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Merck

E9004

Sigma-Aldrich

α-Ecdyson

≥90%

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C27H44O6
CAS-Nummer:
Molekulargewicht:
464.63
Beilstein:
2422986
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
51111800
PubChem Substanz-ID:
NACRES:
NA.77

Sterilität

non-sterile

Assay

≥90%

Form

powder

Löslichkeit

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

Anwendung(en)

agriculture
environmental

Versandbedingung

ambient

Lagertemp.

−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@H](C)[C@H](O)CCC(C)(C)O

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

InChIKey

UPEZCKBFRMILAV-JMZLNJERSA-N

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Allgemeine Beschreibung

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.

Anwendung

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. Wirkung

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Florentina Rus et al.
The EMBO journal, 32(11), 1626-1638 (2013-05-09)
Throughout the animal kingdom, steroid hormones have been implicated in the defense against microbial infection, but how these systemic signals control immunity is unclear. Here, we show that the steroid hormone ecdysone controls the expression of the pattern recognition receptor
Laura Boulan et al.
Current biology : CB, 23(6), 473-478 (2013-03-13)
During the development of multicellular organisms, body growth is controlled at the scale of the organism by the activity of long-range signaling molecules, mostly hormones. These systemic factors coordinate growth between developing tissues and act as relays to adjust body
Naoki Yamanaka et al.
Annual review of entomology, 58, 497-516 (2012-10-18)
The steroid hormone ecdysone is the central regulator of insect developmental transitions. Recent new advances in our understanding of ecdysone action have relied heavily on the application of Drosophila melanogaster molecular genetic tools to study insect metamorphosis. In this review
Jean-Philippe Parvy et al.
Development (Cambridge, England), 141(20), 3955-3965 (2014-09-26)
In most animals, steroid hormones are crucial regulators of physiology and developmental life transitions. Steroid synthesis depends on extrinsic parameters and autoregulatory processes to fine-tune the dynamics of hormone production. In Drosophila, transient increases of the steroid prohormone ecdysone, produced
Takumi Kayukawa et al.
Developmental biology, 388(1), 48-56 (2014-02-11)
Juvenile hormone (JH) has an ability to repress the precocious metamorphosis of insects during their larval development. Krüppel homolog 1 (Kr-h1) is an early JH-inducible gene that mediates this action of JH; however, the fine hormonal regulation of Kr-h1 and

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