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C15H26O
The molecular formula C15H26O may refer to: * Bisabolol (Levomenol) * α-Cadinol * δ-Cadinol * τ-Cadinol * Carotol * Cedrol * Cubebol * Farnesol * Guaiol * Indonesiol * Ledol * Nerolidol * Patchouli alcohol * Viridiflorol Viridiflorol is a chemical compound, classified as a sesquiterpenoid, that has been isolated from the essential oils of a variety of plants including ''Melaleuca quinquenervia'' (broad-leaved paperbark), ''Melaleuca alternifolia'' (tea tree), and ... See also * Cadinol {{molFormIndex ...
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Nerolidol
Nerolidol, also known as peruviol and penetrol , is a naturally occurring sesquiterpene alcohol. A colorless liquid, it is found in the essential oils of many types of plants and flowers. There are four isomers of nerolidol', which differ in the geometry about the internal double bonds, but most applications use such a mixture. The aroma of nerolidol is woody and reminiscent of fresh bark. It is used as a flavoring agent and in perfumery as well as in non-cosmetic products such as detergents and cleansers. Nerolidyl derivatives involve include nerolidyl diphosphate and the fragrance nerolidyl acetate. Synthesis and occurrence Nerolidol is produced commercially from geranylacetone by the addition of vinyl Grignard reagent. It is used as a source of farnesol, vitamin E, and vitamin K1. Significant sources of natural nerolidol is Cabreuva oil and the oil of ''Dalbergia parviflora''. It is also present in neroli, ginger, jasmine, lavender, tea tree, ''Cannabis sativa'', and l ...
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Bisabolol
Bisabolol, or more formally α-(−)-bisabolol or also known as levomenol, is a natural monocyclic sesquiterpene alcohol. It is a colorless viscous oil that is the primary constituent of the essential oil from German chamomile (''Matricaria recutita'') and ''Myoporum crassifolium''. High concentrations of bisabolol can also be found in certain medicinal cannabis cultivars. It is poorly soluble in water and glycerine, but soluble in ethanol. The enantiomer, α-(+)-bisabolol, is also found naturally but is rare. Synthetic bisabolol is usually a racemic mixture of the two, α-(±)-bisabolol. It is the terpenoid responsible for distinctive aroma of chamomile flowers, and when isolated, its scent has also has been likened to apples, sugar and honey. Bisabolol has a weak sweet floral aroma and is used in various fragrances. It has also been used for hundreds of years in cosmetics because of its skin healing properties including reducing wrinkles, skin toughness and repairing sun ...
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α-Cadinol
α-Cadinol or 10α-hydroxy-4-cadinene is an organic compound, a sesquiterpenoid alcohol. Natural occurrence This compound is found in essential oils and extracts of many plants, such as *'' Agrotaxis selaginoides'', * ''Tabernaemontana catharinensis'' * ''Litsea acutivena'' (7.7%), * ''Salvia aratocensis'' (20%), * ''Protium giganteum'' (7%), * ''Uvaria ovata'' root bark (13–24%), * ''Plinia trunciflora'' (19%) * '' Tanacetum sonbolii'' (35%) * ''Schisandra chinensis'' berries (5%), * ''Melia azedarach'' (11%), * ''Neolitsea parvigemma'' (10%), * '' Tetradenia riparia'' (8%) Biological activity α-Cadinol was said to act as anti-fungal and as hepatoprotective, and was proposed as a possible remedy for drug-resistant tuberculosis Tuberculosis (TB) is an infectious disease usually caused by ''Mycobacterium tuberculosis'' (MTB) bacteria. Tuberculosis generally affects the lungs, but it can also affect other parts of the body. Most infections show no symptoms, in w ...
