Category: fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | colorless to pale yellow clear liquid (est) |
Assay: | 96.00 to 100.00 %
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Food Chemicals Codex Listed: | No |
Specific Gravity: | 0.91400 @ 20.00 °C.
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Refractive Index: | 1.45000 @ 20.00 °C.
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Boiling Point: | 200.00 to 201.00 °C. @ 760.00 mm Hg
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Vapor Pressure: | 0.323000 mmHg @ 25.00 °C. (est) |
Flash Point: | 147.00 °F. TCC ( 63.89 °C. )
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logP (o/w): | 2.044 (est) |
Shelf Life: | 12.00 month(s) or longer if stored properly. |
Storage: | refrigerate in tightly sealed containers. |
Soluble in: |
| alcohol | | water, 407.7 mg/L @ 25 °C (est) |
Insoluble in: |
| water |
Organoleptic Properties:
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Odor Type: thujonic |
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| cedar thujonic |
Odor Description: at 10.00 % in dipropylene glycol. | cedarleaf thujonic |
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Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
Preferred SDS: View |
European information : |
Most important hazard(s): | Xn - Harmful. |
R 22 - Harmful if swallowed. R 36/37/38 - Irritating to eyes, respiratory system, and skin. S 02 - Keep out of the reach of children. S 20/21 - When using do not eat, drink or smoke. 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 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
oral-rat LD50 500 mg/kg French Demande Patent Document. Vol. #2448856
intravenous-rabbit LD50 0.031 mg/kg French Demande Patent Document. Vol. #2448856
intravenous-rabbit LD50 31 ug/kg BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 29, Pg. 2, 1940.
intraperitoneal-rat LDLo 120 mg/kg BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacology and Experimental Therapeutics. Vol. 65, Pg. 275, 1939.
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Dermal Toxicity: |
subcutaneous-rabbit LD50 362 mg/kg Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 29, Pg. 2, 1940.
subcutaneous-mouse LD50 2157 ug/kg BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 29, Pg. 2, 1940.
subcutaneous-rabbit LD50 362 ug/kg BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 29, Pg. 2, 1940.
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Inhalation Toxicity: |
Not determined
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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 |
IFRA Critical Effect: | Neurotoxicity |
IFRA: | View Standard |
View IFRA Standards Library for complete information. |
Please review Amendment 49 IFRA documentation for complete information. |
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%): |
Category 1: Products applied to the lips |
0.11 % |
Category 2: Products applied to the axillae |
0.21 % |
Category 3: Products applied to the face/body using fingertips |
0.032 % |
Category 4: Products related to fine fragrance |
1.40 % |
| Category 5: Products applied to the face and body using the hands (palms), primarily leave-on |
Category 5A: Body lotion products applied to the body using the hands (palms), primarily leave-on |
0.095 % |
Category 5B: Face moisturizer products applied to the face using the hands (palms), primarily leave-on |
0.032 % |
Category 5C: Hand cream products applied to the hands using the hands (palms), primarily leave-on |
0.016 % |
Category 5D: Baby Creams, baby Oils and baby talc |
0.0053 % |
Category 6: Products with oral and lip exposure |
0.095 % |
| Category 7: Products applied to the hair with some hand contact |
Category 7A: Rinse-off products applied to the hair with some hand contact |
0.24 % |
Category 7B: Leave-on products applied to the hair with some hand contact |
0.24 % |
Category 8: Products with significant anogenital exposure |
0.0053 % |
Category 9: Products with body and hand exposure, primarily rinse off |
0.13 % |
| Category 10: Household care products with mostly hand contact |
Category 10A: Household care excluding aerosol products (excluding aerosol/spray products) |
0.13 % |
Category 10B: Household aerosol/spray products |
0.22 % |
| Category 11: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate |
Category 11A: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure |
0.0053 % |
Category 11B: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure |
0.0053 % |
Category 12: Products not intended for direct skin contact, minimal or insignificant transfer to skin |
9.50 % |
| Notes: |
IFRA FLAVOR REQUIREMENTS: |
Due to the possible ingestion of small amounts of fragrance ingredients from their use in products in Categories 1 and 6, materials must not only comply with IFRA Standards but must also be recognized as safe as a flavoring ingredient as defined by the IOFI Code of Practice (www.iofi.org). For more details see chapter 1 of the Guidance for the use of IFRA Standards. |
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Recommendation for alpha-thujone flavor usage levels up to: |
| not for flavor use.
