142-19-8

2-Propenyl Heptanoate has been found in, for example, wild edible mushrooms. It is used in perfume compositions for apple-like (pineapple) notes.

A liquid with characteristic wine odor and a slight banana note and banana-like flavor

CLEAR COLOURLESS LIQUID

Has apparently not been reported to occur in nature.

ChEBI: Allyl heptanoate is a fatty acid ester.

By direct esterijication of allyl alcohol with heptanoic acid under azeotropic conditions, or by any other suitable means.

Taste characteristics at 10 ppm: fruity, pineapple-like with waxy tropical nuance

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).

Taste at 5-10ppm

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).