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H5142

20-Hydroxyecdysone

Name: 20-Hydroxyecdysone
Brand: SIGMA

≥93% (HPLC), ecdysteroid hormone, powder

Synonym(s):

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

Empirical Formula (Hill Notation):

C₂₇H₄₄O₇

CAS Number:

5289-74-7

Molecular Weight:

480.63

NACRES:

NA.77

PubChem Substance ID:

24895674

UNSPSC Code:

12352200

MDL number:

MFCD00036740

Beilstein/REAXYS Number:

1917578

Assay:

≥93% (HPLC)

Form:

powder

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Properties

Product Name

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

sterility

non-sterile

Quality Segment

100

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

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

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

WGK 2

flash_point_f

Not applicable

flash_point_c