Irone

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(-)-cis-g-irone.svg
(-)-cis-a-irone.svg
Chemical structures of (-)-cis-γ-irone (top) and (-)-cis-α-irone

Irones are a group of methylionone odorants used in perfumery, derived from iris oil, [1] e.g. orris root. The most commercially important of these are:

The ionones are a series of closely related chemical substances that are part of a group of compounds known as rose ketones, which also includes damascones and damascenones. Ionones are aroma compounds found in a variety of essential oils, including rose oil. β-Ionone is a significant contributor to the aroma of roses, despite its relatively low concentration, and is an important fragrance chemical used in perfumery. The ionones are derived from the degradation of carotenoids.

<i>Iris</i> (plant) A genus of flowering plants belonging to the freesias, gladioli and crocuses family

Iris is a genus of 260–300 species of flowering plants with showy flowers. It takes its name from the Greek word for a rainbow, which is also the name for the Greek goddess of the rainbow, Iris. Some authors state that the name refers to the wide variety of flower colors found among the many species. As well as being the scientific name, iris is also widely used as a common name for all Iris species, as well as some belonging to other closely related genera. A common name for some species is 'flags', while the plants of the subgenus Scorpiris are widely known as 'junos', particularly in horticulture. It is a popular garden flower.

Orris root

Orris root is a term used for the roots of Iris germanica and Iris pallida.

Contents

Irones form through slow oxidation of triterpenoids in dried rhizomes of the iris species, Iris pallida . Irones typically have a sweet floral, iris, woody, ionone, odor.

Terpenoid Any lipid formally derived from isoprene (2-methylbuta-1,3-diene), the skeleton of which can generally be discerned in repeated occurrence in the molecule

The terpenoids, sometimes called isoprenoids, are a large and diverse class of naturally occurring organic chemicals derived from terpenes. Most are multicyclic structures with oxygen-containing functional groups. About 60% of known natural products are terpenoids. Although sometimes used interchangeably with "terpenes", terpenoids contain additional functional groups, usually O-containing. Terpenes are hydrocarbons.

Rhizome modified subterranean stem of a plant

In botany and dendrology, a rhizome is a modified subterranean plant stem that sends out roots and shoots from its nodes. Rhizomes are also called creeping rootstalks or just rootstalks. Rhizomes develop from axillary buds and grow horizontally. The rhizome also retains the ability to allow new shoots to grow upwards.

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Carotenoid class of chemical compounds

Carotenoids, also called tetraterpenoids, are yellow, orange, and red organic pigments that are produced by plants and algae, as well as several bacteria and fungi. Carotenoids give the characteristic color to pumpkins, carrots, corn, tomatoes, canaries, flamingos, and daffodils. Carotenoids can be produced from fats and other basic organic metabolic building blocks by all these organisms. The only animals known to produce carotenoids are aphids and spider mites, which acquired the ability and genes from fungi or it is produced by endosymbiotic bacteria in whiteflies. Carotenoids from the diet are stored in the fatty tissues of animals, and exclusively carnivorous animals obtain the compounds from animal fat. In the human diet, absorption of carotenoids is improved when consumed with fat in a meal. Cooking carotenoid-containing vegetables in oil increases carotenoid bioavailability.

<i>alpha</i>-Carotene chemical compound

α-Carotene is a form of carotene with a β-ionone ring at one end and an α-ionone ring at the opposite end. It is the second most common form of carotene.

Aroma compound chemical compound that has a smell or odor

An aroma compound, also known as an odorant, aroma, fragrance, or flavor, is a chemical compound that has a smell or odor. A chemical compound has a smell or odor when it is sufficiently volatile to be transported to the olfactory system in the upper part of the nose.

Iron is a chemical element with symbol Fe and atomic number 26.

<i>cis</i>-3-Hexen-1-ol chemical compound

cis-3-Hexen-1-ol, also known as (Z)-3-hexen-1-ol and leaf alcohol, is a colorless oily liquid with an intense grassy-green odor of freshly cut green grass and leaves. It is produced in small amounts by most plants and it acts as an attractant to many predatory insects. cis-3-Hexen-1-ol is a very important aroma compound that is used in fruit and vegetable flavors and in perfumes. The yearly production is about 30 tonnes.

<i>cis</i>-3-Hexenal chemical compound

cis-3-Hexenal, also known as (Z)-3-hexenal and leaf aldehyde, is colorless liquid and an aroma compound with an intense odor of freshly cut grass and leaves. It is one of the major volatile compounds in ripe tomatoes. It is produced in small amounts by most plants and it acts as an attractant to many predatory insects. It is also a pheromone in many insect species.

