Chamazulene
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Chamazulene
Chamazulene is an aromatic chemical compound with the molecular formula C14H16 found in a variety of plants including in chamomile (''Matricaria chamomilla''), wormwood (''Artemisia absinthium''), and yarrow (''Achillea millefolium''). It is a blue-violet derivative of azulene which is biosynthesized from the sesquiterpene matricin. : Chamazulene has anti-inflammatory properties ''in vivo Studies that are ''in vivo'' (Latin for "within the living"; often not italicized in English) are those in which the effects of various biological entities are tested on whole, living organisms or cells, usually animals, including humans, and p ...'' and inhibits the CYP1A2 enzyme. References Azulenes Hydrocarbons {{aromatic-stub ...
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Matricin
Matricin is a sesquiterpene. It can be extracted from flower of chamomille (''Matricaria chamomilla''). Matricin is colorless. Chamazulene, a blue-violet derivative of azulene, found in a variety of plants including in chamomile (''Matricaria chamomilla''), wormwood (''Artemisia absinthium'') and yarrow (''Achillea millefolium'') is biosynthesized from matricin. : References

Sesquiterpenes Dienes Acetate esters Tertiary alcohols Anthemideae Heterocyclic compounds with 3 rings Oxygen heterocycles {{Organic-compound-stub ...
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Achillea Millefolium
''Achillea millefolium'', commonly known as yarrow () or common yarrow, is a flowering plant in the family Asteraceae. Other common names include old man's pepper, devil's nettle, sanguinary, milfoil, soldier's woundwort, and thousand seal. The plant is native to temperate regions of the Northern Hemisphere in Asia, Europe, and North America. It has been introduced as a feed for livestock in New Zealand and Australia. Description ''Achillea millefolium'' is an erect, herbaceous, perennial plant that produces one to several stems in height, and has a spreading rhizomatous growth form. Leaves are evenly distributed along the stem, with the leaves near the middle and bottom of the stem being the largest. The leaves have varying degrees of hairiness (pubescence). The leaves are long, bipinnate or tripinnate, almost feathery, and arranged spirally on the stems. The leaves are cauline, and more or less clasping, being more petiolate near the base. The inflorescence has 4 ...
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The Merck Index
''The Merck Index'' is an encyclopedia of chemicals, drugs and biologicals with over 10,000 monograph on single substances or groups of related compounds published online by the Royal Society of Chemistry. History The first edition of the Merck's Index was published in 1889 by the German chemical company Emanuel Merck and was primarily used as a sales catalog for Merck's growing list of chemicals it sold. The American subsidiary was established two years later and continued to publish it. During World War I the US government seized Merck's US operations and made it a separate American "Merck" company that continued to publish the Merck Index. In 2012 the Merck Index was licensed to the Royal Society of Chemistry. An online version of The Merck Index, including historic records and new updates not in the print edition, is commonly available through research libraries. It also includes an appendix with monographs on organic named reactions. The 15th edition was published in ...
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Intramuscular Injection
Intramuscular injection, often abbreviated IM, is the injection of a substance into a muscle. In medicine, it is one of several methods for parenteral administration of medications. Intramuscular injection may be preferred because muscles have larger and more numerous blood vessels than subcutaneous tissue, leading to faster absorption than subcutaneous or intradermal injections. Medication administered via intramuscular injection is not subject to the first-pass metabolism effect which affects oral medications. Common sites for intramuscular injections include the deltoid muscle of the upper arm and the gluteal muscle of the buttock. In infants, the vastus lateralis muscle of the thigh is commonly used. The injection site must be cleaned before administering the injection, and the injection is then administered in a fast, darting motion to decrease the discomfort to the individual. The volume to be injected in the muscle is usually limited to 2–5 milliliters, depending ...
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Aromaticity
In chemistry, aromaticity is a chemical property of cyclic ( ring-shaped), ''typically'' planar (flat) molecular structures with pi bonds in resonance (those containing delocalized electrons) that gives increased stability compared to saturated compounds having single bonds, and other geometric or connective non-cyclic arrangements with the same set of atoms. Aromatic rings are very stable and do not break apart easily. Organic compounds that are not aromatic are classified as aliphatic compounds—they might be cyclic, but only aromatic rings have enhanced stability. The term ''aromaticity'' with this meaning is historically related to the concept of having an aroma, but is a distinct property from that meaning. Since the most common aromatic compounds are derivatives of benzene (an aromatic hydrocarbon common in petroleum and its distillates), the word ''aromatic'' occasionally refers informally to benzene derivatives, and so it was first defined. Nevertheless, many ...
