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jasmin pyranone
Jasmin pyranone is a lactone compound with creamy, floral, and fruity notes, widely used as a flavor and fragrance agent in perfumery and food products.
General Material Description
Jasmin pyranone is a lactone-type flavor and fragrance compound with the molecular formula C11H18O2. It appears as a colorless to pale liquid and is recognized for its complex sensory profile combining floral, creamy, fruity, and coconut nuances. This compound is also known by several synonyms including 6-(3Z)-3-hexen-1-yltetrahydro-2H-pyran-2-one and 5-hydroxy-8-undecenoic acid delta-lactone. Jasmin pyranone is found naturally in jasmine absolute and mango fruit, which contributes to its use as a key flavor and fragrance molecule. Its presence in these natural sources underscores its valued contribution to the characteristic aroma of various plant materials. For detailed chemical information, it is linked to the controlled vocabulary entry PubChem CID 11969488.
Occurrence, Applicability & Potential Uses
Jasmin pyranone naturally occurs in jasmine absolute and mango fruit, making it an important component in botanical aromas. Its creamy and floral character lends itself well to enhancing numerous fragrance accords including tropical, dairy, and fruity themes. It finds wide application as a flavoring agent in products such as milk, tea, and tropical fruit flavors, imparting soft creamy and coconut-like notes. Additionally, this compound is valued in perfumery as a perfuming agent, contributing to floral and sweet dairy nuances. Recognized by FEMA (US) with the number 3758, jasmin pyranone is permitted under established fragrance and flavor regulations, ensuring its acceptability in consumer products for these uses.
Physico-Chemical Properties Summary
Jasmin pyranone exhibits physical and chemical characteristics favorable for use in flavor and fragrance formulations. Its specific gravity at 25 °C ranges from 0.975 to 0.99, and it has a refractive index between 1.473 and 1.48 at 20 °C. The compound shows a low vapor pressure of about 0.001 mmHg at 25 °C, indicating low volatility under ambient conditions. Its estimated log P value of approximately 2.5 suggests moderate hydrophobicity, contributing to its solubility in alcohol while exhibiting limited solubility in water. The flash point is measured at 104 °C (220 °F), providing sufficient stability during handling and formulation. These properties collectively influence its diffusion, evaporation, and compatibility within complex mixtures in both flavor and fragrance applications.
FAQ
What is jasmin pyranone and what are its key characteristics?
Jasmin pyranone is a lactone compound with a molecular formula of C11H18O2, known for its creamy, floral, fruity, and coconut-like scent and flavor. It is used primarily as a flavor and fragrance ingredient. This compound naturally occurs in jasmine absolute and mango fruit, providing rich, complex aroma profiles valued in perfumery and flavor formulations.
Where is jasmin pyranone typically found and how is it used?
This compound is naturally present in jasmine absolute and mango fruit, contributing to their characteristic aromas. It is extensively applied as a flavoring substance in dairy-related flavors such as milk and cream, as well as in tropical fruit flavors and teas. In perfumery, jasmin pyranone adds creamy and floral notes, enhancing numerous fragrance compositions with its sweet, coconut-like nuances.
What are the regulatory considerations and sourcing details for jasmin pyranone?
Jasmin pyranone is recognized by FEMA (US) under number 3758 and is considered safe for use as a flavoring agent and perfuming substance within recommended limits. Safety assessments by regulatory bodies such as the European Food Safety Authority provide usage guidelines, and IFRA (Global) supports its regulated application in fragrances. It is commercially sourced either by isolation from natural extracts like jasmine absolute or via synthetic production, meeting quality standards for use in food and cosmetic products.
