|
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Melting Point: | 3.00 to 4.00 °C. @ 760.00 mm Hg
|
| Boiling Point: | 112.00 to 115.00 °C. @ 20.00 mm Hg
|
| Boiling Point: | 96.00 to 97.00 °C. @ 8.00 mm Hg
|
| Vapor Pressure: | 1.783000 mmHg @ 25.00 °C. (est) |
| Flash Point: | 133.00 °F. TCC ( 56.11 °C. )
|
| logP (o/w): | 2.244 (est) |
| Soluble in: |
| | alcohol | | | water, 55.5 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
| BOC Sciences |
| For experimental / research use only. |
| Ascaridole
Odor: characteristic Use: An organic peroxide which constitutes 60-80% of oil of chenopodium. Anthelmintic. |
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: |
oral-rat LD50 200 mg/kg
Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 7, Pg. 252, 1948.
oral-mouse LD50 400 mg/kg
Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 7, Pg. 252, 1948.
oral-dog LDLo 250 mg/kg
Journal of Pharmacology and Experimental Therapeutics. Vol. 24, Pg. 359, 1925.
|
| Dermal Toxicity: |
|
Not determined
|
| Inhalation Toxicity: |
|
Not determined
|
Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for ascaridol usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for ascaridol flavor usage levels up to: |
| | not for flavor use.
|
Safety References:
References:
| | 4-methyl-1-propan-2-yl-7,8-dioxabicyclo[2.2.2]oct-2-ene |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 10545 |
| Pubchem (sid): | 134978171 |
| Pherobase: | View |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | ascaridole | | 2,3- | dioxabicyclo(2.2.2)oct-5-ene, 1-isopropyl-4-methyl- | | 2,3- | dioxabicyclo(2.2.2)oct-5-ene, 1-methyl-4-(1-methylethyl)- | | 2,3- | dioxabicyclo[2.2.2]oct-5-ene, 1-isopropyl-4-methyl- | | 2,3- | dioxabicyclo[2.2.2]oct-5-ene, 1-methyl-4-(1-methylethyl)- | | 1,4-epi | dioxy-2-p-menthene | | 1,4-epi- | dioxy-2-p-menthene | | 1,4-epi- | dioxy-2-para-menthene | | 1,4-epi | dioxy-p-menth-2-ene | | 1,4-epi- | dioxy-p-menth-2-ene | | 1,4-epi- | dioxy-para-menth-2-ene | | p- | menth-2-ene, 1,4-epidioxy- | | 2-para- | menthene-1,4-dioxide | | 4- | methyl-1-(propan-2-yl)-2,3-dioxabicyclo[2.2.2]oct-5-ene | | 4- | methyl-1-propan-2-yl-7,8-dioxabicyclo[2.2.2]oct-2-ene | | 1- | methyl-4-(1-methyl ethyl)-2,3-dioxabicyclo(2.2.2)oct-5-ene | | 1- | methyl-4-(1-methylethyl)-2,3-dioxabicyclo(2.2.2)oct-5-ene | | 1- | methyl-4-(1-methylethyl)-2,3-dioxabicyclo[2.2.2]oct-5-ene | | 1- | methyl-4-(propan-2-yl)-2,3-dioxabicyclo[2.2.2]oct-5-ene | | 1- | methyl-4-isopropyl-2-cyclohexene-1,4-dioxide | | 1,4- | peroxy-p-menth-2-ene | | 1-iso | propyl-4-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene | | 1,4- | proxido-2-p-menthene | | 1,4- | proxido-2-para-menthene |
Articles:
| PubMed:Activation of the Endoperoxide Ascaridole Modulates Its Sensitizing Capacity. |
| PubMed:Combinations of ascaridole, carvacrol, and caryophyllene oxide against Leishmania. |
| PubMed:The optimal patch test concentration for ascaridole as a sensitizing component of tea tree oil. |
| PubMed:Simultaneous determination of ascaridole, p-cymene and α-terpinene in rat plasma after oral administration of Chenopodium ambrosioides L. by GC-MS. |
| PubMed:Innovative intragastric ascaridole floating tablets: Development, optimization, and in vitro-in vivo evaluation. |
| PubMed:The endoperoxide ascaridol shows strong differential cytotoxicity in nucleotide excision repair-deficient cells. |
| PubMed:Co-sensitization to ascaridole and tea tree oil. |
| PubMed:Ascaridole, a sensitizing component of tea tree oil, patch tested at 1% and 5% in two series of patients. |
| PubMed:Toxic effects of carvacrol, caryophyllene oxide, and ascaridole from essential oil of Chenopodium ambrosioides on mitochondria. |
| PubMed:Evaluation of tea tree oil quality and ascaridole: a deep study by means of chiral and multi heart-cuts multidimensional gas chromatography system coupled to mass spectrometry detection. |
| PubMed:Antitumor activity of the essential oil from the leaves of Croton regelianus and its component ascaridole. |
