Identification

Namepiperitol
IUPAC3-methyl-6-propan-2-ylcyclohex-2-en-1-ol
CAS Number491-04-3
EINECS207-725-3
FDA UNII7UM0ILT6I7
Molecular FormulaC10 H18 O
Molecular Weight154.25266000
Nikkaji NumberJ6.049F
CoE Number10248

Regulatory

JECFA Food Flavoring434 p-menth-1-en-3-ol
DG SANTE Food Flavourings02.083 p-menth-1-en-3-ol
FEMA Number3179
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)491-04-3 ; P-MENTH-1-EN-3-OL

Physical Properties

Appearance white to pale amber crystals (est)
Assay 97.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.93000 to 0.93600 @ 25.00 °C.
Pounds per Gallon - (est). 7.739 to 7.788
Refractive Index 1.47620 @ 25.00 °C.
Melting Point 96.00 to 97.00 °C. @ 760.00 mm Hg
Boiling Point 230.00 to 232.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.020000 mmHg @ 25.00 °C. (est)
Flash Point 193.00 °F. TCC ( 89.44 °C. )
logP (o/w) 2.919 (est)
Soluble in alcohol
Insoluble in water

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 piperitol 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)0.02 (μg/capita/day)
Structure ClassI
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-

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Potential Uses

FR balsam FL herbal FR oriental

Natural Occurrence

artemisia deserti krasch. oil iran @ 1.40% Data cascarilla bark oil @ 0.10% Data cumin seed dill leaf eucalyptus camaldulensis dehn. leaf oil jerusalem @ 0.10% Data horsemint plant mentha longifolia plant

Synonyms

3- carvomenthenol 2- cyclohexen-1-ol, 3-methyl-6-(1-methylethyl)- 3- hydroxy-4-isopropyl-1-methyl cyclohexene 3- hydroxy-4-isopropyl-1-methylcyclohexene p- menth-1-en-3-ol para- menth-1-en-3-ol 1-p- menthen-3-ol 1-para- menthen-3-ol 1- methyl-4-isopropyl-1-cyclohexen-3-ol 3- methyl-6-(1-methyl ethyl)-2-cyclohexen-1-ol 3- methyl-6-(1-methylethyl)-2-cyclohexen-1-ol 3- methyl-6-propan-2-yl cyclohex-2-en-1-ol 3- methyl-6-propan-2-ylcyclohex-2-en-1-ol 6-iso propyl-3-methylcyclohex-2-en-1-ol 6-(iso propyl)-3-methyl cyclohex-2-en-1-ol 6-(iso propyl)-3-methylcyclohex-2-en-1-ol PubMed: Anti-inflammatory, antinociceptive activity of an essential oil recipe consisting of the supercritical fluid CO2 extract of white pepper, long pepper, cinnamon, saffron and myrrh in vivo. PubMed: Is differential use of Juniperus monosperma by small ruminants driven by terpenoid concentration? PubMed: Structure-related antifeedant activity of halolactones with a p-menthane system against the lesser mealworm, Alphitobius diaperinus Panzer. PubMed: Effect of unsaturated menthol analogues on the in vitro penetration of 5-fluorouracil through rat skin. PubMed: An expedient approach to the total synthesis of (+)-5-epi-eudesm-4(15)-ene-1β,6β-diol. PubMed: Comparative study of volatile oil compositions of two Plectranthus species from northern India. PubMed: Identification of methanol-soluble compounds in sesame and evaluation of antioxidant potential of its lignans. PubMed: Quantitative determination of 10 phenylpropanoid and lignan compounds in Lancea tibetica by high-performance liquid chromatography with UV detection. PubMed: Secondary metabolites and cytotoxic activities from the stem bark of Zanthoxylum nitidum. PubMed: Lignan derivatives from the stem bark of Syzygium cumini (L.) Skeels. PubMed: Composition and antifungal activity of the essential oil of the Brazilian Chenopodium ambrosioides L. PubMed: Fragrance material review on 4-carvomenthenol. PubMed: Hinokinin biosynthesis in Linum corymbulosum Reichenb. PubMed: Anti-inflammatory and analgesic activities of the ethanolic extracts from Zanthoxylum riedelianum (Rutaceae) leaves and stem bark. PubMed: Formation of two methylenedioxy bridges by a Sesamum CYP81Q protein yielding a furofuran lignan, (+)-sesamin. PubMed: Sesamin metabolites induce an endothelial nitric oxide-dependent vasorelaxation through their antioxidative property-independent mechanisms: possible involvement of the metabolites in the antihypertensive effect of sesamin. PubMed: Supercritical carbon dioxide extraction of compounds with antimicrobial activity from Origanum vulgare L.: determination of optimal extraction parameters. PubMed: Cinnamylphenols from Phyllodium pulchellum. PubMed: Short and stereoselective total synthesis of furano lignans (+/-)-dihydrosesamin, (+/-)-lariciresinol dimethyl ether, (+/-)-acuminatin methyl ether, (+/-)-sanshodiol methyl ether, (+/-)-lariciresinol, (+/-)-acuminatin, and (+/-)-lariciresinol monomethyl ether and furofuran lignans (+/-)-sesamin, (+/-)-eudesmin, (+/-)-piperitol methyl ether, (+/-)-pinoresinol, (+/-)-piperitol, and (+/-)-pinoresinol monomethyl ether by radical cyclization of epoxides using a transition-metal radical source. PubMed: Chemical constituents and biological activities of Zanthoxylum usambarense. PubMed: [GC-MS analysis of supercritical carbon dioxide extraction products from pericarp of Zanthoxylum bungeanum]. PubMed: Separation and NMR studies on lignans of Raulinoa echinata. PubMed: Antimicrobial alkaloids from Zanthoxylum tetraspermum and caudatum. PubMed: Evaluation of the trypanocidal activity of lignans isolated from the leaves of Zanthoxylum naranjillo. PubMed: Insecticidal activity of monoterpenoids to western corn rootworm (Coleoptera: Chrysomelidae), twospotted spider mite (Acari: Tetranychidae), and house fly (Diptera: Muscidae). PubMed: Isolation and identification of house fly,Musca domestica L., repellents from pepper tree,Schinus molle L. PubMed: (+)-Piperitol from Paulownia tomentosa.