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Hexahydroxy-1,4-naphthalenedione
Spinochrome E, 2,3,5,6,7,8-Hexahydroxy-1,4-naphthalenedione, also called hexahydroxynaphthoquinone is a polyhydroxylated 1,4-naphthoquinones, pigments found in sea urchin shell ("test"), spine, gonads, coelomic fluid, and eggs, of sea urchin commonly known as spinochromes. These natural phenolic compounds are quinones that are known to have pharmacological properties. The several hydroxyl groups are appropriate for free-radical scavenging, which diminishes ROS and prevents redox imbalance. Mechanisms are described such as scavenging of reactive oxygen species (ROS), interaction with lipid peroxide radicals, chelation of metal ions, inhibition of lipid peroxidation and regulation of the cell redox potential. Spinochrome E formula shows that have one extra hydroxyl group that Echinochrome A and it is formally derived from naphthoquinone (1,4-naphtalenedione) through replacement of all six hydrogen atoms by hydroxyl (OH) groups. The numerical prefixes "2,3,5,6,7,8" are super ...
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Naphthoquinone
Naphthoquinones constitute a class of organic compounds structurally related to naphthalene. Two isomers are common for the parent naphthoquinones: * 1,2-Naphthoquinone * 1,4-Naphthoquinone Natural products * Alkannin * Hexahydroxy-1,4-naphthalenedione * Juglone * Lapachol * Lawsone * Menatetrenone * 2-Methoxy-1,4-naphthoquinone, a compound found in ''Impatiens'' species * Nigrosporin B * 2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione * Phylloquinone * Plumbagin * 2,3,5,7-Tetrahydroxy-1,4-naphthalenedione * Vitamin K and related compounds Synthetic naphthoquinones * Menadione (2-Methyl-1,4-naphthoquinone), a vitamin K mimic * 5,8-Dihydroxy-1,4-naphthoquinone and dihydroxynaphthoquinones * Atovaquone * Buparvaquone, an antiprotozoal drug used in veterinary medicine * Diazonaphthoquinone, a diazo derivative of naphthoquinone * 1,2-Naphthoquinone, from the biodegradation of naphthalene. See also * Hydroxynaphthoquinone A hydroxynaphthoquinone (formula: ) is any of sever ...
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Test (biology)
In biology, a test is the hard shell of some spherical marine animals and protists, notably sea urchins and microorganisms such as testate foraminiferans, radiolarians, and testate amoebae. The term is also applied to the covering of scale insects. The related Latin term testa is used for the hard seed coat of plant seeds. Etymology The anatomical term "test" derives from the Latin ''testa'' (which means a rounded bowl, amphora or bottle). Structure The test is a skeletal structure, made of hard material such as calcium carbonate, silica, chitin or composite materials. As such, it allows the protection of the internal organs and the attachment of soft flesh. In sea urchins The test of sea urchins is made of calcium carbonate, strengthened by a framework of calcite monocrystals, in a characteristic "stereomic" structure. These two ingredients provide sea urchins with a great solidity and a moderate weight, as well as the capacity to regenerate the mesh from the cuticle ...
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Spine (zoology)
In a zoological context, spines are hard, needle-like anatomical structures found in both vertebrate and invertebrate species. The spines of most spiny mammals are modified hairs, with a spongy center covered in a thick, hard layer of keratin and a sharp, sometimes barbed tip. Occurrence Mammals Spines in mammals include the prickles of hedgehogs and among rodents, the quills of both New World and Old World porcupines as well as the prickly fur of spiny mice, spiny pocket mice and spiny rats. They are also found on afrotherian tenrecs, marsupial spiny bandicoots and on echidnas, of the monotremes. An ancient synapsid, '' Dimetrodon'', had extremely long spines on its backbone that were joined together with a web of skin that formed a sail-like structure. Many mammalian species, like cats and fossas, also have penile spines. The Mesozoic eutriconodont mammal ''Spinolestes'' already displayed spines similar to those of modern spiny mice. Fish Spines are found in the rays o ...
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Sea Urchin
Sea urchins () are spiny, globular echinoderms in the class Echinoidea. About 950 species of sea urchin live on the seabed of every ocean and inhabit every depth zone from the intertidal seashore down to . The spherical, hard shells (tests) of sea urchins are round and spiny, ranging in diameter from . Sea urchins move slowly, crawling with tube feet, and also propel themselves with their spines. Although algae are the primary diet, sea urchins also eat slow-moving (sessile) animals. Predators that eat sea urchins include a wide variety of fish, starfish, crabs, marine mammals. Sea urchins are also used as food especially in Japan. Adult sea urchins have fivefold symmetry, but their pluteus larvae feature bilateral (mirror) symmetry, indicating that the sea urchin belongs to the Bilateria group of animal phyla, which also comprises the chordates and the arthropods, the annelids and the molluscs, and are found in every ocean and in every climate, from the tropics to the pol ...
