EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

(-)-guaiol
guai-1(5)-en-11-ol

Supplier Sponsors

Name:2-[(3R,5S,8R)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol
CAS Number: 489-86-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-702-8
FDA UNII:I7WP008A91
Nikkaji Web:J74.702E
Beilstein Number:2047993
MDL:MFCD00043336
XlogP3-AA:3.10 (est)
Molecular Weight:222.37142000
Formula:C15 H26 O
NMR Predictor:Predict (works with chrome or firefox)
Name:2-[(3S,5R,8S)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol
CAS Number: 489-86-1 (SRS)Picture of molecule3D/inchi
FDA UNII:I7WP008A91
Nikkaji Web:J252.480E
XlogP3-AA:3.10 (est)
Molecular Weight:222.37142000
Formula:C15 H26 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category: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
 
Physical Properties:
Appearance:white crystals (est)
Assay: 97.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 91.00 to 93.00 °C. @ 760.00 mm Hg
Boiling Point: 309.00 to 310.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.000054 mmHg @ 25.00 °C. (est)
Flash Point: 236.00 °F. TCC ( 113.33 °C. )
logP (o/w): 4.782 (est)
Shelf Life: 12.00 month(s) or longer if stored properly.
Storage:refrigerate in tightly sealed containers.
Soluble in:
 alcohol
 water, 3.61 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: woody
Odor Strength:medium
guaiacwood rose tea rose woody
Odor Description:at 100.00 %. mild guaiacwood tea rose
Luebke, William tgsc, (1987)
Odor sample from: Fritzsche Dodge & Olcott, 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.
Guaiol >97%
Odor: characteristic
Use: Guaiol is a natural azulene isolated from some plant.
ExtraSynthese
For experimental / research use only.
Guaiol
Fuzhou Farwell
Guaiol,Natural
Santa Cruz Biotechnology
For experimental / research use only.
(-)-Guaiol
Sigma-Aldrich: Aldrich
For experimental / research use only.
(-)-Guaiol 97%
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
 
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
 
Safety in Use Information:
Category:
fragrance agents
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for (-)-guaiol usage levels up to:
  5.0000 % in the fragrance concentrate.
 
Recommendation for (-)-guaiol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
EPA Substance Registry Services (TSCA):489-86-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :72607
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-[(3R,5S,8R)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol
Chemidplus:0000489861
2-[(3S,5R,8S)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol
 
References:
 2-[(3R,5S,8R)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:489-86-1
Pubchem (cid):72607
Pubchem (sid):135030157
Flavornet:489-86-1
Pherobase:View
 2-[(3S,5R,8S)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:489-86-1
Pubchem (cid):227829
Pubchem (sid):82678
 