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Safety References:
EPI System: | View |
Chemical Carcinogenesis Research Information System: | Search |
AIDS Citations: | Search |
Cancer Citations: | Search |
Toxicology Citations: | Search |
EPA Substance Registry Services (TSCA): | 546-80-5 |
EPA ACToR: | Toxicology Data |
EPA Substance Registry Services (SRS): | Registry |
Laboratory Chemical Safety Summary : | 261491 |
National Institute of Allergy and Infectious Diseases: | Data |
WGK Germany: | 3 |
| (1S,4R,5R)-4-methyl-1-propan-2-ylbicyclo[3.1.0]hexan-3-one |
Chemidplus: | 0000546805 |
RTECS: | XO9625000 for cas# 546-80-5 |
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| bicyclo(3.1.0)hexan-3-one, 4-methyl-1-(1-methylethyl)-, (1S,4R,5R)- | | bicyclo[3.1.0]hexan-3-one, 4-methyl-1- (1-methylethyl)-, [1S-(1a,4a,5a)]- | | bicyclo[3.1.0]hexan-3-one, 4-methyl-1-(1-methylethyl)-, (1S,4R,5R)- | (1S-1-alpha, 4-alpha,5-alpha)-4- | methyl-1-(1-methyl ethyl) bicyclo(3.1.0)hexan-3-one | (1S,4R,5R)-4- | methyl-1-(1-methylethyl)bicyclo[3.1.0]hexan-3-one | [1S-(1a,4a,5a)]-4- | methyl-1-(1-methylethyl)bicyclo[3.1.0]hexan-3-one | (1S,4R,5R)-4-1S,4R,5R)-4- | methyl-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-one | (1S,4R,5R)-4- | methyl-1-propan-2-ylbicyclo[3.1.0]hexan-3-one | iso | propyl methyl bicyclohexanone | (1S,4R)-1-iso | propyl-4-methyl bicyclo(3.1.0)hexan-3-one | (Z+E)-1-iso | propyl-4-methyl bicyclo(3.1.0)hexan-3-one | (1S,4R,5R)-1-iso | propyl-4-methylbicyclo[3.1.0]hexan-3-one | (1S,4R)-1-iso | propyl-4-methylbicyclo[3.1.0]hexan-3-one | (1S,4R,5R)- | thujan-3-one | (-)-3- | thujanone | (1S,4R,5R)-(-)-3- | thujanone | 3- | thujanone, (-)- | 3- | thujanone, (1S,4R,5R)-(-)- | (-)- | thujone | (-)-3-iso | thujone | (-)-a- | thujone | (-)-alpha- | thujone | (-)-iso | thujone | a- | thujone | a-(-)- | thujone | alpha- | thujone | L- | thujone | laevo- | thujone |
Articles:
PubMed: | Chemical composition and antimicrobial activity of essential oils from Acantholippia deserticola, Artemisia proceriformis, Achillea micrantha and Libanotis buchtormensis against phytopathogenic bacteria and fungi. |
PubMed: | Attenuated Total Reflectance-Fourier Transform Infrared Spectroscopy on Intact Dried Leaves of Sage (Salvia officinalis L.): Accelerated Chemotaxonomic Discrimination and Analysis of Essential Oil Composition. |
PubMed: | Determination of volatile organic compounds in the dried leaves of Salvia species by solid-phase microextraction coupled to gas chromatography mass spectrometry. |
PubMed: | Artemisia herba-alba essential oil from Buseirah (south Jordan): Chemical characterization and assessment of safe antifungal and anti-inflammatory doses. |
PubMed: | Repellent Effect and Metabolite Volatile Profile of the Essential Oil of Achillea millefolium Against Aegorhinus nodipennis (Hope) (Coleoptera: Curculionidae). |
PubMed: | Ethnobotanical survey of medicinal plants used in the Maseru district of Lesotho. |
PubMed: | Artemisia arborescens "Powis Castle" extracts and α-thujone prevent fruit infestation by codling moth neonates. |
PubMed: | Thuja occidentalis L. and its active compound, α-thujone: Promising effects in the treatment of polycystic ovary syndrome without inducing osteoporosis. |
PubMed: | The antifungal activity of Artemisia sieberi essential oil from different localities of Iran against dermatophyte fungi. |
PubMed: | Inhibitory Effects of Chrysanthemum boreale Essential Oil on Biofilm Formation and Virulence Factor Expression of Streptococcus mutans. |
PubMed: | Fumigant toxicity of basil oil compounds and related compounds to Thrips palmi and Orius strigicollis. |
PubMed: | Volatile compounds from Achillea tenorii (Grande) growing in the Majella National Park (Italy). |
PubMed: | Volatile-oils composition, and bioactivity of the essential oils of Plectranthus barbatus, P. neochilus, and P. ornatus grown in Portugal. |
PubMed: | TLC-direct bioautography for determination of antibacterial activity of Artemisia adamsii essential oil. |
PubMed: | Central α- and β-thujone: similar anxiogenic-like effects and differential modulation on GABAA receptors in neonatal chicks. |
PubMed: | Chemical composition and general toxicity of essential oils extracted from the aerial parts of Artemisia armeniaca Lam. and A. incana (L.) Druce growing in Iran. |
