ambroxide
ambrox (Firmenich)
 
Notes:
None found
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Fragrance Demo Formulas
6,6,9a-trimethyl-1,2,3a,4,5,5a,7,8,9,9b-decahydrobenzo[e][1]benzofuran (Click)
CAS Number: 65588-69-4Picture of molecule
Nikkaji Web: J3.117.851G
XlogP3-AA: 4.50 (est)
Molecular Weight: 222.37142000
Formula: C15 H26 O
NMR Predictor: Predict (works with chrome or firefox)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
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Google Patents: Search
US Patents: Search
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IBM Patents: Obtain
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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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 mm/Hg @ 25.00 °C. (est)
Flash Point: 212.00 °F. TCC ( 100.00 °C. )
logP (o/w): 4.975 (est)
Soluble in:
 alcohol
 water, 7.07 mg/L @ 25 °C (est)
Insoluble in:
 water
Stability:
 antiperspirant
 detergent powder
 inorganic acid cleaner
 soap
Similar Items: note
ambroxan
1,5,5,9-tetramethyl-13-oxatricyclo(8.3.0.0.(4.9))tridecane
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Organoleptic Properties:
Odor Type: amber
Odor Strength: high ,
recommend smelling in a 1.00 % solution or less
 dry  amber  ambergris  paper  musk  woody  cedar  pine  green  seedy  
Odor Description:
at 1.00 % in dipropylene glycol. 
dry amber ambergris paper musk woody cedar pine green seedy
Luebke, William tgsc, (1985)
Substantivity: 400 Hour(s)
  
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Cosmetic Information:
None found
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Suppliers:
CG Herbals
Ambroxide
Fuzhou Farwell
Ambroxide
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Safety Information:
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
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Safety in Use Information:
Category: flavor and fragrance agents
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.
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Safety References:
EPI System: View
Cancer Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 196435
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 1
 6,6,9a-trimethyl-1,2,3a,4,5,5a,7,8,9,9b-decahydrobenzo[e][1]benzofuran
Chemidplus: 0065588694
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References:
Leffingwell: chirality
 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
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (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
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: 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
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Potential Blenders and core components note
 
For Odor
aldehydic
 dodecanal (aldehyde C-12 lauric)FL/FR
2-methyl undecanal (aldehyde C-12 mna)FL/FR
10-undecenal (aldehyde C-11 undecylenic)FL/FR
amber
 ambergris tinctureFL/FR
alpha-ambrinolFL/FR
 angelica root oilFL/FR
 cistus ladaniferus resinoidFR
animal
 animal carbolactoneFR
 costus valerolactoneFR
balsamic
 amyris wood oilFL/FR
siam benzoin resinoidFL/FR
 ethyl maltolFL/FR
 immortelle absoluteFL/FR
 maltolFL/FR
coconut
gamma-nonalactone (aldehyde C-18 (so-called))FL/FR
gamma-octalactoneFL/FR
earthy
 geosminFL/FR
fatty
 decanolFL/FR
floral
 acetophenoneFL/FR
isoamyl salicylateFL/FR
 bois de rose oil brazilFL/FR
isobutyl salicylateFL/FR
 cyclamen aldehydeFL/FR
 dihydrojasmoneFL/FR
 floral pyranolFR
 heliotropyl acetoneFL/FR
alpha-hexyl cinnamaldehydeFL/FR
 lilyallFR
laevo-linaloolFL/FR
 methyl dihydrojasmonateFL/FR
 nonanolFL/FR
 ocean propanalFL/FR
 phenethyl phenyl acetateFL/FR
fruity
gamma-decalactoneFL/FR
 raspberry ketoneFL/FR
gamma-undecalactone (aldehyde C-14 (so-called))FL/FR
green
 diphenyl oxideFL/FR
 galbanum oilFL/FR
 methyl heptine carbonateFL/FR
(E,Z)-2,6-nonadien-1-olFL/FR
 violet leaf absoluteFL/FR
hay
 beeswax absoluteFL/FR
herbal
 daucus carota fruit oilFL/FR
melon
 melon heptenalFL/FR
(Z)-6-nonenalFL/FR
 watermelon ketoneFR
mossy
 veramoss (IFF)FR
spicy
 cassia bark oil chinaFL/FR
black currant bud absoluteFL/FR
terpenic
 frankincense oilFL/FR
tonka
 tonka bean absoluteFR
waxy
1-dodecanolFL/FR
 ethyl laurateFL/FR
woody
 cistus twig/leaf oilFL/FR
 guaiacwood oilFL/FR
 gurjun balsam oilFR
 methyl cedryl ketoneFL/FR
 patchouli ethanoneFR
 patchouli oilFL/FR
 santallFR
 spruce needle oil canadaFL/FR
 woody acetateFR
 
