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santalol
santalol (alpha & beta)

Supplier Sponsors

Fragrance Demo Formulas
Name:(7E,9E,11E,13E)-pentadeca-7,9,11,13-tetraen-1-ol
CAS Number: 11031-45-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:234-262-4
FDA UNII:1DGG9VW8SA
MDL:MFCD00046301
CoE Number:74
XlogP3-AA:4.60 (est)
Molecular Weight:220.35548000
Formula:C15 H24 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
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:984 santalol (alpha & beta)
FEMA Number:3006 santalol (alpha & beta)
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):11031-45-1 ; SANTALOL (ALPHA AND BETA)
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
 
Physical Properties:
Appearance:colorless to pale yellow clear viscous liquid (est)
Assay: 50.00 to 70.00
Food Chemicals Codex Listed: Yes
Specific Gravity:0.96900 to 0.97700 @ 20.00 °C.
Pounds per Gallon - est.: 8.072 to 8.139
Boiling Point: 101.00 to 103.00 °C. @ 0.10 mm Hg
Boiling Point: 302.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.000002 mmHg @ 25.00 °C. (est)
Flash Point:> 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w): 4.647 (est)
Shelf Life: 24.00 month(s) or longer if stored properly.
Storage:store in cool, dry place in tightly sealed containers, protected from heat and light.
Soluble in:
 alcohol
 fixed oils
 propylene glycol
 water, 4.188 mg/L @ 25 °C (est)
Insoluble in:
 glycerin
Stability:
 cream
 hair spray
 lotion
 non-discoloring in most media
 powder
 soap
 
Organoleptic Properties:
Odor Type: woody
Odor Strength:medium
sweet sandalwood woody
Odor Description:at 100.00 %. deep sweet sandalwood woody
Luebke, William tgsc, (1991)
Odor sample from: International Flavors & Fragrances Inc.
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
BOC Sciences
For experimental / research use only.
Santalol
Fleurchem
santalol
Hermitage Oils
Santalol Natural Isolate (Sandalwood Fractions)
Odor: characteristic
Use: Adam Michael has this to say “This material is santalol, a prized and expensive constituent of sandalwood oils obtained from Australian sandalwood essential oil (Santalum spicatum) via various extraction processes including rectification. This is a truly exquisite all natural material that is extremely diffusive and tenacious.
The Vault
Penta International
SANTALOL NATURAL
Penta International
SANTALOL
Perfumer Supply House
Natural Santalol (ex santalum album)
Odor: Sandalwood heart. Warm milky smooth and sweet woody character
Reincke & Fichtner
Santalol (alpha + beta)
Robertet
Santalol Nat Australia
Odor: Very clean, lactonic product which can be used as such to reconstitute an Indian sandalwood compound
Use: Various extraction processes (included rectification) have been used to remove the most aldehydic phenolic notes contained in the traditional Australian santalum spicatum essential oil.
SRS Aromatics
SANTALOL
 
Safety Information:
European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
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.
Human Experience:
20 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for santalol usage levels up to:
  8.0000 % in the fragrance concentrate.
 
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
 average usual ppmaverage maximum ppm
baked goods: 1.000008.00000
beverages(nonalcoholic): 0.060002.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -0.20000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 0.350002.00000
fruit ices: 0.350002.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: 1.0000010.00000
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: --
 
Safety References:
EPI System: View
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):11031-45-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :24832101
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
(7E,9E,11E,13E)-pentadeca-7,9,11,13-tetraen-1-ol
Chemidplus:0011031451
 
References:
 (7E,9E,11E,13E)-pentadeca-7,9,11,13-tetraen-1-ol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:11031-45-1
Pubchem (cid):24832101
Pubchem (sid):135018040
 
