Volemitol

Last updated
Volemitol
Volemitol.png
Names
IUPAC name
D-glycero-D-manno-Heptitol
Preferred IUPAC name
(2R,3R,5R,6R)-Heptane-1,2,3,4,5,6,7-heptol
Other names
  • D-glycero-D-talo-Heptitol
  • α-Sedoheptitol
  • β-Mannoheptitol
Identifiers
  • 488-38-0 Yes check.svgY
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.006.978 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 207-675-2
KEGG
PubChem CID
UNII
  • InChI=1S/C7H16O7/c8-1-3(10)5(12)7(14)6(13)4(11)2-9/h3-14H,1-2H2/t3-,4-,5-,6-/m1/s1 Yes check.svgY
    Key: OXQKEKGBFMQTML-KVTDHHQDSA-N Yes check.svgY
  • O[C@@H]([C@@H](O)C(O)[C@H](O)[C@H](O)CO)CO
Properties
C7H16O7
Molar mass 212.198 g·mol−1
Melting point 152 to 153 °C (306 to 307 °F; 425 to 426 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)
Infobox references

Volemitol is a naturally occurring seven-carbon sugar alcohol. It is a substance widely distributed in plants, red algae, fungi, mosses, and lichens. It was also found in lipopolysaccharides from E. coli . In certain higher plants, such as Primula , volemitol plays several important physiological roles. It functions as a photosynthetic product, phloem translocate, and storage carbohydrate.

Contents

It is used as a natural sweetening agent.

Volemitol was first isolated as a white crystalline substance from the mushroom Lactarius volemus by the French scientist Émile Bourquelot in 1889. [1]

See also

Related Research Articles

Alcohol Type of organic compound

In chemistry, alcohol is an organic compound that carries at least one hydroxyl functional group (−OH) bound to a saturated carbon atom. The term alcohol originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. An important class of alcohols, of which methanol and ethanol are the simplest members, includes all compounds for which the general formula is CnH2n+1OH. Simple monoalcohols that are the subject of this article include primary (RCH2OH), secondary (R2CHOH) and tertiary (R3COH) alcohols.

Drink Liquid intended for human consumption

A drink is a liquid intended for human consumption. In addition to their basic function of satisfying thirst, drinks play important roles in human culture. Common types of drinks include plain drinking water, milk, juice and soft drinks. Traditionally warm beverages include coffee, tea, and hot chocolate. Caffeinated drinks that contain the stimulant caffeine have a long history.

Ethanol (also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic chemical compound. It is a simple alcohol with the chemical formula C2H6O. Its formula can be also written as CH
3
CH
2
OH or C
2
H
5
OH (an ethyl group linked to a hydroxyl group), and is often abbreviated as EtOH. Ethanol is a volatile, flammable, colorless liquid with a slight characteristic odor. It is a psychoactive drug, recreational drug, and the active ingredient in alcoholic drinks.

Liqueur Alcoholic beverage

A liqueur is an alcoholic drink composed of distilled spirits and additional flavorings such as sugar, fruits, herbs, and spices. Often served with or after dessert, they are typically heavily sweetened and un-aged beyond a resting period during production, when necessary, for their flavors to mingle.

Recreational drug use Use of a drug with the primary intention to alter the state of consciousness

Recreational drug use is the use of a psychoactive drug to induce an altered state of consciousness either for pleasure or for some other casual purpose or pastime by modifying the perceptions, feelings, and emotions of the user. When a psychoactive drug enters the user's body, it induces an intoxicating effect. Generally, recreational drugs are divided into three categories: depressants ; stimulants ; and hallucinogens.

Tequila Alcoholic beverage from Mexico

Tequila is a distilled beverage made from the blue agave plant, primarily in the area surrounding the city of Tequila 65 km (40 mi) northwest of Guadalajara, and in the Jaliscan Highlands of the central western Mexican state of Jalisco.

An aphrodisiac is a substance that increases sexual desire, sexual attraction, sexual pleasure, or sexual behavior. Substances range from a variety of plants, spices, foods, and synthetic chemicals. Therefore, they can be classified by their chemical properties. Natural aphrodisiacs like alcohol are further classified into plant-based and non-plant-based substances. Unnatural aphrodisiacs like ecstasy or methamphetamine are classified as those that are manufactured to imitate a natural substance. Aphrodisiacs can also be classified by their type of effects. Aphrodisiacs that contain hallucinogenic properties like Bufo toad have psychological effects on a person that can increase sexual desire and sexual pleasure. Aphrodisiacs that contain smooth muscle relaxing properties like yohimbine have physiological effects on a person that can affect hormone levels and increase blood flow.

