Names | |
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IUPAC name 2,12-Dimethoxypicrasa-2,12-diene-1,11,16-trione | |
Systematic IUPAC name (3aR,3a1S,6aR,7aS,8S,11aS,11bS)-2,10-Dimethoxy-3,3a1,8,11a-tetramethyl-3a,3a1,6a,7,7a,8,11a,11b-octahydrophenanthro[10,1-bc]pyran-1,5,11(4H)-trione | |
Identifiers | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.000.897 |
EC Number |
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PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C22H28O6 | |
Molar mass | 388.460 g·mol−1 |
Appearance | White crystalline substance |
Melting point | 200 to 222 °C (392 to 432 °F; 473 to 495 K) |
Boiling point | 586 °C (1,087 °F; 859 K) |
Insoluble | |
Vapor pressure | 13 mmHg (@25 °C) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Quassin is a white, bitter, crystalline substance that is the prototypical example of the family of quassinoids. It can be extracted from the quassia tree, from which it gets its name. It was first isolated in 1937, [1] and its chemical structure was elucidated in 1961. [2]
It is one of the most bitter substances found in nature, with a bitter threshold of 0.08 ppm and it is 50 times more bitter than quinine. [3]
Extracts of the bitterwood tree (Quassia amara) containing quassin are used as additives in soft drinks. [3]
Although its skeleton possesses 20 carbon atoms, quassin is not a diterpene but rather a triterpene lactone, which derives from euphol by loss of 10 carbon atoms including C4.
Chemistry is the scientific study of the properties and behavior of matter. It is a physical science within the natural sciences that studies the chemical elements that make up matter and compounds made of atoms, molecules and ions: their composition, structure, properties, behavior and the changes they undergo during reactions with other substances. Chemistry also addresses the nature of chemical bonds in chemical compounds.
A carbohydrate is a biomolecule consisting of carbon (C), hydrogen (H) and oxygen (O) atoms, usually with a hydrogen–oxygen atom ratio of 2:1 and thus with the empirical formula Cm(H2O)n, which does not mean the H has covalent bonds with O. However, not all carbohydrates conform to this precise stoichiometric definition, nor are all chemicals that do conform to this definition automatically classified as carbohydrates.
Quassia is a plant genus in the family Simaroubaceae. Its size is disputed; some botanists treat it as consisting of only one species, Quassia amara from tropical South America, while others treat it in a wide circumscription as a pantropical genus containing up to 40 species of trees and shrubs.
The Avogadro constant, commonly denoted NA or L, is an SI defining constant with an exact value of 6.02214076×1023 mol−1 (reciprocal moles). It is defined as the number of constituent particles (usually molecules, atoms, or ions) per mole (SI unit) and used as a normalization factor in the amount of substance in a sample. The constant is named after the physicist and chemist Amedeo Avogadro (1776–1856).
The dalton or unified atomic mass unit is a non-SI unit of mass defined as 1/12 of the mass of an unbound neutral atom of carbon-12 in its nuclear and electronic ground state and at rest. The atomic mass constant, denoted mu, is defined identically, giving mu = 1/12m(12C) = 1 Da.
Redox is a type of chemical reaction in which the oxidation states of the reactants change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or a decrease in the oxidation state. The oxidation and reduction processes occur simultaneously in the chemical reaction.
An essential oil is a concentrated hydrophobic liquid containing volatile chemical compounds from plants. Essential oils are also known as volatile oils, ethereal oils, aetheroleum, or simply as the oil of the plant from which they were extracted, such as oil of clove. An essential oil is essential in the sense that it contains the essence of the plant's fragrance—the characteristic fragrance of the plant from which it is derived. The term "essential" used here does not mean indispensable or usable by the human body, as with the terms essential amino acid or essential fatty acid, which are so called because they are nutritionally required by a living organism.
