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

patchouli alcohol
1,6-methanonaphthalen-1(2H)-ol, octahydro-4,8a,9

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Fragrance Demo Formulas
Name:2,2,6,8-tetramethyltricyclo[5.3.1.03,8]undecan-3-ol
CAS Number: 5986-55-0Picture of molecule3D/inchi
Other(deleted CASRN):1366-08-1
ECHA EINECS - REACH Pre-Reg:227-807-2
FDA UNII: HHH8CPR1M2
Beilstein Number:2553847
MDL:MFCD00209526
XlogP3-AA:4.10 (est)
Molecular Weight:222.37142000
Formula:C15 H26 O
NMR Predictor:Predict (works with chrome, Edge 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:colorless to pale yellow crystalline solid (est)
Assay: 97.00 to 100.00
Food Chemicals Codex Listed: No
Refractive Index:1.52450 @ 20.00 °C.
Melting Point: 55.00 to 58.00 °C. @ 760.00 mm Hg
Boiling Point: 140.00 °C. @ 8.00 mm Hg
Boiling Point: 287.00 to 288.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.000278 mmHg @ 25.00 °C. (est)
Flash Point: 215.00 °F. TCC ( 101.67 °C. )
logP (o/w): 4.484 (est)
Soluble in:
 alcohol
 water, 42.87 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: woody
Odor Strength:low
patchouli earthy camphoreous powdery
Odor Description:at 100.00 %. patchouli earthy camphor powdery
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Patchouli alcohol 98%
Argeville
PATCHOULOL
Arora Aromatics
Patchouli Crystals
Augustus Oils
Patchoulol
Services
BOC Sciences
For experimental / research use only.
Patchouli Alcohol
Carbosynth
For experimental / research use only.
Patchouli Alcohol
Ernesto Ventós
PATCHOULOL
Gem Aromatics
Patchouli Alcohol content 27- 30 %
Hermitage Oils
Patchoulol Natural Isolate
Odor: characteristic
Use: Adam Michael has this to say “Patchouli is a material I became aware of when I took charge of Hermitage over 10 years ago and it was instant love. What always fascinated me was how this aroma held my attention, how I would struggle to find any keywords to describe this material and instead found myself talking about feelings, about scenarios and atmospheres I had lived and how this material somehow captured the essence of that moment. Now as I write on 5/3/16 I once more find myself in patchouli heaven as this natural isolate of patchoulol obtained from patchouli fractions is nothing short of utterly exquisite.
Lluch Essence
PATCHOULOL
Matrix Scientific
For experimental / research use only.
Patchouli alcohol, 95+%
sds
Perfumer Supply House
Patchoulol Crystals 99+% (Ventos)
Odor: Sweet, woody, powdery, earthy, camphoraceous
Perfumery Laboratory
PACHULOL natural (crystals) VENTOS (Patchoulol Crystals VENTOS)
Odor: Sweet, woody, powdery, earthy with camphor, dry note of patchouli
Santa Cruz Biotechnology
For experimental / research use only.
Patchouli Alcohol ≥98%
SRS Aromatics
HEALINGWOOD
Synerzine
PATCHOULI ALCOHOL
Van Aroma
PATCHOULOL NATURAL 99%+
Odor: woody, earthy, camphoraceous
maps.vanaroma.com
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
 
Safety Information:
 
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
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
maximum skin levels for fine fragrances:
  0.0200 % and are based on the assumption that the fragrance mixture is used at 20% in a consumer product (IFRA Use Level Survey). (IFRA, 2004)
Recommendation for patchouli alcohol usage levels up to:
  40.0000 % in the fragrance concentrate.
use level in formulae for use in cosmetics:
  0.1100 %
Dermal Systemic Exposure in Cosmetic Products:
 0.0028 mg/kg/day (IFRA, 2004)
 
Recommendation for patchouli alcohol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):5986-55-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :521903
National Institute of Allergy and Infectious Diseases:Data
2,2,6,8-tetramethyltricyclo[5.3.1.03,8]undecan-3-ol
Chemidplus:0005986550
 
References:
Leffingwell:Chirality or Article
 2,2,6,8-tetramethyltricyclo[5.3.1.03,8]undecan-3-ol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:5986-55-0
Pubchem (cid):521903
Pubchem (sid):3881601
 
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
KEGG (GenomeNet):C09705
HMDB (The Human Metabolome Database):Search
FooDB:FDB007819
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
For Odor
balsamic
dextro-
borneol
FL/FR
herbal
1-
allyl-2,2,7,7-tetramethyl cycloheptanol
FR
herbal fragrance
FR
herbal specialty
FR
alpha-
pinene
FL/FR
spicy
ginger fragrance
FR
ginger root oil china
FL/FR
ginger root oil replacer
FR
ginger specialty
FR
woody
herbal norbornane
FR
orris hexanone
FR
pinacol
FR
3(or 2),4,5-
trimethyl octahydro-4,7-methanoinden-5-ol
FR
For Flavor
No flavor group found for these
dextro-
borneol
FL/FR
spicy
spicy
ginger root oil china
FL/FR
woody
alpha-
pinene
FL/FR
 