US / EU / FDA / JECFA / FEMA / Scholar / Patents
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| Google Books | Start search |
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| Perfumer & Flavorists | Start search |
| EU Patents | Start search |
| PubMeb | Start search |
| NCBI | Start search |
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 |
| FDA Substances Added to Food (formerly EAFUS): | View |
| HMDB (The Human Metabolome Database): | HMDB37829 |
| FooDB: | FDB016978 |
| Export Tariff Code: | 2932.29.6000 |
| VCF-Online: | VCF Volatile Compounds in Food |
| ChemSpider: | View |
General Material Information
| Preferred name | jasmin pyranone |
| Trivial Name | 6-(3Z)-3-Hexen-1-yltetrahydro-2H-pyran-2-one |
| Short Description | 5-hydroxy-8-undecenoic acid delta-lactone |
| Formula | C11 H18 O2 |
| CAS Number | 68959-28-4 |
| FEMA Number | 3758 |
| Flavis Number | 10.035 |
| ECHA Number | 273-411-8 |
| FDA UNII | 3WL5LFE5RZ |
| COE Number | 11198 |
| xLogP3-AA | 2.70 (est) |
| NMR Predictor | External link |
| JECFA Food Flavoring | 248 5-hydroxy-8-undecenoic acid delta-lactone |
| FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm | 68959-28-4 ; 5-HYDROXY-8-UNDECENOIC ACID DELTA-LACTONE |
| Synonyms |
|
Suppliers
| Bedoukian Research | BOC Sciences |
| Parchem | Penta International |
| Reincke & Fichtner | Penta International Corporation |
| Taytonn ASCC |
PhysChem Properties
| Material listed in food chemical codex | No |
| Molecular weight | 182.26286315918 |
| Specific gravity | @ 25 °C |
| Pounds per Gallon | 8.113 to 8.238 |
| Refractive Index | 1.473 to 1.48 @ 20 °C |
| Vapor Pressure | 0.001 mmHg @ 25 °C |
| Vapor Density | 1 |
| Flash Point TCC Value | 104.44 °C TCC |
| logP (o/w) | 2.498 est |
| Solubility | |
| alcohol | Yes |
| water, 200.3 mg/L @ 25 °C (est) | Yes |
| water | No |
Organoleptic Properties
| Odor Type: Floral | |
| creamy, fruity, peach, plum, dairy, coconut, buttery, sweet, milky | |
| Odor strength | medium |
| Substantivity | 340 hour(s) at 100.00 % |
| Luebke, William tgsc, (1986) | At 100.00 %. creamy fruity peach plum dairy coconut buttery |
| Mosciano, Gerard P&F 18, No. 1, 43, (1993) | Creamy, sweet, fruity peach, milky, dairy with a coconut nuance |
| Flavor Type: Creamy | |
| creamy, waxy, sweet, fatty, fruity, peach, coconut | |
| Mosciano, Gerard P&F 18, No. 1, 43, (1993) | At 30.00 ppm. Creamy, waxy, sweet fatty with a fruity peach and coconut nuance |
| Nice coconut, dairy type lactone. Good for creamy coconut and other sweet dairy flavor notes. | Sweet, dairy lactone note, creamy, coconut |
Occurrences
| (data available) |
Potential Uses
| Applications | |
| Odor purposes | Acacia , Acacia , Amber , Angel essence , Apricot , Berry , Chypre , Clove , Coconut , Crabapple blossom , Cream , Elder flower , Fetes , Floral , Florida breeze , Frangipani plumeria , Gardenia , Honeysuckle , Jasmin , Jonquil , Lilac , Lily , Lily of the valley , Linden flower , Orange blossom , Oriental , Peach , Raspberry , Rose red rose , Rose white rose , Strawberry , Sweet pea , Tuberose , Wallflower , Wisteria , Woody , Ylang ylang |
| Flavoring purposes | Milk , Tea , Tropical |
| Other purposes | Bellodgia , Blue dream |
| 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 36 - Wear suitable protective clothing. | |
| 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-mouse LD50 > 5000 mg/kg Nice coconut, dairy type lactone. Good for creamy coconut and other sweet dairy flavor notes. | |
| Dermal Toxicity: | |
| skin-guinea pig LD50 > 5000 mg/kg Nice coconut, dairy type lactone. Good for creamy coconut and other sweet dairy flavor notes. | |
| 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 jasmin pyranone usage levels up to: | |||
| 2.0000 % in the fragrance concentrate. | |||
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 0.012 (μg/capita/day) | ||
| Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). | |||
| The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library | |||
| publication number: 15 | |||
| Click here to view publication 15 | |||
| average usual ppm | average maximum ppm | ||
| baked goods: | - | 3.00000 | |
| beverages(nonalcoholic): | - | 3.00000 | |
| beverages(alcoholic): | - | 5.00000 | |
| breakfast cereal: | - | - | |
| cheese: | - | - | |
| chewing gum: | - | 15.00000 | |
| condiments / relishes: | - | - | |
| confectionery froastings: | - | 3.00000 | |
| egg products: | - | - | |
| fats / oils: | - | - | |
| fish products: | - | - | |
| frozen dairy: | - | 10.00000 | |
| fruit ices: | - | 0.10000 | |
| gelatins / puddings: | - | 3.00000 | |
| granulated sugar: | - | - | |
| gravies: | - | - | |
| hard candy: | - | 10.00000 | |
| imitation dairy: | - | 1.00000 | |
| instant coffee / tea: | - | - | |
| jams / jellies: | - | 3.00000 | |
| meat products: | - | - | |
| milk products: | - | 2.00000 | |
| nut products: | - | - | |
| other grains: | - | - | |
| poultry: | - | - | |
| processed fruits: | - | - | |
| processed vegetables: | - | - | |
| reconstituted vegetables: | - | - | |
| seasonings / flavors: | - | - | |
| snack foods: | - | - | |
| soft candy: | - | 1.50000 | |
| soups: | - | - | |
| sugar substitutes: | - | - | |
| sweet sauces: | - | 3.00000 | |
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): |
| Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) on a request from the Commission related to - Flavouring Group Evaluation 10: Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 - (Commission Regulation (EC) No 1565/2000 of 18 July 2000) View page or View pdf |
| Flavouring Group Evaluation 10, Revision 1 (FGE10 Rev1)[1] - Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food (AFC) View page or View pdf |
| Scientific Opinion on Flavouring Group Evaluation 10, Revision 2 (FGE.10Rev2): Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 View page or View pdf |
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):68959-28-4 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :11969488 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:2 |
| 6-[(Z)-hex-3-enyl]oxan-2-one |
| Chemidplus:0068959284 |