perillyl acetate
p-mentha-1,8-dien-7-yl acetate
Identification
| Name | perillyl acetate |
| IUPAC | (4-prop-1-en-2-yl-1-cyclohexenyl)methyl acetate |
| CAS Number | 15111-96-3 |
| EINECS | 239-162-4 |
| FDA UNII | 7P95D01XYJ |
| Molecular Formula | C12 H18 O |
| Molecular Weight | 178.27466000 |
| Nikkaji Number | J241.400G |
| CoE Number | 10742 |
Regulatory
| JECFA Food Flavoring | 975 p-mentha-1,8-dien-7-yl acetate |
| DG SANTE Food Flavourings | 09.278 p-mentha-1,8-dien-7-yl acetate |
| FEMA Number | 3561 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 15111-96-3 ; PERILLYL ACETATE |
| FDA Regulation | FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION |
Physical Properties
| Appearance | colorless to orange yellow clear liquid (est) |
| Assay | 97.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.97200 to 0.98000 @ 25.00 °C. |
| Pounds per Gallon - (est). | 8.088 to 8.155 |
| Refractive Index | 1.47600 to 1.48700 @ 20.00 °C. |
| Optical Rotation | -71.00 to -79.00 |
| Boiling Point | 218.00 to 223.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.014000 mmHg @ 25.00 °C. (est) |
| Flash Point | 200.00 °F. TCC ( 93.33 °C. ) |
| logP (o/w) | 3.610 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | perfuming agents |
Organoleptic Properties
| Odor Strength | medium |
| Substantivity | 143 hour(s) at 100.00 % |
| Odor Description | at 100.00 %. |
| Odor sample from | CA Aromatics Company Inc. |
| Taste Description | green geranium phenolic fruity herbal berry floral tropical |
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Recommendation for perillyl acetate usage levels up to | 2.0000 % in the fragrance concentrate. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 1.40 (μg/capita/day) |
| Maximised Survey-derived Daily Intakes (MSDI-USA) | 0.07 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 1300 (μg/person/day) |
| Threshold of Concern | 1800 (μg/person/day) |
| Structure Class | I |
| 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 | - |
| Dairy products, excluding products of category 02.0 (01.0) | 5.00000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | - |
| Edible ices, including sherbet and sorbet (03.0) | 5.00000 |
| Processed fruit (04.1) | - |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 5.00000 |
| Chewing gum (05.3) | 0.10000 |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | 5.00000 |
| Bakery wares (07.0) | 7.20000 |
| Meat and meat products, including poultry and game (08.0) | 1.00000 |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | - |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | - |
| Foodstuffs intended for particular nutritional uses (13.0) | - |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | 0.50000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | 0.50000 |
| Ready-to-eat savouries (15.0) | - |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | 2.00000 |
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Potential Uses
Natural Occurrence
Synonyms
acetic acid perillyl ester
1-
cyclohexene-1-methanol, 4-(1-methylethenyl)-, acetate
dihydro cuminyl acetate
dihydrocuminyl acetate
p-
mentha-1,8-dien-7-ol, acetate
p-
mentha-1,8-dien-7-yl acetate
para-
mentha-1,8-dien-7-yl acetate
menthadien-7-carbinyl acetate
1,8-p-
menthadien-7-yl acetate
1,8-para-
menthadien-7-yl acetate
4-
methyl vinyl cyclohexene-1-methyl acetate
4-(1-
methyl vinyl) cyclohex-1-ene-1-methyl acetate
4-(1-
methylethenyl)-1-cyclohexene-1-methyl acetate
4-(1-
methylvinyl)cyclohex-1-ene-1-methyl acetate
perilla acetate
perillyl acetate
(4-
prop-1-en-2-yl-1-cyclohexenyl)methyl acetate
[4-(
prop-1-en-2-yl)cyclohex-1-en-1-yl]methyl acetate
(4-iso
propenyl-1-cyclohexen-1-yl)methyl acetate
4-iso
propenyl-1-cyclohexene carbinol acetate
PubMed:
Coupling limonene formation and oxyfunctionalization by mixed-culture resting cell fermentation.
PubMed:
Improved antioxidant activity in transgenic Perilla frutescens plants via overexpression of the γ-tocopherol methyltransferase (γ-tmt) gene.
PubMed:
Medicinal plants from the genus Acalypha (Euphorbiaceae)--a review of their ethnopharmacology and phytochemistry.
PubMed:
A new flavanone and other flavonoids from green perilla leaf extract inhibit nitric oxide production in interleukin 1β-treated hepatocytes.