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
FDA Substances Added to Food (formerly EAFUS):View
HMDB (The Human Metabolome Database):Search
FooDB:FDB010229
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
For Odor
amber
cistus ladaniferus resinoid
FL/FR
balsamic
copaiba balsam oil
FL/FR
myrrh oil
FL/FR
opoponax oil (balsamodendron kafal)
FL/FR
peru balsam oil
FL/FR
tolu balsam
FL/FR
buttery
acetoin dimer
FL/FR
citrus
bergamot oil bergaptene reduced italy
FL/FR
creamy
delta-
tridecalactone
FL/FR
fermented
butyl laevo-lactate
FL/FR
floral
boronia absolute
FL/FR
cassie absolute
FL/FR
citronellyl formate
FL/FR
coriander seed oil
FL/FR
geraniol
FL/FR
geranium nitrile
FR
geranium oil bourbon
FL/FR
heliotropin
FL/FR
heliotropyl acetone
FL/FR
hydroxycitronellal
FL/FR
lilac pentanol
FL/FR
linalool
FL/FR
nerolidol
FL/FR
orris rhizome absolute (iris pallida)
FL/FR
phenethyl alcohol
FL/FR
rose absolute (rosa damascena) bulgaria
FL/FR
rose carboxylate
FR
tuberose absolute (from pommade)
FL/FR
green
(Z)-4-
heptenal
FL/FR
herbal
clary sage oil france
FL/FR
lavender absolute bulgaria
FL/FR
leathery
castoreum absolute
FL/FR
melon
watermelon ketone
FR
mossy
oakmoss absolute
FL/FR
musk
musk indanone
FR
phenolic
methyl benzoate
FL/FR
spicy
cinnamyl acetate
FL/FR
clove bud oil
FL/FR
egg nog fragrance
FR
eugenol
FL/FR
ginger root oil china
FL/FR
mace oil
FL/FR
nutmeg oil
FL/FR
terpenic
frankincense oil
FL/FR
juniperus communis fruit oil
FL/FR
tonka
coumarin
FR
octahydrocoumarin
FL/FR
vanilla
ethyl vanillin acetate
FR
waxy
ethyl palmitate
FL/FR
woody
agarwood oil
FR
cedarwood oil virginia
FR
2-
decalinyl formate
FR
patchouli oil
FL/FR
sandal butenol
FR
sandal glycol acetal
FR
sandal pentanol
FR
sandal pentenol
FL/FR
sandalwood oil west australia
FL/FR
sandel
FR
(+)-alpha-
santalyl acetate
FL/FR
santalyl phenyl acetate
FL/FR
vetiver oil haiti
FL/FR
vetiveryl formate
FR
For Flavor
No flavor group found for these
cistus ladaniferus resinoid
FL/FR
elecampane root absolute
FL
sandal pentenol
FL/FR
sandalwood oil west australia
FL/FR
(+)-alpha-
santalyl acetate
FL/FR
santalyl phenyl acetate
FL/FR
balsamic
balsamic
copaiba balsam oil
FL/FR
myrrh oil
FL/FR
opoponax oil (balsamodendron kafal)
FL/FR
peru balsam oil
FL/FR
tolu balsam
FL/FR
berry
heliotropyl acetone
FL/FR
buttery
butyl laevo-lactate
FL/FR
cabbage
methyl 2-thiofuroate
FL
cherry
heliotropin
FL/FR
citrus
bergamot oil bergaptene reduced italy
FL/FR
linalool
FL/FR
coconut
octahydrocoumarin
FL/FR
creamy
delta-
tridecalactone
FL/FR
dairy
acetoin dimer
FL/FR
floral
geraniol
FL/FR
geranium oil bourbon
FL/FR
phenethyl alcohol
FL/FR
rose absolute (rosa damascena) bulgaria
FL/FR
tuberose absolute (from pommade)
FL/FR
fruity
boronia absolute
FL/FR
citronellyl formate
FL/FR
lilac pentanol
FL/FR
green
(Z)-4-
heptenal
FL/FR
nerolidol
FL/FR
oakmoss absolute
FL/FR
herbal
clary sage oil france
FL/FR
coriander seed oil
FL/FR
lavender absolute bulgaria
FL/FR
leathery
castoreum absolute
FL/FR
orris
costus root oil
FL
phenolic
methyl benzoate
FL/FR
spicy
cassie absolute
FL/FR
cinnamyl acetate
FL/FR
clove bud oil
FL/FR
eugenol
FL/FR
ginger root oil china
FL/FR
mace oil
FL/FR
nutmeg oil
FL/FR
sweet
orris rhizome absolute (iris pallida)
FL/FR
terpenic
juniperus communis fruit oil
FL/FR
waxy
ethyl palmitate
FL/FR
hydroxycitronellal
FL/FR
woody
frankincense oil
FL/FR
patchouli oil
FL/FR
vetiver oil haiti
FL/FR
 
Potential Uses:
FRamber
FRanimal
FRbalsam
FRfloral
FRmoss
FRmusk
FRoriental
FRsandalwood
FRwoody
 