Potential Uses:
FRamber
FRbalsam
FRfloral
FRherbal
FRmoss
FRpatchouli
FRwoody
 
Occurrence (nature, food, other):note
 ginger rhizome oil
Search Trop Picture
 lemon balm
Search Trop Picture
 orange peel oil
Search Trop Picture
 patchouli oil
Search Trop Picture
 patchouli oil @ 33.74%
Data GC Search Trop Picture
 patchouli oil china @ 31.86%
Data GC Search Trop Picture
 spikenard oil @ 6.00%
Data GC Search Trop Picture
 
Synonyms:
1,6-methanonaphthalen-1(2H)-ol, octahydro-4,8a,9
(1R-(1alpha,4beta, 4aalpha,6beta,8aalpha))-octahydro-4,8a,9,9-tetramethyl-1,6-methano-1(2H)-naphthol
 octahydrotetramethyl methano-1-naphthol
 patchouli alcohol
 patchouli camphor
 patchoulol
(-)-patchoulol
2,2,6,8-tetramethyltricyclo[5.3.1.03,8]undecan-3-ol
 

Articles:

PubMed:Prevention of UV radiation-induced cutaneous photoaging in mice by topical administration of patchouli oil.
PubMed:Expression, purification and activity assay of a patchoulol synthase cDNA variant fused to thioredoxin in Escherichia coli.
PubMed:Characterization of solid dispersions of Patchouli alcohol with different polymers: effects on the inhibition of reprecipitation and the improvement of dissolution rate.
PubMed:[Study on constituents of the aerial parts of Pogostemon cablin].
PubMed:Evaluation of the antibacterial activity of patchouli oil.
PubMed:Identification of repellent and insecticidal constituents of the essential oil of Artemisia rupestris L. aerial parts against Liposcelis bostrychophila Badonnel.
PubMed:Immunologic mechanism of Patchouli alcohol anti-H1N1 influenza virus may through regulation of the RLH signal pathway in vitro.
PubMed:Antifungal effect of Allium tuberosum, Cinnamomum cassia, and Pogostemon cablin essential oils and their components against population of Aspergillus species.
PubMed:Insecticidal and repellence activity of the essential oil of Pogostemon cablin against urban ants species.
PubMed:Patchouli alcohol, an essential oil of Pogostemon cablin, exhibits anti-tumorigenic activity in human colorectal cancer cells.
PubMed:Virtual screening of compounds from the patchouli oil of Pogostemon herba for COX-1 inhibition.
PubMed:Anti-inflammatory activity of patchouli alcohol in RAW264.7 and HT-29 cells.
PubMed:[Quantitative model for patchouli alcohol in Pogostemon cablin by near-infrared spectroscopy].
PubMed:Quantitative and physical evaluation of patchouli essential oils obtained from different sources of Pogostemon cablin.
PubMed:Technology for efficient and successful delivery of vermicompost colonized bioinoculants in Pogostemon cablin (patchouli) Benth.
PubMed:Enhancing the copy number of episomal plasmids in Saccharomyces cerevisiae for improved protein production.
PubMed:Selective separation of patchouli alcohol from the essential oil of Cablin potchouli by inclusion crystalline method.
PubMed:Acaricidal activity of DHEMH, derived from patchouli oil, against house dust mite, Dermatophagoides farinae.
PubMed:Oral administration of patchouli alcohol isolated from Pogostemonis Herba augments protection against influenza viral infection in mice.
PubMed:Chemical constituents, antioxidant and antimocrobial activity of essential oil of Pogostemon paniculatus (Willd.).
PubMed:Chemical diversity in the essential oil of Indian valerian (Valeriana jatamansi Jones).
PubMed:Enhanced extraction of patchouli alcohol from Pogostemon cablin by microwave radiation-accelerated ionic liquid pretreatment.
PubMed:Anti-inflammatory activity of patchouli alcohol isolated from Pogostemonis Herba in animal models.
PubMed:Inhibitory effect and possible mechanism of action of patchouli alcohol against influenza A (H2N2) virus.
PubMed:Involvement of nitric oxide (NO) signalling pathway in the antidepressant activity of essential oil of Valeriana wallichii Patchouli alcohol chemotype.
PubMed:Patchouli alcohol: in vitro direct anti-influenza virus sesquiterpene in Pogostemon cablin Benth.
PubMed:Anti-inflammatory effect of patchouli alcohol isolated from Pogostemonis Herba in LPS-stimulated RAW264.7 macrophages.
PubMed:Terpenoid compositions and antioxidant activities of two Indian valerian oils from the Khasi Hills of north-east India.
PubMed:Antidepressant effect of Valeriana wallichii patchouli alcohol chemotype in mice: Behavioural and biochemical evidence.
PubMed:Volatile oil composition of Pogostemon heyneanus and comparison of its composition with patchouli oil.
PubMed:Sedative effects of vapor inhalation of the essential oil of Microtoena patchoulii and its related compounds.
PubMed:Diversion of flux toward sesquiterpene production in Saccharomyces cerevisiae by fusion of host and heterologous enzymes.
PubMed:[Analysis of the chemical constituents of volatile oil from Asarum insigne by GC-MS].
