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Merck

E9004

α-Ecdysone

≥90%, Insect molting hormone, powder

Sinónimos:

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

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Acerca de este artículo

Fórmula empírica (notación de Hill):
C27H44O6
Número CAS:
Peso molecular:
464.63
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
EC Number:
222-760-4
MDL number:
Beilstein/REAXYS Number:
2422986
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Nombre del producto

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

Categorías relacionadas

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.

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.

Clase de almacenamiento

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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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
Kim F Rewitz et al.
Current topics in developmental biology, 103, 1-33 (2013-01-26)
The transition from juvenile to adult is a fundamental process that allows animals to allocate resource toward reproduction after completing a certain amount of growth. In insects, growth to a species-specific target size induces pulses of the steroid hormone ecdysone
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
Ladan Sarraf-Zadeh et al.
Developmental biology, 381(1), 97-106 (2013-06-19)
In Drosophila, growth takes place during the larval stages until the formation of the pupa. Starvation delays pupariation to allow prolonged feeding, ensuring that the animal reaches an appropriate size to form a fertile adult. Pupariation is induced by a
Qiuxiang Ou et al.
Current topics in developmental biology, 103, 35-71 (2013-01-26)
Insect metamorphosis is one of the most fascinating biological processes in the animal kingdom. The dramatic transition from an immature juvenile to a reproductive adult is under the control of the steroid hormone ecdysone, also known as the insect molting

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