Today is day 14 in our Terpene Profile Todays Terpene is Cineole (Eucalyptol) cineole [sin-ee-ohl] Spell Syllables Word Origin noun, Chemistry, Pharmacology 1. a colorless, oily, slightly water-soluble liquid terpene ether, C 10 H 18 O, having a camphorlike odor and a pungent, spicy, cooling taste, found in eucalyptus, cajeput, and other essential oils: used in flavoring, perfumery, and medicine chiefly as an expectorant. Expand Also, cineol [sin-ee-awl, -ol] (Show IPA). Expand Also called cajeputol, cajuputol, eucalyptol. Origin Expand alteration of Neo-Latin oleum cinae, equivalent to oleum oil + genitive singular of cina wormseed Eucalyptol From Wikipedia, the free encyclopedia Eucalyptol Eucalyptol.png Eucalyptol3D-3.png Eucalyptol3D-4.png IUPAC name[hide] 1,3,3-Trimethyl-2-oxabicyclo[2,2,2]octane Other names[hide] 1,8-Cineole 1,8-Epoxy-p-menthane Identifiers CAS number 470-82-6 Yes PubChem 2758 ChemSpider 2656 Yes UNII RV6J6604TK Yes DrugBank DB03852 KEGG D04115 Yes ChEMBL CHEMBL485259 Yes ATC code R05CA13 Properties Molecular formula C10H18O Molar mass 154.249 g/mol Density 0.9225 g/cm3 Melting point 1.5 °C (34.7 °F; 274.6 K) Boiling point 176 to 177 °C (349 to 351 °F; 449 to 450 K) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) Yes (verify) (what is: Yes/?) Infobox references Eucalyptol is a natural organic compound that is a colorless liquid. It is a cyclic ether and a monoterpenoid. Eucalyptol is also known by a variety of synonyms: 1,8-cineol, 1,8-cineole, cajeputol, 1,8-epoxy-p-menthane, 1,8-oxido-p-menthane, eucalyptol, eucalyptole, 1,3,3-trimethyl-2-oxabicyclo[2,2,2]octane, cineol, cineole. In 1870, F.S. Cloez identified and ascribed the name eucalyptol to the dominant portion of Eucalyptus globulus oil.[1] Eucalyptus oil, the generic collective name for oils from the Eucalyptus genus, should not be confused with the chemical compound eucalyptol. Contents [hide] 1 Composition 2 Properties 3 Uses 3.1 Flavoring and fragrance 3.2 Medicinal 3.3 Insecticide and repellent 4 Toxicology 5 Scientific study 6 List of plants that contain the chemical 7 Compendial status 8 See also 9 Notes and references 10 Further reading 11 External links Composition[edit] Eucalyptol comprises up to 90 percent of the essential oil of some species of the generic product Eucalyptus oil,[1] hence the common name of the compound. It is also found in camphor laurel, bay leaves, tea tree, mugwort, sweet basil, wormwood, rosemary, common sage, cannabis sativa, and other aromatic plant foliage. Eucalyptol with a purity from 99.6 to 99.8 percent can be obtained in large quantities by fractional distillation of eucalyptus oil. Although it can be used internally as a flavoring and medicine ingredient at very low doses, typical of many essential oils (volatile oils), eucalyptol is toxic if ingested at higher than normal doses.[2] Properties[edit] Eucalyptol has a fresh camphor-like smell and a spicy, cooling taste. It is insoluble in water, but miscible with ether, ethanol, and chloroform. The boiling point is 176 °C and the flash point is 49 °C. Eucalyptol forms crystalline adducts with halogen acids, o-cresol, resorcinol, and phosphoric acid. Formation of these adducts are useful for purification. Uses[edit] Flavoring and fragrance[edit] Because of its pleasant spicy aroma and taste, eucalyptol is used in flavorings, fragrances, and cosmetics. Cineole-based eucalyptus oil is used as a flavouring at low levels (0.002%) in various products, including baked goods, confectionery, meat products and beverages.[3] In a 1994, report released by five top cigarette companies, eucalyptol was listed as one of the 599 additives to cigarettes.