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Matricaria Chamomilla
''Matricaria chamomilla'' (synonym: ''Matricaria recutita''), commonly known as chamomile (also spelled camomile), German chamomile, Hungarian chamomile (kamilla), wild chamomile, blue chamomile, or scented mayweed, is an annual plant of the composite family Asteraceae. Commonly, the name ''M. recutita'' is applied to the most popular source of the herbal product chamomile, although other species are also used as chamomile. Chamomile is known mostly for its use against gastrointestinal problems; additionally, it can be used to treat irritation of the skin. Description ''Matricaria chamomilla'' is a member of the Asteraceae family, native to southern and eastern Europe. Today the plant can be found on all continents. It has a branched, erect and smooth stem, which grows to a height of . The long and narrow leaves are bipinnate or tripinnate. The flowers are borne in paniculate flower heads (capitula). The white ray florets are furnished with a ligule, while the disc fl ...
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Artemisia Absinthium
''Artemisia absinthium'' (wormwood, grand wormwood, absinthe, absinthium, absinthe wormwood, mugwort, wermout, wermud, wormit, wormod) is a species of '' Artemisia'', native to temperate regions of Eurasia and North Africa, and widely naturalized in Canada and the northern United States. It is grown as an ornamental plant and is used as an ingredient in the spirit absinthe and some other alcoholic beverages. Etymology ''Artemisia'' comes from Ancient Greek ἀρτεμισία, from Ἄρτεμις (Artemis). In Hellenistic culture, Artemis was a goddess of the hunt, and protector of the forest and children. The name ''absinthum'' comes from the Ancient Greek ἀψίνθιον, meaning the same. An alternative derivation is that the genus was named after Queen Artemisia, who was the wife and sister of Mausolus, ruler of Caria. The word "wormwood" may come from Middle English ''wormwode'' or ''wermode''. Webster's Third New International Dictionary attributes the etymology to Old ...
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Derivative (chemistry)
In chemistry, a derivative is a compound that is derived from a similar compound by a chemical reaction. In the past, derivative also meant a compound that ''can be imagined to'' arise from another compound, if one atom or group of atoms is replaced with another atom or group of atoms, but modern chemical language now uses the term structural analog for this meaning, thus eliminating ambiguity. The term "structural analogue" is common in organic chemistry. In biochemistry, the word is used for compounds that at least theoretically can be formed from the precursor compound. Chemical derivatives may be used to facilitate analysis. For example, melting point (MP) analysis can assist in identification of many organic compounds. A crystalline derivative may be prepared, such as a semicarbazone or 2,4-dinitrophenylhydrazone (derived from aldehydes or ketones), as a simple way of verifying the identity of the original compound, assuming that a table of derivative MP values is avail ...
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Azulene
Azulene is an organic compound and an isomer of naphthalene. Naphthalene is colourless, whereas azulene is dark blue. Two terpenoids, vetivazulene (4,8-dimethyl-2-isopropylazulene) and guaiazulene (1,4-dimethyl-7-isopropylazulene), that feature the azulene skeleton are found in nature as constituents of pigments in mushrooms, guaiac wood oil, and some marine invertebrates. Azulene has a long history, dating back to the 15th century as the azure-blue chromophore obtained by steam distillation of German chamomile. The chromophore was discovered in yarrow and wormwood and named in 1863 by Septimus Piesse. Its structure was first reported by Lavoslav Ružička, followed by its organic synthesis in 1937 by Placidus Plattner. Structure and bonding left, The blue color of the mushroom '' Lactarius indigo'' is due to the azulene derivative (7-isopropenyl-4-methylazulen-1-yl)methyl stearate. Azulene is usually viewed as resulting from fusion of cyclopentadiene and cycloheptatrie ...
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Biosynthesis
Biosynthesis is a multi-step, enzyme-catalyzed process where substrates are converted into more complex products in living organisms. In biosynthesis, simple compounds are modified, converted into other compounds, or joined to form macromolecules. This process often consists of metabolic pathways. Some of these biosynthetic pathways are located within a single cellular organelle, while others involve enzymes that are located within multiple cellular organelles. Examples of these biosynthetic pathways include the production of lipid membrane components and nucleotides. Biosynthesis is usually synonymous with anabolism. The prerequisite elements for biosynthesis include: precursor compounds, chemical energy (e.g. ATP), and catalytic enzymes which may require coenzymes (e.g.NADH, NADPH). These elements create monomers, the building blocks for macromolecules. Some important biological macromolecules include: proteins, which are composed of amino acid monomers joined via pepti ...
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Sesquiterpene
Sesquiterpenes are a class of terpenes that consist of three isoprene units and often have the molecular formula C15H24. Like monoterpenes, sesquiterpenes may be cyclic or contain rings, including many unique combinations. Biochemical modifications such as oxidation or rearrangement produce the related sesquiterpenoids. Sesquiterpenes are found naturally in plants and insects, as semiochemicals, e.g. defensive agents or pheromones. Biosynthesis and examples The reaction of geranyl pyrophosphate with isopentenyl pyrophosphate results in the 15-carbon farnesyl pyrophosphate (FPP), which is an intermediate in the biosynthesis of sesquiterpenes such as farnesene. Cyclic sesquiterpenes are more common than cyclic monoterpenes because of the increased chain length and additional double bond in the sesquiterpene precursors. In addition to common six-membered ring systems such as the ones found in zingiberene and bisacurone, cyclization of one end of the chain to the other end can ...
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