| PubMed:Ascaridole and related peroxides from the genus Chenopodium. |
| PubMed:Activity of ascaridol from the anthelmintic herb Chenopodium anthelminticum L. against sensitive and multidrug-resistant tumor cells. |
| PubMed:Biosynthesis of ascaridole: iodide peroxidase-catalyzed synthesis of a monoterpene endoperoxide in soluble extracts of Chenopodium ambrosioides fruit. |
| PubMed:Ascaridole-less infusions of Chenopodium ambrosioides contain a nematocide(s) that is(are) not toxic to mammalian smooth muscle. |
| PubMed:The effect of ascaridole on the in vitro development of Plasmodium falciparum. |
| PubMed:Essential oil from Chenopodium ambrosioides and main components: activity against Leishmania, their mitochondria and other microorganisms. |
| PubMed:Antileishmanial activity of essential oil from Chenopodium ambrosioides and its main components against experimental cutaneous leishmaniasis in BALB/c mice. |
| PubMed:On the effect of ascaridole on the inner ear electrobiological and histological studies on the localization of the cochlear microphone effect. |
| PubMed:Ascaridole in oil of chenopodium; the characterization of ascaridole. |
| PubMed:Ascaridole in chenopodium oil. IV. The synthesis of ascaridole. |
| PubMed:Determination and pharmacokinetics of ascaridole in rat plasma by gas chromatography-mass spectrometry. |
| PubMed:Combined analysis of the essential oil of Chenopodium ambrosioides by GC, GC-MS and 13C-NMR spectroscopy: quantitative determination of ascaridole, a heat-sensitive compound. |
| PubMed:Chenopodium ambrosioides L. Reduces Synovial Inflammation and Pain in Experimental Osteoarthritis. |
| PubMed:Ascaridol in oil of chenopodium. |
| PubMed:An investigation of the assay of ascaridol; the iodination of terpenes. |
| PubMed:Kinetics of dissociative electron transfer to ascaridole and dihydroascaridole-model bicyclic endoperoxides of biological relevance. |
| PubMed:Chemical composition, antimicrobial and insecticidal activities of the essential oils of Conyza linifolia and Chenopodium ambrosioides. |
| PubMed:Supercritical CO₂ extract and essential oil of aerial part of Ledum palustre L.--Chemical composition and anti-inflammatory activity. |
| PubMed:Ascaridole as a pharmacologically active principle of "Paico," a medicinal Peruvian plant. |
| PubMed:Amoebicidal Activity of Essential Oil of Dysphania ambrosioides (L.) Mosyakin & Clemants in an Amoebic Liver Abscess Hamster Model. |
| PubMed:[Quantitative determination of ascaridol using gas-liquid chromatography]. |
| PubMed:[Treatment of ascaridiasis with the synthetic ascaridol preparation ascarisin]. |
| PubMed:[Methods of determination of ascaridol in oil of Chenopodium]. |
| PubMed:Effect of heat and light on the ascaridol content in oil of chenopodium. |
| PubMed:[Research on the photo-oxidation of alpha-terpinene & ascaridol in the presence of furo [2,3-g] coumarin & other photodynamic drugs]. |
| PubMed:Analyses of drugs and chemicals by infrared absorption spectra. I. Quantitative analyses of santonin, thymol, tetrachloroethylene, and ascaridol in mixed drugs. |
| PubMed:[Determination of ascaridol in oleum Chenopodii. I. Determination by ultrared absorption spectroscopy]. |
| PubMed:Ascaridole studies. II. An examination of the iodimetric and polarographic methods of determination of ascaridole. |
| PubMed:Ascaridole studies. III. The purification and characterisation of ascaridole. |
| PubMed:A note on the determination of ascaridole in oil of chenopodium. |
| PubMed:The determination of ascaridole in oil of chenopodium and in solution of oil of chenopodium in castor oil. |
| PubMed:Note on a micromethod for the estimation of ascaridole. |
| PubMed:[Iodometric determination of ascaridole and Chenopodium oil]. |
| PubMed:A note on the assay of ascaridole in castor oil solution. |
| PubMed:Evaluation of Essential Oil and its Three Main Active Ingredients of Chinese Chenopodium ambrosioides (Family: Chenopodiaceae) against Blattella germanica. |
| PubMed:Composition of seed essential oils of Rhododendron tomentosum. |