[4] It is claimed that it is added to improve the flavor. Medicinal[edit] Eucalyptol is an ingredient in many brands of mouthwash and cough suppressant, as well as an inactive ingredient in body powder. Insecticide and repellent[edit] Eucalyptol is used as an insecticide and insect repellent.[5][6] In contrast, eucalyptol is one of many compounds that are attractive to males of various species of orchid bees, which gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study.[7] Toxicology[edit] In higher-than-normal doses, eucalyptol is hazardous via ingestion, skin contact, or inhalation. It can have acute health effects on behavior, respiratory tract, and nervous system. The acute oral LD50 is 2480 mg/kg (rat). It is classified as a reproductive toxin for females and a suspect reproductive toxin for males.[2] Scientific study[edit] This section needs more medical references for verification or relies too heavily on primary sources. Please review the contents of the section and add the appropriate references if you can. Unsourced or poorly sourced material may be removed. (September 2012) Rod of Asclepius2.svg In a 2003 study, eucalyptol was found to control airway mucus hypersecretion and asthma; after, in a previous study, the authors found eucalyptol to suppress arachidonic acid metabolism and cytokine production in human monocytes.[8][9] In a 2004 study, it was found to inhibit cytokine production in cultured human lymphocytes and monocytes.[10] In a 2004 study, eucalyptol was found to be an effective treatment for nonpurulent rhinosinusitis. Treated subjects experienced less headache on bending, frontal headache, sensitivity of pressure points of trigeminal nerve, impairment of general condition, nasal obstruction, and rhinological secretion. Side effects from treatment were minimal.[11] A 2000 study found eucalyptol to reduce inflammation and pain when applied topically.[12] In a 2002 study, it was found to kill leukaemia cells of two cultured human leukemia cell lines, but not cells of a human stomach cancer cell line in vitro.[13] List of plants that contain the chemical[edit] Cannabis[14] Cinnamomum camphora, Camphor laurel (50%)[15] Eucalyptus cneorifolia[citation needed] Eucalyptus dives,[citation needed] Eucalyptus dumosa[citation needed] Eucalyptus globulus[16] Eucalyptus goniocalyx[citation needed] Eucalyptus horistes[citation needed] Eucalyptus kochii[citation needed] Eucalyptus leucoxylon[citation needed] Eucalyptus oleosa[citation needed] Eucalyptus polybractea[citation needed] Eucalyptus radiata[citation needed] Eucalyptus sideroxylon[citation needed] Eucalyptus smithii[citation needed] Eucalyptus staigeriana[17] Eucalyptus tereticornis[citation needed] Eucalyptus viridis[citation needed] Helichrysum gymnocephalum [18] Kaempferia galanga, Galangal, (5.7%)[19] Laurus nobilis, Bay Laurel, (45%)[citation needed] Melaleuca alternifolia, Tea-tree, (0–15%)[citation needed] Salvia lavandulifolia, Spanish sage (13%)[20] Turnera diffusa, Damiana[21] Umbellularia californica, Pepperwood (22.0%)[22] Zingiber officinale, Ginger[citation needed] Compendial status[edit] British Pharmacopoeia [23] Martindale: The Extra Pharmacopoeia 31 [24] N.B. Listed as cineole in some pharmacopoeia. My Wild Zombie Poly bho has 1.2mg/g of Cineole in it but this is a double edge sword as it smells good but in does that are 2000 times as high can cause respitory illness in other words it takes 1500 pounds of marijuan to be ingested in one hour to be toxic.. at 1.2mg it has a toxitity that is 1/35 of table salt.. meaning table salt is 35 times more deadly than this in my bho .. so no worries VTLM
Posted on: Mon, 01 Dec 2014 14:11:36 +0000
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