AdipoGen Life Sciences

Ecdysone

CHF 75.00
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AG-CN2-0071-M0011 mgCHF 75.00
AG-CN2-0071-M0055 mgCHF 230.00
AG-CN2-0071-M01010 mgCHF 350.00
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Product Details
Synonyms α-Ecdysone; BRN 2422986; CCRIS 6931; 2β,3β,14α,22R,25-Pentahydroxy-5β-cholest-7-en-6-one
Product Type Chemical
Properties
Formula

C27H44O6

MW 464.6
Merck Index 14: 3491
CAS 3604-87-3
Source/Host Chemicals Isolated from Ipomoea hederacea.
Purity Chemicals ≥95% (NMR)
Appearance White to off-white solid.
Solubility Soluble in acetic acid, ethanol, methanol or DMSO. Sparingly soluble in chloroform. Insoluble in water.
Identity Identity determined by 1H-NMR.
InChi Key UPEZCKBFRMILAV-DBDKQAFGSA-N
Smiles [H][C@@](C)([C@H](O)CCC(C)(C)O)[C@@]1([H])CC[C@@]2(O)C3=CC(=O)[C@]4([H])C[C@@H](O)[C@@H](O)C[C@]4(C)C3CC[C@]12C
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
  • Steroidal prohormone of the major insect molting hormone 20-hydroxyecdysone.
  • A member of the ecdysteroid family.
  • Ecdysone receptor (EcR) agonist.
  • 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).
  • 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.
Product References
  1. Ecdysone, an insect steroid hormone, and its mode of action: P. Karlson & C.E. Sekeris; Recent Prog. Horm. Res. 22, 473 (1966)
  2. Ecdysone, the molting hormone of insects: P. Karlson; Naturwissenschaften 53, 445 (1966) (German)
  3. Puffs and gene regulation-molecular insights into the Drosophila ecdysone regulatory hierarchy: C.S. Thummel; Bioessays 12, 561 (1990)
  4. Hormones, puffs and flies: the molecular control of metamorphosis by ecdysone: A.J. Andres & C.S. Thummel; Trends Genet. 8, 132 (1992) (Review)
  5. The IVth Karlson Lecture: ecdysone-responsive genes: P. Cherbas; Insect Biochem. Mol. Biol. 23, 3 (1993)
  6. Ecdysone signaling cascade and regulation of Drosophila metamorphosis: E.H. Baehrecke; Arch. Insect Biochem. Physiol. 33, 231 (1996) (Review)
  7. Nuclear hormone receptors and the Drosophila ecdysone response: S.R. Russell; Biochem. Soc. Symp. 62, 111 (1996)
  8. Ecdysone receptors and their biological actions: L.M. Riddiford, et al.; Vitam. Horm. 60, 1 (2000)
  9. Ecdysone-regulated puff genes 2000: C.S Thummel; Insect Biochem. Mol. Biol. 32, 113 (2002)
  10. Ecdysone-controlled expression of transgenes: L.D. Graham; Expert Opin. Biol. Ther. 2, 525 (2002)
  11. 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)
  12. Ecdysone and the cell cycle: investigations in a mosquito cell line: A.M. Fallon & A. Gerenday; J. Insect. Physiol. 56, 1396 (2010)
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