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Merck

E9004

α-Ecdysone

≥90%, Insect molting hormone, powder

Sinonimo/i:

2β,3β,14α,22(R),25-Pentahydroxy-7-cholesten-6-one

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1 MG

186,00 €

5 MG

484,50 €

10 MG

830,45 €

186,00 €

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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C27H44O6
Numero CAS:
3604-87-3
Peso molecolare:
464.63
NACRES:
NA.77
PubChem Substance ID:
24894686
UNSPSC Code:
51111800
EC Number:
222-760-4
MDL number:
MFCD00042683
Beilstein/REAXYS Number:
2422986

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Nome del prodotto

α-Ecdysone, ≥90%

InChI key

UPEZCKBFRMILAV-JMZLNJERSA-N

InChI

1S/C27H44O6/c1-15(20(28)8-9-24(2,3)32)16-7-11-27(33)18-12-21(29)19-13-22(30)23(31)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19-20,22-23,28,30-33H,6-11,13-14H2,1-5H3/t15-,16+,17-,19-,20+,22+,23-,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@H](C)[C@H](O)CCC(C)(C)O

sterility

non-sterile

assay

≥90%

form

powder

solubility

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

application(s)

agriculture
environmental

shipped in

ambient

storage temp.

−20°C

Quality Level

200

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Questo articolo
PHL89651SML0541P3490
α-Ecdysone ≥90%

Sigma-Aldrich

E9004

α-Ecdysone

β-Ecdysone phyproof® Reference Substance

PHL89651

β-Ecdysone

7α,25-Dihydroxycholesterol ≥98% (HPLC)

Sigma-Aldrich

SML0541

7α,25-Dihydroxycholesterol

Ponasterone A ≥65%

Sigma-Aldrich

P3490

Ponasterone A

assay

≥90%

assay

≥90.0% (HPLC)

assay

≥98% (HPLC)

assay

-

form

powder

form

-

form

powder

form

powder

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

200

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

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

solubility

-

solubility

DMSO: 5 mg/mL (clear solution)

solubility

ethanol: soluble

shipped in

ambient

shipped in

-

shipped in

-

shipped in

ambient

Application

α-Ecdysone has been used:
  • to study its effects on Drosophila melanogaster′s sexual maturation
  • to study its effects on specification of neurons in Drosphila male-specific neurite
  • as a standard to evaluate the ecdysteroid levels by liquid chromatography-mass spectrometry (LC-MS/MS)

Biochem/physiol Actions

Ecdysone exerts its effects via the ecdysone receptor and regulates larval molting, reproduction, and metamorphosis in insects.

General description

α-Ecdysone is a phytoecdysteroid, synthesized from cholesterol, and one of the major insect molting hormones. Ecdysone is secreted by the ecdysial glands present in insects.

Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
BCCM9691
BCBW4130
BCCK7684
BCCC8948
BCBV6339

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Daria Shlyueva et al.
Molecular cell, 54(1), 180-192 (2014-04-02)
Steroid hormones act as important developmental switches, and their nuclear receptors regulate many genes. However, few hormone-dependent enhancers have been characterized, and important aspects of their sequence architecture, cell-type-specific activating and repressing functions, or the regulatory roles of their chromatin
Juri Hikiba et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 915-916, 52-56 (2013-01-22)
The concentration changes of endogenous ecdysteroids are closely related to the regulation of insect growth and development. Although they are frequently measured by immunoassays with anti-steroid antibodies, the separate estimations of the individual concentrations of ecdysone and other ecdysteroids with
W Robert Shaw et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(16), 5854-5859 (2014-04-09)
Anopheles gambiae mosquitoes are major African vectors of malaria, a disease that kills more than 600,000 people every year. Given the spread of insecticide resistance in natural mosquito populations, alternative vector control strategies aimed at reducing the reproductive success of
Cecilia Stahl Vieira et al.
Developmental and comparative immunology, 114, 103864-103864 (2020-09-13)
Rhodnius prolixus is an insect vector of two flagellate parasites, Trypanosoma rangeli and Trypanosoma cruzi, the latter being the causative agent of Chagas disease in Latin America. The R. prolixus neuroendocrine system regulates the synthesis of the steroid hormone ecdysone
Hiroyuki Shirai et al.
PloS one, 7(11), e49348-e49348 (2012-11-21)
Three distinct classes of nuclear receptors, EcR, E75, and HR3, are key regulators in the ecdysone-inducible gene activation cascade in insects. The transcription of these genes is induced by ecdysone (20E) differently, although the detailed mechanisms underlying their responses to
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