Chemical Properties
2-Propenyl Heptanoate has been found
in, for example, wild edible mushrooms. It is used in perfume compositions for
apple-like (pineapple) notes.
Chemical Properties
A liquid with characteristic wine odor and a slight banana note and banana-like flavor
Chemical Properties
CLEAR COLOURLESS LIQUID
Occurrence
Has apparently not been reported to occur in nature.
Uses
This old-line chemical was one of the first to be Flavor and Extract Manufacturers Association-registered GRAS (generally recognized as safe). It can be used as part of ester complexes, primarily in fruit flavors like apple, pineapple, pear, plum, banana, fruit punch, and tropicals such as kiwi, papaya and mango. It can also play an important role in the fruity notes of aged cheeses, especially Parmesan, Asiago and grana padano.
Definition
ChEBI: Allyl heptanoate is a fatty acid ester.
Preparation
By direct esterijication of allyl alcohol with heptanoic acid under azeotropic conditions, or by any other suitable means.
Taste threshold values
Taste characteristics at 10 ppm: fruity, pineapple-like with waxy tropical nuance
Toxicity evaluation
The acute oral LD50 values in rats, mice and guinea-pigs were reported as 500, 630 and 444 mg/kg, respectively (Hagan, Jenner, Jones, Fitzhugh, Long, Brouwer & Webb, 1965). The acute dermal LD50 value in rabbits was reported as 0.81 g/kg .(0.44-1.18 g/kg) (Moreno, 1974). Administration of 165 mg/kg by stomach tube daily for 4 days caused death in one of the six rats. Macroscopic liver lesions were observed in all animals; the livers were yellow in colour and approximately half of the hepatic tissue was necrotic(Taylor, Jenner
& Jones, 1964).
General Description
Allyl heptanoate is a flavor and fragrance ingredient that may be present in karanda fruit.
Biochem/physiol Actions
Taste at 5-10ppm
Metabolism
The hydrolysis of ester linkages in foreign compounds may be catalysed by many different esterases; most of these have a low degree of substrate specificity and they are to be found in all animals and bacteria(Parke, 1968). In the rat, allyl acetate and allyl alcohol are metabolized to 3-hydroxypropylmercapturic acid, which is excreted in the urine(Clapp, Kaye & Young,
1969). Heptanoic acid, like other odd-carbon fatty acids, is converted to glycogen with little or no formation of ketone bodies. The mechanism probably involves β-oxidation with formation of two acetic acid molecules plus one propionic acid molecule(Deuel, 1957).