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
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C09676
HMDB (The Human Metabolome Database):Search
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
For Odor
balsamic
amyris wood oil
FL/FR
sumatra
benzoin absolute
FL/FR
sumatra
benzoin resinoid
FL/FR
benzophenone
FR
alpha-
bisabolene
FL/FR
dextro,laevo-iso
borneol
FL/FR
iso
bornyl acetate
FL/FR
callitropsis araucarioides wood oil
FR
cinnamyl benzoate
FL/FR
copaiba balsam oil
FL/FR
frankincense absolute
FL/FR
guaiacyl phenyl acetate
FL/FR
guaiyl acetate
FL/FR
myrrh resinoid
FR
opoponax oil (balsamodendron kafal)
FL/FR
opoponax resinoid (balsamodendron kafal)
FR
phenethyl cinnamate
FL/FR
tolu balsam oil
FL/FR
camphoreous
dextro-
camphor
FL/FR
citrus
citronella oil ceylon
FL/FR
citronella oil ceylon replacer
FR
tetrahydromyrcenol
FR
verbena absolute france
FL/FR
floral
iso
amyl salicylate
FL/FR
champaca absolute
FR
citronellyl acetone
FL/FR
delta-
damascone
FL/FR
dimethyl benzyl carbinyl propionate
FR
ethyl phenyl acetate
FL/FR
eucalyptus macarthurii oil
FR
floral undecenone
FR
geranyl formate
FL/FR
(E)-
geranyl linalool
FL/FR
karo karounde absolute
FR
lavender oil france
FL/FR
lavender oil greece
FL/FR
linalool terpenes
FR
alpha-iso
methyl ionone (90% min.)
FL/FR
nonisyl propionate
FR
phenethyl benzoate
FL/FR
phenethyl isobutyrate
FL/FR
phenoxyethanol
FL/FR
prenyl salicylate
FL/FR
primrose fragrance
FR
tea acetate
FR
tetrahydrolinalool
FL/FR
fruity
geranyl acetoacetate
FL/FR
heptyl butyrate
FL/FR
green
lawsonia inermis leaf oil CO2 extract
FR
magnolia flower oil
FL/FR
herbal
6-
acetoxydihydrotheaspirane
FL/FR
angelica archangelica seed extract
FL/FR
anthemis nobilis flower extract
FL/FR
bornyl 2-methyl butyrate
FL/FR
bornyl butyrate
FL/FR
beta-
bourbonene
FL/FR
alpha-
cadinol
FL/FR
clary sage absolute
FL/FR
clary sage oil france
FL/FR
clary specialty
FR
coriander oleoresin
FL/FR
herbal undecanone
FR
immortelle flower oil
FL/FR
curled
parsley leaf oil
FL/FR
salvia sclarea distillates
FL/FR
tea leaf absolute
FL/FR
theaspirane
FL/FR
tricyclodecenyl propionate
FR
yerba mate absolute
FL/FR
mentholic
menthyl acetate
FL/FR
menthyl acetate racemic
FL/FR
minty
ethyl salicylate
FL/FR
pennyroyal oil
FL/FR
musty
ketoiso
phorone
FL/FR
spicy
bay leaf oil terpeneless
FL/FR
benzyl isoeugenol
FL/FR
cinnamyl acetate
FL/FR
(-)-
cubenol
FL/FR
black
currant bud absolute
FL/FR
gingergrass oil
FR
mace oil CO2 extract
FL/FR
myrcene
FR
nutmeg absolute
FL/FR
nutmeg oil CO2 extract
FL/FR
pepper hexanone
FR
spicy acetoacetate
FL/FR
thujonic
common
tansy flower oil argentina
FL/FR
common
tansy leaf oil dutch
FR
tonka
tonka undecanone
FR
tropical
genet absolute
FL/FR
woody
(+)-
camphene
FL/FR
cyperus root oil (cyperus rotundus)
FR
(E)-
ethyl geranate
FR
guaiacwood acetates
FR
methyl sandal
FR
woody octene
FR
For Flavor
No flavor group found for these
6-
acetoxydihydrotheaspirane
FL/FR
alpha-
bisabolene
FL/FR
bornyl 2-methyl butyrate
FL/FR
bornyl butyrate
FL/FR
beta-
bourbonene
FL/FR
alpha-
cadinol
FL/FR
(+)-
camphene
FL/FR
cinnamyl benzoate
FL/FR
citronellyl acetone
FL/FR
(E)-
geranyl linalool
FL/FR
guaiyl acetate
FL/FR
magnolia flower oil
FL/FR
menthyl acetate racemic
FL/FR
phenoxyethanol
FL/FR
balsamic
balsamic
sumatra
benzoin resinoid
FL/FR
copaiba balsam oil
FL/FR
opoponax oil (balsamodendron kafal)
FL/FR
phenethyl cinnamate
FL/FR
tolu balsam oil
FL/FR
camphoreous
dextro,laevo-iso
borneol
FL/FR
citrus
citronella oil ceylon
FL/FR
ketoiso
phorone
FL/FR
verbena absolute france
FL/FR
coffee
2,4-
dimethyl thiazole
FL
cooling
menthyl acetate
FL/FR
theaspirane
FL/FR
floral
alpha-iso
methyl ionone (90% min.)
FL/FR
phenethyl benzoate
FL/FR
tetrahydrolinalool
FL/FR
green
iso
amyl salicylate
FL/FR
clary sage absolute
FL/FR
geranyl formate
FL/FR
heptyl butyrate
FL/FR
hay
genet absolute
FL/FR
herbal
angelica archangelica seed extract
FL/FR
anthemis nobilis flower extract
FL/FR
clary sage oil france
FL/FR
coriander oleoresin
FL/FR
immortelle flower oil
FL/FR
lavender oil france
FL/FR
lavender oil greece
FL/FR
curled
parsley leaf oil
FL/FR
prenyl salicylate
FL/FR
salvia sclarea distillates
FL/FR
yerba mate absolute
FL/FR
honey
ethyl phenyl acetate
FL/FR
phenethyl isobutyrate
FL/FR
medicinal
dextro-
camphor
FL/FR
frankincense absolute
FL/FR
minty
ethyl salicylate
FL/FR
pennyroyal oil
FL/FR
musty
geranyl acetoacetate
FL/FR
nutty
furfural acetone
FL
phenolic
guaiacyl phenyl acetate
FL/FR
spicy
bay leaf oil terpeneless
FL/FR
sumatra
benzoin absolute
FL/FR
benzyl isoeugenol
FL/FR
cinnamyl acetate
FL/FR
(-)-
cubenol
FL/FR
black
currant bud absolute
FL/FR
galangal root oleoresin
FL
mace oil CO2 extract
FL/FR
nutmeg absolute
FL/FR
nutmeg oil CO2 extract
FL/FR
spicy acetoacetate
FL/FR
tea
tea leaf absolute
FL/FR
thujonic
common
tansy flower oil argentina
FL/FR
woody
amyris wood oil
FL/FR
iso
bornyl acetate
FL/FR
delta-
damascone
FL/FR
 