Occurrence (nature, food, other):note
 celery seed
Search Trop Picture
 sandalwood
Search Trop Picture
 
Synonyms:
alpha,beta-argeol
 artheol
5-(2,3-dimethyl tricyclo(2.2.1.0(2,6))hept-3-yl)-2-methyl-2-penten-1-ol
(7E,9E,11E,13E)-pentadeca-7,9,11,13-tetraen-1-ol
alpha,beta-santalol
 santalol (alpha & beta)
 santalol nat australia (Robertet)
 

Articles:

PubMed:Biocatalyst mediated regio- and stereo-selective hydroxylation and epoxidation of (Z)-α-santalol.
PubMed:Biosynthesis of Sandalwood Oil: Santalum album CYP76F cytochromes P450 produce santalols and bergamotol.
PubMed:Suppression of Lipopolysaccharide-stimulated Cytokine/Chemokine Production in Skin Cells by Sandalwood Oils and Purified α-santalol and β-santalol.
PubMed:α-santalol inhibits the angiogenesis and growth of human prostate tumor growth by targeting vascular endothelial growth factor receptor 2-mediated AKT/mTOR/P70S6K signaling pathway.
PubMed:Structural factors in the odor of alpha-santalol derivatives.
PubMed:Chemopreventive effects of combination of honokiol and magnolol with α-santalol on skin cancer developments.
PubMed:Molecular regulation of santalol biosynthesis in Santalum album L.
PubMed:TLC-bioautographic evaluation of in vitro anti-tyrosinase and anti-cholinesterase potentials of sandalwood oil.
PubMed:α-Santalol, a skin cancer chemopreventive agent with potential to target various pathways involved in photocarcinogenesis.
PubMed:Antineoplastic effects of α-santalol on estrogen receptor-positive and estrogen receptor-negative breast cancer cells through cell cycle arrest at G2/M phase and induction of apoptosis.
PubMed:Evaluation of in vivo anti-hyperglycemic and antioxidant potentials of α-santalol and sandalwood oil.
PubMed:Preparative separation of α- and β-santalenes and (Z)-α- and (Z)-β-santalols using silver nitrate-impregnated silica gel medium pressure liquid chromatography and analysis of sandalwood oil.
PubMed:Repellent effect of santalol from sandalwood oil against Tetranychus urticae (Acari: Tetranychidae).
PubMed:Determination of the absolute stereochemistry of limonene and alpha-santalol by Raman optical activity spectroscopy.
PubMed:α-Santalol, a derivative of sandalwood oil, induces apoptosis in human prostate cancer cells by causing caspase-3 activation.
PubMed:Chemical composition of volatile oils from the pericarps of Indian sandalwood (Santalum album) by different extraction methods.
PubMed:α-Santalol derivatives from Santalum album and their cytotoxic activities.
PubMed:Structure-odor relationships of α-santalol derivatives with modified side chains.
PubMed:In vitro anti-viral effect of β-santalol against influenza viral replication.
PubMed:Acaricidal and oviposition deterring effects of santalol identified in sandalwood oil against two-spotted spider mite, Tetranychus urticae Koch (Acari: Tetranychidae).
PubMed:The synthesis of (Z)-trisubstituted allylic alcohols by the selective 1,4-hydrogenation of dienol esters: improved synthesis of (-)-β-santalol.
PubMed:Skin cancer chemoprevention by α-santalol.
PubMed:Application of a multidimensional gas chromatography system with simultaneous mass spectrometric and flame ionization detection to the analysis of sandalwood oil.
PubMed:Structure-activity relationships of sandalwood odorants: synthesis of a new campholene derivative.
PubMed:Geographic and phenotypic variation in heartwood and essential-oil characters in natural populations of Santalum austrocaledonicum in Vanuatu.
PubMed:Alpha-santalol, a chemopreventive agent against skin cancer, causes G2/M cell cycle arrest in both p53-mutated human epidermoid carcinoma A431 cells and p53 wild-type human melanoma UACC-62 cells.
PubMed:Transcriptional upregulation of Nrf2-dependent phase II detoxification genes in the involved epidermis of vitiligo vulgaris.
PubMed:Antimicrobial activity and chemical composition of endemic Centaurea cariensis subsp. niveo-tomentosa.
PubMed:Synthesis of new exo- and endo-3,8-dihydro-beta-santalols and other norbornyl-derived alcohols.
PubMed:Enantioselective synthesis of (-)-beta-santalol by a copper-catalyzed enynol cyclization-fragmentation reaction.
