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H5142 Sigma-Aldrich

20-Hydroxyecdysone

≥93% (HPLC), powder

Synonym: β-Ecdysone, 2β,3β,14α,20β,22,25-Hexahydroxy-7-cholesten-6-one, Ecdysterone, Insect moulting hormone, Polypodine A

  • CAS Number 5289-74-7

  • Empirical Formula (Hill Notation) C27H44O7

  • Molecular Weight 480.63

  •  Beilstein/REAXYS Number 1917578

  •  MDL number MFCD00036740

  •  PubChem Substance ID 24895674

  •  NACRES NA.77

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Properties

Related Categories Analytical Standards, Analytical/Chromatography, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology,
Quality Level   100
assay   ≥93% (HPLC)
form   powder
color   white to off-white
solubility   alcohol: soluble
Featured Industry   Agriculture
Environmental
shipped in   ambient
storage temp.   −20°C
SMILES string   [H][C@]12CC[C@]3(C)[C@H](CC[C@@]3(O)C1=CC(=O)[C@]4([H])C[C@@H](O)[C@@H](O)C[C@]24C)[C@@](C)(O)[C@H](O)CCC(C)(C)O
InChI   1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1
InChI key   NKDFYOWSKOHCCO-YPVLXUMRSA-N

Description

Application

20-Hydroxyecdysone has been used:
• in Leibovitz′s dissecting medium for culturing sorting zone and neuropil-associated glia and antennal lobes of Manduca sexta
• in Schneider′s medium to reproduce ex-vivo imaginal disc eversion
• as a supplement in Mcl8 medium for culturing Drosophila wing imaginal discs

Packaging

10, 25 mg in poly bottle

5 mg in glass bottle

Biochem/physiol Actions

20-Hydroxyecdysone is an ecdysteroid hormone that plays a key role in insect development, cell proliferaton, growth and apoptosis by controlling gene expression involved in molting and metamorphosis. It acts through a heterodimeric receptor comprising the ecdysone receptor and the ultraspiracle proteins (USP).

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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