Citral group of cis–trans isomers

Citral, or 3,7-dimethyl-2,6-octadienal or lemonal, is either a pair, or a mixture of terpenoids with the molecular formula C10H16O. The two compounds are double bond isomers. The E-isomer is known as geranial or citral A. The Z-isomer is known as neral or citral B.

Decalin pair of cis–trans isomers

Decalin, a bicyclic organic compound, is an industrial solvent. A colorless liquid with an aromatic odor, it is used as a solvent for many resins or fuel additives. It is the saturated analog of naphthalene and can be prepared from it by hydrogenation in the presence of a catalyst. Decahydronaphthalene easily forms explosive organic peroxides upon storage in the presence of air.

1,2-Dichloroethene, commonly called 1,2-dichloroethylene or 1,2-DCE, is an organochloride with the molecular formula C2H2Cl2. It is a highly flammable, colorless liquid with a sharp, harsh odor. It can exist as either of two geometric isomers, cis-1,2-dichloroethene or trans-1,2-dichloroethene, but is often used as a mixture of the two. They have modest solubility in water. These compounds have few industrial applications, although they are fundamental given their simple stoichiometries.

Carotenoid oxygenase InterPro Family

Carotenoid oxygenases are a family of enzymes involved in the cleavage of carotenoids to produce, for example, retinol, commonly known as vitamin A. This family includes an enzyme known as RPE65 which is abundantly expressed in the retinal pigment epithelium where it catalyzed the formation of 11-cis-retinol from all-trans-retinyl esters.

Beta-carotene 15,15-dioxygenase mammalian protein found in Homo sapiens

In enzymology, β-carotene 15,15'-dioxygenase (EC 1.13.11.63) is an enzyme with systematic name beta-carotene:oxygen 15,15'-dioxygenase (bond-cleaving). In human it is encoded by the BCO1 gene. This enzyme catalyses the following chemical reaction

Benzyl salicylate chemical compound

Benzyl salicylate is a salicylic acid benzyl ester, a chemical compound most frequently used in cosmetics as a fragrance additive or UV light absorber. It appears as an almost colorless liquid with a mild odor described as "very faint, sweet-floral, slightly balsamic" by those who can smell it, but many people either can't smell it at all or describe its smell as "musky". Trace impurities may have a significant influence on the odour. It occurs naturally in a variety of plants and plant extracts and is widely used in blends of fragrance materials.

Damascenone chemical compound

Damascenones are a series of closely related chemical compounds that are components of a variety of essential oils. The damascenones belong to a family of chemicals known as rose ketones, which also includes damascones and ionones. beta-Damascenone is a major contributor to the aroma of roses, despite its very low concentration, and is an important fragrance chemical used in perfumery.

Odor Volatilized chemical compounds that humans and animals can perceive by their sense of smell

An odor, or odour, is caused by one or more volatilized chemical compounds that are generally found in low concentrations that humans and animals can perceive by their sense of smell. An odor is also called a "smell" or a "scent", which can refer to either a pleasant or an unpleasant odor.

Olfaction sense that detects odors

Olfaction is a chemoreception that forms the sense of smell. Olfaction has many purposes, such as the detection of hazards, pheromones, and food. It integrates with other senses to form the sense of flavor.

<i>delta</i>-Carotene chemical compound

δ-Carotene or ε,ψ-carotene is a form of carotene with an ε-ring at one end, and the other uncyclized, labelled ψ (psi). It is an intermediate synthesis product in some photosynthetic plants between lycopene and α-carotene (β,ε-carotene) or ε-carotene (ε,ε-carotene). δ-Carotene is fat soluble. Delta-carotene contains an alpha-ionone instead of a beta-ionone ring; this conversion is carried out by the gene Del which shifts the position of the double bond in the ring structure. The formation delta-carotene under the presence of the Del gene is sensitive to high temperatures.

6-Nonenal chemical compound

6-Nonenal is an organic compound with the formula C2H5CH=CH(CH2)4CHO. Other isomeric nonenals are also known to exist naturally, e.g. 2-nonenal. The cis-isomer of 6-nonenal is often listed as the principal component in the aromas of muskmelon fruits. The trans-isomer is listed as an off-flavor aroma of milk foams, and thought to be a possible polypropylene odorant.

9-cis-beta-carotene 9',10'-cleaving dioxygenase (EC 1.13.11.68, CCD7 (gene), MAX3 (gene), NCED7 (gene)) is an enzyme with systematic name 9-cis-beta-carotene:O2 oxidoreductase (9',10'-cleaving). This enzyme catalyses the following chemical reaction

References

  1. Council of Europe, August 2007 Natural Sources of Flavourings, Volume 2 , p. 103, at Google Books