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H5142

Sigma-Aldrich

20-Hydroxyecdysone

≥93% (HPLC), powder

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Synonym(s):
β-Ecdysone, 2β,3β,14α,20β,22,25-Hexahydroxy-7-cholesten-6-one, Ecdysterone, Insect moulting hormone, Polypodine A
Empirical Formula (Hill Notation):
C27H44O7
CAS Number:
Molecular Weight:
480.63
Beilstein:
1917578
MDL number:
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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This Item
E9004P3490O3125
20-Hydroxyecdysone ≥93% (HPLC), powder

Sigma-Aldrich

H5142

20-Hydroxyecdysone

α-Ecdysone ≥90%

Sigma-Aldrich

E9004

α-Ecdysone

Ponasterone A ≥65%

Sigma-Aldrich

P3490

Ponasterone A

Ouabain octahydrate ≥95% (HPLC), powder

Sigma-Aldrich

O3125

Ouabain octahydrate

form

powder

form

powder

form

powder

form

powder

color

white to off-white

color

-

color

-

color

white

solubility

alcohol: soluble

solubility

methanol: 20 mg/mL, clear, colorless to faintly yellow

solubility

ethanol: soluble

solubility

H2O: 10 mg/mL (cold), ethanol: 10 mg/mL, H2O: 50 mg/mL (hot)

shipped in

ambient

shipped in

ambient

shipped in

ambient

shipped in

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

room temp

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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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25G
Pack Size/Quantity

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705578-5MG-PW

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MMYOMAG-74K-13

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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)
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
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
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)
Towards long term cultivation of Drosophila wing imaginal discs in vitro
Handke B, et al.
PLoS ONE, 9(9), e107333-e107333 (2014)

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