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安全信息

E9004

Sigma-Aldrich

α-蜕皮素

≥90%

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别名:
2β,3β,14α,22(R),25-五羟基-7-胆甾烯-6-酮
经验公式（希尔记法）:
C27H44O6
CAS号:
3604-87-3
分子量:
464.63
Beilstein:
2422986
EC 号:
222-760-4
MDL编号:
MFCD00042683
PubChem化学物质编号:
24894686
NACRES:
NA.77

无菌性

non-sterile

质量水平

200

检测方案

≥90%

形式

powder

溶解性

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

application(s)

agriculture
environmental

运输

ambient

储存温度

−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

InChI key

UPEZCKBFRMILAV-JMZLNJERSA-N

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一般描述

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.

应用

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)

生化/生理作用

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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Morten E Moeller et al.
Development (Cambridge, England), 140(23), 4730-4739 (2013-11-01)
Steroid hormones trigger the onset of sexual maturation in animals by initiating genetic response programs that are determined by steroid pulse frequency, amplitude and duration. Although steroid pulses coordinate growth and timing of maturation during development, the mechanisms generating these
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
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
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
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