5-Hydroxymaltol

Last updated
5-Hydroxymaltol
5-Hydroxymaltol.png
Names
Preferred IUPAC name
3,5-Dihydroxy-2-methyl-4H-pyran-4-one
Other names
3,5-Dihydroxy-2-methylpyran-4-one
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.258.796 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C6H6O4/c1-3-5(8)6(9)4(7)2-10-3/h2,7-8H,1H3 Yes check.svgY
    Key: SSSNQLHKSUJJTE-UHFFFAOYSA-N Yes check.svgY
  • Cc1occ(O)c(=O)c1O
Properties
C6H6O4
Molar mass 142.110 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

5-Hydroxymaltol, a derivative of maltol, is a substance that can be found in Penicillium echinulatum . [1] It is also found in toasted oak [2] and also in honeys from blue gum ( Eucalyptus leucoxylon ) and yellow box ( Eucalyptus melliodora ). [3]

Related Research Articles

Blue cheese Type of cheese

Blue cheese or bleu cheese is cheese made with cultures of the mold Penicillium, giving it spots or veins of the mold throughout the cheese, which can vary in color through various shades of blue and green. This carries a distinct smell, either from that or various specially cultivated bacteria. Some blue cheeses are injected with spores before the curds form, and others have spores mixed in with the curds after they form. Blue cheeses are typically aged in a temperature-controlled environment such as a cave. Blue cheese can be eaten by itself or can be spread, crumbled or melted into or over a range of other foods. Blue cheese is known for its pungent creamy texture.

<i>Eucalyptus globulus</i> Species of tree endemic to southeastern Australia

Eucalyptus globulus, commonly known as southern blue gum or blue gum, is a species of tall, evergreen tree endemic to southeastern Australia. This Eucalyptus species has mostly smooth bark, juvenile leaves that are whitish and waxy on the lower surface, glossy green, lance-shaped adult leaves, glaucous, ribbed flower buds arranged singly or in groups of three or seven in leaf axils, white flowers and woody fruit.

Ellagic acid Chemical compound

Ellagic acid is a natural phenol antioxidant found in numerous fruits and vegetables. Ellagic acid is the dilactone of hexahydroxydiphenic acid. There is no scientific evidence that consuming ellagic acid has any beneficial effect on human health or prevents diseases.

<i>Penicillium roqueforti</i> Species of fungus

Penicillium roqueforti is a common saprotrophic fungus in the genus Penicillium. Widespread in nature, it can be isolated from soil, decaying organic matter, and plants.

Carvacrol, or cymophenol, C6H3(CH3)(OH)C3H7, is a monoterpenoid phenol. It has a characteristic pungent, warm odor of oregano.

Eucalyptol Chemical compound

Eucalyptol is a monoterpenoid. A colorless liquid, it is a bicyclic ether. Eucalyptol has a fresh mint-like smell and a spicy, cooling taste. It is insoluble in water, but miscible with organic solvents. Eucalyptol makes up 90% of eucalyptus oil. Eucalyptol forms crystalline adducts with hydrohalic acids, o-cresol, resorcinol, and phosphoric acid. Formation of these adducts is useful for purification.

Eucalyptus oil is the generic name for distilled oil from the leaf of Eucalyptus, a genus of the plant family Myrtaceae native to Australia and cultivated worldwide. Eucalyptus oil has a history of wide application, as a pharmaceutical, antiseptic, repellent, flavouring, fragrance and industrial uses. The leaves of selected Eucalyptus species are steam distilled to extract eucalyptus oil.

<i>Eucalyptus melliodora</i> Species of eucalyptus

Eucalyptus melliodora, commonly known as yellow box, honey box or yellow ironbark, is a species of medium-sized to occasionally tall tree that is endemic to south-eastern, continental Australia. It has rough, flaky or fibrous bark on part or all of the trunk, smooth greyish to yellowish bark above. The adult leaves are lance-shaped to egg-shaped, the flower buds are arranged in groups of seven and the fruit is more or less hemispherical.

<i>Eucalyptus leucoxylon</i> Species of plant

Eucalyptus leucoxylon, commonly known as yellow gum, blue gum or white ironbark, is a species of small to medium-sized tree that is endemic to south-eastern continental Australia. It has smooth yellowish bark with some rough bark near the base, lance-shaped or curved adult leaves, flower buds in groups of three and cylindrical, barrel-shaped or shortened spherical fruit. A widely cultivated species, it has white, red or pink flowers.

<i>tert</i>-Amyl alcohol Chemical compound

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Anthocyanin

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Castalagin Chemical compound

Castalagin is an ellagitannin, a type of hydrolyzable tannin, found in oak and chestnut wood and in the stem barks of Anogeissus leiocarpus and Terminalia avicennoides.

Grandinin Chemical compound

Grandinin is an ellagitannin. It can be found in Melaleuca quinquenervia leaves and in oaks species like the North American white oak and European red oak. It shows antioxydant activity. It is an astringent compound. It is also found in wine, red or white, aged in oak barrels.

Wine chemistry

Wine is a complex mixture of chemical compounds in a hydro-alcoholic solution with a pH around 4.

Penicillium echinulatum is a mold species in the genus Penicillium. It is a source of cellulase.

8,5-Diferulic acid Chemical compound

8,5′-Diferulic acid is a non cyclic type of diferulic acid. It is the predominant diferulic acid in sugar beet pulp. It is also found in barley, in maize bran and rye. 8,5′-Diferulic acid has also been identified to be covalently linked to carbohydrate moieties of the arabinogalactan-protein fraction of gum arabic.

Urolithin Group of chemical compounds

Urolithins are microflora human metabolites of dietary ellagic acid derivatives such as ellagitannins. They are produced in the human gut, and found in the urine in the form of urolithin B glucuronide after absorption of ellagitannins-containing food such as pomegranate, strawberries, red raspberries, walnuts or oak-aged red wine.

Penicillium paneum is a species of fungus in the genus Penicillium which can spoil cereal grains. Penicillium paneum produces 1-Octen-3-ol and penipanoid A, penipanoid B, penipanoid C, patulin and roquefortine C

Penicillium steckii is a species of fungus in the genus Penicillium which produces citrinin, tanzawaic acid E, tanzawaic acid F.

References

  1. Anderson, H.A.; Bracewell, J.M.; Fraser, A.R.; Jones, D.; Robertson, G.W.; Russell, J.D. (December 1988). "5-Hydroxymaltol and mycophenolic acid, secondary metabolites from Penicillium echinulatum". Transactions of the British Mycological Society. 91 (4): 649–651. doi:10.1016/S0007-1536(88)80040-8.
  2. Cutzach, Isabelle; Chatonnet, Pascal; Henry, Robert; Dubourdieu, Denis (June 1997). "Identification of Volatile Compounds with a "Toasty" Aroma in Heated Oak Used in Barrelmaking". Journal of Agricultural and Food Chemistry. 45 (6): 2217–2224. doi:10.1021/jf960947d.
  3. D'Arcy, Bruce R.; Rintoul, Gavin B.; Rowland, Catherine Y.; Blackman, Adrian J. (1997). "Composition of Australian Honey Extractives. 1. Norisoprenoids, Monoterpenes, and Other Natural Volatiles from Blue Gum (Eucalyptus leucoxylon) and Yellow Box (Eucalyptus melliodora) Honeys". Journal of Agricultural and Food Chemistry. 45 (5): 1834–1843. doi:10.1021/jf960625+.