AdipoGen Life Sciences

20-Hydroxyecdysone

CHF 80.00
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AG-CN2-0072-M0055 mgCHF 80.00
AG-CN2-0072-M01010 mgCHF 120.00
AG-CN2-0072-M05050 mgCHF 480.00
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Product Details
Synonyms β-Ecdysone; Ecdysterone; BRN 1917578 ; NSC 629484; Commisterone; Crustecdyson; Polypodine A; 2β,3β,14α,20R,22R,25-Hexahydroxy-5β-cholest-7-en-6-one
Product Type Chemical
Properties
Formula

C27H44O7

MW 480.6
Merck Index 14: 3491
CAS 5289-74-7
Source/Host Chemicals Isolated from Ipomoea hederacea.
Purity Chemicals ≥95% (HPLC)
Appearance White solid.
Solubility Soluble in water, ethanol, methanol, DMSO or acetic acid.
Identity Identity determined by 1H-NMR.
InChi Key NKDFYOWSKOHCCO-MQMWGCQISA-N
Smiles [H][C@@]1(CC[C@@]2(O)C3=CC(=O)[C@]4([H])C[C@@H](O)[C@@H](O)C[C@]4(C)C3CC[C@]12C)[C@@](C)(O)[C@H](O)CCC(C)(C)O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • A member of the ecdysteroid family.
  • Ecdysone receptor (EcR) agonist. More potent than ecdysone.
  • Induces the expression of genes coding for proteins that the larva requires, and it causes chromosome puffs (sites of high expression) to form in polytene chromosomes.
  • Plays a key role in insect development, cell proliferaton, growth and apoptosis by controlling gene expression involved in moulting and metamorphosis. It acts through a heterodimeric receptor comprising the ecdysone receptor and the ultraspiracle proteins (USP).
  • Regulates lipolysis in insects.
  • Appears in many plants mostly as a protection agent (toxins or antifeedants) against herbivorous insects.
  • Used for controlled gene expression in scientific research, agriculture and medicine.
  • Used for the development of selective insect growth regulators for use as environmentally benign insecticides.
  • Shows biological effects on mammalian species.
  • Neurosteroid. Antiepileptic. Acts on the modulatory site of the GABAA receptor and potentiates GABAergic inhibition in rat.
  • Was shown to stimulate and modulate neutrophil production.
  • Antidiabetic and antiobesity. Could be used as a nutritional supplement for the prevention and treatment of obesity and obesity-associated disorders.
  • May protect PC12 cells against CoCl(2)-induced cell injury by inhibiting ROS production and modulating components of the mitochondrial apoptosis pathway.
  • 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.
  • Potential fibrosis antagonist for renal proximal tubule cells. Acts through suppressing post-receptor signaling of TGF-β1 and blocking the expression of Snail.
Product References
  1. 20-hydroxyecdysone, what it can do: F. Engelmann; Science 174, 1041 (1971)
  2. Relationship between 'early' and 'late' protein induced by 20-hydroxyecdysone in imaginal wing discs of Drosophila melanogaster: F.Y. Sin; Mol. Biol. Rep. 12, 7 (1987)
  3. Potentiation of GABA-induced inhibition by 20-hydroxyecdysone, a neurosteroid, in cultured rat cortical neurons: S. Tsujiyama, et al.;  Jpn. J. Pharmacol. 68, 133 (1995)
  4. Ecdysone signaling cascade and regulation of Drosophila metamorphosis: E.H. Baehrecke, et al.; Arch. Insect Biochem. Physiol. 33, 231 (1996)
  5. Antiepileptic effects of 20-hydroxyecdysone on convulsive seizures in spontaneously epileptic rats: R. Hanaya, et al.; Jpn. J. Pharmacol. 74, 331 (1997)
  6. 20-hydroxyecdysone as a human lymphocyte and neutrophil modulator: In vitro evaluation: D.S. Trenin & V.V. Volodin; Arch. Insect Biochem. Physiol. 41, 156 (1999)
  7. Ecdysone receptors and their biological actions: L.M. Riddiford, et al.; Vitam. Horm. 60, 1 (2000)
  8. Ecdysone-regulated puff genes 2000: C.S Thummel; Insect Biochem. Mol. Biol. 32, 113 (2002)
  9. Ecdysone-controlled expression of transgenes: L.D. Graham; Expert Opin. Biol. Ther. 2, 525 (2002)
  10. Non-genomic ecdysone effects and the invertebrate nuclear steroid hormone receptor EcR--new role for an "old" receptor? U. Schlattner, et al.; Mol. Cell Endocrinol. 247, 64 (2006)
  11. 20-Hydroxyecdysone decreases weight and hyperglycemia in a diet-induced obesity mice model: P.  Kizelsztein, et al.; Am. J. Physiol. Endocrinol. Metab. 296, E433 (2009)
  12. 20-hydroxyecdysone reduces insect food consumption resulting in fat body lipolysis during molting and pupation: S. Wang, et al.; J. Mol. Cell Biol. 2, 128 (2010)
  13. Protective effects of 20-hydroxyecdysone on CoCl(2)-induced cell injury in PC12 cells: J. Hu, et al.; J. Cell Biochem. 111, 1512 (2010)
  14. Quinoa extract enriched in 20-hydroxyecdysone protects mice from diet-induced obesity and modulates adipokines expression: A.S. Foucault, et al.; Obesity 20, 270 (2012)
  15. Continuous Infusion of 20-Hydroxyecdysone Increased Mass of Triceps Brachii in C57BL/6 Mice: D.M. Cheng, et al.; Phytother. Res. 27, 107 (2013)
  16. 20-hydroxyecdysone attenuates TGF-β1-induced renal cellular fibrosis in proximal tubule cells: T.J. Hung, et al.; J. Diabetes Complications 26, 463 (2012)
  17. Identification of ecdysone hormone receptor agonists as a therapeutic approach for treating filarial infections: A.S. Mhashilkar, et al.; PLOS Negl. Trop. Dis. 10, e0004772 (2016)
  18. Mortality time trends of three subterranean termite species when exposed to 20-Hydroxyecdysone, alone and in combination with noviflumuron: L. Carnohan & NS. Su; J. Econ. Entom. 111, 2312 (2018)
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