20-Hydroxyecdysone

Synonyms: Ecdysterone, 20E, B-ecdysone, Commisterone, Crustecdysone

20-Hydroxyecdysone (Ecdysterone, 20E, B-ecdysone, Commisterone, Crustecdysone) is a naturally occurring ecdysteroid hormone which controls the ecdysis (moulting) and metamorphosis of arthropods.20-Hydroxyecdysone (Ecdysterone, 20E) inhibits caspase activity and induces autophagy via the 20E nuclear receptor complex, EcR-USP.

20-Hydroxyecdysone Chemical Structure

20-Hydroxyecdysone Chemical Structure

CAS No. 5289-74-7

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20-Hydroxyecdysone Related Products

Biological Activity

Description 20-Hydroxyecdysone (Ecdysterone, 20E, B-ecdysone, Commisterone, Crustecdysone) is a naturally occurring ecdysteroid hormone which controls the ecdysis (moulting) and metamorphosis of arthropods.20-Hydroxyecdysone (Ecdysterone, 20E) inhibits caspase activity and induces autophagy via the 20E nuclear receptor complex, EcR-USP.
Targets
Caspase-3 [2]
In vitro
In vitro In H4IIE cell culture, 20-Hydroxyecdysone treatment decreases expression of phosphoenolpyruvate carboxykinase (PEPCK) and glucose-6-phosphatase (G6Pase), reduces glucose production, and induces Akt2 phosphorylation sensitive to the phosphoinositide-3 kinase pathway-specific inhibitor LY-294002. [1] 20-Hydroxyecdysone treatment before or after CoCl2 exposure significantly ameliorates CoCl2-induced cellular injuries. 20-Hydroxyecdysone dramatically reduces the CoCl2-induced production of reactive oxygen species (ROS), decreases the depolarization of the mitochondrial membrane, inhibits the release of cytochrome c into the cytosol, increases the Bax/Bcl-2 ratio, and eliminates the CoCl2-induced activation of caspase-3. [2] 20-Hydroxyecdysone inhibits NF-κB activation in HeLa cells stably transfected with an IL-6-bound reporter gene with IC50 of 31.8 µM. [3] In vitro treatment of larval fat body tissues with 20-Hydroxyecdysone upregulates the apoptotic genes including Apaf-1, Nedd2 like1, Nedd2 like2, ICE1, ICE3, ICE5, Arp, and IAP. [4] 20-Hydroxyecdysone reverses TGF-β1-induced increase in intracellular and extracellular fibronectin, and reverses TGF-β1-induced down-regulation of Smad7. Additionally, 20-Hydroxyecdysone significantly attenuates TGF-β1-induced upregulation of Smad2/3 and pSmad2/3, and downregulation of E-Cadherin. Moreover, 20-Hydroxyecdysone dramatically suppresses TGF-β1-induced increases in the expression of Snail. [5]
In Vivo
In vivo Oral administration of 20-Hydroxyecdysone (10 mg/kg/day for 13 weeks) ameliorates obesity and insulin resistance in C57BL/6J mice fed a high-fat diet and produces a significant decrease of body weight gain and body fat mass compared with untreated animals. In addition, plasma insulin levels and glucose tolerance are significantly lowered by 20-Hydroxyecdysone treatment. These changes are accompanied by the reduced hepatic expression of PEPCK and G6Pase and increased adiponectin production by visceral fat tissue. [1] In the fat body of the silkworm, Bombyx mori, injection of 20-Hydroxyecdysone into day 2 of fifth instar larvae significantly induces apoptosis and upregulates apoptotic genes after 6 hours of treatment. [4] 20-Hydroxyecdysone (5 mg/kg/day) treatment does not have potent anabolic properties, however, a muscle-specific increase is observed and genes are identified to provide an explanation for the muscle accretion. [6]
Animal Research Animal Models Male C57BL/6J mice fed a high-fat diet
Dosages 10 mg/kg/day
Administration Orally administrated

Chemical Information & Solubility

Molecular Weight 480.63 Formula

C27H44O7

CAS No. 5289-74-7 SDF Download 20-Hydroxyecdysone SDF
Smiles CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O
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DMSO : 96 mg/mL ( (199.73 mM) Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Ethanol : 96 mg/mL

Water : Insoluble


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