(-)-guaiol
guai-1(5)-en-11-ol
 
Notes:
None found
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      489-86-1 Guaiol >97%
      Guaiol is a natural azulene isolated from some plant.
       
       
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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)
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
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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
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Organoleptic Properties:
 
Odor Type: woody
 
 guaiacwood  rose tea rose  woody  
Odor Description:
at 100.00 %. 
mild guaiacwood tea rose
Luebke, William tgsc, (1987)
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
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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%
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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
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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.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
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
Synonyms   Articles   Notes   Search   Top
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
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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
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
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Potential Blenders and core components note
 
For Odor
balsamic
 amyris wood oilFL/FR
sumatra benzoin absoluteFL/FR
sumatra benzoin resinoidFL/FR
 benzophenoneFR
alpha-bisaboleneFL/FR
dextro,laevo-isoborneolFL/FR
isobornyl acetateFL/FR
 callitropsis araucarioides wood oilFR
 cinnamyl benzoateFL/FR
 copaiba balsam oilFL/FR
 frankincense absoluteFL/FR
 guaiacyl phenyl acetateFL/FR
 guaiyl acetateFL/FR
 myrrh resinoidFR
 opoponax oil (balsamodendron kafal)FL/FR
 opoponax resinoid (balsamodendron kafal)FR
 phenethyl cinnamateFL/FR
 tolu balsam oilFL/FR
camphoreous
dextro-camphorFL/FR
citrus
 citronella oil ceylonFL/FR
 citronella oil ceylon replacerFR
 tetrahydromyrcenolFR
 verbena absolute franceFL/FR
floral
isoamyl salicylateFL/FR
 champaca absoluteFR
 citronellyl acetoneFL/FR
delta-damasconeFL/FR
 dimethyl benzyl carbinyl propionateFR
 ethyl phenyl acetateFL/FR
 eucalyptus macarthurii oilFR
 floral undecenoneFR
 geranyl formateFL/FR
(E)-geranyl linaloolFL/FR
 karo karounde absoluteFR
 lavender oil franceFL/FR
 lavender oil greeceFL/FR
 linalool terpenesFR
alpha-isomethyl ionone (90% min.)FL/FR
 nonisyl propionateFR
 phenethyl benzoateFL/FR
 phenethyl isobutyrateFL/FR
 phenoxyethanolFL/FR
 prenyl salicylateFL/FR
 primrose fragranceFR
 tea acetateFR
 tetrahydrolinaloolFL/FR
fruity
 geranyl acetoacetateFL/FR
 heptyl butyrateFL/FR
green
 lawsonia inermis leaf oil CO2 extractFR
 magnolia flower oilFL/FR
herbal
6-acetoxydihydrotheaspiraneFL/FR
 angelica archangelica seed extractFL/FR
 anthemis nobilis flower extractFL/FR
 bornyl 2-methyl butyrateFL/FR
 bornyl butyrateFL/FR
beta-bourboneneFL/FR
delta-cadinene 
alpha-cadinolFL/FR
 clary sage absoluteFL/FR
 clary sage oil franceFL/FR
 clary specialtyFR
 coriander oleoresinFL/FR
 herbal undecanoneFR
 immortelle flower oilFL/FR
curled parsley leaf oilFL/FR
 salvia sclarea distillatesFL/FR
 tea leaf absoluteFL/FR
 theaspiraneFL/FR
 tricyclodecenyl propionateFR
 yerba mate absoluteFL/FR
mentholic
 menthyl acetateFL/FR
 menthyl acetate racemicFL/FR
minty
 ethyl salicylateFL/FR
 pennyroyal oilFL/FR
musty
ketoisophoroneFL/FR
spicy
 bay leaf oil terpenelessFL/FR
 benzyl isoeugenolFL/FR
 cinnamyl acetateFL/FR
(-)-cubenolFL/FR
black currant bud absoluteFL/FR
 gingergrass oilFR
 mace oil CO2 extractFL/FR
 myrceneFR
 nutmeg absoluteFL/FR
 nutmeg oil CO2 extractFL/FR
 pepper hexanoneFR
 spicy acetoacetateFL/FR
thujonic
common tansy flower oil argentinaFL/FR
common tansy leaf oil dutchFR
tonka
 tonka undecanoneFR
tropical
 genet absoluteFL/FR
woody
(R)-gamma-cadinene 
(+)-campheneFL/FR
 cyperus root oil (cyperus rotundus)FR
(E)-ethyl geranateFR
 guaiacwood acetatesFR
 methyl sandalFR
gamma-muurolene 
 woody octeneFR
 