| PubMed:Composition of essential oil of Chinese Chenopodium ambrosioides and insecticidal activity against maize weevil, Sitophilus zeamais. |
| PubMed:Bioactivities of volatile components from Nepalese Artemisia species. |
| PubMed:Immobilized organic photosensitizers with versatile reactivity for various visible-light applications. |
| PubMed:π-Conjugated polyHIPEs as highly efficient and reusable heterogeneous photosensitizers. |
| PubMed:HPLC determination of the major active flavonoids and GC-MS analysis of volatile components of Dysphania graveolens (Amaranthaceae). |
| PubMed:Chemical composition and insecticidal activity of plant essential oils from Benin against Anopheles gambiae (Giles). |
| PubMed:Studies on the traditional herbal anthelmintic Chenopodium ambrosioides L.: ethnopharmacological evaluation and clinical field trials. |
| PubMed:Photoactive, porous honeycomb films prepared from Rose Bengal-grafted polystyrene. |
| PubMed:Detection and identification of 1-methylethyl and methyl radicals generated by irradiating tea tree (Melaleuca alternifolia) oil with visible light (436 nm) in the presence of flavin mononucleotide and ferrous ion. |
| PubMed:Composition and Antimicrobial Activity of the Essential Oil from Leaves of Curcuma longa L. Kasur Variety. |
| PubMed:Chemometric profile of root extracts of Rhodiola imbricata Edgew. with hyphenated gas chromatography mass spectrometric technique. |
| PubMed:Sensitization assays: monocyte-derived dendritic cells versus a monocytic cell line (THP-1). |
| PubMed:Larvicidal and nematicidal activities of the leaf essential oil of Croton regelianus. |
| PubMed:Essential oil composition of five collections of Achillea biebersteinii from central Turkey and their antifungal and insecticidal activity. |
| PubMed:Degradation products of monoterpenes are the sensitizing agents in tea tree oil. |
| PubMed:Composition and antifungal activity of the essential oil of the Brazilian Chenopodium ambrosioides L. |
| PubMed:Comparative chemical, cytotoxicity and antileishmanial properties of essential oils from Chenopodium ambrosioides. |
| PubMed:Herbicidal activity of Peumus boldus and Drimys winterii essential oils from Chile. |
| PubMed:Monoterpene hydroperoxides with trypanocidal activity from Chenopodium ambrosioides. |
| PubMed:Volatile constituents and antibacterial screening of the essential oil of Chenopodium ambrosioides L. growing in Nigeria. |
| PubMed:Seasonal and phenological variations of the essential oil from the narrow endemic species Artemisia molinieri and its biological activities. |
| PubMed:Misidentification of tansy, Tanacetum macrophyllum, as yarrow, Achillea grandifolia: a health risk or benefit? |
| PubMed:[Fatal poisoning caused by oil of epazote, Chenopodium graveolens]. |
| PubMed:Terpenes and the lipid-protein-partitioning theory of skin penetration enhancement. |
| PubMed:Studies of Genetic Variation of Essential Oil and Alkaloid Content in Boldo (Peumus boldus). |
| PubMed:On agents favoring prostaglandin f formation during biosynthesis. |
| PubMed:Homogeneous photochemical oxidation via singlet O2 in supercritical CO2. |
| PubMed:Hydroquinone derivatives and monoterpenoids from the Neotropical liverwort Plagiochila rutilans. |
| PubMed:The chemotherapy of rodent malaria. XLVIII. The activities of some synthetic 1,2,4-trioxanes against chloroquine-sensitive and chloroquine-resistant parasites. Part 1: Studies leading to the development of novel cis-fused cyclopenteno derivatives. |
|
monoterpene endoperoxide with anthelmintic properties. Said to be the major constit. of oil of Peumus boldus (boldo)
Ascaridole is a natural organic compound classified as a bicyclic monoterpene that has an unusual bridging peroxide functional group. It is the primary constituent of the oil of Mexican Tea (Dysphania ambrosioides, formerly Chenopodium ambrosioides).; It is a colorless liquid that is soluble in most organic solvents. Like other low molecular weight organic peroxides, it is unstable and prone to explosion when heated or treated with organic acids.
|
3D/inchi