ambroxide
ambrox (Firmenich)
 
Notes:
None found
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Fragrance Demo Formulas
CAS Number: 65588-69-4Picture of molecule3D/inchi
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
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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 mmHg @ 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
 
Substantivity: 400 hour(s) at 10.00 % in dipropylene glycol
 
 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)
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
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
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.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology 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 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
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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
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
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
No odor group found for these
 amber romance fragranceFR
(Z)-isoambrettolideFR
aldehydic
2,6-dimethyl-2,18-nonadecadien-8-one 
 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
(Z)-abienolFL/FR
 amber naphthofuranFL/FR
 amber oxepinFR
 ambergris naphtholFR
 ambergris specialtyFR
 ambergris tinctureFL/FR
 ambreinFR
 ambrette seed absoluteFL/FR
 ambrette seed oilFL/FR
 ambrette seed oil CO2 extractFL/FR
 ambrette seed oil replacerFR
alpha-ambrinolFL/FR
 ambroxanFL/FR
 angelica root oilFL/FR
 cistus ladaniferus absolute resinFL/FR
 cistus ladaniferus resinoidFL/FR
(cis+trans)-6,6a,7,8,9,9a-hexahydro-7,7,8,9,9-pentamethyl-5H-cyclopenta[H]quinazolineFR
 labdanum oilFL/FR
 muscomerFR
(cis+trans)-1,1,2,3,3-pentamethyl-2,3,3a,4,5,9b-hexahydro-1H-7,9-diazacyclopenta[a]naphthalene 
animal
 animal carbolactoneFR
 costus valerolactoneFR
2-methyl-4-(camphenyl-8) cyclohexanoneFR
 musk indenofuranFR
balsamic
 amyris wood oilFL/FR
siam benzoin resinoidFL/FR
 oriental specialtyFR
berry
 raspberry ketoneFL/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
gamma-undecalactone (aldehyde C-14 (so-called))FL/FR
 valeriana officinalis root extractFL/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
musk
 musk decanolideFR
 musk indaneFR
 musk indanoneFR
 musk lactoneFR
 musk methyl ketoneFR
6,7,8,9-tetrahydro-7,7,8,9,9-pentamethyl-5H-cyclopenta[H]quinazolineFR
6,6,10,10-tetramethyl-5,7,8,9,10,10a-hexahydro-6H-6a,9-methanobenzo[H]quinazoline 
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
 acetyl cedreneFR
 amber dodecaneFR
 cistus ladaniferus gumFR
 cistus twig/leaf oilFL/FR
 guaiacwood oilFL/FR
 gurjun balsam oilFR
 hydroxyambranFR
 labdanum concreteFR
 methyl 2,6,10-trimethyl cyclododeca-2,5,9-trienyl ketoneFR
 methyl cedryl ketoneFL/FR
delta-methyl iononeFL/FR
 patchouli ethanoneFR
 patchouli oilFL/FR
 sandal pentenolFL/FR
 santallFR
 sclareolideFL/FR
 spruce needle oil canadaFL/FR
 woody acetateFR
 woody etherFR
 
For Flavor
 
No flavor group found for these
 ambergris tinctureFL/FR
 cistus ladaniferus resinoidFL/FR
2,6-dimethyl-2,18-nonadecadien-8-one 
delta-methyl iononeFL/FR
(cis+trans)-1,1,2,3,3-pentamethyl-2,3,3a,4,5,9b-hexahydro-1H-7,9-diazacyclopenta[a]naphthalene 
 sandal pentenolFL/FR
6,6,10,10-tetramethyl-5,7,8,9,10,10a-hexahydro-6H-6a,9-methanobenzo[H]quinazoline 
amber
 amber naphthofuranFL/FR
 ambrette seed oilFL/FR
 ambrette seed oil CO2 extractFL/FR
alpha-ambrinolFL/FR
 cistus ladaniferus absolute resinFL/FR
 labdanum oilFL/FR
apple
(E,Z)-2,6-nonadien-1-olFL/FR
balsamic
siam benzoin resinoidFL/FR
berry
 heliotropyl acetoneFL/FR
 raspberry ketoneFL/FR
brown
 beeswax absoluteFL/FR
caramellic
 caramel furanoneFL
 ethyl maltolFL/FR
 maltolFL/FR
citrus
laevo-linaloolFL/FR
coconut
gamma-nonalactone (aldehyde C-18 (so-called))FL/FR
cooling
isobutyl salicylateFL/FR
creamy
gamma-undecalactone (aldehyde C-14 (so-called))FL/FR
earthy
 geosminFL/FR
fatty
10-undecenal (aldehyde C-11 undecylenic)FL/FR
floral
 bois de rose oil brazilFL/FR
 dihydrojasmoneFL/FR
 methyl dihydrojasmonateFL/FR
 ocean propanalFL/FR
fruity
gamma-decalactoneFL/FR
 valeriana officinalis root extractFL/FR
green
isoamyl salicylateFL/FR
 angelica root oilFL/FR
 cyclamen aldehydeFL/FR
 diphenyl oxideFL/FR
 galbanum oilFL/FR
 immortelle absoluteFL/FR
 melon heptenalFL/FR
 methyl heptine carbonateFL/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
 decanolFL/FR
 ethyl laurateFL/FR
alpha-hexyl cinnamaldehydeFL/FR
2-methyl undecanal (aldehyde C-12 mna)FL/FR
 nonanolFL/FR
woody
(Z)-abienolFL/FR
 ambrette seed absoluteFL/FR
 ambroxanFL/FR
 amyris wood oilFL/FR
 cistus twig/leaf oilFL/FR
 frankincense oilFL/FR
 guaiacwood oilFL/FR
 methyl cedryl ketoneFL/FR
 patchouli oilFL/FR
 sclareolideFL/FR
 spruce needle oil canadaFL/FR
 
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Potential Uses:
 agateFR
 amberFR
 ambergrisFR
 ambreineFR
 ambrette oil replacerFR
 animalFR
 baby powderFR
 balsamFR
 bay rumFR
 bayberryFR
 blackberryFR
 blue grassFR
 blueberryFR
 bouquetFR
 cabreuva woodFR
 castoreumFR
 cedar forestFR
 christmasFR
 cigarFR
 clean linenFR
 coronillaFR
 deertongue absolute replacerFR
 dry 
 earthFR
 fantasy blends 
 fernFR
 fir balsamFR
 floralFR
 guaiacwoodFL/FR
 habubaFR
 hay new mown hayFR
 heatherFR
 herbalFR
 hollyberryFR
 incenseFR
 juniper berryFR
 labdanumFR
 leatherFR
 leather russian leatherFR
 majaFR
 mossFR
 muskFR
 ocean seaFR
 orientalFR
 paper 
 patchouliFR
 pine forestFR
 powderFR
 rainFR
 raspberryFR
 sandalwoodFR
 sea breezeFR
 spiceFR
 spring rainFR
 sweet grassFR
 teaFL
 tobaccoFR
 tonka beanFR
 tweed 
 vanillaFR
 woodruffFR
 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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