Potential Uses:
FRamber
FRbalsam
FL/FRguaiacwood
FRmoss
FRoriental
FRrose tea rose
FRwoody
 
Occurrence (nature, food, other):note
 ayou wood oil @ 3.40%
Data GC Search Trop Picture
 bombycilaena erecta oil greece @ 0.20%
Data GC Search Trop Picture
 cajuput oil vietnam @ 1.2%
Data GC Search Trop Picture
 callitris columellaris wood oil australia @ 14.60%
Data GC Search Trop Picture
 callitris glaucophylla wood oil australia @ 6.20%
Data GC Search Trop Picture
 callitris intratropica wood oil australia @ 13.70%
Data GC Search Trop Picture
 cascarilla bark oil @ trace%
Data GC Search Trop Picture
 cassinia laevis flower oil australia @ 2.20%
Data GC Search Trop Picture
 cassinia laevis leaf oil australia @ 1.30%
Data GC Search Trop Picture
 cinnamomum fragrans baillon leaf oil madagascar @ 0.40%
Data GC Search Trop Picture
 cubeb oil @ 0.06%
Data GC Search Trop Picture
 ferula cupularis leaf oil @ 0.21%
Data GC Search Trop Picture
 guaiacwood oil
Search Trop Picture
 guaiacwood oil @ 26.78%
Data GC Search Trop Picture
 helichrysum italicum oil america @ 1.65%
Data GC Search Trop Picture
 ho leaf oil @ 0.02%
Data GC Search Trop Picture
 parsley leaf oil cuba @ 0.28%
Data GC Search Trop Picture
 pepper oil black india @ trace%
Data GC Search Trop Picture
 ravintsara leaf oil @ 0.05%%
Data GC Search Picture
 sage oil england @ 3.30%
Data GC Search Trop Picture
 tagete oil CO2 extract @ 0.28%
Data GC Search Trop Picture
 zanthoxylum bracchyacanthum l. leaf oil australia @ 0.10%
Data GC Search Trop Picture
 