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Echinochrome A
Echinochrome A, 7-ethyl-2,3,5,6,8-pentahydroxy-1,4-naphthoquinone is a polyhydroxylated 1,4-naphthoquinone, a type of pigments commonly found in sea urchin shell ("test"), spine, gonads, coelomic fluid, and eggs, of sea urchin Sea urchins () are spiny, globular echinoderms in the class Echinoidea. About 950 species of sea urchin live on the seabed of every ocean and inhabit every depth zone from the intertidal seashore down to . The spherical, hard shells (tests) of .... These type of pigments are commonly known as spinochromes and are natural marine phenolic compounds with known and various clinical effects and modes of action. First extracted from the sea urchin '' Scaphechinus mirabilis'', it is the active substance of histochrome and Echino-A. Histochrome is used for ophthalmic diseases and Ischemic heart disease. Echino-A has been used in nutraceutical form to diminish glucose levels, cholesterol and tryglicerides. The unique properties and the absence of adverse eff ...
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Hydrogen
Hydrogen is the chemical element with the symbol H and atomic number 1. Hydrogen is the lightest element. At standard conditions hydrogen is a gas of diatomic molecules having the formula . It is colorless, odorless, tasteless, non-toxic, and highly combustible. Hydrogen is the most abundant chemical substance in the universe, constituting roughly 75% of all normal matter.However, most of the universe's mass is not in the form of baryons or chemical elements. See dark matter and dark energy. Stars such as the Sun are mainly composed of hydrogen in the plasma state. Most of the hydrogen on Earth exists in molecular forms such as water and organic compounds. For the most common isotope of hydrogen (symbol 1H) each atom has one proton, one electron, and no neutrons. In the early universe, the formation of protons, the nuclei of hydrogen, occurred during the first second after the Big Bang. The emergence of neutral hydrogen atoms throughout the universe occurred about 370,000 ...
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Hydroxyl
In chemistry, a hydroxy or hydroxyl group is a functional group with the chemical formula and composed of one oxygen atom covalently bonded to one hydrogen atom. In organic chemistry, alcohols and carboxylic acids contain one or more hydroxy groups. Both the negatively charged anion , called hydroxide, and the neutral radical , known as the hydroxyl radical, consist of an unbonded hydroxy group. According to IUPAC definitions, the term ''hydroxyl'' refers to the hydroxyl radical () only, while the functional group is called a ''hydroxy group''. Properties Water, alcohols, carboxylic acids, and many other hydroxy-containing compounds can be readily deprotonated due to a large difference between the electronegativity of oxygen (3.5) and that of hydrogen (2.1). Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this f ...
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Spinochrome (other)
Spinochrome can refer to any of a series of chemical compounds: * Spinochrome B (2,3,5,7-tetrahydroxy-1,4-naphthalenedione) * Spinochrome D (2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione) * Spinochrome E (hexahydroxy-1,4-naphthalenedione) {{disambig ...
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Glyoxal
Glyoxal is an organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ... with the chemical formula OCHCHO. It is the smallest dialdehyde (a compound with two aldehyde groups). It is a crystalline solid, white at low temperatures and yellow near the melting point (15 °C). The liquid is yellow, and the vapor is green.O'Neil, M.J. (2001): ''The Merck Index'', 13th Edition, page 803. Pure glyoxal is not commonly encountered because glyoxal is usually handled as a 40% aqueous solution (density near 1.24 g/mL). It forms a series of hydrates, including oligomers. For many purposes, these hydrated oligomers behave equivalently to glyoxal. Glyoxal is produced industrially as a precursor to many products. Production Glyoxal was first prepared and named by the German-British ...
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Tetrahydroxybenzoquinone
Tetrahydroxy-1,4-benzoquinone, also called tetrahydroxy-''p''-benzoquinone, tetrahydroxybenzoquinone, or tetrahydroxyquinone (THBQ, THQ), is an organic compound with formula . Its molecular structure consists of a cyclohexadiene ring with four hydroxyl groups and two ketone groups in opposite (''para'') positions. The compound gives a light red solution in water, and crystallizes as the glistening bluish-black (but non-conducting) hydrate, dihydrate . The compound can be synthesized from glyoxal or from myo-inositol, ''myo''-inositol, a natural compound widely present in plants. THBQ forms an adduct with 4,4'-bipyridine, 4,4′-bipyridine in a 2:3 ratio. Salts of THBQ Like most phenols, THBQ is acidic and easily loses the four proton, hydrogen ions from the hydroxyl groups, yielding anions such as and . The latter is symmetric and Aromaticity, aromatic, as the double bonds and negative charges are evenly distributed over the six CO groups. The calcium salt is the dark purple ...
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Octahydroxyanthraquinone
Octahydroxyanthraquinone is an organic compound with formula , formally derived from anthraquinone by replacement of 8 hydrogen atoms by hydroxyl groups. The compound was obtained in 1911 by Georg von Georgievics Wahl, Andre; Atack, F. W (1919) ''The Manufacture Of Organic Dyestuffs''. G. Bell And Sons, LimitedOnline versionaccessed on 2010-01-22. and can be obtained through oxidation of rufigallol ( 1,2,3,5,6,7-hexahydroxyanthraquinone) with boric acid and mercuric oxide in sulfuric acid at . Esters of octahydroxyanthraquinone, where all eight hydroxyls are replaced by straight-chain 1-alkanecarboxylate groups -()''n''-COO-, with ''n'' between 6 and 14, are liquid crystals and have been studied for possible LCD applications. Octahydroxyanthraquinone is active against the malaria parasite, but rufigallol Rufigallol or 1,2,3,5,6,7-hexahydroxy-9,10-anthraquinone is an organic compound with formula , which can be viewed as a derivative of anthraquinone through the replac ...
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