ambroxide

General Material Information

Preferred name	ambroxide
Trivial Name	6,6,9a-trimethyl-1,2,3a,4,5,5a,7,8,9,9b-decahydrobenzo[e][1]benzofuran
Short Description	ambrox (Firmenich)
Formula	C15 H26 O
CAS Number	65588-69-4
FDA UNII	Search
Nikkaji Number	J3.117.851G
xLogP3-AA	4.50 (est)
NMR Predictor	External link
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

Leffingwell:	Chirality or Article
	6,6,9a-trimethyl-1,2,3a,4,5,5a,7,8,9,9b-decahydrobenzo[e][1]benzofuran
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	196435
Pubchem (sid):	135173255

Publications by PubMed
Toward a biosynthetic route to sclareol and amber odorants.
A diterpene synthase from the clary sage Salvia sclarea catalyzes the cyclization of geranylgeranyl diphosphate to (8R)-hydroxy-copalyl diphosphate.
Biotransformation of perfumery terpenoids, (-)-ambrox® by a fungal culture Macrophomina phaseolina and a plant cell suspension culture of Peganum harmala.
Discovery and functional characterization of two diterpene synthases for sclareol biosynthesis in Salvia sclarea (L.) and their relevance for perfume manufacture.
Communic acids: occurrence, properties and use as chirons for the synthesis of bioactive compounds.
Isolation, chemical, and biotransformation routes of labdane-type diterpenes.
Antibacterial and cytotoxic activity of the acetone extract of the flowers of Salvia sclarea and some natural products.
Chiral decalins: preparation from oleanolic acid and application in the synthesis of (-)-9-epi-ambrox.
Biotransformation of (-)-ambrox by cell suspension cultures of Actinidia deliciosa.
Chiral proton donor reagents: tin tetrachloride--coordinated optically active binaphthol derivatives.
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.
Oxidative metabolism of ambrox and sclareolide by Botrytis cinerea.

(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
Export Tariff Code:	2932.19.0000
Typical G.C.
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View
Wikipedia:	View
EFSA Update of results on the monitoring of furan levels in food:	Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:	Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:	Read Report

Material listed in food chemical codex	No
Molecular weight	222.37141418457
Boiling Point	267 to 268°C @ 760 mm Hg
Vapor Pressure	0.013 mmHg @ 25 °C
Flash Point TCC Value	100 °C TCC
logP (o/w)	4.975 est
Solubility
alcohol	Yes
water, 7.07 mg/L @ 25 °C (est)	Yes
water	No
Stability
antiperspirant	Unspecified
detergent powder	Unspecified
inorganic acid cleaner	Unspecified
soap	Unspecified

Odor Type: Amber
dry, amber, ambergris, paper, musk, woody, cedar, pine, green, seedy
Odor strength	high , recommend smelling in a 1.00 % solution or less
Substantivity	400 hour(s) at 10.00 % in dipropylene glycol
Luebke, William tgsc, (1985)	At 1.00 % in dipropylene glycol. dry amber ambergris paper musk woody cedar pine green seedy

Applications	flavor and fragrance agents
Odor purposes	Agate , Amber , Ambergris , Ambreine , Ambrette oil replacer , Animal , Baby powder , Balsam , Bay rum , Bayberry , Blackberry , Blue grass , Blueberry , Bouquet , Cabreuva wood , Castoreum , Cedar forest , Christmas , Cigar , Clean linen , Coronilla , Deertongue absolute replacer , Earth , Fern , Fir balsam , Floral , Guaiacwood , Habuba , Hay new mown hay , Heather , Herbal , Hollyberry , Incense , Juniper berry , Labdanum , Leather , Leather russian leather , Maja , Moss , Musk , Ocean sea , Oriental , Patchouli , Pine forest , Powder , Rain , Raspberry , Sandalwood , Sea breeze , Spice , Spring rain , Sweet grass , Tobacco , Tonka bean , Vanilla , Woodruff , Woody
Flavoring purposes	Guaiacwood , Tea
Other purposes	Dry , Fantasy blends , Paper , Tweed

European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin. S 02 - Keep out of the reach of children. 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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

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 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.

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :196435

National Institute of Allergy and Infectious Diseases:Data

6,6,9a-trimethyl-1,2,3a,4,5,5a,7,8,9,9b-decahydrobenzo[e][1]benzofuran

Chemidplus:0065588694