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δ-Cadinol
δ-Cadinol is an organic compound, a sesquiterpenoid alcohol produced by many plants as well as some animals and microorganisms. It is a white crystalline solid, soluble in isopropyl ether and ethanol. It is an epimer of α-cadinol. δ-Cadinol exists in nature as either of two enantiomers distinguished by the prefixes (+)- and (−)-.Lars Westfelt (1970), "(−)-Torryeol ('δ-Cadinol')". ''Acta Chemica Scandinavica'' volume 24 issue 5 16181622 The (+)-isomer was identified by E. Shinozaki in 1922 from the leaves of ''Torreya nucifera'' and originally named torreyol. The (−)-isomer was isolated in 1951 by Haagen-Smit and others from ''Pinus albicaulus'' and first called albicaulol. Its structure was determined in 1970 by Lars Westfelt. Other names were given to δ-cadinol based on its various biological sources before the structures were confirmed, including sesquigoyol for (+)-δ-cadinol and pilgerol for (−)-δ-cadinol. Lambertol is thought to be either (+)-δ-cadinol or (� ...
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Cubebol
Cubebol is a natural sesquiterpene alcohol first identified in cubeb oil. It is also found in basil. It was patented as a cooling agent in 2001 by Firmenich, an international flavor company. The taste of cubebol is cooling and refreshing. The patent describes application of cubebol as a refreshing agent in various products, ranging from chewing gum to sorbets, drinks, toothpaste, and gelatin Gelatin or gelatine (from la, gelatus meaning "stiff" or "frozen") is a translucent, colorless, flavorless food ingredient, commonly derived from collagen taken from animal body parts. It is brittle when dry and rubbery when moist. It may also ...-based confectioneries. References {{Reflist Cooling flavors Tertiary alcohols Sesquiterpenes Cyclopropanes Cyclopentanes Isopropyl compounds ...
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Farnesol
Farnesol is a natural 15-carbon organic compound which is an acyclic sesquiterpene alcohol. Under standard conditions, it is a colorless liquid. It is hydrophobic, and thus insoluble in water, but miscible with oils. Farnesol is produced from 5-carbon isoprene compounds in both plants and animals. Phosphate-activated derivatives of farnesol are the building blocks of possibly all acyclic sesquiterpenoids. These compounds are doubled to form 30-carbon squalene, which is the precursor for steroids in plants, animals, and fungi. Farnesol and its derivatives are important starting compounds for natural and artificial organic synthesis. Uses Farnesol is present in many essential oils such as citronella, neroli, cyclamen, lemon grass, tuberose, rose, musk, balsam, and tolu. It is used in perfumery to emphasize the odors of sweet, floral perfumes. It enhances perfume scent by acting as a co-solvent that regulates the volatility of the odorants. It is especially used in lilac perf ...
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Guaiol
Guaiol or champacol is an organic compound, a sesquiterpenoid alcohol found in several plants, especially in the oil of guaiacum and cypress pine.The Merriam-Webster Dictionary. It is a crystalline solid that melts at 92 ° C.Wolfram Alpha ''Guaiol'' Guaiol is one of many terpenes found in Cannabis and it has been associated with anxiolytic activity. Reactions Guaiol yields a deep purple color when treated with electrophilic bromine reagents. See also * Guaiene Guaienes are a series of closely related natural chemical compounds that have been isolated from a variety of plant sources. The guaienes are sesquiterpene Sesquiterpenes are a class of terpenes that consist of three isoprene units and often ... References Tertiary alcohols Sesquiterpenes {{alcohol-stub ...
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Ledol
Ledol is a poisonous sesquiterpene that can cause cramps, paralysis, and delirium. Caucasian peasants used ''Rhododendron'' plants for these effects in shamanistic rituals. Sources Ledol is found in labrador tea, an herbal tea (not a true tea) made from three closely related species: * ''Rhododendron tomentosum'' – Northern Labrador tea, previously ''Ledum palustre'' * '' Rhododendron groenlandicum'' – Bog Labrador tea, previously ''Ledum groenlandicum'' or ''Ledum latifolium'' * ''Rhododendron columbianum ''Rhododendron columbianum'', commonly known as western Labrador tea, swamp tea, or muskeg tea, is a shrub that is widespread in the western United States and in western Canada, reported from British Columbia, Alberta, Washington, Oregon, Idaho, ...'' – Western Labrador tea, or trapper's tea, previously ''Ledum glandulosum'' Ledol is also found in the essential oil of priprioca at a concentration of around 4%. Ledol is also found to varying concentrations in the ...