PubMed:Synthesis and olfactory evaluation of bulky moiety-modified analogues to the sandalwood odorant Polysantol.
PubMed:(13)C-NMR spectra of santalol derivatives: a comparison of DFT-based calculations and database-oriented prediction techniques.
PubMed:Essential oil composition of three Peperomia species from the Amazon, Brazil.
PubMed:Fragrance material review on alpha-santalol.
PubMed:Fragrance material review on santalol.
PubMed:Recent developments in the chemistry of sandalwood odorants.
PubMed:Effects of alpha-santalol on proapoptotic caspases and p53 expression in UVB irradiated mouse skin.
PubMed:Structure-activity relationships of sandalwood odorants: total synthesis and fragrance properties of cyclopropano-beta-santalol.
PubMed:Safety assessment of sandalwood oil (Santalum album L.).
PubMed:[Effect of santalol on the sleep-wake cycle in sleep-disturbed rats].
PubMed:Chemoprevention by alpha-santalol on UVB radiation-induced skin tumor development in mice.
PubMed:Comparative molecular and phytochemical study of the tree species Santalum austrocaledonicum (Santalaceae) distributed in the New-Caledonian archipelago.
PubMed:Composition, antimicrobial activity and cytotoxicity of essential oils from Aristolochia mollissima.
PubMed:Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.
PubMed:In the quest for a virtual pseudo receptor for sandalwood-like odorants. Part I: The empirical approach.
PubMed:Broad activation of the glomerular layer enhances subsequent olfactory responses.
PubMed:East Indian Sandalwood and alpha-santalol odor increase physiological and self-rated arousal in humans.
PubMed:Chemopreventive effects of alpha-santalol on ultraviolet B radiation-induced skin tumor development in SKH-1 hairless mice.
PubMed:Syntheses and odor of "bulky group"-modified sandalwood odorants: isophorono-beta-santalol analogues.
PubMed:Chemopreventive effects of various concentrations of alpha-santalol on skin cancer development in CD-1 mice.
PubMed:Anti-Helicobacter pylori compounds from Santalum album.
PubMed:6-Substituted indanoyl isoleucine conjugate induces tobacco plant responses in secondary metabolites.
PubMed:Structure-activity relationships of sandalwood odorants: synthesis and odor of tricyclo beta-santalol.
PubMed:Skin cancer chemopreventive agent, {alpha}-santalol, induces apoptotic death of human epidermoid carcinoma A431 cells via caspase activation together with dissipation of mitochondrial membrane potential and cytochrome c release.
PubMed:Comprehensive two-dimensional gas chromatography with flame ionization and time-of-flight mass spectrometry detection: qualitative and quantitative analysis of West Australian sandalwood oil.
PubMed:Chemical composition of the essential oils of Clausena lansium from Hainan Island, China.
PubMed:Evaluation of the quality of sandalwood essential oils by gas chromatography-mass spectrometry.
PubMed:Evaluation of the effects of East Indian sandalwood oil and alpha-santalol on humans after transdermal absorption.
PubMed:Chemopreventive effects of alpha-santalol on skin tumor development in CD-1 and SENCAR mice.
PubMed:[The influence of external stimulation on content and quality of volatile oil in Lignun Santali albi].
PubMed:Synthesis and olfactoric activity of side-chain modified beta-santalol analogues.
PubMed:Effects of sesquiterpenoids from "Oriental incenses" on acetic acid-induced writhing and D2 and 5-HT2A receptors in rat brain.
PubMed:Structure-activity relationships of sandalwood odorants: synthesis and odour of methyl-beta-santalol.
PubMed:Effect of α-santalol and β-santalol from sandalwood on the central nervous system in mice.
PubMed:Analysis of fragrance compounds in blood samples of mice by gas chromatography, mass spectrometry, GC/FTIR and GC/AES after inhalation of sandalwood oil.
PubMed:Depigmented contact dermatitis due to incense.
PubMed:[Preparation of santalol by centrifugal-thin layer chromatographic method].
PubMed:Microbiological transformations of terpenes. III. Transformations of some mono- and sesqui-terpenes.
 
Notes:
combination of alpha and beta isomers.
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