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cis-muguet shiseol
cis-muguet shiseol is a floral-scented alcohol used as a flavor and fragrance agent with medium odor intensity and notable substantivity.
General Material Description
cis-Muguet shiseol, also known by its systematic name cis-p-menthan-7-ol, is a bicyclic cyclohexanol derivative with the molecular formula C10H20O. This compound appears as a colorless liquid characterized by a floral odor containing fresh, magnolia-like, and fruity facets. Synonyms for this material include cis dihydroshiseol and cis mayol among others. It is widely employed as a fragrance and flavor agent due to its notable olfactory properties. The compound can be sourced synthetically and is listed in major chemical repositories such as PubChem. Due to its chemical structure derived from menthane, it exhibits physico-chemical features favorable to application in perfumery and flavoring.
Occurrence, Applicability & Potential Uses
cis-Muguet shiseol occurs primarily as a synthetic flavor and fragrance ingredient, with no natural biological sources well documented. It serves to impart floral, fresh, and fruity notes in formulations that include products replicating acacia, jasmine, lilac, lily of the valley, and magnolia aromas. This compound enhances the complexity and substantivity of fragrances often replacing spikenard oil in perfumery. Flavor applications include the contribution of tropical fruit and fresh floral nuances. It is recognized under the IFRA (Global) standards, which govern the safe use and concentration limits of fragrance ingredients in consumer products to mitigate dermal sensitization risks.
Physico-Chemical Properties Summary
cis-Muguet shiseol has a molecular weight of approximately 156.27 g/mol and exhibits moderate hydrophobicity with an estimated logP of 3.24. It boils between 223 and 224°C at standard atmospheric pressure and displays low vapor pressure at 25°C, indicating limited volatility. The compound is soluble in alcohol and has a modest water solubility estimated at 258.2 mg/L at 25°C, which informs its miscibility in various formulation vehicles. Its flash point is about 207°F (97°C), providing insights into its handling and formulation safety. The compound demonstrates good stability across various product matrices including detergents, shampoos, fine fragrances, and shower gels, typically at usage levels ranging from 0.5% to 5%.
FAQ
What is cis-muguet shiseol and what are its primary characteristics?
cis-Muguet shiseol is a synthetic fragrance and flavor compound formally known as cis-p-menthan-7-ol. It exhibits a floral odor profile with fresh, fruity, and magnolia notes. The compound appears as a colorless liquid with moderate odor intensity and is valued for its medium substantivity in fragrance formulations.
Where is cis-muguet shiseol used and what are typical applications?
This compound is used mainly as a flavor and fragrance ingredient in consumer products. It contributes floral and fresh notes in perfumery to replicate scents such as jasmine, lily of the valley, and magnolia. It also finds applications as a flavor enhancer imparting tropical and fruity nuances. Its chemical stability allows use in shampoos, soaps, detergents, and fine fragrances.
How is cis-muguet shiseol regulated and what safety standards apply?
cis-Muguet shiseol is subject to safety standards by IFRA (International Fragrance Association), which sets limits on its concentration in various product categories to minimize dermal sensitization and systemic toxicity risks. It is classified as Generally Recognized As Safe (GRAS) for flavor uses under FEMA (US). No significant hazard classifications exist under OSHA HCS. Common usage restrictions vary by product type, ensuring compliance with international safety guidelines.
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
| [cis-4-(propan-2-yl)cyclohexyl]methanol | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 13828-37-0 |
| Pubchem (cid): | 83763 |
| Pubchem (sid): | 135039787 |
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 |
| HMDB (The Human Metabolome Database): | Search |
| ChemSpider: | View |
General Material Information
| Preferred name | cis-muguet shiseol |
| Trivial Name | cis-p-Menthan-7-ol |
| Short Description | cis-p-menthan-7-ol |
| Formula | C10 H20 O |
| CAS Number | 13828-37-0 |
| FEMA Number | 4507 |
| ECHA Number | 237-539-8 |
| FDA UNII | HOT98SG01O |
| Nikkaji Number | J52.969I |
| xLogP3-AA | 3.00 (est) |
| NMR Predictor | External link |
| FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
| Synonyms |
|
Suppliers
PhysChem Properties
| Material listed in food chemical codex | No |
| Molecular weight | 156.26860046387 |
| Boiling Point | 223 to 224°C @ 760 mm Hg |
| Vapor Pressure | 0.019 mmHg @ 25 °C |
| Flash Point TCC Value | 97.2 °C TCC |
| logP (o/w) | 3.243 est |
| Solubility | |
| alcohol | Yes |
| water, 258.2 mg/L @ 25 °C (est) | Yes |
| Stability | |
| APC: traces - 0.5% | Unspecified |