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Carotol
Carotol was first isolated by scientists Asahina and Tsukamoto in 1925. It is one of the primary components found in carrot seed oil comprising approximately 40% of this essential oil. This sesquiterpene alcohol is thought to be formed in carrot seeds (''Daucus carota L., Umbelliferae'') during the vegetation period. Additionally, studies have shown that carotol may be involved in allelopathic interactions expressing activity as an antifungal, herbicidal and insecticidal agent. Biosynthesis It has been proposed that there is a direct cyclisation of farnesyl pyrophosphate (FPP) to the carotol (carotane backbone). This type of cyclisation is unconventional for the typical chemistry of sesquiterpenes. The only other proposed mechanism requires a complex ten-membered ring with a methyl migration. This latter reaction, regardless of how plausible it may appear to be on paper, is energetically undesired, and through the diligent work of M. Soucek and coworkers, it was shown that th ...
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Cedrol
Cedrol is a sesquiterpene alcohol found in the essential oil of conifers (cedar oil), especially in the genera ''Cupressus'' (cypress) and ''Juniperus'' (juniper). It has also been identified in ''Origanum onites'', a plant related to oregano. Its main uses are in the chemistry of aroma compounds. It makes up about 19% of cedarwood oil Texas and 15.8% of cedarwood oil Virginia. Cedrol has not been proven to be toxic in humans. It has been shown to have antioxidant and antiinflammatory along with other beneficial effects. In skin sensitization tests 2/20 people showed negative effects, and on the second test there was no sensitivity found. This compound and ones similar have been found to have antiseptic, anti-inflammatory, antispasmodic, tonic, astringent, diuretic, sedative, insecticidal, and antifungal activities ''in vitro''. These compounds are used globally in traditional medicine and cosmetics. Results of a 2015 study suggest that cedrol strongly attracts pregnant female mosq ...
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Patchouli Alcohol
Patchoulol or patchouli alcohol (C15H26O) is a sesquiterpene alcohol found in patchouli. Patchouli oil is an important material in perfumery. The (−)- optical isomer is one of the organic compounds responsible for the typical patchouli scent. Patchoulol is also used in the synthesis of the chemotherapy drug Taxol. Structure determination Patchouli alcohol was first isolated in 1869 by Gal and its chemical composition later correctly formulated as C15H26O by Montgolfier. During early structural investigation the presence of a saturated tricyclic tertiary alcohol was established. After several years of careful study Büchi and co-workers proposed the structure of patchouli alcohol to correspond to 1, based on degradation studies from his earlier work, verified later by synthesis of material which corresponded to the natural authentic sample of patchouli alcohol. A serendipitous finding by Dunitz and co-workers revealed a contradictory structure. They had undertaken an X-ra ...
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Viridiflorol
Viridiflorol is a chemical compound, classified as a sesquiterpenoid, that has been isolated from the essential oils of a variety of plants including ''Melaleuca quinquenervia'' (broad-leaved paperbark), ''Melaleuca alternifolia'' (tea tree), and ''Allophylus edulis''. Viridiflorol has shown moderate antibacterial activity against ''Mycobacterium tuberculosis'', the causative agent of tuberculosis, in an ''in vitro ''In vitro'' (meaning in glass, or ''in the glass'') studies are performed with microorganisms, cells, or biological molecules outside their normal biological context. Colloquially called "test-tube experiments", these studies in biology an ...'' assay. It is also produced by the endophytic root fungus ''Serendipita indica'' and exhibits antifungal activity against ''Colletotrichum truncatum'' References {{reflist Tertiary alcohols ...
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