°C @ 760 mm Hg
Vapor Pressure 0.057 mmHg @ 25 °C
Flash Point TCC Value 97.78 °C TCC
logP (o/w) 2.85
Solubility
alcohol Yes
water, very slightly Yes
water, 273.1 mg/L @ 25 °C (est) Yes
water No
Stability
detergent Unspecified
fabric softener Unspecified
soap Unspecified

Organoleptic Properties

Odor Type: Herbal
herbal, minty, camphoreous, medicinal
Luebke, William tgsc, (1994) At 10.00 % in dipropylene glycol. herbal minty camphor medicinal
Flavor Type: Minty
minty, cooling, mentholic, spicy, peppermint, peppery
Luebke, William tgsc, (1994) Minty cooling mentholic spicy peppermint peppery

Occurrences

Potential Uses

Applications
Odor purposes Camphor tree bark, Eucalyptus oil replacer, Herbal, Mint
Flavoring purposes Camphor tree bark
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
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:
oral-rat LD50 2450 mg/kg
Food and Cosmetics Toxicology. Vol. 16, Pg. 863, 1978.

Dermal Toxicity:
subcutaneous-mouse LD50 1420 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Food and Cosmetics Toxicology. Vol. 16, Pg. 863, 1978.

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 piperitone usage levels up to:
3.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 44.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 10.00 (μg/capita/day)
Structure Class: II

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 212: alpha,beta-Unsaturated alicyclic ketones and precursors from chemical subgroup 2.6 of FGE.19
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 212 Revision 1 (FGE.212Rev1): alpha,beta-Unsaturated alicyclic ketones and precursors from chemical subgroup 2.6 of FGE.19.
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 212 Revision 3 (FGE.212Rev3): a,ß-unsaturated alicyclic ketones and precursors from chemical subgroup 2.6 of FGE.19
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):89-81-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6987
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
3-methyl-6-propan-2-ylcyclohex-2-en-1-one
Chemidplus:0000089816
RTECS:OT0257000 for cas# 89-81-6