Indole
The term indole comes from a combination of the words 'indigo' and 'oleum,' because the chemical substance named indole was first isolated in 1866 by treatment of indigo dye with oleum (oil). Indole (also called benzopyrrole) is an aromatic heterocyclic organic compound which contains a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Indole is a colorless to yellow solid at room temperature but has a low melting point temperature (126.5 degrees F).
Indole is found naturally in some floral derivatives, such as jasmine, tuberose, honeysuckle, ylang ylang, gardenia, and orange blossom, and it is produced by bacteria as a degradation product of the amino acid tryptophan in animal digestive tracts. The flower substances most closely associated with indole are jasmine and tuberose. It also occurs in coal tar, which is its main industrial source, with the indole fraction steam distilled, although it also can be synthesized via a variety of methods.
Indoles smell floral at low concentrations, but fecal at high concentrations (such as in animal waste). It is thought that this is because when a scent arrives at the nose in high concentration, it binds to a wider range of receptors; too much scent activates the receptors associated with bad smells, while a small amount binds to only a few more acceptable pleasant scent receptors. However, it is mainly the combination of indole with humidity and certain musky compounds that produces the putrid smell. Pure indole does not really smell of feces in isolation. By themselves, the pure white crystals of indole have a musty, stale, mothball smell that is reminiscent of mild decay. In commercial scents, the term 'indolic' usually means that a fragrance has an overripe or animalic characteristic. Indole adds a warm depth to perfumes, opulent, "heady," and rich, and sometimes actually clean/fresh.
Indoles are used widely in perfumery, very rarely naturally, but primarily in synthetic form. Natural jasmine essence, as used in the perfume industry, contains about 2.5% pure indole and is dark and narcotic in character, giving a full, lush, and voluptuous effect in the finished fragrance compound. However, since 1 kg of natural jasmine oil requires the processing of several million jasmine flower blossoms and costs around $10,000, jasmine indole is usually used in the form of synthetic jasmine oil for perfumery, costing around $10 per kg. The genuine flower extract is still used occasionally, but only in tiny amounts and in very expensive perfumes.
Indole is also used in making tryptophan for human dietary use and in making indoleacetic acid, a hormone that promotes root development in plant cuttings for gardening. In addition, it is used to create chocolate, coffee, and fruity accords in flavorings for food products.
Indolic commercial perfume fragrances include:
Eau Sauvage
Carnal Flower
Charogne
Mario Valentino Ocean Rain
Serge Lutens A La Nuit and Sarrasins
Chanel Cristalle
By Killian Love & Tears
L'Artisan Parfumeur La Chasse Aux Papillons
Montale Jasmine Full
Gucci Eau de Parfum
Annick Goutal Songes and Néroli
Jo Malone Orange Blossom
Diptyque Olene
Jean Patou Joy
Bal à Versailles
Bruno Acampora Jasmin
Carthusia Fiori di Capri
Antonia Flowers
AbdesSalaam Attar Tawaf
Amouage Tribute
Saffron James Nani
Gandhara
Penhaligon's Castile and Amaranthine
Guerlain Aqua Allegoria Flora Nerolia
Galimard Rafting
Krigler Juicy Jasmine
Jardin du Nil
Hermes Eau d'Hermes
Calvin Klein Eternity and Escape
Fabergé Brut
The term indole comes from a combination of the words 'indigo' and 'oleum,' because the chemical substance named indole was first isolated in 1866 by treatment of indigo dye with oleum (oil). Indole (also called benzopyrrole) is an aromatic heterocyclic organic compound which contains a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Indole is a colorless to yellow solid at room temperature but has a low melting point temperature (126.5 degrees F).
Indole is found naturally in some floral derivatives, such as jasmine, tuberose, honeysuckle, ylang ylang, gardenia, and orange blossom, and it is produced by bacteria as a degradation product of the amino acid tryptophan in animal digestive tracts. The flower substances most closely associated with indole are jasmine and tuberose. It also occurs in coal tar, which is its main industrial source, with the indole fraction steam distilled, although it also can be synthesized via a variety of methods.
Indoles smell floral at low concentrations, but fecal at high concentrations (such as in animal waste). It is thought that this is because when a scent arrives at the nose in high concentration, it binds to a wider range of receptors; too much scent activates the receptors associated with bad smells, while a small amount binds to only a few more acceptable pleasant scent receptors. However, it is mainly the combination of indole with humidity and certain musky compounds that produces the putrid smell. Pure indole does not really smell of feces in isolation. By themselves, the pure white crystals of indole have a musty, stale, mothball smell that is reminiscent of mild decay. In commercial scents, the term 'indolic' usually means that a fragrance has an overripe or animalic characteristic. Indole adds a warm depth to perfumes, opulent, "heady," and rich, and sometimes actually clean/fresh.
Indoles are used widely in perfumery, very rarely naturally, but primarily in synthetic form. Natural jasmine essence, as used in the perfume industry, contains about 2.5% pure indole and is dark and narcotic in character, giving a full, lush, and voluptuous effect in the finished fragrance compound. However, since 1 kg of natural jasmine oil requires the processing of several million jasmine flower blossoms and costs around $10,000, jasmine indole is usually used in the form of synthetic jasmine oil for perfumery, costing around $10 per kg. The genuine flower extract is still used occasionally, but only in tiny amounts and in very expensive perfumes.
Indole is also used in making tryptophan for human dietary use and in making indoleacetic acid, a hormone that promotes root development in plant cuttings for gardening. In addition, it is used to create chocolate, coffee, and fruity accords in flavorings for food products.
Indolic commercial perfume fragrances include:
Eau Sauvage
Carnal Flower
Charogne
Mario Valentino Ocean Rain
Serge Lutens A La Nuit and Sarrasins
Chanel Cristalle
By Killian Love & Tears
L'Artisan Parfumeur La Chasse Aux Papillons
Montale Jasmine Full
Gucci Eau de Parfum
Annick Goutal Songes and Néroli
Jo Malone Orange Blossom
Diptyque Olene
Jean Patou Joy
Bal à Versailles
Bruno Acampora Jasmin
Carthusia Fiori di Capri
Antonia Flowers
AbdesSalaam Attar Tawaf
Amouage Tribute
Saffron James Nani
Gandhara
Penhaligon's Castile and Amaranthine
Guerlain Aqua Allegoria Flora Nerolia
Galimard Rafting
Krigler Juicy Jasmine
Jardin du Nil
Hermes Eau d'Hermes
Calvin Klein Eternity and Escape
Fabergé Brut
John