For Flavor
 
No flavor group found for these
6-acetoxydihydrotheaspiraneFL/FR
alpha-bisaboleneFL/FR
 bornyl 2-methyl butyrateFL/FR
 bornyl butyrateFL/FR
beta-bourboneneFL/FR
(R)-gamma-cadinene 
delta-cadinene 
alpha-cadinolFL/FR
(+)-campheneFL/FR
 cinnamyl benzoateFL/FR
 citronellyl acetoneFL/FR
(E)-geranyl linaloolFL/FR
 guaiyl acetateFL/FR
 magnolia flower oilFL/FR
 menthyl acetate racemicFL/FR
gamma-muurolene 
 phenoxyethanolFL/FR
balsamic
sumatra benzoin resinoidFL/FR
 copaiba balsam oilFL/FR
 opoponax oil (balsamodendron kafal)FL/FR
 phenethyl cinnamateFL/FR
 tolu balsam oilFL/FR
camphoreous
dextro,laevo-isoborneolFL/FR
citrus
 citronella oil ceylonFL/FR
ketoisophoroneFL/FR
 verbena absolute franceFL/FR
coffee
2,4-dimethyl thiazoleFL
cooling
 menthyl acetateFL/FR
 theaspiraneFL/FR
floral
alpha-isomethyl ionone (90% min.)FL/FR
 phenethyl benzoateFL/FR
 tetrahydrolinaloolFL/FR
green
isoamyl salicylateFL/FR
 geranyl formateFL/FR
 heptyl butyrateFL/FR
hay
 genet absoluteFL/FR
herbal
 angelica archangelica seed extractFL/FR
 anthemis nobilis flower extractFL/FR
 clary sage absoluteFL/FR
 clary sage oil franceFL/FR
 coriander oleoresinFL/FR
 immortelle flower oilFL/FR
 lavender oil franceFL/FR
 lavender oil greeceFL/FR
curled parsley leaf oilFL/FR
 prenyl salicylateFL/FR
 salvia sclarea distillatesFL/FR
 yerba mate absoluteFL/FR
honey
 ethyl phenyl acetateFL/FR
 phenethyl isobutyrateFL/FR
medicinal
dextro-camphorFL/FR
 frankincense absoluteFL/FR
minty
 ethyl salicylateFL/FR
 pennyroyal oilFL/FR
musty
 geranyl acetoacetateFL/FR
nutty
 furfural acetoneFL
phenolic
 guaiacyl phenyl acetateFL/FR
spicy
 bay leaf oil terpenelessFL/FR
sumatra benzoin absoluteFL/FR
 benzyl isoeugenolFL/FR
 cinnamyl acetateFL/FR
(-)-cubenolFL/FR
black currant bud absoluteFL/FR
 galangal root oleoresinFL
 mace oil CO2 extractFL/FR
 nutmeg absoluteFL/FR
 nutmeg oil CO2 extractFL/FR
 spicy acetoacetateFL/FR
tea
 tea leaf absoluteFL/FR
thujonic
common tansy flower oil argentinaFL/FR
woody
 amyris wood oilFL/FR
isobornyl acetateFL/FR
delta-damasconeFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 amberFR
 balsamFR
 guaiacwoodFL/FR
 mossFR
 orientalFR
 rose tea roseFR
 woodyFR
Synonyms   Articles   Notes   Search   Top
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   Articles   Notes   Search   Top
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
Synonyms   Articles   Notes   Search   Top
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.
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