20-Hydroxyecdysone

20 - hydroxyecdysone

White solid

Fixed

  • 6400 mg · kg -1 ( LD50, mouse, ip)
  • > 9 g · kg -1 ( LD50, mouse, oral)

Template: Infobox chemical / molecular formula search available

Ecdysterone, also called 20 - hydroxyecdysone, is a hormone from the group of ecdysteroids, which controls the molting ( ecdysis ) and metamorphosis of moulting animals ( Ecdysozoa ) as crabs, spiders and insects. In addition, it is formed by many plants as a component of defense against predators. A possible occurrence in mammals results in a recording ecdysteronhaltiger plants and insects, or an infestation of parasites and can have an effect on the mammalian organism.

  • 2.1 Physiological effects
  • 2.2 Impact on the mammalian organism

Biochemistry

Ecdysterone is a derived from the cholesterol steroid hormone. It is a steroid C27, which is different from the steroid hormones in mammals by means of a cis- linkage of the rings A / B, and by a distinctive hydroxylation.

Biosynthesis

The biosynthesis of ecdysterone in insects has been best studied on the example of the fruit fly Drosophila melanogaster. Based on the cholesterol dehydrogenation to 7-dehydrocholesterol in a first step involving microsomal cytochrome P450 enzymes in the prothoracic gland. In several oxidation steps, the 7- dehydrocholesterol on Ketodiol and Ketotriol is hydroxylated by various hydroxylases to 2 - Desoxyecdyson, ecdysone and ecdysterone eventually. The genes which are coding for the cytochrome P450 enzymes involved called Halloween genes.

Effect

Physiological effects

For Represented the About tribe of molting animals ecdysterone acts as a hormone. It regulates numerous physiological processes of molting animals, especially the molting process, the metamorphosis and reproduction. His hormone effect is due to a Aktivierungung intracellular Ecdysonrezeptoren and a consequent specific start of protein biosynthesis moulting regulating proteins.

Effect on the mammalian organism

Although mammals do not have an ecdysteroid receptor, ecdysterone has potential effects on the mammalian organism. These include a effect on the protein, fat metabolism and carbohydrate metabolism. For these potential interactions effects of degradation products of ecdysterone are discussed with various nuclear receptors or a direct modulation of GABA receptors. For a proclaimed therapeutic applications, for example to build muscle, there is no sufficient evidence.

CAS registry number PubChem Intraperitoneal injection Microsome Digital Object Identifier PubMed Central
12439
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