For Flavor
 
No flavor group found for these
 ambergris tinctureFL/FR
alpha-ambrinolFL/FR
 cistus twig/leaf oilFL/FR
 geosminFL/FR
laevo-linaloolFL/FR
 methyl cedryl ketoneFL/FR
aldehydic
 decanolFL/FR
 nonanolFL/FR
balsamic
siam benzoin resinoidFL/FR
berry
 heliotropyl acetoneFL/FR
brown
 beeswax absoluteFL/FR
caramellic
 caramel furanoneFL
 ethyl maltolFL/FR
 maltolFL/FR
cooling
isobutyl salicylateFL/FR
creamy
gamma-nonalactone (aldehyde C-18 (so-called))FL/FR
gamma-undecalactone (aldehyde C-14 (so-called))FL/FR
fatty
10-undecenal (aldehyde C-11 undecylenic)FL/FR
floral
 bois de rose oil brazilFL/FR
 dihydrojasmoneFL/FR
 diphenyl oxideFL/FR
 methyl dihydrojasmonateFL/FR
 ocean propanalFL/FR
fruity
gamma-decalactoneFL/FR
 raspberry ketoneFL/FR
green
isoamyl salicylateFL/FR
 angelica root oilFL/FR
 cyclamen aldehydeFL/FR
 galbanum oilFL/FR
 immortelle absoluteFL/FR
 melon heptenalFL/FR
 methyl heptine carbonateFL/FR
(E,Z)-2,6-nonadien-1-olFL/FR
(Z)-6-nonenalFL/FR
 violet leaf absoluteFL/FR
herbal
 daucus carota fruit oilFL/FR
honey
 phenethyl phenyl acetateFL/FR
lactonic
gamma-octalactoneFL/FR
powdery
 acetophenoneFL/FR
soapy
 dodecanal (aldehyde C-12 lauric)FL/FR
1-dodecanolFL/FR
spicy
 cassia bark oil chinaFL/FR
black currant bud absoluteFL/FR
waxy
 ethyl laurateFL/FR
alpha-hexyl cinnamaldehydeFL/FR
2-methyl undecanal (aldehyde C-12 mna)FL/FR
woody
 amyris wood oilFL/FR
 frankincense oilFL/FR
 guaiacwood oilFL/FR
 patchouli oilFL/FR
 spruce needle oil canadaFL/FR
 
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Potential Uses:
 agate 
 amberFR
 ambergrisFR
 ambreine 
 ambretteFL/FR
 animalFR
 baby powderFR
 balsamFR
 bay rumFR
 bayberryFR
 blackberryFR
 blue grass 
 blueberryFR
 bouquetFR
 cabreuvaFR
 castoreumFR
 cedar forestFR
 christmas blendsFR
 cigar box 
 cloth clean cloths 
 coronillaFR
 deertongueFR
 dry 
 earth humusFR
 fantasy blends 
 fern fougereFR
 fir balsamFR
 floralFR
 forest pine forestFR
 grass sweetFR
 guaiacwoodFL/FR
 habubaFR
 hay new mown hay foin coupeFR
 heatherFR
 herbalFR
 hollyberryFR
 incenseFR
 juniper berryFR
 labdanumFL/FR
 leatherFR
 leather russianFR
 majaFR
 muskFR
 oakmoss mousse de chene mossFR
 ocean sea 
 ocean sea breezeFR
 orientalFR
 paper 
 patchouliFR
 powderFR
 rainFR
 rain springFR
 raspberryFR
 sandalwoodFR
 spiceFR
 tea 
 tobaccoFR
 tonka beanFR
 tweed 
 vanillaFR
 woodruff asperulaFR
 woodyFR
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Occurrence (nature, food, other): note
 cistus oil @ 1.4%
Data  GC  Search Trop  Picture
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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-perhydrotetramethyl 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
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Articles:
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.
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