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Merck

H5142

Sigma-Aldrich

20-Hydroxyecdysone

≥93% (HPLC), powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C27H44O7
Número de CAS:
Peso molecular:
480.63
Beilstein/REAXYS Number:
1917578
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

sterility

non-sterile

Quality Level

assay

≥93% (HPLC)

form

powder

color

white to off-white

solubility

alcohol: soluble

application(s)

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

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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

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).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Los clientes también vieron

Jia-Hsin Huang et al.
Biochimica et biophysica acta, 1830(1), 2178-2187 (2012-10-09)
Insect metamorphosis proceeds in two modes: hemimetaboly, gradual change along the life cycle; and holometaboly, abrupt change from larvae to adult mediated by a pupal stage. Both are regulated by 20-hydroxyecdysone (20E), which promotes molts, and juvenile hormone (JH), which
Towards long term cultivation of Drosophila wing imaginal discs in vitro
Handke B, et al.
PLoS ONE, 9(9), e107333-e107333 (2014)
Reciprocal interactions between olfactory receptor axons and olfactory nerve glia cultured from the developing moth Manduca sexta
Tucker ES and Tolbert LP
Developmental Biology, 260(1), 9-30 (2003)
Suphawan Suang et al.
PloS one, 12(4), e0174919-e0174919 (2017-04-04)
In insects, juvenile hormone (JH) and 20-hydroxyecdysone (20E) regulate larval growth and molting. However, little is known about how this cooperative control is terminating larval diapause especially in the bamboo borer, Omphisa fuscidentalis. In both in vivo and in vitro
The zinc finger homeodomain-2 gene of Drosophila controls Notch targets and regulates apoptosis in the tarsal segments
Guarner A, et al.
Developmental Biology, 385(2), 350-365 (2014)

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