patchouli alcohol

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

CAS: 5986-55-0 C15 H26 O MW: 222.37142000 woody

Identification

Namepatchouli alcohol
IUPAC2,2,6,8-tetramethyltricyclo[5.3.1.03,8]undecan-3-ol
CAS Number5986-55-0
EINECS227-807-2
FDA UNIIHHH8CPR1M2
Molecular FormulaC15 H26 O
Molecular Weight222.37142000
MDL NumberMFCD00209526
Beilstein2553847

Regulatory

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, 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
Insoluble in water

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Strength low
Odor Description at 100.00 %.

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryfragrance agents
RIFM Fragrance Material Safety AssessmentSearch
maximum skin levels for fine fragrances0.0200 % 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 to40.0000 % in the fragrance concentrate.
use level in formulae for use in cosmetics0.1100 %
Dermal Systemic Exposure in Cosmetic Products0.0028 mg/kg/day (IFRA, 2004)
Recommendation for patchouli alcohol flavor usage levels up tonot for flavor use.

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Hermitage Oils / Neroli S.R.L.

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Lluch Essence S.L.

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Synerzine, Inc.

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Potential Uses

FR amber FR balsam FR floral FR herbal FR moss FR patchouli FR woody

Natural Occurrence

ginger rhizome oil lemon balm orange peel oil patchouli oil patchouli oil @ 33.74% Data patchouli oil china @ 31.86% Data spikenard oil @ 6.00% Data

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 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].