ambroxide
ambrox (Firmenich)
Identification
| Name | ambroxide |
| IUPAC | 6,6,9a-trimethyl-1,2,3a,4,5,5a,7,8,9,9b-decahydrobenzo[e][1]benzofuran |
| CAS Number | 65588-69-4 |
| FDA UNII | Search |
| Molecular Formula | C15 H26 O |
| Molecular Weight | 222.37142000 |
| Nikkaji Number | J3.117.851G |
Regulatory
Physical Properties
| Appearance | colorless clear liquid (est) |
| Food Chemicals Codex Listed | No |
| Melting Point | 168.80 °C. @ 0.00 mm Hg |
| Boiling Point | 267.00 to 268.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.013000 mmHg @ 25.00 °C. (est) |
| Flash Point | 212.00 °F. TCC ( 100.00 °C. ) |
| logP (o/w) | 4.975 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
| Stability | antiperspirant |
| Similar Items | note |
Organoleptic Properties
| Odor Strength | high , |
| Substantivity | 400 hour(s) at 10.00 % in dipropylene glycol |
| Odor Description | at 1.00 % in dipropylene glycol. |
| Odor sample from | Firmenich Inc. |
Safety Information
| European information | Most important hazard(s): |
| 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 ambroxide usage levels up to | 1.0000 % in the fragrance concentrate. |
| Recommendation for ambroxide flavor usage levels up to | 30.0000 ppm in the finished product. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
amberlyn (Quest)
amberlyn super (Quest)
amberox DL
ambrox (Firmenich)
dodecahydro-3alpha,6,6,9alpha-tetramethyl naphtho 2,1-beta furan
3alpha,6,6,9alpha-per
hydrotetramethyl naphtho(2,1-beta)furan
1,5,5,9-
tetramethyl-13-oxatricyclo(8.3.0.0)(4,9)tridecane
6,6,9a-
trimethyl-1,2,3a,4,5,5a,7,8,9,9b-decahydrobenzo[e][1]benzofuran
6,6,9a-
trimethyl-1,2,3a,4,5,5a,7,8,9,9b-decahydronaphtho[2,1-b]furan
PubMed:
Toward a biosynthetic route to sclareol and amber odorants.
PubMed:
A diterpene synthase from the clary sage Salvia sclarea catalyzes the cyclization of geranylgeranyl diphosphate to (8R)-hydroxy-copalyl diphosphate.
PubMed:
Biotransformation of perfumery terpenoids, (-)-ambrox® by a fungal culture Macrophomina phaseolina and a plant cell suspension culture of Peganum harmala.
PubMed:
Discovery and functional characterization of two diterpene synthases for sclareol biosynthesis in Salvia sclarea (L.) and their relevance for perfume manufacture.
PubMed:
Communic acids: occurrence, properties and use as chirons for the synthesis of bioactive compounds.
PubMed:
Isolation, chemical, and biotransformation routes of labdane-type diterpenes.
PubMed:
Antibacterial and cytotoxic activity of the acetone extract of the flowers of Salvia sclarea and some natural products.
PubMed:
Chiral decalins: preparation from oleanolic acid and application in the synthesis of (-)-9-epi-ambrox.
PubMed:
Biotransformation of (-)-ambrox by cell suspension cultures of Actinidia deliciosa.
PubMed:
Chiral proton donor reagents: tin tetrachloride--coordinated optically active binaphthol derivatives.
PubMed:
Enantio- and diastereoselective stepwise cyclization of polyprenoids induced by chiral and achiral LBAs. A new entry to (-)-ambrox, (+)-podocarpa-8,11,13-triene diterpenoids, and (-)-tetracyclic polyprenoid of sedimentary origin.
PubMed:
Oxidative metabolism of ambrox and sclareolide by Botrytis cinerea.