20-Hydroxyecdysone - 10mM in DMSO , CAS No.5289-74-7

CAS: 5289-74-7 Cat. No.: H408562 Summenformel: C27H44O7 Molekulargewicht: 480.63 Beilstein Registry Number: 1917578 EG-Nummer: 811-097-1
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QUALITÄT & REINHEIT 10mM in DMSO
Synonyms
Ecdysterone, 20E, B-ecdysone, Commisterone, Crustecdysone|(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,10,11,12,13,15,16,17-dodecahydro-9H-cyclopenta[a]phenanthren-6(14H)-one
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Preis
Menge
1ml
H408562-1ml
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Übersicht

Information

20-Hydroxyecdysone (Ecdysterone, 20E, B-ecdysone, Commisterone, Crustecdysone) is a naturally occurring ecdysteroid hormone which controls theecdysis (moulting)andmetamorphosisof arthropods.20-Hydroxyecdysone (Ecdysterone, 20E) inhibits caspase activity a
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. 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. 20-Hydroxyecdysone inhibits NF-κB activation in HeLa cells stably transfected with an IL-6-bound reporter gene with IC50 of 31.8 µM. 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. 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.

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. 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. 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.
Cell Data

cell lines:

Concentrations:

Incubation Time:

Powder Purity:≥99%

Spezifikationen

Synonyme
Ecdysterone, 20E, B-ecdysone, Commisterone, Crustecdysone | (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,10,11,12,13,15,16,17-dodecahydro-9H-cyclopenta[a]phenanthren-6(14H)-one
Spezifikationen & Reinheit
10mM in DMSO
Biochemische und physiologische Mechanismen
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 activi
Storage
Store at -80°C
Verschickt in
Dry ice packs + Cold packs
Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.
Aktionsart
INHIBITOR
Namen und Kennungen
Isomere SMILES
C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O
WGK Deutschland
2
Molekulargewicht
480.63
Beilstein
1917578
Reaxy-Rn
2229591
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2229591&ln=

Erweiterte Daten

Zertifikate (CoA, COO, BSE/TSE und Analyse-Diagramm)
C of A & Other Certificates(BSE/TSE, COO):
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1 results found

Lot NumberCertificate TypeDatumArtikel
J2422371J2422371Certificate of AnalysisSep 03, 2026 H408562
Chemische und physikalische Eigenschaften
LöslichkeitSolubility (25°C) In vitro DMSO: 27 mg/mL (198.25 mM);    
Schmelzpunkt (°C)244°C - 248°C
Citations of This Product
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Häufig gestellte Fragen

How should this product be stored?
Store at ?80 °C. Ultra-low temperature storage is required to maintain the specified shelf life.
How is this product shipped?
This product ships frozen with dry ice and cold packs. Unpack on arrival and transfer it to the storage condition stated above; handle dry ice with insulated gloves in a ventilated area.
What are the CAS number, molecular formula and molecular weight?
The CAS Number is 5289-74-7, the molecular formula is C27H44O7, and the molecular weight is 480.63 g/mol.
What documentation is provided?
Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.

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