ambrettolide
omega-6-hexadecenlactone
Identification
| Name | ambrettolide |
| IUPAC | 17-oxacycloheptadec-6-en-1-one |
| CAS Number | 7779-50-2 |
| EINECS | 231-929-1 |
| FDA UNII | S79ZK47L2P |
| Molecular Formula | C16 H28 O2 |
| Molecular Weight | 252.39756000 |
| MDL Number | MFCD00209513 |
| CoE Number | 180 |
Regulatory
| JECFA Food Flavoring | 240 omega-6-hexadecenlactone |
| DG SANTE Food Flavourings | 10.003 hexadec-6-eno-1,16-lactone |
| FEMA Number | 2555 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 7779-50-2 ; OMEGA-6-HEXADECENLACTONE |
| FDA Regulation | FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION |
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 98.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.95600 @ 25.00 °C. |
| Refractive Index | 1.47900 @ 20.00 °C. |
| Boiling Point | 185.00 to 190.00 °C. @ 16.00 mm Hg |
| Flash Point | > 212.00 °F. TCC ( > 100.00 °C. ) |
| logP (o/w) | 5.429 (est) |
| Soluble in | alcohol |
| Similar Items | note |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | perfuming agents |
Organoleptic Properties
| Odor Description |
at 10.00 % in dipropylene glycol. Sweet, soapy, perfume-like with a heavy fruity undertone
|
| Taste Description | at 1.00 ppm. |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | oral-rat LD50 > 5000 mg/kg |
| 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 ambrettolide usage levels up to | 5.0000 % in the fragrance concentrate. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 5.10 (μg/capita/day) |
| 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
Natural Occurrence
Synonyms
delta6-iso
ambrettolide
17-oxa
cycloheptadec-6-en-1-one
1-oxa
cycloheptadec-7-en-2-one
oxa
cycloheptadec-7-en-2-one
1-oxa-7-
cycloheptadecen-2-one
cyclohexadecen-6-olide
hexadec-6-eno-1,16-lactone
6-
hexadecen-16-olide
omega-6-
hexadecenlactone
6-
hexadecenolide
16-
hydroxy-6-hexadecenoic acid omega-lactone
Google Patents:
Preparation of ambrettolide
PubMed:
An automated headspace solid-phasemicroextraction followed by gas chromatographyâmass spectrometry method to determine macrocyclic musk fragrances in wastewater samples.
PubMed:
Efficient and selective formation of macrocyclic disubstituted Z alkenes by ring-closing metathesis (RCM) reactions catalyzed by Mo- or W-based monoaryloxide pyrrolide (MAP) complexes: applications to total syntheses of epilachnene, yuzu lactone, ambrettolide, epothilone C, and nakadomarin A.
PubMed:
Fully automated determination of macrocyclic musk fragrances in wastewater by microextraction by packed sorbents and large volume injection gas chromatography-mass spectrometry.
PubMed:
Copolymers from unsaturated macrolactones: toward the design of cross-linked biodegradable polyesters.
PubMed:
[Studies on chemical constituents from Zephyranthes candida].
PubMed:
Polymers from functional macrolactones as potential biomaterials: enzymatic ring opening polymerization, biodegradation, and biocompatibility.
PubMed:
Two novel ceramides with a phytosphingolipid and a tertiary amide structure from Zephyranthes candida.
PubMed:
Optimisation of a solid-phase microextraction method for synthetic musk compounds in water.