Diosgenin, a

phytosteroid Phytosteroids, also known as plant steroids, are naturally occurring steroids that are found in plants. Examples include digoxin, digitoxin, diosgenin, and guggulsterone, as well as phytosterols like β-sitosterol and other phytoestrogens A phy ...

sapogenin Sapogenins are the aglycones, or non-saccharide, portions of the family of natural products known as saponins. Sapogenins contain steroid or other triterpene frameworks as their key organic feature. For example, steroidal sapogenins such as tigge ...

, is the product of hydrolysis by acids, strong bases, or enzymes of

saponins Saponins (Latin "sapon", soap + "-in", one of), also selectively referred to as triterpene glycosides, are bitter-tasting usually toxic plant-derived organic chemicals that have a foamy quality when agitated in water. They are widely distributed ...

, extracted from the

tubers Tubers are a type of enlarged structure used as storage organs for nutrients in some plants. They are used for the plant's perennation (survival of the winter or dry months), to provide energy and nutrients for regrowth during the next growing s ...

of ''

Dioscorea ''Dioscorea'' is a genus of over 600 species of flowering plants in the family Dioscoreaceae, native throughout the tropical and warm temperate regions of the world. The vast majority of the species are tropical, with only a few species extending ...

wild yam Wild yam is a common name for several plants and may refer to: * '' Dioscorea dregeana'', native to southern Africa * ''Dioscorea villosa ''Dioscorea villosa'' is a species of twining tuberous vine which is native to eastern North America. It is ...

species, such as the

Kokoro is a novel by the Japanese author Natsume Sōseki. It was first published in 1914 in serial form in the Japanese newspaper ''Asahi Shimbun''. The title translated literally means "heart". The word contains shades of meaning—notions of the he ...

. The sugar-free (

aglycone An aglycone (aglycon or genin) is the compound remaining after the glycosyl group on a glycoside is replaced by a hydrogen atom. For example, the aglycone of a cardiac glycoside would be a steroid molecule. Detection A way to identify aglycone ...

) product of such hydrolysis, diosgenin is used for the commercial synthesis of

cortisone Cortisone is a pregnene (21-carbon) steroid hormone. It is a naturally-occurring corticosteroid metabolite that is also used as a pharmaceutical prodrug; it is not synthesized in the adrenal glands. Cortisol is converted by the action of the enzy ...

pregnenolone Pregnenolone (P5), or pregn-5-en-3β-ol-20-one, is an endogenous steroid and precursor/ metabolic intermediate in the biosynthesis of most of the steroid hormones, including the progestogens, androgens, estrogens, glucocorticoids, and mineraloc ...

progesterone Progesterone (P4) is an endogenous steroid and progestogen sex hormone involved in the menstrual cycle, pregnancy, and embryogenesis of humans and other species. It belongs to a group of steroid hormones called the progestogens and is the m ...

, and other steroid products.

Sources

It is present in detectable amounts in '' Costus speciosus'', '' Smilax menispermoidea'', ''

Helicteres isora ''Helicteres isora'', sometimes called the Indian screw tree, is a small tree or large shrub found in southern Asia and northern Oceania. It is usually assigned to the family Malvaceae, but it is sometimes assigned to the family Sterculiaceae. Th ...

'', species of ''

Paris Paris () is the capital and most populous city of France, with an estimated population of 2,165,423 residents in 2019 in an area of more than 105 km² (41 sq mi), making it the 30th most densely populated city in the world in 2020. S ...

'', ''

Aletris ''Aletris'', the colicroot, colicweed, crow corn, or unicorn root, is a genus of flowering plants in the family Nartheciaceae, native to North America and to eastern and southeastern Asia, especially China. It was used as a component in Lydia P ...

'', ''

Trigonella ''Trigonella'' is a genus from the family Fabaceae. The best known member is the herb fenugreek. Members of the genus occur naturally in the Canary Islands, southern Europe, nontropical Africa, western and central Asia, the Indian subcontinent, ...

'', and ''

Trillium ''Trillium'' (trillium, wakerobin, toadshade, tri flower, birthroot, birthwort, and sometimes "wood lily") is a genus of about fifty flowering plant species in the family Melanthiaceae. ''Trillium'' species are native to temperate regions of No ...

'', and in extractable amounts from many species of ''

'' – '' D. althaeoides'', '' D. colletti'', '' D. composita'', '' D. floribunda'', '' D. futschauensis'', '' D. gracillima'', '' D. hispida'', '' D. hypoglauca'', '' D. mexicana'', '' D. nipponica'', '' D. panthaica'', '' D. parviflora'', '' D. septemloba'', and '' D. zingiberensis''.

Industrial uses

Diosgenin is a precursor for several hormones, starting with the Marker degradation process, which includes synthesis of

. The process was used in the early manufacturing of

combined oral contraceptive pill The combined oral contraceptive pill (COCP), often referred to as the birth control pill or colloquially as "the pill", is a type of birth control that is designed to be taken orally by women. The pill contains two important hormones: progest ...

References

External links

* {{Saponins Estrogens Hormonal contraception Progestogens Spiro compounds Steroids Tetrahydrofurans Tetrahydropyrans