PubMed:
The oxygen-independent metabolism of cyclic monoterpenes in Castellaniella defragrans 65Phen.
PubMed:
Anti-inflammatory and antipruritic effects of luteolin from Perilla (P. frutescens L.) leaves.
PubMed:
Rosmarinic acid extract for antioxidant, antiallergic, and α-glucosidase inhibitory activities, isolated by supramolecular technique and solvent extraction from Perilla leaves.
PubMed:
Rapid identification of aldose reductase inhibitory compounds from Perilla frutescens.
PubMed:
Structural characterization of phenolic antioxidants from purple perilla (Perilla frutescens var. acuta) leaves.
PubMed:
Skin repair properties of d-Limonene and perillyl alcohol in murine models.
PubMed:
Rosmarinic acid down-regulates endothelial protein C receptor shedding in vitro and in vivo.
PubMed:
A QuEChERS-based extraction method for the residual analysis of pyraclofos and tebufenpyrad in perilla leaves using gas chromatography: application to dissipation pattern.
PubMed:
In vitro biological activities of the essential oil from the 'resurrection plant' Myrothamnus moschatus (Baillon) Niedenzu endemic to Madagascar.
PubMed:
Geraniol and geranial dehydrogenases induced in anaerobic monoterpene degradation by Castellaniella defragrans.
PubMed:
Optimization of antibacterial activity of Perilla frutescens var. acuta leaf against Staphylococcus aureus using evolutionary operation factorial design technique.
PubMed:
Volatile oil profiles of the aerial parts of Jordanian garland, Chrysanthemum coronarium.
PubMed:
Perillyl alcohol attenuates Ras-ERK signaling to inhibit murine skin inflammation and tumorigenesis.
PubMed:
Gateways to clinical trials.
PubMed:
A fluorometric assay to determine antioxidant activity of both hydrophilic and lipophilic components in plant foods.
PubMed:
[Determination of difenoconazole residue in foods by gas chromatography-negative chemical ionization mass spectrometry].
PubMed:
Evaluation of characteristic aroma compounds of Citrus natsudaidai Hayata (Natsudaidai) cold-pressed peel oil.
PubMed:
Detection of 4-oxo-2-hexenal, a novel mutagenic product of lipid peroxidation, in human diet and cooking vapor.
PubMed:
Volatile constituents of redblush grapefruit (Citrus paradisi) and pummelo (Citrus grandis) peel essential oils from Kenya.
PubMed:
Rosmarinic acid inhibits the formation of reactive oxygen and nitrogen species in RAW264.7 macrophages.
PubMed:
Gateways to clinical trials.
PubMed:
Anti-inflammatory and anti-allergic effect of rosmarinic acid (RA); inhibition of seasonal allergic rhinoconjunctivitis (SAR) and its mechanism.
PubMed:
Gateways to clinical trials.
PubMed:
Triterpene acids from the leaves of Perilla frutescens and their anti-inflammatory and antitumor-promoting effects.
PubMed:
Rosmarinic acid inhibits epidermal inflammatory responses: anticarcinogenic effect of Perilla frutescens extract in the murine two-stage skin model.
PubMed:
Gateways to clinical trials.
PubMed:
Inhibitory effect of Perilla leaf extract and luteolin on mouse skin tumor promotion.
PubMed:
Differences in the fragrances of pollen, leaves, and floral parts of garland (Chrysanthemum coronarium) and composition of the essential oils from flowerheads and leaves.
PubMed:
Luteolin as an anti-inflammatory and anti-allergic constituent of Perilla frutescens.
PubMed:
Antileukemia activity of perillyl alcohol (POH): uncoupling apoptosis from G0/G1 arrest suggests that the primary effect of POH on Bcr/Abl-transformed cells is to induce growth arrest.
PubMed:
Anti-inflammatory and anti-allergic actions by oral administration of a perilla leaf extract in mice.
PubMed:
Enhancement of sterol synthesis by the monoterpene perillyl alcohol is unaffected by competitive 3-hydroxy-3-methylglutaryl-CoA reductase inhibition.
PubMed:
Lysophosphatidic acid stimulates phospholipase D activity and cell proliferation in PC-3 human prostate cancer cells.
PubMed:
Inhibition of tumor necrosis factor-alpha production by orally administering a perilla leaf extract.
PubMed:
Analysis of perillic acid in plasma by reversed-phase high-performance liquid chromatography with ultraviolet detection.
PubMed:
Benzyl alcohol dehydrogenase and benzaldehyde dehydrogenase II from Acinetobacter calcoaceticus. Substrate specificities and inhibition studies.