PubMed: | Toxicokinetics of α-thujone following intravenous and gavage administration of α-thujone or α- and β-thujone mixture in male and female F344/N rats and B6C3F1 mice. |
PubMed: | Phytochemical composition of the essential oil of different populations of Stachys lavandulifolia Vahl. |
PubMed: | Constituents of Artemisia gmelinii Weber ex Stechm. from Uttarakhand Himalaya: A Source of Artemisia Ketone. |
PubMed: | Bioactivities of volatile components from Nepalese Artemisia species. |
PubMed: | Identification of genes in Thuja plicata foliar terpenoid defenses. |
PubMed: | Attempts to separate (-)-α-thujone, (+)-β-thujone epimers from camphor enantiomers by enantioselective HPLC with polarimetric detection. |
PubMed: | Monoterpene α-thujone exerts a differential inhibitory action on GABA(A) receptors implicated in phasic and tonic GABAergic inhibition. |
PubMed: | Chemical composition and anticancer activity of essential oils of Mediterranean sage (Salvia officinalis L.) grown in different environmental conditions. |
PubMed: | Terpenoids of plant origin inhibit morphogenesis, adhesion, and biofilm formation by Candida albicans. |
PubMed: | Essential oil variation in the populations of Artemisia spicigera from northwest of Iran: chemical composition and antibacterial activity. |
PubMed: | Chemical composition and antimicrobial activity of essential oils from Scabiosa arenaria Forssk: growing wild in Tunisia. |
PubMed: | Modulation of GABAergic synaptic currents and current responses by α-thujone and dihydroumbellulone. |
PubMed: | Chemical composition and antifungal activity of Artemisia nilagirica essential oil growing in northern hilly areas of India. |
PubMed: | Metabolism of α-thujone in human hepatic preparations in vitro. |
PubMed: | Composition and intraspecific chemical variability of the essential oil from Artemisia herba-alba growing wild in a Tunisian arid zone. |
PubMed: | Antimicrobial and antioxidant properties of the essential oil of Salvia lanigera from Cyprus. |
PubMed: | Chemical composition of the essential oil of Salvia officinalis L. from Romania. |
PubMed: | Effects of foliar fertilization and arbuscular mycorrhizal colonization on Salvia officinalis L. growth, antioxidant capacity, and essential oil composition. |
PubMed: | Composition at different development stages of the essential oil of four Achillea species grown in Iran. |
PubMed: | Essential oil composition of Achillea clusiana from Bulgaria. |
PubMed: | Misidentification of tansy, Tanacetum macrophyllum, as yarrow, Achillea grandifolia: a health risk or benefit? |
PubMed: | Influence of gibberellin and daminozide on the expression of terpene synthases and on monoterpenes in common sage (Salvia officinalis). |
PubMed: | Artemisia fukudo essential oil attenuates LPS-induced inflammation by suppressing NF-kappaB and MAPK activation in RAW 264.7 macrophages. |
PubMed: | Chemical composition of hydrodistilled essential oil of Artemisia incana (L.) Druce and antimicrobial activity against foodborne microorganisms. |
PubMed: | Variations in essential oil, phenolic compounds, and antioxidant activity of tunisian cultivated Salvia officinalis L. |
PubMed: | Absinthe, epileptic seizures and Valentin Magnan. |
PubMed: | Compositional variation of the essential oils of Artemisia afra Jacq. from three provinces in South Africa--a case study of its safety. |
PubMed: | In vitro evaluation of the permeation through reconstructed human epidermis of essentials oils from cosmetic formulations. |
PubMed: | Essential oil composition of Tanacetum vulgare subsp. siculum (Guss.) Raimondo et Spadaro (Asteraceae) from Sicily. |
PubMed: | Flowerhead volatile oil composition of soilless culture-grown Chrysanthemum balsamita L. |
PubMed: | Cytotoxicity, antimicrobial activity and composition of essential oil from Tanacetum balsamita L. subsp. balsamita. |
PubMed: | Effects of the essential oils of Lippia turbinata and Lippia polystachya (Verbenaceae) on the temporal pattern of locomotion of the mosquito Culex quinquefasciatus (Diptera: Culicidae) larvae. |
PubMed: | Tunisian Salvia officinalis L. and Schinus molle L. essential oils: their chemical compositions and their preservative effects against Salmonella inoculated in minced beef meat. |