Synonyms:
5-azulenemethanol, 1,2,3,4,5,6,7,8-octahydro-a,a,3,8-tetramethyl-, (3S,5R,8S)-
5-azulenemethanol, 1,2,3,4,5,6,7,8-octahydro-a,a,3,8-tetramethyl-, [3S-(3a,5a,8a)]-
 champaca camphor
 champacol
2-[(3R,5S,8R)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol
 guai-1(5)-en-11-ol
 guaiac alcohol
(-)-guaiol
 octahydro-3,8-dimethyl azulen-5-yl propan-2-ol
2-((3S,8S)-1,2,3,4,5,6,7,8-octahydro-3,8-dimethyl azulen-5-yl) propan-2-ol
2-((3S,8S)-1,2,3,4,5,6,7,8-octahydro-3,8-dimethylazulen-5-yl)propan-2-ol
(3S-(3alpha, 5alpha,8alpha))- 1,2,3,4,5,6,7,8-octahydro-alpha,alpha,3,8-tetramethyl-5-azulenemethanol
 

Articles:

PubMed:Guaiol--a naturally occurring insecticidal sesquiterpene.
PubMed:Essential oil compositions of Alphonsea philastreana (Pierre) Pierre ex Finet & Gagnep. and Alphonsea gaudichaudiana (Baill.) Finet & Gagnep. from Vietnam.
PubMed:Chemotaxonomic importance of the essential-oil composition in two subspecies of Teucrium stocksianum Boiss. from Iran.
PubMed:Antifungal Activity of the Essential Oils of Callitris neocaledonica and C. sulcata Heartwood (Cupressaceae).
PubMed:Chemical diversity in the essential oil of Indian valerian (Valeriana jatamansi Jones).
PubMed:Acaricidal activity against Tetranychus urticae and essential oil composition of four Croton species from Caatinga biome in northeastern Brazil.
PubMed:Analysis of the essential oil of Amsonia illustris.
PubMed:Phytochemical analysis and in vitro free-radical-scavenging activities of the essential oils from leaf and fruit of Melaleuca leucadendra L.
PubMed:Anti-inflammatory activity of essential oil from leaves of Myrciaria tenella and Calycorectes sellowianus.
PubMed:[GC-MS analysis of volatile constituents from five different kinds of Chinese eaglewood].
PubMed:Muscodor albus E-6, an endophyte of Guazuma ulmifolia making volatile antibiotics: isolation, characterization and experimental establishment in the host plant.
PubMed:Microbial transformation of (-)-guaiol and antibacterial activity of its transformed products.
PubMed:Efficacy of botanical extracts from Callitris glaucophylla, against Aedes aegypti and Culex annulirostris mosquitoes.
PubMed:Two new bioactive sesquiterpenes from the soft coral Sinularia sp.
PubMed:Biotransformation of (-)-guaiol by Eurotium rubrum as a biocatalyst.
PubMed:Analysis of the essential oils of the leaves, stems, rhizomes and roots of the medicinal plant Alpinia galanga from southern India.
PubMed:Torilin from Torilis japonica, as a new inhibitor of testosterone 5 alpha-reductase.
PubMed:[Analysis of chemical constituents in the essential oil from roots of Litsea rotundifolia var. oblongifolia by GC/MS].
PubMed:[Analysis of chemical constituents in the essential oil from Evodia fargesii by GC/MS].
PubMed:The guaiol color reaction.
PubMed:A novel phenanthrenolide and C-benzyl dihydrochalcones from Uvaria puguensis.
PubMed:Quinoline alkaloids, coumarins and volatile constituents of Helietta longifoliata.
PubMed:GLC-mass spectrometry of Teucrium polium oil.
PubMed:Studies on seven-membered ring derivatives. IV. 6,10-Dimethylbicyclo-[5.3.0]decanones obtained from guaiol.
 
Notes:
None found
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