PubMed:[Identification method with significant specificity of volatile oil of Pogostemon cablin].
PubMed:Elucidation of possible mechanism of analgesic action of Valeriana wallichii DC chemotype (patchouli alcohol) in experimental animal models.
PubMed:Chemical analysis and biological activity of the essential oils of two valerianaceous species from China: Nardostachys chinensis and Valeriana officinalis.
PubMed:Qualitative analysis of the smoke-stream of different kinds of incense by SPME/GC-MS.
PubMed:Novel silicon-based patchouli odorants of the trialkyl(1-hydroxy-1-methylethyl)silane type: design, synthesis, and olfactory properties.
PubMed:[Self-microemulsifying drug delivery system of patchoulic alcohol to improve oral bioavailability in rats].
PubMed:[Studies on characteristics of volatile oil and micro-identification between Herba Pogostemonis and Herba Agastachis rugosae].
PubMed:Doubly deuterium-labeled patchouli alcohol from cyclization of singly labeled [2-(2)H(1)]farnesyl diphosphate catalyzed by recombinant patchoulol synthase.
PubMed:Kanokonyl acetate-rich Indian valerian from northwestern Himalaya.
PubMed:Chemical composition, oviposition deterrent and larvicidal activities against Aedes aegypti of essential oils from Piper marginatum Jacq. (Piperaceae).
PubMed:Convenient TLC-based Identification Test for the Crude Drug "Pogostemoni Herba".
PubMed:Insecticidal activity of Valeriana jatamansi (Valerianaceae) against mosquitoes.
PubMed:Fragrance material review on patchouli alcohol.
PubMed:Woody pretzels: spirocycles from vetiver to patchouli and Georgywood.
PubMed:Comparative study on volatile components of Nardostachys rhizome.
PubMed:Production of plant sesquiterpenes in Saccharomyces cerevisiae: effect of ERG9 repression on sesquiterpene biosynthesis.
PubMed:Antioxidant activities and volatile constituents of various essential oils.
PubMed:Solubility of the sesquiterpene alcohol patchoulol in supercritical carbon dioxide.
PubMed:Compositional diversity of terpenoids in the Himalayan Valeriana genera.
PubMed:Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.
PubMed:Engineering the essence of plants.
PubMed:Redirection of cytosolic or plastidic isoprenoid precursors elevates terpene production in plants.
PubMed:The diverse sesquiterpene profile of patchouli, Pogostemon cablin, is correlated with a limited number of sesquiterpene synthases.
PubMed:GC-MS fingerprint of Pogostemon cablin in China.
PubMed:Determination of patchoulic alcohol in Herba Pogostemonis by GC-MS-MS.
PubMed:[Re-study on characteristic fingerprint of volatile oil from Herba Pogostemonis by GC].
PubMed:[Investigation on the influential factors of the volatile oil and main constituent content in Pogostemon cablin].
PubMed:[Study on purification technology of patchouly oil with molecular distillation].
PubMed:[Pharmacokinetics of patchouli alcohol and patchouli alcohol in patchouli oil after iv administrated to rats].
PubMed:New sesquiterpene hydroperoxides with trypanocidal activity from Pogostemon cablin.
PubMed:The effect of essential oils on methicillin-resistant Staphylococcus aureus using a dressing model.
PubMed:Toxicity and repellency of patchouli oil and patchouli alcohol against Formosan subterranean termites Coptotermes formosanus Shiraki (Isoptera: Rhinotermitidae).
PubMed:[Constituents analysis on volatile oil of Pogostemon cablin from different collection time cultivated in Hainan].
PubMed:[GC-MS analysis of volatile oil of Herba Pogostemonis collected from Leizhou county].
PubMed:[GC-MS analysis of volatile oil of herba Pogostemonis collected from Gaoyao county].
PubMed:[Study on the chemical constituents of the volatile oil from Lysimachia trientaloides Hemsl].
PubMed:Anti-emetic principles of Pogostemon cablin (Blanco) Benth.
PubMed:Biotransformation of the fungistatic sesquiterpenoid patchoulol by botrytis cinerea
PubMed:[Chemical constituents of Pogostemon cablin (Blanco) Benth].
PubMed:Purification and characterization of the sesquiterpene cyclase patchoulol synthase from Pogostemon cablin.
PubMed:The screening of Chinese crude drugs for Ca2+ antagonist activity: identification of active principles from the aerial part of Pogostemon cablin and the fruits of Prunus mume.
PubMed:Biosynthesis of the sesquiterpene patchoulol from farnesyl pyrophosphate in leaf extracts of Pogostemon cablin (patchouli): mechanistic considerations.
PubMed:Regio-selective 10-hydroxylation of patchoulol, a sesquiterpene, by pithomyces species.
PubMed:[Patchouli alcohol and beta patchoulene from Nardostachys chinensis].
 
Notes:
major component of the essential oil of patchouli; perfumery raw material.
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