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Merck
CN

H5142

20-Hydroxyecdysone

≥93% (HPLC), ecdysteroid hormone, powder

别名:

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

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关于此项目

经验公式(希尔记法):
C27H44O7
化学文摘社编号:
分子量:
480.63
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
1917578
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产品名称

20-Hydroxyecdysone, ≥93% (HPLC), powder

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

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 key

NKDFYOWSKOHCCO-YPVLXUMRSA-N

sterility

non-sterile

assay

≥93% (HPLC)

form

powder

color

white to off-white

solubility

alcohol: soluble

application(s)

agriculture
environmental

shipped in

ambient

storage temp.

−20°C

Quality Level

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).

存储类别

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Ronald J Hill et al.
Annual review of entomology, 58, 251-271 (2012-10-18)
In 1974, Ashburner and colleagues postulated a model to explain the control of the puffing sequence on Drosophila polytene chromosomes initiated by the molting hormone 20-hydroxyecdysone. This model inspired a generation of molecular biologists to clone and characterize elements of
Danielle Christesen et al.
G3 (Bethesda, Md.), 7(2), 467-479 (2016-12-16)
In
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)
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

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