Saponins, also selectively referred to as triterpene glycosides, are bitter-tasting usually toxic plant-derived organic chemicals that have a foamy quality when agitated in water. They are widely distributed but found particularly in soapwort, a flowering plant, the soapbark tree, common corn-cockle, baby’s breath and soybeans. They are used in soaps, medicines, fire extinguishers, as dietary supplements, for synthesis of steroids, and in carbonated beverages. Saponins are both water and fat soluble, which gives them their useful soap properties. Some examples of these chemicals are glycyrrhizin and quillaia, a bark extract used in beverages.
Carbon-12 (12C) is the most abundant of the two stable isotopes of carbon, amounting to 98.93% of element carbon on Earth; its abundance is due to the triple-alpha process by which it is created in stars. Carbon-12 is of particular importance in its use as the standard from which atomic masses of all nuclides are measured, thus, its atomic mass is exactly 12 daltons by definition. Carbon-12 is composed of 6 protons, 6 neutrons, and 6 electrons.
Carbon-13 (13C) is a natural, stable isotope of carbon with a nucleus containing six protons and seven neutrons. As one of the environmental isotopes, it makes up about 1.1% of all natural carbon on Earth.
Pumpkin seed oil is a culinary oil, used especially in eastern Europe.
Lactisole is the sodium salt and commonly supplied form of 2-(4-methoxyphenoxy)propionic acid, a natural carboxylic acid found in roasted coffee beans. Like gymnemic acid, it has the property of masking sweet flavors and is used for this purpose in the food industry.
Quassia amara, also known as amargo, bitter-ash, bitter-wood, or hombre grande is a species in the genus Quassia, with some botanists treating it as the sole species in the genus. The genus was named by Carl Linnaeus who named it after the first botanist to describe it: the Surinamese freedman Graman Quassi. Q. amara is used as insecticide, in traditional medicine and as additive in the food industry.
Picrasma quassioides is a species of Picrasma native to temperate regions of southern Asia, from the northeast of Pakistan east along the Himalaya and through East Asia from southern, central and eastern China to Taiwan, Japan and Korea.
Simarouba glauca is a flowering tree that is native to Florida, South America, and the Caribbean. Common names include paradise-tree, dysentery-bark, and bitterwood. The tree is well suited for warm, humid, tropical regions. Its cultivation depends on rainfall distribution, water holding capacity of the soil, and sub-soil moisture. It is suited for temperature range of 10 to 40 °C, and can grow at elevations from sea level to 1,000 m (3,300 ft). It grows 40 to 50 ft tall and has a span of 25 to 30 ft. It bears yellow flowers and purple elongated oval fleshy fruits.
The Unique Ingredient Identifier (UNII) is an alphanumeric identifier linked to a substance's molecular structure or descriptive information and is generated by the Global Substance Registration System (GSRS) of the Food and Drug Administration (FDA). It classifies substances as chemical, protein, nucleic acid, polymer, structurally diverse, or mixture according to the standards outlined by the International Organization for Standardization in ISO 11238 and ISO DTS 19844. UNIIs are non-proprietary, unique, unambiguous, and free to generate and use. A UNII can be generated for substances at any level of complexity, being broad enough to include "any substance, from an atom to an organism."
Ethane-1,1-dithiol is an organosulfur compound with formula CH3CH(SH)2. It is a colourless smelly liquid that is added to or found in some foods. The compound is an example of a geminal dithiol.
Quassinoids are degraded triterpene lactones of the Simaroubaceae plant family grouped into C-18, C-19, C-20, C-22 and C-25 types. The prototypical member of the group, quassin, was first described in the 19th century from plants of the genus Quassia from which it gets its name. It was isolated in 1937, and its structure elucidated in 1961.
N,N-Dimethylphenethylamine (N,N-DMPEA) is a substituted phenethylamine that is used as a flavoring agent. It is an alkaloid that was first isolated from the orchid Eria jarensis. Its aroma is described as "sweet, fishy". It is mainly used in cereal, cheese, dairy products, fish, fruit and meat. It is also being used in pre-workout and bodybuilding supplements with claims of a stimulant effect.
Samadera indica, the bitter wood or Niepa bark tree, is a species of plant in the family Simaroubaceae. It is a shrub or tree and grows primarily in wet tropical regions, from west Africa, through India, then down through Indonesia to Malesia.