Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Wine lactone is a pleasant smelling compound found naturally in apples, orange juice, grapefruit juice, orange essential oil, clementine peel oil and various grape wines. It was first discovered as an essential oil metabolite in koala urine by Southwell in 1975.[1] It was discovered several years later by Guth in white wines and was named "wine lactone".[2] This monoterpene imparts "coconut, woody and sweet" odors to a wine. There are 8 possible isomers of wine lactone with the (3S, 3a S, 7aR) isomer being the only one that has been found in wine.[3] This isomer is also the most potent of all eight with an odor detection threshold of 10 ng/L in model wine.
The odor threshold of the (3S,3aS,7aR)-wine lactone stereoisomer is 0.00001-0.00004 ng/L in air.[3]
^Southwell, I. A. (1975). "Essential oil metabolism in the koala iii novel urinary monoterpenoid lactones". Tetrahedron Letters. 16 (24): 1885–1888. doi:10.1016/S0040-4039(00)72311-2.
^Bonnlander, B.; Baderschneider, B.; Messerer, M.; Winterhalter, P. (1998). "Isolation of Two Novel Terpenoid Glucose Esters from Riesling Wine". J. Agric. Food Chem. 46 (4): 1474–1478. doi:10.1021/jf9706033.
^ abGuth, H. (1996). "Determination of the Configuration of Wine Lactone". Helvetica Chimica Acta. 79 (6): 1559–1571. doi:10.1002/hlca.19960790606.
Winelactone is a pleasant smelling compound found naturally in apples, orange juice, grapefruit juice, orange essential oil, clementine peel oil and various...
Sotolon (also known as sotolone) is a lactone and an extremely powerful aroma compound, with the typical smell of fenugreek or curry at high concentrations...
European Union law: Melatonin Winelactone Anthocyanone A, a degradation product of malvidin under acidic conditions A wine fault or defect is an unpleasant...
the blossoms' lactones impart a flavor closer to apricots and peaches. Owing to the time at which Osmanthus fragrans flowers, 'cassia' wine is the traditional...
Metatartaric acid is a food additive. Chemically, it is a polymeric lactone of variable composition and different molecular weights obtained through a...
Nepetalactone 8-Oxogeranial Perilla ketone Rhododendrol Spirodecanedione Winelactone This set index page lists chemical structure articles associated with...
vegetable oils. Lactones are cyclic carboxylic esters; naturally occurring lactones are mainly 5- and 6-membered ring lactones. Lactones contribute to the...
(pyranoanthocyanin) that can enhance the color of some red wines. Various esters, ketones, lactones, phenols and acetals. When yeast cells die, they sink to...
benzene molecule with two adjacent hydrogen atoms replaced by an unsaturated lactone ring −(CH)=(CH)−(C=O)−O−, forming a second six-membered heterocycle that...
involved in the production of wine. Wood lactones The various esters that a wine picks up from exposure to new oak. These lactones are responsible for the creamy...
of these is cis-3-methyl-4-octanolide, known as the "whisky lactone" or "quercus lactone", a compound with a strong coconut aroma. Commercially charred...
suggested that this color is due to sulfonation to phenolsulfonphthalein. The lactone form (H2In) is colorless between strongly acidic and slightly basic conditions...
resveratrol. Red wine contains between 0.2 and 5.8 mg/L, depending on the grape variety. White wine has much less because red wine is fermented with...
in artificial flavorings and fragrances which aim to mimic those odors. Lactones are a specific class cyclic carboxylic esters that are formed through intramolecular...
the gut microflora into urolithins through the loss of one of its two lactones and by successive removal of hydroxyl groups. While studies have shown...
oxidase. The conversion produces gluconolactone and hydrogen peroxide. The lactone spontaneously hydrolyzes to gluconic acid in water. C6H12O6 + O2 → C6H10O6...
rowanberry oil by A. W. von Hofmann. This affords parasorbic acid, the lactone of sorbic acid, which he converted to sorbic acid by hydrolysis. Its antimicrobial...
Haworth and Szent-Györgyi, respectively. Ascorbic acid is a furan-based lactone of 2-ketogluconic acid. It contains an adjacent enediol adjacent to the...
glycolysis, glucose can be oxidized during its degradation to glucono-1,5-lactone. Glucose is used in some bacteria as a building block in the trehalose...
Oxidative formation and structural characterisation of new α-pyranone (lactone) compounds of non-oxonium nature originated from fruit anthocyanins. Jingren...
scalp blood testing. Two molecules of lactic acid can be dehydrated to the lactone lactide. In the presence of catalysts lactide polymerize to either atactic...
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