| candle: 0.5 - 5% | Unspecified |
| detergent: 0.5 - 5% | Unspecified |
| fine fragrances: 0.5 - 5% | Unspecified |
| shampoo: 0.5 - 5% | Unspecified |
| shower gel: 0.5 - 5% | Unspecified |
| soap: 0.5 - 5% | Unspecified |
| softener: 0.5 - 5% | Unspecified |
Organoleptic Properties
| Odor Type: Floral | |
| fresh, clean, floral, magnolia, muguet, cumin, grassy | |
| Odor strength | medium |
| Substantivity | 72 hour(s) at 100.00 % |
| Luebke, William tgsc, (2017) | At 100.00 %. fresh clean floral magnolia hydroxycitronellal cumin grassy |
| Flavor Type: Floral | |
| floral, fruity, tropical, magnolia, mulberry, melon rind, orange rind, rue | |
| Luebke, William tgsc, (2017) | Floral fresh fruity tropical magnolia mango mulberry melon rind orange rind rue |
Potential Uses
| Applications | |
| Odor purposes | Acacia , Bergamot , Citrus , Floral , Jasmin , Lilac , Lily , Lily of the valley , Magnolia , Spikenard oil replacer , Tuberose |
| Other purposes | Clean , Grass , Petal white petal |
| Cosmetic purposes | Fragrance , Perfuming agents |
Safety Information
Safety information
| 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: | |
| Not determined | |
| Dermal Toxicity: | |
| Not determined | |
| 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 | |||
| IFRA Critical Effect: | |||
| Dermal sensitization and systemic toxicity | |||
| View the IFRA Standard | |||
| View IFRA Standards Library for complete information. | |||
| Please review Amendment 49 IFRA documentation for complete information. | |||
| IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%): | |||
| Category 1: Products applied to the lips | |||
| 0.25 % | |||
| Category 2: Products applied to the axillae | |||
| 0.39 % | |||
| Category 3: Products applied to the face/body using fingertips | |||
| 0.099 % | |||
| Category 4: Products related to fine fragrance | |||
| 4.70 % | |||
| Category 5: Products applied to the face and body using the hands (palms), primarily leave-on | |||
| Category 5A: Body lotion products applied to the body using the hands (palms), primarily leave-on | |||
| 1.20 % | |||
| Category 5B: Face moisturizer products applied to the face using the hands (palms), primarily leave-on | |||
| 0.15 % | |||
| Category 5C: Hand cream products applied to the hands using the hands (palms), primarily leave-on | |||
| 0.20 % | |||
| Category 5D: Baby Creams, baby Oils and baby talc | |||
| 0.049 % | |||
| Category 6: Products with oral and lip exposure | |||
| 0.0099 % | |||
| Category 7: Products applied to the hair with some hand contact | |||
| Category 7A: Rinse-off products applied to the hair with some hand contact | |||
| 0.13 % | |||
| Category 7B: Leave-on products applied to the hair with some hand contact | |||
| 0.13 % | |||
| Category 8: Products with significant anogenital exposure | |||
| 0.049 % | |||
| Category 9: Products with body and hand exposure, primarily rinse off | |||
| 0.39 % | |||
| Category 10: Household care products with mostly hand contact | |||
| Category 10A: Household care excluding aerosol products (excluding aerosol/spray products) | |||
| 0.39 % | |||
| Category 10B: Household aerosol/spray products | |||
| 1.10 % | |||
| Category 11: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate | |||
| Category 11A: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure | |||
| 0.049 % | |||
| Category 11B: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure | |||
| 0.049 % | |||
| Category 12: Products not intended for direct skin contact, minimal or insignificant transfer to skin | |||
| 28.00 % | |||
| Notes: | |||
| IFRA FLAVOR REQUIREMENTS: | |||
Due to the possible ingestion of small amounts of fragrance ingredients from their use in products in Categories 1 and 6, materials must not only comply with IFRA Standards but must also be recognized as safe as a flavoring ingredient as defined by the IOFI Code of Practice (www.iofi.org). For more details see chapter 1 of the Guidance for the use of IFRA Standards. | |||
| 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: 24 | |||
| Click here to view publication 24 | |||
| average usual ppm | average maximum ppm | ||
| baked goods: | - | - | |
| beverages(nonalcoholic): | 0.50000 | 2.50000 | |
| beverages(alcoholic): | - | - | |
| breakfast cereal: | - | - | |
| cheese: | - | - | |
| chewing gum: | - | - | |
| condiments / relishes: | 1.00000 | 5.00000 | |
| confectionery froastings: | - | - | |
| egg products: | - | - | |
| fats / oils: | - | - | |
| fish products: | - | - | |
| frozen dairy: | - | - | |
| fruit ices: | - | - | |
| gelatins / puddings: | - | - | |
| granulated sugar: | - | - | |
| gravies: | - | - | |
| hard candy: | 1.00000 | 5.00000 | |
| 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: | - | - | |
Safety references
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):13828-37-0 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :83763 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:2 |
| [cis-4-(propan-2-yl)cyclohexyl]methanol |
| Chemidplus:0013828370 |