PubMed: | Mass propagation and essential oil analysis of Artemisia vulgaris. |
PubMed: | Tick repellent substances in the essential oil of Tanacetum vulgare. |
PubMed: | Chemical composition and antibacterial activity of essential oil from Artemisia feddei. |
PubMed: | Insecticidal properties of essential oils from Lippia turbinata and Lippia polystachya (Verbenaceae) against Culex quinquefasciatus (Diptera: Culicidae). |
PubMed: | Composition of the essential oil of Salvia officinalis L. from various European countries. |
PubMed: | Chemical composition and antifungal activity of the essential oils of three species of Artemisia on some soil-borne phytopathogens. |
PubMed: | Comparison of three lychee cultivar odor profiles using gas chromatography-olfactometry and gas chromatography-sulfur detection. |
PubMed: | The essential oil of Solvia cabulica. |
PubMed: | Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells. |
PubMed: | Phytochemical analysis of the essential oil of Achillea millefolium L. from various European Countries. |
PubMed: | Acaricidal activities of paeonol and benzoic acid from Paeonia suffruticosa root bark and monoterpenoids against Tyrophagus putrescentiae (Acari: Acaridae). |
PubMed: | Radical intermediates in the catalytic oxidation of hydrocarbons by bacterial and human cytochrome P450 enzymes. |
PubMed: | Chemical composition and antioxidant, antimicrobial, and antifungal activities of the essential oil of Achillea ligustica all. |
PubMed: | Vapor phase toxicity of marjoram oil compounds and their related monoterpenoids to Blattella germanica (Orthoptera: Blattellidae). |
PubMed: | Antiviral activities of extracts and selected pure constituents of Ocimum basilicum. |
PubMed: | Radical rebound mechanism in cytochrome P-450-catalyzed hydroxylation of the multifaceted radical clocks alpha- and beta-thujone. |
PubMed: | The human taste receptor hTAS2R14 responds to a variety of different bitter compounds. |
PubMed: | Antimicrobial activity of Artemisia douglasiana leaf essential oil. |
PubMed: | Chemotypical variation of tansy (Tanacetum vulgare L.) from 40 different locations in Norway. |
PubMed: | Alpha-thujone reduces 5-HT3 receptor activity by an effect on the agonist-reduced desensitization. |
PubMed: | GC analysis of essential oils in the rumen fluid after incubation of Thuja orientalis twigs in the Rusitec system. |
PubMed: | Volatile metabolites from Salvia fruticosa as antifungal agents in soilborne pathogens. |
PubMed: | Antibacterial activity and chemical composition of essential oil of Chrysanthemum boreale. |
PubMed: | Composition and antimicrobial activity of the essential oil of Achillea multifida. |
PubMed: | Organ- and season-dependent variation in the essential oil composition of Salvia officinalis L. cultivated at two different sites. |
PubMed: | Detoxification of alpha- and beta-Thujones (the active ingredients of absinthe): site specificity and species differences in cytochrome P450 oxidation in vitro and in vivo. |
PubMed: | Production of yarrow (Achillea millefolium L.) in Norway: essential oil content and quality. |
PubMed: | Role of human GABA(A) receptor beta3 subunit in insecticide toxicity. |
PubMed: | alpha- and beta-Thujones (herbal medicines and food additives): synthesis and analysis of hydroxy and dehydro metabolites. |
PubMed: | Volatile chemicals identified in extracts from leaves of Japanese mugwort (Artemisia princeps pamp.). |
PubMed: | Composition of essential oil of costmary [Balsamita major (L.) Desf. ] at different growth phases. |
PubMed: | Alpha-thujone (the active component of absinthe): gamma-aminobutyric acid type A receptor modulation and metabolic detoxification. |
PubMed: | Dynamics of yield components and essential oil production in a commercial hybrid sage (Salvia officinalis x Salvia fruticosa cv. Newe Ya'ar no. 4). |
PubMed: | Floral volatiles ofTanacetum vulgare L. attractive toLobesia botrana den. et schiff. females. |
PubMed: | Olfactory responses of a specialist and a generalist grasshopper to volatiles ofArtemisia ludoviciana nutt. (Asteraceae). |
PubMed: | Constituents of the Essential Oil of Artemisia coerulescens. |
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