Mother of vinegar

Mother of vinegar is a substance composed of a form of cellulose and acetic acid bacteria that develops on fermenting alcoholic liquids, which turns alcohol into acetic acid with the help of oxygen from the air. It is added to wine, cider, or other alcoholic liquids to produce vinegar.

A glucoside is a glycoside that is derived from glucose. Glucosides are common in plants, but rare in animals. Glucose is produced when a glucoside is hydrolysed by purely chemical means, or decomposed by fermentation or enzymes.

Fruit wine

Fruit wines are fermented alcoholic beverages made from a variety of base ingredients ; they may also have additional flavors taken from fruits, flowers, and herbs. This definition is sometimes broadened to include any fermented alcoholic beverage except beer. For historical reasons, mead, cider, and perry are also excluded from the definition of fruit wine.

Glycoside Molecule in which a sugar is bound to another functional group

In chemistry, a glycoside is a molecule in which a sugar is bound to another functional group via a glycosidic bond. Glycosides play numerous important roles in living organisms. Many plants store chemicals in the form of inactive glycosides. These can be activated by enzyme hydrolysis, which causes the sugar part to be broken off, making the chemical available for use. Many such plant glycosides are used as medications. Several species of Heliconius butterfly are capable of incorporating these plant compounds as a form of chemical defense against predators. In animals and humans, poisons are often bound to sugar molecules as part of their elimination from the body.

Sugar alcohol Organic compounds

Sugar alcohols are organic compounds, typically derived from sugars, containing one hydroxyl group (–OH) attached to each carbon atom. They are white, water-soluble solids that can occur naturally or be produced industrially by hydrogenation of sugars. Since they contain multiple –OH groups, they are classified as polyols.

Ginger beer Sweetened carbonated beverage

Traditional ginger beer is a sweetened and carbonated, usually non-alcoholic beverage. Historically it was produced by the natural fermentation of prepared ginger spice, yeast and sugar.

<i>Syzygium paniculatum</i> Species of tree

Syzygium paniculatum, the magenta lilly pilly or magenta cherry, is a species of flowering plant in the myrtle family Myrtaceae, native to New South Wales, Australia. A broad dense bushy rainforest tree, in cultivation it grows to a height of 15 m (49 ft) with a trunk diameter up to 35 cm (14 in). The largest known example is at Ourimbah Creek, 35 m (115 ft) metres tall. The leaves are 3–9 cm (1.2–3.5 in) long, opposite, simple and slightly obovate, tapering at the leaf base. They are dark glossy green above, and paler below. White flowers are produced in clusters. The edible fruit is usually magenta, but can be white, pink or purple. Seeds are polyembroynic.

Soy molasses is brown viscous syrup with a typical bittersweet flavor. A by-product of aqueous alcohol soy protein concentrate production, soy molasses is a concentrated, desolventized, aqueous alcohol extract of defatted soybean flakes.

Oleochemistry is the study of vegetable oils and animal oils and fats, and oleochemicals derived from these fats and oils. The resulting product can be called oleochemicals (from Latin: oleum "olive oil"). The major product of this industry is soap, approximately 8.9×106 tons of which were produced in 1990. Other major oleochemicals include fatty acids, fatty acid methyl esters, fatty alcohols and fatty amines. Glycerol is a side product of all of these processes. Intermediate chemical substances produced from these basic oleochemical substances include alcohol ethoxylates, alcohol sulfates, alcohol ether sulfates, quaternary ammonium salts, monoacylglycerols (MAG), diacylglycerols (DAG), structured triacylglycerols (TAG), sugar esters, and other oleochemical products.

Leaching (chemistry)

Leaching is the process of a solute becoming detached or extracted from its carrier substance by way of a solvent.

Hydrophile Molecule or other molecular entity that is attracted to water molecules and tends to be dissolved by water

A hydrophile is a molecule or other molecular entity that is attracted to water molecules and tends to be dissolved by water.

Émile Bourquelot

Émile Bourquelot was a French chemist, and professor of pharmacy at the University of Paris. He was born in Jandun, to a farmer, and was the eldest of three sons. Bourquelot became the Chief Pharmacist at the Laënnec Hospital in 1887, where he established a laboratory to conduct his research into carbohydrate chemistry. Bourquelot and other French pharmacists pioneered the study of plant glycosides, molecules in which a sugar is bound to a non-carbohydrate part. They developed methods to stabilize these compounds in solution, and detect them enzymatically. He died at the age of 70 on January 26, 1921, from pneumonia.

Marc Bridel was a French pharmacist and chemist born in Blois.

References

  1. E. Bourquelot, Bull. Soc. Mycol. Fr., 5 (1889) 132.